2004

,,,,,,,,,,,,,,, ;,, ;,, ;,, ;,,,,,,,,!,,, 2004 8

( 1 ) ( 1 ) ( 5 ) ( 5 ) ( 7 ) ( 7 ) ( 8 ) ( 9 ) 1

( 11 ) - ( 19 ) ( 19 ) ( 27 ) 1 - - 2 - N - 3, 4-2 - 2

( 45 ) ( 45 ) ( 59 ) ( 66 ) ( 78 ) ( 78 ) ( 93 ) (107 ) 3

(134 ) (134 ) (148 ) (156 ) (161 ) (184 ) (192 ) A. 1 A. 11 (194 ) 22 (202 ) 74 (203 ) 4

1 ( ),, 1971,,,, 1997 10 357,, ( ),,,,,,, ( ),,,, 1.,,,

2,,,,,,,,,, 15min, 90min, 5h 6h,,, ( 460-377 ), ( 129-199 ),,,,,,,,,, 280,,,,,,, 0. 5% 1 %,,,, 12,,,,,, 2. 17, 19,

3,, 1806, F W Morphine ( ), 7 % 19 % 1874, C R,,,,,, 1898,, ( Heroin),,,,, 1884,,,, 3. 20,, 300 (1 ) : : : (2 ), 300,,,,,, 6000, (3 )

4 20 80,,, ( ),,,,,, ( ) : N - 3, 4 - - 2-1 - - 2 - ( ) (1 ) : (2 ) :, (3 ) : ( ) (1 ) : (2 ) : (3 ) :

5 ) (1 ) : (2 ) : (3 ) : (1 ),, (2 ) (3 ),,,,,,,,,,,,,,,,

6,,, ;,,,,,,,,,,,,,,,,,,,,,,,,,,,,, 1.? 2.

7,,,,,,,,,,,,,, : ( ),,,,,,,,,,,,,, ( ),,,,,,

8,, ( 250mm),,,, :, 2.,, ( ),,,,,,,,,,, 3.,,,,,, 4.,, ( ),,,, 10,, 10-4 mm,,,,,,

9,,,,, -,, ;,,,, Cl, AgNO3, NH3 H2 O,, HNO3,, Cl -,,,,,, R f ( ), R f, R f, 1cm, R f, A : Rf = a/ c, B : R f = b/ c, R f, a A, b B, c

10, 1,, 2 3,,,, : ( ),, ( ) :,, 1mm 2mm,,,,,,,, ( Rf ),, R f, R f R f,,, ( ),,,,,,,,, ( ),,, ( ),,

11,,,, (GC),,,, :, ; ; ; :,,,,,,,,, ( ),,,,,,,,,,, :,,,,,,,,,,,,,

12 LC),, 20 60,,,,,,,,, ( ),, : ( ) ( ) : (1 ), 150kg/ cm 2 300kg/ cm 2, 500kg/ cm 2 (2 ) 1mL/ min 10mL/ min, (3 ),, 0. 01 g,, 300, 15%, 20%, 80%, 20,,,,, ( AES) AES

13 ),, 1 g/ g 1 g/ ml,,,,,,, ( ),,,,, ( ) ( ) ( ),,,,, ( ), ; ;,, ( ),,,,, 2 3,,,,, : I = AC b : I ; A ; C ; b A b,, b,,,

14 b,,,,,,,,,,,,,,,,,,,,,,, - ( ) - -, :,, ; ; ; -,, (, ), ( ) ;, ( ),, ( )

15 ) - -,,,,,,,,,,,,,,,,, / ( GC/ MS), / / (GC/ IR/ MS), / ( LC/ MS), X,,, ( ) / / ( GC/ MS ),,,,,,,, GC/ MS,

16,,,,, GC/ MS : (1 ) ( TIC ),,,,,,, (2 ) ( MC) GC/ MS,,,,, ( ), (3 ) ( RTIC) ( RMS ) MC, (4 ) ( SID), GC/ MS,,,,, 0.22mm,, 1mL/ min 3mL/ min GC/ MS,,,,,,,, ( ) /,,,,, GC/ MS

17,, / ( LC/ MS ) LC/ MS,, LC/ MS ( ESI ) ( APCI ),,,, LC/ ESI/ MS, LC/ APCI/ MS 1000 g, LC/ ESI/ MS LC/ APCI/ MS,,,, ESI APCI MS, ( CID), CID, ( ) /,, FTIR,,,, / ( GC/ F TIR ), GC/ FTIR : (1 ) ( ) (2 ) ( GC ) (3 ) ( GC ) (4 ) ( ),, ( MCT),,,,, GC/ F TIR, F TIR,,,, ( ),,, GC/ F TIR

18 GC/ F TIR,, ;, GC/ F TIR,,,, 10 30,, KBr,,, FTIR, FTI R KBr, ( ) / / GC/ MS, GC/ F TIR,,,, GC MS F TIR, MS IR, GC/ MS/ F TIR 1.,? 2.?

19 : HCl, : 36.46 ( ),,,, 108.6, 1. 87, 1. 19, HCl 37%, ( ) (1 ) :,, (2 ) : ( ),, ( ),, 1500/ 1000000, ( ), ( ),

20 ),, ( ),,, ( ) (1 ) ph :, 1 2 ph,, (2 ) : 1mL, 1mL, 5%,,,, HNO3, : H2 SO4, : 98.08 ( ) 327, 3.0, 1. 84, ( ), 98%,, 290,, 317, 98. 54 %,,,,,,, H2 H2 S SO2,, ( ), 20min 30min,, 60% ( ) (1 ) :

21 :, ( ),,,,,,,, ( ), ( ) (1 ) ph : (2 ) : 1mL, 1mL, 5%,, : KMnO4, : 158.04 ( ), 2.703,, 240,,,,, ( ) (1 ) :, (2 ) : ( ),,,

22 ) ( ), ( ) ( ), ( ),,, ;,, 0.1 %, : C4 H6 O3, : 102. 00 ( ),, - 73. 1, 139. 55,,, ( ) (1 ) : (2 ) :,, 1 - - 2 - N - ( ),,,

23 ) 1. 1mL, 1mL, ; 10%,, ;, 2. (1 ) :,,,, : (2 ) : - 2730 : 1 : 3 / (3 ) :,,, : 1828cm - 1 1750cm - 1, 1150cm - 1 1125cm - 1, 1000cm - 1 895cm - 1 : BaSO4, : 233. 40 ( ), 4.50, 1580, 1000, 600, ( ) (1 ) :, (2 ) : LSD ( ) ( ) ( )

24 CH3 COONa 3H2 O, : 136. 08 ( ),, 1.45, 58, 123,,,, ( ) (1 ) :, (2 ) : ( ) ( ) ( ) : PdCl2 2H2 O, : 213. 36 ( ),,,,, ( ) (1 ) : (2 ) :,,,, ( ) ( ) : NH4Cl, : 53. 46

25 ), ;, 340, 520 ;, ( ),,, ( ),,,,,,, ( ),, ( ),,, ( ) (1 ) :, (2 ) : PCP ; ph ( ) 1. (1 ) 2 0.1mol/ L 1 2mol/ L HNO3, 2 0. 1mol/ L AgNO3, ; (2 ) :, 6mol/ L N H3 H2 O,, ; (3 ) 6mol/ L HNO3,

26 : (1 ) 3 4, 2mol/ L NaOH ; (2 ),,, : (1 ) : 3. 5g KI 1. 3g HgCl2 70mL, 30mL ( 4mol/ L) NaOH,, ; (2 ) 1, 2, : SOCl2, : 118.98 ( ),, 76, - 104. 5, S2Cl2 SO2 Cl2,, SO2,, SOCl Cl -, ;,, ( ) (1 ) :,, (2 ) :, ( ),,,,,, 5 10-6 ( 5ppm, ) ( ), ( )

27, ( ), ph, Cl -, : C10 H15 NO2, : 165.20 ( ),,,, ;,, ( ) (1 ) : ( ) (2 ) : ( ) ( ) 1. (1 ) : 5mg/ ml ; (2 ) :, 1mg/ ml ; (3 ) : GF254 ; (4 ) : (80 20 ), (75 15 10) ; (5 ) : ; (6 ) : 0.50 0.33 : 2. (1 )

28 2mg, 200mg,, (2 ) : - 2730 : 1 : 3 / (3 ) : 3339cm - 1 ( OH ), 1587cm - 1 ( C = C), 1445cm - 1 ( CH3 ), 1390cm - 1 ( N - CH3 ), 1249cm - 1 ( C - OH ), 745cm - 1 703cm - 1 ( ) 3. - : H P5973 MSD, HP 12m 25mm 0.25 m, 150 ( 1min ) 250 ( 5min ), 250, 280, 230, 150, 1.2mL/ min, 20 1, ( EI ) 70eV, 45aum 450aum : 58 ( ), 77, 30, 105, 132 58 ( ), 146, 105, 91, 117, 184 GC/ MS,,, [H ] [ Cl],, 2min, 0.1min,, GC/ MS GC,,,,, : C10 H15 NO2, : 165.20 ( ),, ( )

29 ) 1. (1 ) : 5mg/ ml ; (2 ) :, 1mg/ ml ; (3 ) : GF254 ; (4 ) : (80 20 ) ; (75 15 10) ; (5 ) : ; (6 ) : 0.50 0.33 : 2. (1 ) : 2mg, 200mg ;, (2 ) : - 2730 : 1 : 3 / (3 ) : 700cm - 1 ( ), 761cm - 1 ( ), 1031cm - 1 ( C - OH), 1000cm - 1 ( = C - H), 1459cm - 1 ( CH3 ) 3. / : C6 H6 O3, : 150. 13 ( ),,, ( ) (1 ) :,

30 : ( ) 1. 2, 4 - (1 ) : 50mL 30%, 1. 2g 2, 4 -, (2 ) 5mL 2, 4 -, 40mg 50mg 0. 5mL, (3 ), (4 ), ( 30s), (5 ) : 2. ( ) (1 ) : 16. 6g 254mL, 2. 4mL (2 ) 2mL, 20mg 25mg (3 ) 3min,, (4 ) : : C10 H10 O2, : 162. 18 ( ),, ( ) (1 ) :, (2 ) : MDMA MDA MDE N - - MDA ( ) 1. (1 ) 1mL 2mL 2 4 ; (2 ) 2 2% : 1min, 2.,,

31 : - 2730 : : : : - 2730 : 1 : 3 / :,,, 3. GC/ MS : HP5973 MSD, DB - 5 ( MS ) 15m 0. 25mm 0.25 m, ( ) 100 ( 1min ) 280 ( 5min ), 260, 280, 230, 150, 1.0mL/ min, ( EI ) 70eV, 40aum 550aum, 50, 4. : 3min : HITACHI 329 UV, 20 m, 20nm 400nm :, ma x 236nm 287nm; m a x 260nm 340nm, : C10 H10 O2, : 162. 18 ( ),, ( ) (1 ) : (2 ) : MDA MDMA MDE ( ) : C19 H23 N3 O2, : 325. 39

32 ),,,, ( ) (1 ) :, (2 ) : LSD ( ) (1 ) : 1mg/ ml (2 ) :, 1mg/ ml (3 ) : G 254nm 10cm 10cm, 0. 25mm (4 ) : (9 1 ) ; ( 2 8) (5 ) : :, ; 254nm ; 365nm ; (6 ) : 0.39 0.67 : / C33 H35 N5 O5, : 581.65 ( ),,, ( ) (1 ) :,

33 : LSD ( ) (1 ) : 1mg/ ml (2 ) :, 1mg/ ml (3 ) : G 254nm 10cm 10cm, 0. 25mm (4 ) : (9 1 ) ; ( 2 8) (5 ) : :, ; 254nm ; 365nm ; (6 ) : 0.14 0.00 : / : C16 H16 N2 O2, : 268. 00 ( ), ( ) (1 ) : (2 ) : LSD ( ) 1. 2., 2 1% -,,

34-2 - 1 - - 2 - : C9 H10 O, : 134.18 ( ),, ( ) (1 ) : (2 ) : ( ) N - N - : C9 H9 NO3, : 179.18 ( ),, ( ) (1 ) : (2 ) : ( ) 3, 4 - - 2-3, 4 - - 2 - : C10 H6 O3, : 178.19 ( ),,, ( ) (1 ) :

35 : MDA MDE MDMA ( ) : C7 H8, : 92.13 ( ) 110. 6, - 94. 991, 0.866, 552,, ;, ; < 40,, ;,,,,,, ( + ) 2, 4, 2, 4, 6 ( T. N. T ) ;,,, ;,,,, ;, ( ) (1) :,, (2 ) : ( ), 1. 4% 6. 7% ( V/ V),

36 ), ( ), ( ),,,, 1.17% 7.10% ( ), 536, 200 10-6 (200ppm) ( ) 1. : 5 % CARBOWAX20M Carbopack ( 80 100 ), 100 (4min), 10 / min, 200, 210, 230, 0. 1 g/ ml 2. - : GC HP - 1 12m 0. 2mm, 80 ( 1min), 10 / min, 220, 250, 280, 230 : C2 H5 OC2 H5, : 74. 12 ( ),, - 116. 2,,, ( ),, 1.9 % 36 % ( V/ V) ( 2. 6),,

37,, 4, 1 ( ), 2 ( ), ( ),,,, ( ),,,,, 3,, ( ) (1 ) :, (2) : LSD, ( ), 3. 5%, 30min 40min 7% 10%,,,,,

38 ( ) 1. [ (zeise) ] (1 ) 20mL 25mL, 0. 5mL, 1 2 0. 2mL 57% (2 ) 8mm 10mm,, 130 140 : : 1g 10mL 60mL ( 1mol/ L) NaOH,, 5g 10mL,, 1mL, 100mL,, : 49mL, 1mL,, 2. (1 ) : 1,,,,, (2 ) : : : - 2730 : 1 : 3 / :,,, : 1300cm - 1 1000cm - 1 : CH3 COCH3, : 58. 08 ( ),

39,,, ( ) - 20, 3, ( ) 1 ( ),,,,, ( ) (1 ) :,,,,,, (2 ) : ( ),,,,,,,,, ( ) 1. 2, 4 - (1 ) : 50mL 30%, 1. 2g 2, 4 -, (2 ) 5mL 2, 4 -, 40mg 50mg 0. 5mL,

40, (4 ), ( 30s), : 2. penzoldt (1 ) 2mL 3mL ; (2 ) 0. 5mL, :, 10min 15min, 3.,,, : - 2730 : : : : - 2730 : 1 : 3 / :,,, : C4 H8 O, : 62. 08 ( ),,, - 86. 35, 79.6,, ( ) (1 ) : (2 ) : ( ),,, ;

41,,,, ( ) 1. 2,4 - (1 ) : 50mL 30%, 1g 2, 4 -, (2 ) 5mL 2, 4 -, 40mg 50mg 0. 5mL, (3 ), (4 ), ( 30s), : 2. :,,, : : : : : - 2730 : 1 : 3 / :,,, : C8 H8 O2, : 136. 16 ( ),, 77, 265. 5, d = 1.091 ( ) (1 ) :,, (2 ) : 1 - - 2 -

42 ) : C9 H9 NO3, : 179.18 ( ),, ( ) (1 ) :, (2 ) : ( ) : C15 H11 N, : 206.15 ( ),,,,, ( ) (1 ) :,,, (2 ) : ( ),,

43 ),, 2 1%,, : CHCl3, : 117. 50 ( ),,, - 63. 5, ( ), 142. 2,, ( ), 2, ( ), ( ), ( ) (1 ) : (2 ) : LSD DMT, ( ) 1. (1 ) 0. 5mL, NaOH 3, 5 -

44 :, 1h 2. (1 ),,,,, (2 ) : - 2730 : 1 : 3 / :,,, : 3010cm - 1 2990cm - 1, 1240cm - 1 1200cm - 1, 815cm - 1 650cm - 1 1. 2.

45 ( ) 1.,, 0.6m 1. 5m,,,, 5cm 30cm, 2. 5cm 20cm,,,,,,,,, ;, 2,, ; 4, 2,, ;,,, ; 1,, 7 15,,,,,,,, 4 6 ; 6 8, 4-1 2. 4-1,, 7 15,,, ;,, 3cm 6cm, 2cm 4cm,,, ;, 7 15,,,,,, :

46,,, ; 3 4,,,,,,, ;,,,, 4-2 ( ) 1., 10% 20% 40, :, 4% 21%, 10 % ;, 2 % 8 %, ; 0. 7% 2.5%,,,, 0.2% 1. 0%, 0. 5% 1.3% ; 0.2 % 0. 5%, 15% 2. :,,,, 4-3 :,,,,, 4-4 4-3 4-4

47 :,,, 9.5 % 10.5 %,, ( ),,,,,,, 5 6,,,,,,, ( ) C17 H19 NO3, 285.00, 245 256 110 120, 230 ( ), -,,,,,,,,,,, 200 ( ), 250 ( ),, : ( ),

48 10mg,, 4h 6h,,,,,,, ;,,,,, 6h 8h,,,,,,,, 1 2,, 20 200,, :,,, 2g 5g 0. 2g 0. 25g, 0. 5mg/ L, 0.001g 0. 3g, 2mg/ L,,,,,,, ( ),, 1h, 60 % 70 %, 10%, 20% 8h 50%, 24h 90%, 48h ( ) 1.,,,,, ( ),,,

49, ;,,, ( ), 2. (1 ) :, 10, ;, ; 1, 3 4, (2 ) : 1mg 20mL 1mg, 2,, 1, 1,,,, (3 ) : 0.25g 25mL,, 1, 3. : GF254, 25% (4 8 1 0. 4 ) ; 25 % ( 8 1. 5 0.5 ) ; 25% ( 4 4. 7 0.5 ) R f 4-1 4-1 Rf R f 0. 15 0.21 0.21 0. 33 0.38 0.31 0. 50 0.52 0.54 0. 58 0.62 0.66 0. 72 0.71 0.73 0. 77 0.75 0.77 0. 82 0.78 0.81 4. : HP - 17 ( 0. 53mm, 5m) ; 250,

50 min, 5 / min 270, 3min; 270 ; 280 ; N2, 2.2mL/ min; 100mL/ min 110mL/ min; 4mL/ min 4.5mL/ min : 3.27min 4.01min 5. 25min ( ) 7. 72min12. 64min 5. : ODS ( 250mm 4. 6mm 5 m ) ; (100 44. 8 0. 2) ph6.3, 1mL/ min; U V254 nm; 50 : 3. 87min 4. 8min 5. 7min 8. 5min10.2min( ) 14.2min 6. / : HP - 17 ; 160, 1min, 10 / min 280, 20min; 260 ; He, 1.0mL/ min; 10 1 : 70eV ; 40 450; 3min ( ),,,,,,,,, 3 4, 3, 25% 45 % ; 4 80% :, ;, ( ), C21 H23 O5 N, 369. 40, :

51, 171 173,,,,, 230,, ( ) 1874, C R ( Wright),, 1898, Heroin,,,, 185 6h,,,,,,,,,,,, ( ) 1.,,,, 30min 60 %, 1/ 3,,,,,,,,,,, 4h 5h50% 60% -, 7 %,,

52 2., 2 3,,,,,,, ;, 3 10 ; ;,,,, 0. 12g 0.15g ( ) : O 6 -,,, 48 h ( ),, 1. (1 ) ( ) : 2mL,, 10 L, 5% ph 9, 0.5mL ( ph 9.2 ) ; ( 9 1 ) 2mL 2, 50, 50 L, ; 50 L 100 L 60 30min,, 50 L, (2 ) ( ) : 50mg 100mg, 0. 1% 0.1% 1, 0. 5mm, 0. 1mol/ L 1mL, 45 1h ph 7 ; 1mL ( ph 8.4 ), ( 50 17 33) 2mL, ;, 45 MST FA (1 1 ) 50 L 70 30min, 1 L 2 L

53 ( ) : 0. 5mL 8mL [ (9 1 ) ], 30min, 10min, 3mL (, ), 10min,, 0.2 % ( 200 L, 400 L), 30min,, 2. (1 ) :, 3 4,, (2 ) :, 1, O 6 - (3 ) :, 1,, O 6 -, 3. ( cm - 1 ) : : 1243, 1196, 1727, 1214, 1444, 1757, 1054, 1370 : 1245, 1736, 1177, 1194, 1448, 1765, 1157, 1368 : 802, 1244, 1445, 1117, 941, 1468, 759, 1086 : 1444, 1224, 787, 1409, 1449, 1460, 1076 : 1270, 1640, 1520, 1470, 1330, 1120, 1080, 970, 870, 790 O 6 - : 1239, 1740, 1018, 1038, 1374, 1459, 1505, 915 : 1240, 1723, 1503, 1039, 1305, 1368, 1465, 805 : 1238, 1739, 1057, 1277, 1505, 1455, 1290, 1375 : 1241, 1739, 1052, 1509, 1495, 1372, 1118, 910 4. : GF254, ( 85 10 5) ; ( 90 10) ; ( 85 8 7 )

54 R f, 4-2 4-2 R f R f 0. 20 0.05 0.06 0. 28 0.20 0.37 O 6-0. 39 0.23 0.43 0. 41 0.37 0.66 0. 44 0.31 0.58 0. 44 0.34 0.65 0. 49 0.64 0.42 0. 70 0.78 0.58 0. 82 0.82 0.85 5. : H P - 17 ( 12m 0.53mm ) ; 150 ( 1min ), 10 / min 200, 20 / min 270, 3min; 260 ;, 280 ; N2 ( 2mL/ min ) : 8. 31min; O 6-8. 48min; 8. 9min 6. : ( 250mm 4. 6mm 5 m ) ; ( 60 44.8 0.2 ) ph 6. 3, IYC GKIP 0.8mL/ min; 250nm 280nm 280nm 250nm : : : 9. 03min, O 6-5.20min, 10. 66min 7. / : HP - 5MS ( 30m 0. 25mm ) ; 150, 1min, 20 / min 270, 10min; 260 ; 280 ;, 1. 0mL/ min, EI, 70eV; 1600V ; 230 ; 150 8. (1 ) : ( 300ng/ ml) :, 3 5 ( 100 L),

55 min, 10min, (2 ) - : HP - 1 ( 12m 0.25mm 0. 33 m ) ;, 0. 9mL/ min; 100, 2min, 25 / min 270, 10min : 230, 280, 230, 70eV ; ( SIM ) m/ z ( 192 385 ) ; m/ z (236 414 429 ) ( - 2TMS ) ; (287 340 399 ) O 6 (3 ) m/ z - ( - TMS ) : Nova - Pak ( 150mm 3.9mm 5 m ), Nova - Pak ; 10mL ( mol/ L) ( ph 6. 6) 10%, 1. 2mL/ min; 210nm, 220nm, 370nm; (4 ) O 6 - : Lichrospher R100CN ( 5 m ) 125mm 4mm; CH3 OH ( 22 78) ph 6. 86 ; 0. 6mL/ min (5 ) : 50 m, 67cm; 0. 05moL/ L, ( ) ( 80 20 ) ; 20 ; 15.00kV ( ) 1. 214nm;,, 50, ( + ) - 6 - - 4, 4 - - ( 3), : CH3 CH3 CH2 C C CH2 CH N O CH3 CH3

56,,,,, 236. 0 236. 5 2., ( ),, 30min, 4h 80mg 120mg, 0.4 g/ ml 1.6 g/ ml, 24 h 0. 15 g/ ml 1.00 g/ ml,,, 13 h 47h a - c,,,,,, 60mg 120mg, 0. 2% ( mg/ ml) 3. -,, ;, -, ;,,, G, -, ;, HP - 1, 250, 280, ( ) 1., 1 - - 4 - - 4 -, C15 H21 O2 N, 247. 00,,, : CH3 CH2 O C O N CH3

57 185 189,, ph 4 5 2., 60%,,, 10min,, 2h 4h,,,,,, 10% 20%,,,,,,,,,,, 1.0g, 3. 0% ( mg/ ml), 0.5 % ( mg/ ml) 3., G, -, SE - 5,,, 250, 260, ( ) 1. ( DHE), 1967,, 20 70 DHE, 80,, 1991, DHE, 2. DHE,, ;,,,,,,

58, DHE 3., DHE, 0. 25 g, 0.1 g BPX - 5,,, 280, 10 g ( ) 1.,,, 2.,,,,,,,,,, ;,,,,,, 3., - -,, GC ( ) 1. 1 - - 4 - N -,,,,, 2.,,, 1/ 100, 100, 0. 1mg, 15min, 1h 2h,,,,

59 0.05mg 0. 10mg,, 72h, u - 6000,,, 3.,, 1.0 g;,, G, -, SE - 30,, 225, -, 257. 5nm 263nm ( ),,,,,,,,,,,,,,,,,,,,, 7,,,,,,,,, 1m 3m,,,,

60,, 4cm 15cm; 3 11,,,,,,,,,,, 5, 5 ;,, 1, 1,, 1,,, 4-5 ( ),, 1. ( - ) 9-9 - THC, THC, 8 - THC, 9 - THC 8 - THC,,, 155 157, : CH3 CH3 OH OH H3 C H3 C H3 C O C5 H11 H3 C O C5 H11 2. CBN, ( ), 76 77,,, : CH3 OH H3 C H3 C O C5 H11

61 CBD,, 66 67, 10%,, : ( ),,,,,,, 10% 30%, 50%,,, ;, ( ),,,,,,,,,,,,,,, ( ),,, ;,,

62 ;,,,, ( ),,,,,,,,,, 30min, 2h 3h,,,, 2h 4h,,,,,, 5mg 10mg, THC 22%,, THC 7min 8min, 9min 10min,,, 30min, THC 45min, 4h 6h, 30min 60min, 2h 3h THC,, 100% THC, 20h 30h, 25h 57h, THC, ( ),,

63 ml 20mL,,,,,, THC - COOH,,, THC - COOH ( ) THC CBN CBD,,,, THC,,,,,,,, 1. 2mL, 0.2mL ( 10mol/ L ), 50 30min,, (9 1 ) 1mL 2, ph 3, 0.5mL, ( 9 1) 2mL (2 ), 5min, 5min,,, 60, 50 L 100 L, TLC 2. ( 50mg 100mg ),,, 1mL 1mol/ L, 95 30min,,,, GC/ MS ( ) 1. (1 ) B : B, 0.1mol/ L, : 10mL, ( 3 5 ; ;, ), B 1 2, 1mL 2mL, 5min 10min, 0. 1mol/ L 1mL 2mL, 2min 3min,,,

64,,,, (2 ) B : B - Na2 SO4 ( 0. 5g B 50g ) ; (60 90 ) ; 10 % NaHCO3 :, ( ),, 2 3,,,, B -, 2 3 NaHCO3, : (3 ) - : - [ 0. 4g ( ) 20mL95%,, 0. 5mL ] ; ; : 10mL, ( ), 2mL -, 1min 2min, 2mL ( ), 2min 3min 2mL,, :,,,,,,, (4 ) : 1% ( 1mL 55mL 45mL ) :,,, 1mL 3,,,,,,,,, 2. TLC GC GC/ MS,, 0. 5g 1.0g, ( 60 90 ) (9 1 ) 5mL 8mL 1h,,, 0. 1g 0.2g, (60 90 ) - 5mL 10mL,,, -, 1mg/ ml,,,

65 0. 5g 10g, ( 5mL 10mL) 2,, 20min,, 40 0. 5mL 1. 0mL 1. ( TLC ) : ( CBN ) ( THC ) ( CBD ) 0. 5mg/ ml, : GF254 : (A) (85 1) ; ( B) ( 60 90 ) (1 5 1 4 ) ; ( C) ( 25 10 1) ; (D) ( 90 9 1 ) ; ( E) (80 10 4 ) : B, 2 3 B 500mL : 0. 25 g 0.5 g, 4-3 4-3 Rf R f ( A ) (B) (C) ( D) ( E) B CBD 0.76 0.63 0.45 THC 0.69 0.53 0.35 CBN 0.63 0.47 0.25 0. 41 0. 48 THC - COOH 0. 35 0. 33 2. (GC ) : TLC : C18 (250mm 4.6mm 3 m),, 0.01mol/ L H2SO4 (2 8 ), 2.0mL/ min, UV 220nm 254nm, 10 L : C18 (150mm 4. 6mm 3 m),, ( 85 14. 2 0. 8), 1. 5mL/ min, 230nm, 2 L 3 L 3. ( HPLC) :

66 ULtrasiL - ( 250mm 4.6mm 10 m) 40, (A), (B) ( 0.45 m ), 25% (A), 75% ( B), 36min, 85% (A), 15% (B), 2.0mL/ min, UV254, 20 L : Spherisorb ODS (150mm 4.6mm 3 m),, (A), (B) 0.01 mol/ L H2 SO4, 80% (A), 20% ( B), 20min, 90% (A), 10% (B), 1.5mL/ min, UV254, 2 L 3 L 4. / ( GC/ MS ) QP - 5000 -, HP - 1 MS ( 30m 0. 25mm 0. 5 m) : 140 1min 25 / min 280, 10. 2min : 76.1 kpa/ min 280, 10.2min; 76.1 kpa 1min, 9.5kPa/ min 140kPa, 10.3min : ( He) 53. 1mL/ min : 50 1 ( ) 300m 1800m 20 30,, 30 40 30 40,, 4 1. 5m 3m,,, 3cm 8cm, 7 4-6 :,, :, :,,,

67,, 30kg 50 kg : (1 ), 70%,,, (2 ),,, (3 ),,,,,,,,,, ( ), :, 1.,, 98, 90 ; 187 188, ( 1 600), ( 1 0. 5) ( 1 4) ( 1 7), ;, ;,,,,

68,,, ;, 197, ( 1 0. 5) ( 1 4. 5), ( 1 18 ), 2.,, 121,,, C19 H23 O4 N HCl 2H2 O 3.,,,, 205,,, 4.,, : ( ) 1., 0.5% 1%, 1.8% 2.

69 80%,,,,, 3.,,, 4., 40 % 80 % 10% 15% ( ) 1.,,,,,,,,,, 30mg 50mg, 0. 5g 1. 0g 2., 15s 20s,,,,,,, ( ),,, 15min 60min, 15min 20min, 50min 90min, 45min 90min 1/ 3, 1h, 6min 11min,,,, 10%,,, 54min

70 min ( ) 1.,,,, ph 5, :, 10% ph 5,,, (1 ) 1mL 2mL 1g 2g, 15mL, 1 g 5 g, 0.5mL 1mL ph 8.7 -,, 7mL (9 1 ) 10min 15min, 5min, 5mL 10mL, 90, 0.5mL 0. 1mL, 90 20min,, 1mL 10mL, 2min, 5min,, 1. 5mL 0. 5mL ph 9.5 -,, 7mL 5min, 5min, 5mL 10mL, 50, 80 L 100 L, GC GC/ MS TLC (2 ) 100mg,, 15mL, 5mL 1h,, 45, 50 L, GC/ MS GC/ NPD (3 ) 0.5mL 1. 0mL, 2 g,, 0. 5mLpH 8.5 -, 5mL ( 9 1 ) 5min,,, 90, 200 L 50 L, 90 5min, 0.5mL 5mL, 3min,,, 1mL 0. 5mL ph 8. 5 -, 5mL,, 50 L 100 L, GC/ MS

71 5mL 50mL, 0.5 g, ph ( = 2 1 ) 500mg,, ( 4 1 ) 20mL, 5min, 5min,,, 60, 2. (1 ) : 6mol/ L ; 2. 5% 0. 5g 20mL :, 2 3 10min, 1 2 :, : ( PCP ) (2 ) : 2. 5% 5mL 96% 5mL 6mol/ L, :, 1 2, 10s, (,, ),,, 1 2 6mol/ L,,, ( ), ;, 5 10,,, (3 ) : 1% 10%, :, 1 2,,,,,, (4 ) - : :, 1 2, (5 ),, ;,, ;,,,

72, 3. ( TLC) (1 ) : 1mg/ ml 1mg/ ml 3mg/ ml 3mg/ ml : (2 ) GF254 (3 ) : ( 75 15 10 ) (100 1.5 ) (25 60 10 5) ( 60 35 5) (4 ) : 200mg 5g 2g 1. 0mL 1. 0mL 500mL, 5min 10min, 250mL, : 10 %, 4 % 3mL 100mL, 200mL, 1, 2 1mol/ L U V254 nm : 0.25g, 5g, 100mL, 2mL (5 ) : R f 4-4 4-4 R f 0. 56 0. 59 0.81 0.71 0 0. 84 0 0.32 0. 44 0. 65 0.61 0 0. 05 0 0. 51 0. 59 0.83

73 R f 0. 25 0. 56 0.63 0. 11 0. 80 0.77 0. 50 0. 69 0.77 0. 12 0. 55 0.61 0.43 0.34 4. (GC) NPD F ID, : 3% OV - 17 OV - 101chromosorbwhp 80 100 ; 1m 2m, 2. 5mm 3. 0mm : OV - 17 HP - 1 HP - 5 BP - 5 OV - 1, 25m 50m, 0. 25mm 0. 53mm, 0. 53mm, 15m : 150 200, 1min 2min; 5 / min 15 / min; 280, 5min 10min; 280 300 ; 290 300 ;, 20mL/ min 40mL/ min, 1mL/ min 2mL/ min; (15 20) 1, 5. : HPLC,, ph :, LC - 8 - DB, 150mm 4.6mm, 0.02moL/ L, KH2 PO4 ( ph3.0 ) = 75 25 (V/ V) ; 1. 25mL/ min, 195nm, 160mm 5. 0mm;, HPLC, 5um; : ( 300mL ), ( 700mL), 1 % ( 1000mL) (10. 71g, 14mL ), ph = 2. 5 ( 1000mL ), ( 1000mL ) (10. 71g, 14mL), ph = 2. 8, : 2. 00mL/ min, 230nm 6. / ( GC/ MS) (1 ) : HP - 1, HP - 5, DB - 1, DB - 5, SE - 54

74 MS ), ( 25m 30m ) [ 0.25m 0.32m ], 0. 25 m 0. 32 m (2 ) : GC () 100 150 (2min 5min), 10 / min 40 / min; 280 ( 5min 20min ), 280 290 ;, 35mL/ min 40mL/ min; ( 20 30 ) 1; 70kPa 75kPa ( 3min ), 15kPa/ min, 140kPa (15min 20min) ; EI 70eV ; 250 280 ; 40amu 450amu (3 ) GC/ MS GC/ MS 4-5 4-5 C 17 H 27 NO 4 303. 4 82 303 182, 77, 105, 198 C 19 H 23 NO 4 329. 4 82 329 182, 131, 94, 96, 77, 42 C 16 H 19 NO 4 289.84 124 289 82, 83, 94, 105, 108, 67 C 10 H 17 NO 3 199. 3 82 199 83, 96, 94, 42, 182, 199 C 9 H 1 5 NO 3 185.22 82 185 42, 57, 96, 124, 83 7. ( UV ) 230nm 274nm 281nm, 217nm 260nm 279nm 0. 1mol/ L 233 nm 275nm, 281nm 233nm 274nm, 211nm 260nm,,, ( ) 1., - 2 -

75 C13 H20 O2 N2 HCl, 272.78, : H2 N COOCH2 CH2 N( C2 H5 ) 2 HCl,,, 153 157 ( 1 1), ( 1 15 ),, ; 2% ph 5.0 6. 5;,, ph,,,,,, 2.,, 5min 30min, ;,,,,,, 3. GF254, - - -, HP - 5, ( ) 1., C14 H22 N2 O H2 O, 288. 82, : CH3 NHCOCH2 N (C2 H5 )2 HCl H2 O CH3,, ; 76 79 ; ( 1 70 ) ( 1 15 ), ( 1 40 ),, 4. 42% ;,, 65 69 ;,

76,, ;, ;,, (, ) ;, 2., ;,,,,,, ( ),, 3. ( ),, C9 H11 NO2, 165. 19, : H2 N COOC2 H5,,,,, 50% 10%, ( 0. 2g 0. 3g) ( ) 1.,, 167 168 ;, 2% ph 4.6, : CH3 NHCOCH NH( CH2 )2 CH3 CH3 HCl 2.,,

77 ) 1. 342. 91, :, C18 H28 N2 O HCl H2 O, H3 C CO NH HCl H2 O N ( CH2 ) 3 CH3 H3 C,,, 2., ;,, 1.,? 2.,? 3.,? 4. 5.

78 ( ATS),, ( ),,,,,, ( MDMA) 1996 237, 20 1996, 20, 21,,,, M MDMA MDA ( ),, 200 1993 MDMA,,, OK,,, ( ) : 2 -, a -

79 AM, C9 H13 N, 135. 20,,, ( 1 50 ),,,,,, ph 5 6,,,,,,, ( 1 9 ) (1 800 ),,, (1 20),,,, [ 1 ( 9 10) ] (1 800 ), : N H2 CH3 ( ) 2 - - 1 - N, a - N - MAM MATHC10 H15 N, 149. 24,, 214,,, 200 400, 98%,,,, 172 174,, ph 5 6,,,, : NH - CH3 CH3 ( ) MDMA MDMA 3, 4 -, 3, 4 - N, a - 1, 3 - - 5 -, N, a -

80, 5 - ( N, a - ) - - 1, 3 -, N - - 4, 5 - MDMA, C11 H15 NO2, 193. 20 MDMA, 147 148,,,,,,, : O N H CH3 O CH3 ( ) MDA MDA 4, 5-4, 5 - a - - 1, 3 - - 5 - ; 3, 4 - - - a - ; MDA, C10 H13 NO2, 179.20 MDA, 183 185,,, MDA,,, MDA MDMA ( ) TMA TMA 3, 4, 5 -, - a -, TMA, C10 H19 NO3, 225. 30 TMA, 129 220,,, a -,, ( ) PMA PMA 4-4 - - a -, C10 H15 NO, 165. 20, PMA, P MA, 208 209,,,, ( ) DOMA DOMA DOM STP 2, 5-2, 5 - - 4-2, 5 - - 4 - a - 2, 5 - - 4 - DOM DOMA ST P; C12 H19 NO2, 209. 30 ; DOMA,,

81 59 69.5,,, ( ) DOET DOET 2, 5 - - 4 - - a -, 2, 5 - - 4 - - a - DOET C13 H12 NO2, 223.30, 61 61.5,, ( ) MMDA MMDA 3 - - 4, 5-7 - - a - - 1, 3 - - 5 - MMDA C11 H15 NO3, 209. 20 MMDA, 190 191,, ( ) DMA DMA 2, 5-2, 5 - - a -, 2, 5 - - a -, DMA C11 H17 NO2, 195. 30, 110 113,, ( ) DOB DOB 4 - - 2, 5-4 - - 2, 5 - - a - C11 H16 NO2, 274.20 DOB, 63 65,, ( ) N - - a - - C12 H16 F3 N, 231. 30,,,, 168 172,,,,, ( ) - 2 - - 4 - - 5 - C9 H8 N2 O2, 171. 17

82,, ( 0. 5% 1.0 % )(1 % ),,,, 5 ( ) - a - - 2 - C14 H19 NO2, 233.31,,,,, 135 137,, ( ) 2 - - 3 - C11 H15 NO, 117.20,, 172 182, ( 1 0.4 ) ( 1 2 ) ( 1 2),,, ( ) - 3, 4 - - 2 - C12 H17 NO, 191. 30,,,,, 190 ( ),,,, ( ) 1. 10mg, 2. 5mg 5mg, 3mg 6mg,, 2mg 30mg 50mg, 1g,,,,,,,,,,,

83,,,,,,, 30, 6 1,,,,,, MDMA 50mg 150mg MDMA, 25min 30min,,,,, 5 MDMA MDMA MDMA, MDMA, :,, 1/ 4 MDMA,, :, : LSD, 2. ( ), ( ),,,,,,,,,,,,

84, ( ), 3., ; ; ;, ;,,, 4. 10mg,, 100mg 300mg, 20mg 70mg 10mg 30mg, 200mg, 100mg, 1g,, 30mg, 2000mg 120mg 2000mg, 1000mg, 125mg 500mg, 2g 6g ( ) 1.,,,,, ( ) ( ),,,,,,,,

85 MDMA MDA, MDMA MDA,, MDMA,,, MDMA 5 - MDA, MDMA,, ( ),,,, ph, ph = 5, 54% ; ph = 8, 2.9 %, 40,, 24h 48h, 24h,,,, -, 4 -, -,, 4 -,,, N -,, N - 15%,, -,,, - NADPH,

86 MDMA N -, O - ( ), MDA 4 - - 3 - (HMMA) 3 - - 4-4 - - 3 - ( HMA) 3 - - 4-3, 4 - (HHMA) 3, 4 - (HHA):

87 ) 1. : 1mL ( 1 3 ) 1mL, (, 1.0 g ), ph = 12-0. 5mL, 4mL 0. 5mol/ L 1mL, 2mol/ L, ph = 12-0. 5mL, 4mL 0. 01mol/ L 100 L, 45, : 2g 10% ph 11 ( ph 11 Na2 CO3 - NaHCO3 1mL), 5mL 2, 5min, 5min, 2g, 70 80,, 100 L

88 2. 1g 10mL, 1mL 25 % 1mL 50 %,, 10min, 10% ( ph 9 ), ph = 10-2mL, 5mL ( 9 1) 10min, 10min,, 3 0. 01mol/ L, 50, 0.1mL ( 50 g/ ml) 3. (1 ) 1mL 4mL ; 1mL, 10mL, 0. 1mol/ L 1mL, GDX201 0. 4cm 3 ( ) 5mL, 0. 5mL, 1mL, 20min,, 15cm 0. 5cm 0.01mol/ L 10mL,, 5mL 1g 2g, 10 g/ ml N, N - 1mL, 50 0. 1mL 0.2mL (2 ) : 1mL, ph = 10-10mL, GDX301, 20min, 20cm 0.5cm,, 0. 1mol/ ml 10mL,, [ ( 3 1 ) ] 5 0.01mol/ L, 50, 0. 1mL ( 10 g/ ml) : 5mL ph = 10 NaHCO3 - Na2 CO3 5mL, GDX403, 20min, 20mm, 0. 5mm,, 10mL (0.01mol/ L) 50, 0. 1mL ( 10 g/ ml) (3 ) : GDX403, 5mL 5mL,, : 2mL, 5 g,, 10% ph 8 10, 2mL, 5 g,, 2mol/ L,, ph 8 10,

89, 1mL/ min : 5mL 0.5mL, 34kPa 68kPa, 10min : 5mL, 1mL/ min,, 60 : 10 L ( T FAA),, 5min 55 30min,,, 10 L, GC/ MS (4 ) MDMA 5mL, 1-20 g, 1h, 10% ph 11 12, 15mL 2, [ ( 5 2 5) ], 0. 1mL, 4. 0. 1% ( SDS) 0. 1%, 10mg, 1mL 0.1mol/ L, 10 30min, 1 g4 - PEA ( 4 - ), 1mol/ L NaOH ph > 11, 3mL, 1, 45, TFA 25 L,, (500W ) 2min, 20 L, ( ) 1. -, ( ), 1 A1 (A1 : 8 10 40% 10mL ), A2 ( A2 : H2 SO4 ),, ;, ;, ( MDMA) 2., ( ),,, MDMA 3. -,,

90 Na2 CO3, 1 50 %,, 1 %, MDMA ;,, 4., 1 M ( M : 0. 1g 20mL, ), MDA MDMA MMDA ( ) 1. (1 ) :, 5mg/ ml (2 ) :,,,, 5mg/ ml, 2. (1 ) : GF254 (2 ) : ( 7 2 1) ; 25 % ( 85 10 5) ; ( 80 15 5) (3 ) : 20mg + 5g + 2g + 1. 0mL + 1.0mL, 250mL, 10 % ; 4% 3mL100mL, 200mL, 1 1mol/ L, 3. ( 5-1)

91 5-1 R f ( 1) (2 ) ( 3) (1) ( 2) 0.45 0.52 0. 33 0.26 0.35 0. 42 0.31 0.40 0. 28 ( ) 1. (1 ) 1mg/ ml (2 ) 1-1mg/ ml (3 ), 1mg/ ml 2. (1 ) : : AT - 5 (30m 0. 25mm 0.32 m) ; : 150 1min, 10 / min 280 ; : 250 ; : 280 ; : 2. 80min; 3. 12min (2 ) : : DB - 5 ( SE - 54, 25m 0. 25mm 0.32 m) ; : 110 1min, 10 / min 160, 30 / min 270, 10min; : 280 ; : 250 ; : N2, 1mL/ min 3. (1 ),,, 50. 0mg, 10.00mL ( 1-1. 0mg/ ml), ; 100. 0mg, 2. 00mL, ph = 11 12, 10.00mL 5min,, (2 ) 1 L 2 L

92 2 3, ( ) 1. (1 ), 1mg/ ml 5mg/ ml (2 ),, 1mg/ ml 5mg/ ml 2. (1 ) : : RP - C18 (250mm 4mm 5 m) ; : 1 % 2.5 % ( 40 45 15 ), ph = 8 9; : 1. 5mL/ min; : 40 ; : U V254 nm (2 ) : : spherisorb SW (125mm 4. 9mm 5 m) ; : (90 10 ) ; : 2. 0mL/ min; : ; : U V254 nm; : 884mL 94mL 21mL, ph 10 ( ) - - : (1 ) (2 ) : : HP - 1MS ( 30m 0. 25mm 0. 5 m) ; : 110 1min, 25 / min 280, 10. 2min; : 76.1 kpa 1min, 9.5kPa/ min 140kPa, 10.3min; :, 53.1mL/ min; : 50 1

93 ( ),,,,,,,,,,,, 20 60,,,, 1966 100, 15 38%,,,,, 20 70 20 90, 21,,, ( ) 1. (1 ),,,, (2 ) ( ), ( DOM, STP ), ( TMA MDA MDMA),

94 ;, (3 ) 5-5 -, ( LSD), 5 -,, 4 - (DMT) (4 ) 4 ( Phencyclidine PCP ), 2. (1 ) :, LSD :, AMT ( - ) DMT (N, N - ) DET (N, N - ) ;, ( 5 - - N, N - ), ( - 4 - ), ( - 4 - ) : ( )( ) : - DOM DOE MDA MMDA (2 ) : (3 ) ( PCP ), LSD 3.,,,,,,,,,,,

95 ) 1.,,, 15,,, LSD,,,,, 140, 80,,,, : - 4 - - 4-5 - N, N - - 5 - (1 ) - 4, C12 H17 N2 O4 P, 284.30, 185 195,,, ( 1 20 )(1 120 ), LSD, LSD (2h 4h), LSD, LSD LSD,,, ( 4mg 5mg) ; ( 15mg),,, (2 ) ( DMT ), minlsacea, 1946, Cohoba, 5 -, LSD,

96 DMT, DMT,,,, DMT, 1h 2h DMT DMT, DMT,, DMT LSD,, ( ), DMT 1mg/ kg LSD ( ), (15min 30min), (3 ) 5-5 -,, DMT ( ) 5 -,, 1mg,, ; 2mg,, ; 4mg,, ; 8mg,, 6h 2. 0. 1g 0.5g, 1mL 2mL 5min, 5min, 0.1g 0.5g, ( 1mL 2mL ) 4, 5min, 5min,,, TLC GC HPLC GC/ MS 3. (1 ) : 1g 100mL, 10mL ( 1. 75 ) : ( ), 2 3 :, 1 g :, (2 ) : A 8 10 40 % 10mL ; B : ( ), A 1,

97 B 3, ( - 4 - ), - ( - 4 - ) 10 g 4. TLC (1) :, 20mg, 20mL,,, 0.5mL (2) : 1mg/ ml (3) : GF254 (4) : A (2 1 1) : B (100 1.5) (5 ) : A UV254 UV366 B C (0.5g 50ml, 10mL, ) (6 ) :, 254nm, 7, 2 365nm, B C, C B, C 20 g, 10 g 5. GC (1 ) :, ( ),, : 1mg/ ml ; : 1mg/ ml ; : 1mg/ ml ; : 20mg, 2mL 1mg/ ml, 5min 10min, 5min,,, 0.5mL : 2. 5% 3.0 % SE - 30chromosorb G80 100, 2m 4mm ; : 200 ; : F ID, 250 ; : 220 230 ; :, 45mL/ min (2 ) : : 1mL, 5mL

98 ),, 15 L 15 L TMCS 100 L BST FA,, 100 30min, 10min, : 2. 5% SE - 30chromosorb WHP 100 120, 1.6m 2.8mm ; : 150 250 ; : 7. 5 / min; : F ID, 250 ; : 220 ; :, 50mL/ min (3 ) : : DB - 5, 20m 0.25mm, 0.25 m 0.32 m ( ) : 150 1.5min, 280, : 10 / min; : F ID ; : 300 ; : 250 ; :, 1mL/ min 2mL/ min, ; ( ) 11.2min; di - TMS ( ) 11.9min; cri - TMS ( ) 15.3min 6. HPLC (1 ) : GC, (2 ) : : 250mm, 4.6mm; : partisil - 5, 55 m; : (220 70) ; 1mol/ L 2mol/ L ph = 9.6 ; : 10min; : 10 L ; : (A) U V254 nm, 10ng 7. 5ng ( B) 267 nm 320nm,

99 ng 20ng ( C) + 0. 65V, Ag - AgCl,, 5ng 75ng : 20mm, 4. 6mm; : C18 ( Spherisorb ODS - 1 ), 5um; : 0. 3mol/ L ( ) ph 8, 10min; : 2. 0mL/ min; : U V269 nm 10ng; : 10 L ; : 80 g/ ml 100 g/ ml 7. GC/ MS ( ) : m/ z [ 204 ( ), 146, 130, 77, 58 ( ), 42 ] di - TMS: m/ z [348 ( ), 290, 73, 58 ( ) ] Tri - TMS: m/ z [ 500 ( ), 485, 455, 442, 73, 58 ( ) ] ( ) ( LSD) 1. LSD,,,, LSD,, LSD 1938, :,,,,, 80 85,, 198 200,,, LSD, 10 g

100 20 40, g 100 g, 6h 12h, LSD 100 g 250 g, LSD, :, 162,,,,,,,, 167,,, C33 H35 N3 O5, 581.70,, 212 214,, : C31 H39 N5 O5, 561. 70, 190,,,,, :, 240,,, LSD,,,,, LSD LSD, LSD,, LSD LSD,, LSD,,, 1943 LSD, :,,,,, LSD, LSD ( 0.25mg, ),, :,,

101,,,,,,,,,, LSD, LSD, LSD 5 -, : 5-20 50, LSD, 20 60,, LSD, LSD 1960, 1 LSD,,,, LSD,,, 1970 LSD,, 1. 6mm,, 100 g 1980, LSD, LSD, 5mm 2, LSD 30 g 50 g, LSD,, LSD 50 g 2. LSD 30min 60min, 2h 3h, 8h 12h, ( ), ( ), LSD,, LSD,, LSD : 0. 1mg 0. 5mg,

102 mg 14mg 3. : 2mL 5mL, 1g 2g,, 1%,,, 1moL/ L ph, 2 3,,,, :, 50mg 100mg,, 0. 5mL 1mL, 0.5min 1min, 2min, 0. 5mg/ ml 1mg/ ml LSD, (0.1g 0. 5g) 15mL, 1 % ( 6mL 8mL) 2,, 2 3,, 1. 0mol/ L ph, 2 3,,,, 4. (1 ) : 2, 2 ( 1g 100mL, 10mL ), LSD, (2 ) :, 2 4, LSD, (3 ) :,, 2%,, 5.,,, LSD, 1. 0 g, 6. TLC (1 ) : 1mg/ ml LSD, 1mg/ ml 2mg/ ml (2 ) : GF254 (3 ) : A ( 9 1) ; B ( 2 8) (4 ) : A 1g ( DMBA), 100mL, 10mL ; 0.5g DMBA 5mL 95mL B U V254 (5) : 5 L 10 L, 2 L 5 L,,, U V254 LSD, U V366, LSD, LSD A

; R f 7. (1 ) : B 0.60 : 3% SE - 30Chromosorb W 80 100 ( 2m 2. 6mm) : F ID ; : 250, / 275 ; : N2 30mL/ min : 1mg/ ml LSD,, 5mL, 0. 5mL 1mg/ ml N, O -,, 0. 5mL, 10010min, (2 ) : : BP - 1 (25m 0. 22mm 0.25 m) ; ; : F ID ; : N2 ( 1. 0mL/ min), 20 1; : 275 ; / 300 / 325 ; 8. : ( 1mg/ ml) : : : 10cm, 4.6mm; : C18 HPLC 5 m; : 65% 35% 0. 025mol/ L, 10% ph 8. 0; : 1. 0mL/ min; : U V280 nm 320nm, 400nm : (1 ) : : 30cm, 1mm; : C18 HPLC 10um; : 1g ( NH4 )2 CO3 / (25 75 ) ; 103

104 ml/ min; : U V313 nm (2 ) : 5 L 10 L ( ) ( PCP) 1. 1956, 1957, 1965, 20 80, PCP 20 70, LSD,,, PCP,, PCP 1 - ( 1 - ), C17 H25 N, 243. 20,,,, 243 244 PCP, PCP :, ( 1mg 3mg) ( 1mg 3mg) ( 2mg 6mg ), PCP,, PCP,,,,,,, PCP,, PCP,, 7h 36h, PCP,,

105 PCP, ;,,,,,, PCP,,, 4h 5h PCP,, 6 1 PCP, PCP,, PCP,, 30% 50%, 72h, 4 % 11 %, 25% 30%, 2% 77% 10 PCP, ( ph < 5), ph,,, PCP 3,, 1 PCP, 26, PCP 0.007mg/ L 0.240mg/ L, 0. 075mg/ L, PCP 11h 13h 2. (1 ) : 1mL, 0. 25mL/ L (ph 9.7 ) 1mL, ( 98. 5 1.5 ) 5mL, 5min 10min, 5min,, 0. 05mol/ L 0.5mL,,,, mol/ L 0. 1mL, 1.5mL,,, 50 L 100 L (2 ) : 0. 1g 0. 2g, 3. : 6mol/ L ; 0. 5g 20mL :, 10min,,, PCP 4. GC (1 ) : 1mg/ ml (2 ) : 3.5%SE - 30/ Gas Chrom Q (100 200 ) 1.5m 2mm ;

106 ; : NPD (300 ) ; :, 25mL/ min ( ) 1. MescaLine,, ;,, ( Peyote) 3%, 0.5 % 1. 5%,, 30 3, 4, 5 -, C11 H17 NO3, 211. 3, 35 36, 180, 183 186,,,, 3, 4, 5 -,,,,,,,, 30min 90min, 12h,, 2h, 6h 2h, 24h 87%, 48h 92%, 60% 90 % 2. (1 ) : 0. 1g 0. 5g, ( 99 1) 2mL 2, 5min, 5min, 0.5mL 0. 1g 0. 5g, 3mL 2, 10min, 5min,, 1mL 0. 5mL (2) :, 5mg/ ml 10mg/ ml (3 ) : 5mg/ ml 10mg/ ml 3. () : 0. 5mL 3mL, : ( ), 1 2

107, 10 g : -, 4. ( TLC ) (1 ) : ; (2 ) : 1mg/ ml ; (3 ) : GF254 ; (4 ) : A (82 17 1) ; B (100 1.5) ; (5 ) : A U V254 ; B 10mg, 50mL ; C, 10 % (6) : GF254 5 L 10 L,, 254nm,, B C, B,, 265nm, 10 g, C, 120 15min, 1 g (7 ) : A B, Rf 0. 35 0.24 ( ) ( ) 1. ( ) 5 - - 5 - ( ), C12 H12 N2 O3, 232.24, :,, ; ( 1 1000 ), (1 10) ( 1 15 ),,, 174. 5 178.0

108,, 10 h 12h0. 5h 1. 0h, 15min,, 3.,,,,,,, ;,,, 0. 5g, 0. 0015g 0. 05g,, : 0. 1%, 100mL 300mL,, 50 % 50mL 60mL () 10g 30g 0. 25g, 0.5g; 0. 25g, 0. 5g ( ) ( ) 1. 5 - - 5 -, C11 H18 N2 O3, 226. 28, :, 155.0 158.5,,,,,

109, 1. 5g 2.0g; 2g 5g;, 1/ 2000 1/ 5000,,,, 0.2g, 0.6g; 0.25g, 0.5g ( ) 1. 5, 5 -, C8 H12 N2 O3, 184. 00, : O NH O C2 H5 N H C2 H5 O,,, 189 192,, 2. 3g 10g, 5g 20g,, ( ) ( ) 1. ( ) 5 - - 5 -, C11 H18 N2 O3, 226. 28, : CH3 CH3 CH2CH C2 H5 C CO CO N H N C ONa

110,, 126 131,,,,,, 2., 15min 30min, 3h 6h,,, 3. 0. 5g, 1.0g 7.5g, ( ) ( ) 1. ( ) 5 - - 5 - ( 1 - ), C12 H17 N2 O3, 206.27, : NaO C NH CO C CH2 CH = CH2 N CO CHCH2 CH2 CH3 CH3,, 97 2. 3. 0. 3g, 0.7g; 0. 3g, 0.8g, 0. 5g, 1.0g 5.0g, ( ) 1. - 5 - - 5 -, C11 H18 N2 O3 S, 258. 28, :

111 N CO C H5 NaSC C N H CO CH ( CH2 ) 2 CH3 CH3 100 6,,, ( 1 40 ) ( ph = 10.5 ), 2.,,,,,,, ( ) ( ) 1. ( ) 7 - - 5 - - 1, 3 - - 1 - - 2 - C16 H13 ON2 Cl, 284. 74, : CH3 N O CI N,, 2. ( ), 1h,,,,

112 2. 5mg 5.0mg, 3, 25mg;, 10mg 20mg 3.,,, 5mg 15mg,, 20 6 50%, ( ) 1. 7 - - 5 - - 3 - H - 2 - - 5 -, C16 H14 ONCl, 299. 76, :,, ( 1 10 ) (1 40) 5. 5%, 10% ph 2.0 2. 5 2., 4h,,, 20h 24h 3.,,,,, ; ; 2 3, ;,

113 ( ) 1. 7 - - 5 - ( 2 - ) - 1, 3 - - 3-1 - 2H - 1, 4 - - 2 -, C15 H11 O2 N2 Cl, 286. 74, : H N O OH CI N,,,,,, 205 2., 4h, 48h,, 3.,, ;,,,,, ;, ;, ;, ( ) 1. 1, 3 - - 7 - - (5 - ) - 2H - 1, 4 - - 2 -, C15 H11 N3 O3, 281. 27, :

114 H N O O N N 2.,,,,, 78%, 21h 25h, 5mg 10mg; 5mg 30mg, 3, 200mg 3., ; ; ;, ( ) 1. 1, 3 - - 7 - - (5 ) - 2-1, 4 - - 2 -, C15 H10 N3 O3 Cl, 315.77, : H N O O2 N N CI, 237,

115,, 30min 60min, 1h 2h, 6h 8 h, 22h 38h 3., ;, ;, ( ) 1., 4 - ( 2 - ) - 2 - - 6, 9 - [3, 2 - f ] [ 1, 2, 4 ] [ 4, 3 - a] [ 1, 4 ], C17 H12 N4 Cl, 305. 77, : N N N CI N 2., 2. 4 4. 0,,,,, 3., ;, ;, 4.,,

116 ) 1. 7 - - 5 - ( 2 - ) - 1, 3 - - 3-1 - (2 - ) - 2-1, 4 - - 2 -, C15 H10 N3 O3 F, 299. 27, :,, 2., daterape ( ),,,,,, 5h 7h ( ),, 135s, 3.,, ( ) 1. 7 - - 5 - ( 2 - ) - 1, 3 - [ 2 - ( N - ) ] - 2-1, 4 - -, C23 H23 N3 OFCl, 385. 50, :

117 N CH2 ) 2 N( C2 H5 ) 2 Cl N F,,,, 212 () 2.,, 17min, 7h 8h 3.,, ;, ; ;, ( ) 1. 7 - - 5 - ( 2 - ) - 1, 3 - - 3-1 - (2 - ) - 2-1, 4 - - 2 -, C17 H14 ClFN2 O3, 348. 761,,, 166 168 : CH2 CH2 OH O N OH Cl N F 2.,, 90%,

118 h 16h 6 - - 4 - ( ) - 2-1 -,,,, 8h ( ) 1. 7 - - 5 - ( 2 - ) - 1, 3 - - 3-1 - (2 - ) - 2-1, 4 - - 2 -, C17 H14 ClFN2 O3, 334. 76, :,,, 119 121 2., 2h 3h, 15h 20h,, ( ) 1. 7 - - 5 - - 1, 3 - - 1 - - 2, C16 H13 N2 Cl, 269.74, :

119 CH N Cl N,,, 95 97, 2., 33h 83h,, 49 % 75 %,, ( ) 1. 8 - - 6 (2 - ) - 1 - - 4H - [1, 2, 4, ] [4, 3, - a], C17 H12 Cl2 N4, 335.05, :,, 233 235 2., 1. 5h ; 2h 3 h,

120 h; 80% ;, ;, 1-4 -,,, ( ), 3.,, ; ; ; ( ) 1. 10 - - 11b - ( 2 - ) - [ 2, 3, 7 ] ; 11b - - 3 - [ 3, 2 - d ] [ 1, 4 ] - 6 ( 5 ) -, C18 H16 Cl2 N2 O2, 363. 24, : 2., 1h 2h,, ( ) 1. 8 - - 6 - (2 - ) - 1 - - 4 - [1, 2, 4, ] [4, 3 - a], C17 H12 N4ClF, 379.50, :

121 2.,, 158 160 90%, 96 %, 30% 50%, 1.5h 2. 5h a -,,,,, ( ) 1., 7 - - 5 - ( - ) - 2, 3 - - 2 - - 1-1H - 1, 4 - - 3 -, : H N O COOE t CI N F 2., ( BDZ),,

122 2mg 1.5h 45 g/ L 65 g/ L, 77h 3., ; ( GOT ) ( GPT ), ;,,,,, ;,,, ( ) 1., 7 - - 5 - ( 2 - ) - 1, 3 - [ 2 - ( N - ) ] - 2-1, 4 - -, C23 H23 N3 ClBr, 409. 05, : CH2 CH2 N ( C2 H5 )2 O N CI N Br 2., 1h 4h, 7.9h 19. 3h 3-3 -,,,

123 ) 1. 6 - ( 2 - ) - 2, 4 - - 2 [ ( - 1 - ) - 8 - - 1 - [ 4, 2 - a] [ 1, 4 ] - 1 -, C23 H21ClN6 O3, 464.91, : 214 215 ( Z ), 205 210 2.,,, BDZ, 3. BDZ, ;, BDZ,,,,,,,

124 ) 1. 2 - - 4 - ( 2 - ) - 9 - - 6 - [3, 2 - f] [ 1, 2, 4] [4, 3 - a] [1, 4], C16 H17 N4 SClBr, 372. 50, :, 212 214 2.,,, 70% 0. 25mg 0. 50mg 0.15h 2.0h,, 89% 95 %, 1% 9-6 -,, 2/ 3, 60% 24h, 4, 3. 6h 7.9h, 6.0h 9. 3h 3.,, ; BDZ, BDZ 18, ( ),

125 ) 1., 7 - - 5 - ( 2 - ) - 1, 3 - - 3-1 - ( 2 - ) - 2-1, 4 - - 2 -, C17 H14 ClF N2 O3, 348. 76, : CH2 CH2 OH O N OH Cl N F, 138 140 2.,, 100mg ( ng/ ml ) 30min 13.36, 60min 22.915, 120min 43. 015, 240min 40.5, 6h 31.56, 16h 4.22 ( ng/ ml ) : 30min 5. 12, 60min 7.92, 120min 14.98, 240min 15.89, 6h 10. 05, 16h 2.71 20mg ( ng/ ml ) : 30min 23. 687, 60min 53. 31, 120min 75. 86, 240min 78. 56, 6h 57.63, 16h 7.73 ( ng/ ml ) : 30min 10. 47, 60min 17. 95, 120min 24.82, 240min 22.67, 6h 15. 71, 16h 2.25 10mg 20mg ( mg ) : 4h 1. 65 6.35, 8h 0.78 2.14, 12h 0. 24 0.28, 24h 0. 09 0.41, 48h 0.06 0.17, 72h 0. 04 0.08 3.,,,, ; 15 3 ; ;,

126,, ( ) 1. 4 - (2 - ) - 2 - - 9 - - 6 - [3, 2 - f] [1, 2, 4 ] [ 4, 3 - a] [ 1, 4 ], C17 H15 ClN4 S, 342. 85, : 2., 3h, 6h 7, 30,,, ( ) 1. ( Marshall) 50mL, 10% ph 5 6,, 5g 10g,, ( 3 1 ),,,,,,

127 ( Valof) 60g, 10 % 10mL,, 10 % 60mL, 60mL0.67mol/ L,, 18mol/ L,,,,,, 3. ( Kopps) 10mL ( ), 10mL (0.5g 10mL ),, 5mL,, ( ),,, 4. (1 ) : 2mL 5mL 100mL 2mol/ L 5mL 10mL,, ph 2 50mL, 5min 10min,, 10mL ( ph = 7. 2 ) 1 2, 20g, 15mL,, 0.45mol/ L 5mL 10mL, 1min 2min, (2 ) : 5mL 100mL, 5mL, 1mL 3mL, 15 20,,, 50mL, 15min,, ( 5g 10g 15g 0. 5g 1. 0g ), 100 120 20mL 30mL,, 5min, 25mL, 0.45mol/ L 5mL 10mL, 1min 2min,, (3 ) : 2g 5g 100mL, 2mL 5mL, 6mol/ L 10 15 ph 2, 50mL, 15min,,, ( 10g 15g, 20g), (4 ) : 2g 5g 100mL, 5mL, 6mol/ L 10 15 ( 2mol/ L 1. 0mL 1. 5mL), ph 2 50mL 15min,,,

128 5g 5mL 100mL, 20% 5mL ( 1mL 2mL ), 5 6 6mol/ L,,, 3 5 6mol/ L,, 50mL, 15min,, ( 20g 30g 1g 3g 15g 20g ) 20mL 30mL,,,, 30mL 40mL,, 0.45mol/ L 5mL 10mL, 1min 2min, ( ) 1.,,,,, ph 10, ; ph 11,, : 20%,,, 2. ( - C = NH ),,,,,,,,,, : ( ),,,,,,,,, 1 10%, ( 5 %, 1% 1% ),, :,, 1min,, ;,

129,, ; 1min 2min,, 100ng,,,, 3. -,,,,, :,,,, 10% -,,,,, - 100ng 200ng, -, 4.,,,, :,, 2 4,,, 5., :, 2 4,,,, ( ) 1. G 2. (1 ) (1 1 ) ; (2 ) (8 2 ) ; (3 ) (18 1) ; (4 ) (3 1 ) ; (5 ) (10 1) ; (6 ) ( 8 4 1) ;

130 ( 8 2 1) ; (8 ) (9 1 ) ; (9 ) (2 1 ) 3. (1 ) : 2. 5g ( 1 10 ), 100mL (2 ) 0. 2% : 0.2g, 100mL,, ( ), ( ),,,,, (, ),,, Rf, R f,,, 4mol/ L, 125 1h,, ( 35 1 ), Rf ( 0. 39 ), ( 0.49 ) - G, (1 1 ), 5, ( ) 1. ph 14 : 0.45mol/ L ( ph = 14 ) 3mL, 0. 45mol/ L ( ph = 14 ), 1cm 0. 45mol/ L, 190nm 350nm 255nm, 5, 5 - ; 240nm, 1, 5, 5 - ; 305nm, 0.45mol/ L 3mL 1mL, ph 10. 5 5, 3-240nm ; 1, 5, 5-245nm ; 255 nm 305nm 2. ph 2 : ph 14 1 2,, ph 2 ph 2, 5, 5-1, 5, 5 -

131 ph 2 ; 239nm 290nm ; ph 14 ph 10, 5, 5-1, 5, 5-260nm ; ph 14 ph 2 305nm, 0.02,, 5-2 5-2 ( nm) 0.1mol/ L 0.05mol/ L 2mol/ L 260 245 306 284 359 242 280 285 368 238 285 362,,, ( ) 1., 1. 0mg/ ml 10 L 20 L, 2. ph 14 10 2, 50mL,, 2 3, 0.45mol/ L,,,, 3.,,,,,,,

132,, ( ) 1. : F ID ( ) ; : 2m 0.3cm U ; : 2% OV - 17; : chromosorb, : 220 ; : 230 ; W80 100 ; :, 65mL/ min,, 40mL/ min,, 600mL/ min; : 10mm/ min 1 L, : 1 40, 3 11, 3, 4 19, 5 32, 11 38 2. : ; : 6m 1.5mm; : 5% DC - 11 celife 545, 60 80 ; : 200 ; : 50mL/ min 5-3 5-3 (min) 3.8 21.5 8.2 ( ), Vltraspheil

133 ODS mm 4.6mm 5nm), 0.01mol/ L ( ph = 2.5 ) / (45 55),, 254 nm,,, 50,,, 52 48 0. 01 0.01 ( V/ V), 245nm 1. 2.

134 15,,,,,,,,,,, 15 %,,,, 800, 17, 18,,,, ( ) 1. (1 ),,,, 6%, B,, (2 ),

135,,, 40% 65% 5, ( Brandy ) ( Whisky ) ( Rum ) ( Vodka),,, (3 ),,, ;, 2. (1 ) : 40, (2 ) : 20 40, (3 ) : 20, ( ) 1., (1 ), 98%, 2 %, (2 ) (3 ) (4 ) 2. (1 ), 1g 10g,, 6, 30, ;, 0.04g/ 100mL, 0. 12g/ 100mL,

136 10, 10g 30mg,,,,, 0. 02g/ 100mL (3 ), ( ),,, 0. 15g/ 100mL (4 ),,, 0. 04g, 20g 10-6 g/ 100mL (5 ),,, 20-6 g/ 100mL ( ),,,, ;,, ;,,,, CH3CH2 OH, 46.07,,, 78 ; - 115,,,, 100% ; ( L/ L )

137 75 % 20, 100mL, 50% 100, 80, 40% 100mL ml, %, 100mL,, 80g ( 50 160mL, 12 667mL, 4 2000mL),,,,, 120g, ( ),, 75% (, 70 % ),, ;,,,,,,,, 20 % 30 %, ; 40% 50%,, 20 50,, 1977, ( ), 20% 25%,,,,,,,

138 25%,,, :, ;,,,,, 80%,, ( ),,, 3min 5min, 30min 90min,,,, 1g/ kg,, 0.1%, 0. 1%,,, 30min 60min,,,,,,,, 0.1%, 0. 175%, 0.150%, 0. 148%, 0. 05 % 0. 10%,, 0.1 %,,, ; 0. 25 %, ; 0. 3%, ; 0.4%,, ;,,,, ( ), 90% 98%

139, 7. 1 J/ g,, 10mL, 0. 1g/ ( kg h ),, 2 3, 0.10g, 0.08g,,,, 2. 0% 10%,,,,,,, A, A TCA ( ),, I II, I, I, II,,,, CH3 CH2 OH CH3 CHO CH3 COOH CO2 + H2 O, ( ADH) ( 80% 90 % ), ( MEOS), 8000,,, A,,,, 75%,,,,,,,,,

140 ) 3, 1. 0. 05%, ( ),,, 2., 0. 1%, 0.16%, ; 0. 2%, 3. 0. 4%,, ; 0. 5%,,, ( ),,,,,,,,,,,,,,, ( ) 1., 6. 0%, ; 12%, ; 20%, ;,

141,,, 3g/ kg 6g/ kg,,, 3.,, 13%,,,,,, 4.,,,,,,,,,,,,, 5.,,,,,,,, 6.,,,, 7.,,,, 30 % 50 %,, ; ;, ;, ;,

142 0. 1g/ kg, 0.5g/ kg 1mg/ kg,,,,,,,,, ( ),,,,,,, 1 3, 1 2,, 1 ( ),, B1,,,,,,, ( ) 1.,

143,,,, 2.,,,,, 3.,,,,,,,,, n -,,, ( ) 1. :,,,,, : I2 + 2KOH = KI + KIO + H2 O CH3 CH2 OH + KIO = CH3CHO + H2 O + KI CH3CHO + 3KIO = CI3CHO + 3KOH CI3CHO + KOH = CHI3 + HCOOK 2. :,, 10 %,,

144 C6 H5 CHOOCl + C2 H5 OH + NaOH = C6 H5 COOC2 H5 + NaCl + H2 O 3. :,,, 1 10%,, 4. : 1mL 1mL, 0.5mL - ( 5g 50mL, 60% 1L ),,, 1h 2h, 100mL 5., 6-1 6-1 : 50mL A B, C, D 6, 2mL, 3 C 0. 2mL, 3 0. 2mL,, E, 50 60 2 h, -,, 25mL, 0.5mL, 1min, 0.01mol/ L, 1% 0. 01mol/ L a ( ml), ( ) b ( ml), 1mL X ( mg) :

145 X mg) = ( a - b) 0.113 5 0.113 1mL ( 0.01mol/ L ), 0. 15 6. 2L 1mL,,,, (1 ) : 6-2, ( D - D ) 100mm 4mm 3mm, 40mm ( A, ), B, 10mm 3 1mm ( C, ) ( 40 60 ), ( D - D ) : : (2 ),,,,,, 100mL, 15 20, ( ), ( 6-1),

146 (mg/ L) 1 2 3 0. 00 0.25 0.25 0.50 1.00 1.50 2.00, ( ) 1. : 10g 2. 5g 2mol/ L 10mL 300mL, ph 8. 6 8.7 : 3. 4% ( W/ V) 5. 1% ( W/ V) ( NAD) : NAD100mg 10mL, 0, (ADH) : ADH, 300mg/ ml 0, : 2mg/ ml 2., 3. 4% (8 10 ), 500mg, 3. 4% 1mL ( 300 ) NAD ( 10 ) ADH ( 1 ) 3ml, ( 50 L) 1h, 340nm, 10 ( 0. 2mg/ ml), 50 L a, b, W ( mg ), V ( L), d ( L ), ( ) : = [ ( a - b) V ] d ( s - b) 50 W, V = WK K ( ), K 0. 8,

,, 5. 1%,, 4mol/ L ( 50 L/ ml ) 3mL 100 L, 60min, 340nm, 100 L100 L ( 1mL mg ) : ( ) = ( a - b) (1 + k) d 1. 05 ( s - b) 100, 1. (1 ) : 5890 : : 545 ( 80 100 ), 4mm, 225cm U, : 60 100, 20, 220 : : 10mL/ min (2 ) ( 1mL 2mL),, 1mg/ ml 2mg/ ml, 0. 1mL, (3 ), 2. (1 ) : 6890 : F ID : FFAP (25m 0. 32mm 0.25um) : 50 10 / min 80 147

148 : 150 : : 20mL/ min : (2 ) : 10mg/ ml 1mg/ ml : 250mg 25mL,,, 10mg/ ml 10mg/ ml 2.5mL, 25mL,,, 1mg/ ml 10mg/ ml 1mg/ ml : 1mg/ ml : 25mg, 25mL,,, 6, 4 1mg/ ml 0mL, 0.0mL, 0. 05mL, 0.1mL, 2 10mg/ ml 0. 05mL 0. 1mL ; 6 1mg/ ml 0.1mL, 0.5mL ; 0. 5mL 2g,, 60 20min 0.5mL, 1mg/ ml 0. 1mL 0. 5mL, 2g 0. 5mL, 0. 5uL,, 3, 20, 20,,,,

149,,, ( Jean Nicat),, 1828, ( Posselt) ( Reiman ) (Nicotine,, C10 H14 N2 ) 1889 ( Langley) :,,, 19,,,, 20 60,, 6000 60,,,,,, 20 80 38%,, 39 %, 37 %,,, 0. 5% 8. 0%,,, 240 242,,,,,,,, :

150 40mg 75mg,, 16 30,, 16mg,, ( ),,,,,, ( 6-2 ),, ;,, 6-2 10-6 ( ppm) 10-6 (ppm) 42000 50 840 30 5 6 3200 200 16 150 0.1 1500 5 1600 10 160, 2.0mg, 10%, 0. 05mg 2.00mg, 2000,,,,,,,

151,,, 80 % 90% ( ),,,,,, ( ),,,, 700 g, 30 g, 25,,, ( ),,,,,,, ( ) ;, 20 90,, ( ), ( ),,,,,,,,,,,,,,,,,,,,

152,,,, 24h :,, 3 30, 3 4, 1,,, 4 ( ),, 4 1,,, 4000, 3000, 2000, 3, 4 -, 2 g 130 g, 4/ 5, 20, (100mg ),, ( 0. 4mg), 210 210 226,,, 270, 1/ 3, 3/ 4, 1/ 4, 10, 2, 6,,

153 ),,, ( ),,,,, :,,,,,,,, ( ) 1 4,,,,,,, ;, ( ) 1. ( ), 1 0 %, (1 9 ),, 2., 10%,,, ( ),,

154 1.,,,,,, 2.,,,,,,,, 3. 1, 2mL,,,, 0. 00025g, 4. 5mg 10mg, ( 30% ) 1, 1,,,, 1, ( ) 1. I: ( 60 10 1) ( 60 10 1) 90, : 2. G II: (25 5) ( 80 15 5), I :, 6-3 3. : G : (9 1 ) ( 5 4 1)

155 2 1) 6-3 6-3 G I G II - N - 0. 08 0.05 0.06 0.02 0.14 0.04 0. 34 0.05 0.27 0.05 0.57 0.07 0. 77 0.08 0.73 0.14 0. 87 0.92 0.81 0.76 ( ) 1. I : FID, 12m 0.12mm : 180 : ( 0. 7mL/ min) : 1. 16min 2. II : N PD 10% ApezonL 10 % KOH/ Chromosorb W, 2m 2mm ; : 170 : ( 60mL/ min) : 3. 6min 3. III : F ID ; : 30% OV - 22/ Gax Chrom Q ( 80 100 ) 1. 83m 6. 4mm : 180 : ( 60mL/ min) : ( 0.1mg/ ml ) ( 3mg/ ml ), 0. 045mol/ L 1 30

156 0. 1mg/ ml 10mL 20mL, 1. 0mL,, 0.045mol/ L, 2mL 3mL,, 1.0mL 5 L 10 L,, ( ) ( 254nm ) - BonadapakC18 30m, ( 2 3 ) ( 0. 5mL/ min), ( ),,,,,,,,,,,, Y 1986,,, 20 60,,,,,,,,,

157,,,,,,,,,,,,,,,,,, ( N2 O, ),,,, 19,, 25,,, ;,, 1951, 20 50, 60, 60 70, 27% 70, 80, :, 1986 1987 1400,,, 1984 1300, 1988 31.7,, 5.7 %, 1. 9%, 20%,,,,,, 2003

158,,,,,,,,,,,,,,,,,,,,,,, : :,,,,, :, [1, 1, 1 ] -,,, :,, ( ) :, :,,,,, :,, :, :, : :, ( ) 1.,,

159,,,, 2.,,,,,,, 1 10,, 3.,,,,,, 30min 60min, 4.,, 1, 3,,,,,,,,,,, 1.,,,,,,,, 2. :

160,,, ( ),, ( ) (2 ),, ; ; (3 ), ;, (4 ),, 3.,,,, ;,,,,,,,,,, 4., 3 : ( ) ; ; ( ), 1. 2. 3.?

161 Acetorphine Acetorphine hydrochloride Acetyl - alpha - methylfentanyl Acetyldihydrocodeine Acetyldihydrocodeine hydrochloride Aceuylmethadol Alfentanil Alfentanil hydrochloride Allobarbital Allobarbital - aminophenazone Allyprodine Allyprodine hydrochloride Alphacetylmethadol Alphacetylmethadol hydrochloride Alphameprodine Alphamethadol Alpha - methylfentanyl Alpha - methylfentanyl hydrochloride Alpha - methylthiofentanyl Alpha - methylthilfentanyl hydrochloride Alphaprodine - - - - - - - - - -

162 Alphaprodine hydrochloride Alprazolam Amfepramone Amfepramone glutamate Amfepramone hydrochloride Amfepramone resinate Amfetamine Amfetamine acetylsalicylate Amfetamine adipate Amfetamine aspartate Amfetamine p - aminophenylacetate Amfetamine ( 4 - chlorophenoxy) acetate Amfetamine hydrochloride Amfetamine pentobarbiturate Amfetamine phosphate Amfetamine resinate Amfetamine sulfate Amfetamine tannate Amfetamine tartrate Amobarbital Amobarbital resinate Amobarbital sodium Anileridine Anileridine dihydrochloride Anileridine phosphate Barbital Barbital calcium p - ( 4 - )

163 Barbital magnesium Barbital sodium Benzehidine Benzethidine hydrobromide Benzethidine hydrochloride Benzoylmorphine Benzfetamine Benzylmorphine hydrochloride Benzylmorphine Benzylmorphine hydrochloride Benzylmorphine methylsulfonate Betacetylmethadol Beta - hydroxyfentanyl Beta - hydroxytfentanyl hydrochloride Beta - hydroxy - 3 - methylfentanyl Beta - hydroxy - 3 - methylfentanyl hydrochloride Betameprodine Betamethadol Betaprodine Betaprodine hydrochloride Bezitramide Brolamfetamine (DOB) Bromazepam Buprenorphine Buprenorphine hydrochloride Butalbital - - - - 3 - - - 3 - - - - -

Bu tobarbital Camazepam Cannabis Cannabis oil Cannabis resin Cathine Cathine hydrochlorid Cacthine pheobarbital Cathine phenobarbital Cathine sulfate Cathinone Cathinone hydrochloride Chlordiacepoxide Chlordiacepoxide hydrochloride Chlordiazepoxide dibumate Clobazam Clonazepam Clonitazene Clonitazene hydrochloride Clonitazene methylsulfonate Clorazepate Clorazepate dipotassium Clorazepate monopotassium Clotiazepam Cloxazolam Coca leaf Cocaine

165 Cocaine benzoate Cocaine borate Cocaine citrate Cocaine formate Cocaine hydriodide Cocaine hydrobromide Cocaine hydrochloride Cocaine lacate Cocaine nitrate Cocaine salicylate Cocaine sulfate Cocaine tartrate d Cocaine d - Codeine Codeine acetate Codeine camphosulfonate Codeine citrate Cyclohexenylethylbarbiturate Codeine diallybarbiturate Codeine diethylbarbiturate Codeine hydriodide Codeine hydrobromide Codeine hydrochloride Codeine methylbromide Codeine phenylethybarbiturate Codeine phosphate Codeine resinate

166 Codeine salicylate Codeine sulfate Codeine N - oxide - N - Codeine - N - oxide hydrochloride Codoxime Concentrate of poppy straw Cyclobarbital Cyclobarbital calcium Delorazepam Desomorphine Desomorphine hydrochloride Desomorphine hydrochloride Desomorphine sulfate DET Diethyltryptamine hydrochloride Dexamfetamine Dexamfetamine adipate Dexamfetamine carboxyme thylcellulose Dexamfetamine hydrochloride Dexamfetamin pentobarbiturate Dexamfetamine phosphate Dexamfetamine resinate Dexamfetamine saccharate Dexamfetamine sulfate Dexamfetamine tannate Dexamfetamine tartrate Dextromoramide - N - -

Dext romoramide hydrochloride Dextromoramide tartrate Dextropropoxyphene Dextropropoxyphene hydrochloride Dextropropoxyphene napsylate Dextropropoxyphene resinate Diampromide Diampromide sulfate Diazepam Diethylthiambutene Diethylthiambutene hydrochloride Difenoxin Difenoxin ethylester Difenoxin hydrochloride Dihydrocodeine Dihydrocodeine biyartrate Dihydrocodeine hydrochloride Dihydrocodeine phosphate Dihydrocodeine resinate Dihydrocodeine thiocyanate Dihydromorphine Dihydromorphine hydrochloride Dihydromorphine hydriodide Dihydromorphine picrate Dimenoxadol Dimenoxadol hydrochloride Dimepheptanol

168 Dimepheptanol hydrochloride dimethoxyamfetamine (DMA) 2, 5-2, 5 - dimethoxyamfetamine 2, 5 - Hydrochloride (DMA) 2, 5 - dimethoxy - 4 - E thylamine (DOET) 2, 5 - - 4-2, 5 - dimethoxy - 4 - ethylamfetamine ( DOET ) 2, 5 - - 4 - Dimethylthiambutene Dimethylthiambutene hydrochloride Dioxaphetyl butyrate Dioxaphetyl butyrate hydrochloride Diphenoxylate Diphenoxylate hydrochloride Dipipanone Dipipanone hydrobromide Dipipanone hydrochloride DMHP 3 - ( 1, 2 - ) - 1 - - 7, 8, 9, 10 - - 6, 6, 9 - - 6H - [ b, d ] DMTN, N Dimethyltryptamine hydrochloride Dimethyltryptamine methiodide Drotebano Ecgonine Ecgonine hydrochloride Ecgonine benzoylester Ecgonine benzoylethylester N, N -

169 Ecgonie cinnamoylmet hylester Ecgonie dimethylben - zoy methylester 2, 6 - Ecgonie methylester Ecgonie methylester hydrochloride Ecgonine phenylacetylmethylester Estazolam E tilamfetamine E tilamfetamine hydrochloride E thchlorvynol E thinamate E thyl loflazepate N - Ethyl methylenedioxyam fetamine N - Ethyl methylenedioxyam fetamine hydrochloride E thylmethythiambutene E thylmethythiambutene hydrochloride E thylmorphine E thylmorphine camphosulfonate E thylmorphine hydrobromide E thylmorphine hydrochloride E thylmorphine methyliodide E thylmorphine phenylethylb arbiturate E ticyclidine E ticyclidine hydrochloride E tonitazene E tonitazene hydrochloride E torphine N - - N - -

170 E torphine hydrochloride E torphine methylether - 3 - E tocxeridine E tocxeridine hydrochloride Fenucamfamin Fenucamfamin hydrochloride Fenetyllin Fenetylline hydrochloride Fenproporex Fenproporex diphenylacetate Fenproporex hydrochloride Fenproporex - resinate Fentanyl Fentanyl citrate Fludiazepam Flunitrazepam Flurazepam Flurazepam hydrochloride Furethidine Furethidine hydrobromide Furethidine methiodide Furethidine picrate Glutethimide Halazepam Haloxazolam Heroin Heroin hydrochloride

171 Heroin methiodide Hydrocodone Hydrocodone bitartate Hydrocodone citrate Hydrocodone hydriodide Hydrocodone hydrochloride Hydrocodone methiodide Hydrocodone phosphate Hydrocodone resinate Hydrocodone terephthalate Hydromorphinol Hydromorphinol bitartrate Hydromorphinol hydrochloride Hydromorphone Hydromorphone hydrochloride Hydromorphone sulfate Hydromorphone terephthalate N Hydroxy methylenedioxyam - fetamine N - N - H ydroxy methylenedioxyam - fetamine hydrochloride Hydroxypethidine Isomethadone hydrochloride Isomethadone Isomethadone hydrobromide Isomethadone hydrochloride Ketazolam Ketobemidone N -

172 Ketobe midone hydrochloride Lefetamine Lefetamine hydrochloride Levamfetamine Levamfetamine alginate Levamfetamine luceinate Levamfetamine sulfate Levometamine Levometamine hydrochloride Levomethorphan Levomethorphan hydrobromide Levomethorphan tartrate Levomoramide Levomoranide dihydrochloride Levophenacylmorphan Levophenacylmorphan hydrochloride Levophenacylmorphan methylsulfonate Levorphanol Levorphanol hydrochloride Levorphanol tartrate Loprazolam Loprazolam mesilate Lorazepam Lorazepam mesilate Lorazepam pivalate Lormetazepam lysergide ( + ) -

173 Lysergide d tartrate d - Mazindol Mecloqualone Mecloqualone hydrochloride Medazepam Medazepam hydrochloride Medazepam dibunate Mefenorex Mefenorex hydrochloride Meprobamate Mescaline Mescaline aurichloride Mescaline hydrochloride Mescaline picrate Mescaline platinichloride Mescaline sulfate Metamfetamine Metamfetamine hydrochloride Metamfetamine sulfate Metamfetamine tartrate Metamfetamine racemate Metamfetamine racemate hydrochloride Metazocine Metazocine hydrobromide Metazocine hydrochloride Methadone Methadone hydrobromide

174 Methadone hydrochloride d Methadone d - d - Methadone hydrochloride d - 1 - Methadone 1-1 - Methadone bitartrate 1-1 - Methadone hydrochloride 1 - Methadone intermediate Methaqualone Methaqualone hydrochloride Methaqualone resinate 5 - Methox - 3, 4 - methylenedioxyamfetamine ( MMDA) 5 - - 3, 4-4 - Methylaminorex 4-4 - Methylaminorex hydrochloride 4 - Methyldesorphine Methyldesorphine hydrochloride Methyldihydromorphine 3, 4 - methylenedioxymefetameine ( MDMA) 3, 4 3, 4 - met hylenedioxymefetamine hydrochloride ( MDMA) 3, 4-3 - Methylfentanyl 3-3 - Methylfentanyl hydrochloride 3 - Methylphenidate Methylpgenidate hydrochloride Methylphenobarbital Methylphenobarbital sodirm 3 - Methylthiofentanyl 3 -

175 Met hylthiofentanyl hydrochloride 3 - ( + ) - cis - 3 - Methylthiofentanyl ( + ) - - 3 - hydrochloride 1/ 2H2 O 1/ 2H2 O Methyprylon Metopon Metopon hydrochloride Midazolam Midazolam hydrochloride Moramide intermediate Morpheridine Morpheridine hydrochloride Morpheridine picrate Morphine Morphine acetate Morphine citrate Morphine gluconate Morphine hydriodide Morphine hydrobromide Morphine hytdrochloride Morphine hypophosphite Morphine isobutyrate Morphine lactate Morphine meconate Morphine methiodide Morphine methylbromide Morphine methylchloride Morphine methylsulfonate

176 Morphine mucate Morphine nitrate Morphine phenylpropionate Morphine phosphate Morphine phthalate Morphine stearate Morphine sulfate Morphine tartrate Morphine valerate Morphine N - oxide - N - Morphine - N - oxide quinate M PPP M PPP hydrochloride Myrophine Myrophine hydrochloride Nicocldine Nicocodine hydrochloride Nicodicodine Nicomorphine Nicomorphine hydrochloride Nimetazepam Nitrazepam Noracymethadol Noracymethadol gluconate Noracymethadol hydrochloride - N - 1 - - 4 - - 4 - ( ) - 1 - - 4 - - 4 - ( ) 6-6 - 3, 6-3, 6 -

177 Norcodeine Norcodeine acetate Norcodeine hydriodide Norcodeine hydrochloride Norcodeine nitrate Norcodeine platinechloride Norcodeine sulfate Nordazepam Norlevorphanol Norlevorphanol hydrobromide Norlevorphanol hydrochloride Normethadone 3-3 - Normethadone 2-6 - di - ter - 2, 6 - - butylnaphthalindisulfonate Normethadone hydrobromide Normethadone hydrochloride Normethadone methiodide Normethadone oxalate Normethadone picrate Normorphine Normorphien hydrochloride Norpipanone Norpipanone hydrobromide Norpiapnone hydrochloride Opium Medicimal opium Priparel opium

178 Opium mixed alkaloids of Oxazepam Oxazepam henisuccinate Oxazepam succinate Oxazepam valproate Oxazolam Oxycodone Oxycodone bitartrate Oxycodone camphosulfonate Oxycodone hydrochloride Oxycodone pectinate Oxycodone phenylpropionate Oxycodone phosphate Oxycodone terephthalate Oxymorphine Oxymorphine hydrochloride para - fluorofentanyl para - fluorofentanyl hydrochloride Parahexyl Paramethoxyamfetamine ( P MA) Paramethoxyamfetamine hydrochloride Pemoline Pemoline copper Pemoline iron Pemoline magnesium Pemoline nickel Pentazocine Pentazocine hydrochloride,

179 Pentazocine lactate Pentobarbital Pentobarbital calcium Pentobarbital sodium PE PAP hydrochloride Pethidine Pethidine hydrochloride Pethidine intermediate A Pethidine intermediate B Pethidine intermediate B hydrobromide Pethidine intermediate B hydrochloride Pethidine intermediate C Phenadoxone Phenadoxone hydrochloride Phenampromide Phenampromide hydrochloride phenazocine Phenazocine methylsulfonate Phenazocine hydrochloride Phenazocine hydrobromide Phencyclidine Phencyclidine hydrobromide Phencyclidine hydrochloride Phendimetrazine Phenmetrazine bitartrate Phenmetrazine hybrochloride - 4 - - 4 - ( ) A B B B C

180 Phenmetrazine pamoate embonate) Phenmetrazine Phenmetrazine hydrochloride Phenmetrazine sulfate Phenmetrazine tartrate Phenmetrazine theoclate ( 8 - chlorotheophyllinate) - 8 - Phenobarbital Phenobarbital amnoniu Phenobarbital calcium Phenobarbital cathine Phenobarbital diethylamine Phenobarbital diethylaminoethanol Phenobarbital lysidine Phenobarbital magnesium Phenobarbital propylhexedrine Phenobarbital quinidine Phenobarbital sodium Phenobarbital sodium magnesium Phenobarbital sparteine Phenobarbital tetramethylamnonium Phenobarbital yohimbine Phenomorphan Phenomorphan hydrobromide Phenomorphan methylbromide Phenomorphan tartrate Phenoperidine - - - - - - - - - -

181 Phenoperidine hydrochloride Phentermine Phentermine hydrochloride Phentermine resinate Pholcodine Pholcodine citrate Pholcodine guaiacolsulfonate Pholcodine hydrochloride Pholcodine phenylacetate Pholcodine phosphate Pholcodine sulfonate Pholcodine tartrate Pimineodie Piminodine hydrochloride Piminodine ethylsulfonte (esylate) Pinazepam Pipradrol Pipradrol hydrochloride Piritranmide Prazepam Proheptazine Proheptazine citrate Proheptazine hydrobromide Proheptazine hydrochloride Properidine Properidine hydrochloride Propiram - - - - -

182 Propiram fumarate Psilocine psilotsin Psilocybine Psilocybine hydrochloride pyrovalerone Pyrovalerone hydrochloride Racemethorphan Racemethorphan hydrobromide Racemethorphan tratrate Racemoramide Racemoramide bitartrate Racemoramide dihydrachloride Racemorphan Racemorphan hydrobromide Racemorphan hydrochloride Racemorphan tartrate Rolicyclidine Secbutabarbital Secbutabarbital sodium Secobarbital Secobarbital calcium Secobarbital resinate Secobarbital sodium STP, DOM 2 - - 1 - ( 2, 5 - - 4 - ) STP, DOM hydrochloride 2 - - 1 - ( 2, 5 - - 4 - )

183 Sufen tanil Sufentanil citrate Temazepam Tenamfetamine MDA) 2, 5 - Tenamfetamine hydrochloride Tenocyclidine Tenocyclidine hydrochloride Tetrahydrocannabinol Tetrazepam Thebacon Thebacon hydrochloride Thebaine Thebaine hydrochloride Thebaine oxlate Thebaine salicylate Thebaine tartrate Thiofentanyl Thiofentanyl hydrochloride Tilidine Tilidine hydrochloride Triazolam Trimeperidine Trimeperidine hydrochloride 2, 5-3, 4, 5 - Trimethoxyamfetamine ( TMA) 3, 4, 5-3, 4, 5 - Trimethoxyamfetamine 3, 4, 5 - hydrochloride Vinylbtal

184,,,,,,,, 1., 2., 3., 4., ( ) ;, ( ) 5.,,, 6.,,, /, 7., 8., ( ),

185, ( ) 2. ( LSD ) ( T LC) ( ) 1. TLC 2. :, 3., 4. ( ) Rf 5.,,, R f 6. (, ) ( ) 1., :, 2. TLC, (, ) 3.,, : 4., TLC, TLC, HP TLC 5. 6. U V IR 7. (), (GLC)

186 ) 1., 2. (, ) 3. (,, ) ( ) 1. : ; 2. GC,, 3., (,, ) 4. (, ), ( OV - 17, OV - 1, OV - 101 SE - 30 ), 5.,, 6. (), ( UV) ( ) 1., 2. 3. (, ) 4. 5. ph m ax 6., 7. ( ) 1. 2. ( )

187 4. ph ( IR) ( ) 1. 2., - 3., 4., 5., ( ) 1. 2., 3. KBr,,, ;,,, U V IR,,,, ( ),, *, ( ) : 5mL 1000mL : 1mL 20mL

188 : 5mL 1000mL ( ) : 130mm, 25mm : 250mm ( ) * * ( Wide field microscope) * ( ) * ( 0. 1mg) ( 0. 01mg) ( ) 1. : 2. :

189 ( 50mL 100mL 200mL) ( 40mm 60mm) ( 65mm 85mm) ( 100mL 500mL) ( 7cm 12. 5cm) ( ) ph ph (0 14 ) ( ) 1. : 2. : ( 50mL 1000mL) ( ) 1. : 20cm 20cm, 20cm 10cm, 20cm 5cm 0 250 TLC 20cm 20cm * ( 254nm 364nm) 2. : ( 20cm 20cm, 20cm 10cm, 20cm 5cm) G,, 5 L

190 ( ) 1. : * ( ) * 2. : ( 2m, 2mm) 3%OV - 17chromosorb WHP 90 100, OV - 1 OV - 101 SE - 30 ( 10 L) ( ) - 1. : * - ( 190nm 800nm) 2. :, ( ) 1. : 2. : KBr (13nm) KBr 13mm ( ) ( 15t) NaCl ( 2 L)

191 KBr ( )

192 MDMA 2 MDA * 3 MA * 4 MA * 5 MA *, 6, ( ) MDMA 7 MDMA, 8 MDMA * * 9 MA *, * * 10 ( ) MA *, * * 11,, MDMA 12 A1 MDMA * * 13 MA * 14 MDMA 15 ( ) MDMA 16 MA *, 17 A 18 CU MDMA 19 MDMA * 20, A 21 S, MDMA 22 MDMA * * 23 CK A

193 007 ( ) MA * 25 007 ( ) MA 26 007 MDMA * 27 E/ B MDMA 28 R N, MDMA 29 MDMA 30 LM MDMA 31 OTC/ MX MA * 32, MDMA MA 33, MA * 34 V MDMA 35 V MDMA * 36 V MA *, 37 V, MDMA * 38 JJ MDMA *, 39 JJ MDMA * 40 JJ MDMA * 41 JJ MDMA * 42 JJ ( ) MDMA * 43 JJ MDMA * 44 JJ ( ) MDMA * 45 JJ ( ) MDMA 46 JJ MA *,

194 A A. 11 A.1 A.1 A.1 A.1 ( ) A.1 A.1 A.1 A.1 A.1 ( ) A.1 A.1 A.1 A.1 A.1 A.1 A.1 A.1 A.2 A.2 A.2 A.2 A.2 A.3

195 ) A.3 ( ) A.3 ( ) A.3 A.4 A.4 A.4 A.4 + A.4 A.4 A.4 A.4 ( ) A.4 A.4 A.4 A.4 A.4 A.4 A.4

196 A 3, 4 - A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.4 A.5 A.5 A.5 A.5 A.5 + A.5 + ( ) A.5 A.5

197 A A.5 A.5 A.5 LSD A.5 A.5 ( ) A.5 3, 4 - A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.5 A.6 A.6

198 A A.6 A.6 LSD A.6 A.6 3, 4 - A.6 A.6 A.6 A.6 A.6 A.6 A.6 A.6 LSD A.7 A.7 A.8 A.8 A.8 A.9 A.9 A.9 ( ) A.9 A.9 A.9

199 A A.9 LSD A.9 A.9 ( ) A.9 3, 4 - A.9 A.9 A.9 A.9 A.9 A.9 A.9 A.9 A.9 A. 10 A. 10 + A. 10 ( ) A. 10 A. 10 A. 10 A. 10 A. 10 LSD A. 10 A. 10

200 A ( ) A. 10 3, 4 - A. 10 A. 10 A. 10 A. 10 A. 10 A. 10 A. 10 A. 10 A. 10 A. 10 A. 11 A. 11 A. 11 A. 11 A. 11 A. 11 A. 11 A. 11 A. 1 : 2. 0g 100mL A. 2 - ( ) A: 0. 1g 100mL, 0.2mL, B: 95mL 5mL

201 2 A, 1 B A. 3 - ( ) : A: 100mL 95 %, 2. 5mL 2. 0g B: C: : A, 1min, B,,, 3 C, C, A. 4 : 100mL 1. 0g A. 5 : 5mL 40 % 100mL A. 6 : A. 7 : 50mL 95% 50mL 2. 0g A. 8 : 100mL 2. 0g 3.3g A. 9 : 100mL 2. 0g A. 10 : 100mL 1. 0g A. 11 : A: 100mL 0. 5g B: 95mL 5mL : 1 A, 1 B

202 N - ( N - acetylanthranilic acid) ( Acetic anhydride) ( Ephedrine) ( Engometrine) (Ergotamine) (Acetone) ( Anthranilic acid) (Ethyl ether) ( Isosafrole) * ( Hydrochloric acid * ) (Lysergic acid) ( Phenylacetic acid) ( Methyl ethyl ketone) ( Piperidine) 1 - - 2 - (1 - Phenyl - 2 - propanone) ( Potassium permanganate) ( Piperonal) * ( Sulphuric acid * ) ( Pseudoephedrine) ( Safrole) (Toluene) 3, 4 - - 2 - (3, 4 - Methylenedioxyphenyl - 2 - propanone)

203 ( ) N - n -

204, 5-2, 5-2, 5 - ( ) - 3, 4, 5-3, 4, 5-3, 4, 5 -

205,. ( ). :, 2003. 1 2... :, 1999. 12 3... :, 2001. 5 4..,.. :, 1989. 9 5... :, 2000.5 6.,.. :, 2003. 8 7... :, 2004. 3 8.,.. :, 1998. 8