Transcription

1 2004

2

3 ,,,,,,,,,,,,,,, ;,, ;,, ;,, ;,,,,,,,,!,,,

4 ( 1 ) ( 1 ) ( 5 ) ( 5 ) ( 7 ) ( 7 ) ( 8 ) ( 9 ) 1

5 ( 11 ) - ( 19 ) ( 19 ) ( 27 ) N - 3,

6 ( 45 ) ( 45 ) ( 59 ) ( 66 ) ( 78 ) ( 78 ) ( 93 ) (107 ) 3

7 (134 ) (134 ) (148 ) (156 ) (161 ) (184 ) (192 ) A. 1 A. 11 (194 ) 22 (202 ) 74 (203 ) 4

8 1 ( ),, 1971,,,, ,, ( ),,,,,,, ( ),,,, 1.,,,

9 2,,,,,,,,,, 15min, 90min, 5h 6h,,, ( ), ( ),,,,,,,,,, 280,,,,,,, 0. 5% 1 %,,,, 12,,,,,, 2. 17, 19,

10 3,, 1806, F W Morphine ( ), 7 % 19 % 1874, C R,,,,,, 1898,, ( Heroin),,,,, 1884,,,, 3. 20,, 300 (1 ) : : : (2 ), 300,,,,,, 6000, (3 )

11 ,,, ( ),,,,,, ( ) : N - 3, ( ) (1 ) : (2 ) :, (3 ) : ( ) (1 ) : (2 ) : (3 ) :

12 5 ) (1 ) : (2 ) : (3 ) : (1 ),, (2 ) (3 ),,,,,,,,,,,,,,,,

13 6,,, ;,,,,,,,,,,,,,,,,,,,,,,,,,,,,, 1.? 2.

14 7,,,,,,,,,,,,,, : ( ),,,,,,,,,,,,,, ( ),,,,,,

15 8,, ( 250mm),,,, :, 2.,, ( ),,,,,,,,,,, 3.,,,,,, 4.,, ( ),,,, 10,, 10-4 mm,,,,,,

16 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

17 10, 1,, 2 3,,,, : ( ),, ( ) :,, 1mm 2mm,,,,,,,, ( Rf ),, R f, R f R f,,, ( ),,,,,,,,, ( ),,, ( ),,

18 11,,,, (GC),,,, :, ; ; ; :,,,,,,,,, ( ),,,,,,,,,,, :,,,,,,,,,,,,,

19 12 LC),, 20 60,,,,,,,,, ( ),, : ( ) ( ) : (1 ), 150kg/ cm 2 300kg/ cm 2, 500kg/ cm 2 (2 ) 1mL/ min 10mL/ min, (3 ),, g,, 300, 15%, 20%, 80%, 20,,,,, ( AES) AES

20 13 ),, 1 g/ g 1 g/ ml,,,,,,, ( ),,,,, ( ) ( ) ( ),,,,, ( ), ; ;,, ( ),,,,, 2 3,,,,, : I = AC b : I ; A ; C ; b A b,, b,,,

21 14 b,,,,,,,,,,,,,,,,,,,,,,, - ( ) - -, :,, ; ; ; -,, (, ), ( ) ;, ( ),, ( )

22 15 ) - -,,,,,,,,,,,,,,,,, / ( GC/ MS), / / (GC/ IR/ MS), / ( LC/ MS), X,,, ( ) / / ( GC/ MS ),,,,,,,, GC/ MS,

23 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

24 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

25 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.?

26 19 : HCl, : ( ),,,, 108.6, 1. 87, 1. 19, HCl 37%, ( ) (1 ) :,, (2 ) : ( ),, ( ),, 1500/ , ( ), ( ),

27 20 ),, ( ),,, ( ) (1 ) ph :, 1 2 ph,, (2 ) : 1mL, 1mL, 5%,,,, HNO3, : H2 SO4, : ( ) 327, 3.0, 1. 84, ( ), 98%,, 290,, 317, %,,,,,,, H2 H2 S SO2,, ( ), 20min 30min,, 60% ( ) (1 ) :

28 21 :, ( ),,,,,,,, ( ), ( ) (1 ) ph : (2 ) : 1mL, 1mL, 5%,, : KMnO4, : ( ), 2.703,, 240,,,,, ( ) (1 ) :, (2 ) : ( ),,,

29 22 ) ( ), ( ) ( ), ( ),,, ;,, 0.1 %, : C4 H6 O3, : ( ),, , ,,, ( ) (1 ) : (2 ) :,, N - ( ),,,

30 23 ) 1. 1mL, 1mL, ; 10%,, ;, 2. (1 ) :,,,, : (2 ) : : 1 : 3 / (3 ) :,,, : 1828cm cm - 1, 1150cm cm - 1, 1000cm cm - 1 : BaSO4, : ( ), 4.50, 1580, 1000, 600, ( ) (1 ) :, (2 ) : LSD ( ) ( ) ( )

31 24 CH3 COONa 3H2 O, : ( ),, 1.45, 58, 123,,,, ( ) (1 ) :, (2 ) : ( ) ( ) ( ) : PdCl2 2H2 O, : ( ),,,,, ( ) (1 ) : (2 ) :,,,, ( ) ( ) : NH4Cl, :

32 25 ), ;, 340, 520 ;, ( ),,, ( ),,,,,,, ( ),, ( ),,, ( ) (1 ) :, (2 ) : PCP ; ph ( ) 1. (1 ) 2 0.1mol/ L 1 2mol/ L HNO3, mol/ L AgNO3, ; (2 ) :, 6mol/ L N H3 H2 O,, ; (3 ) 6mol/ L HNO3,

33 26 : (1 ) 3 4, 2mol/ L NaOH ; (2 ),,, : (1 ) : 3. 5g KI 1. 3g HgCl2 70mL, 30mL ( 4mol/ L) NaOH,, ; (2 ) 1, 2, : SOCl2, : ( ),, 76, , S2Cl2 SO2 Cl2,, SO2,, SOCl Cl -, ;,, ( ) (1 ) :,, (2 ) :, ( ),,,,,, ( 5ppm, ) ( ), ( )

34 27, ( ), ph, Cl -, : C10 H15 NO2, : ( ),,,, ;,, ( ) (1 ) : ( ) (2 ) : ( ) ( ) 1. (1 ) : 5mg/ ml ; (2 ) :, 1mg/ ml ; (3 ) : GF254 ; (4 ) : (80 20 ), ( ) ; (5 ) : ; (6 ) : : 2. (1 )

35 28 2mg, 200mg,, (2 ) : : 1 : 3 / (3 ) : 3339cm - 1 ( OH ), 1587cm - 1 ( C = C), 1445cm - 1 ( CH3 ), 1390cm - 1 ( N - CH3 ), 1249cm - 1 ( C - OH ), 745cm cm - 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, ( ), 146, 105, 91, 117, 184 GC/ MS,,, [H ] [ Cl],, 2min, 0.1min,, GC/ MS GC,,,,, : C10 H15 NO2, : ( ),, ( )

36 29 ) 1. (1 ) : 5mg/ ml ; (2 ) :, 1mg/ ml ; (3 ) : GF254 ; (4 ) : (80 20 ) ; ( ) ; (5 ) : ; (6 ) : : 2. (1 ) : 2mg, 200mg ;, (2 ) : : 1 : 3 / (3 ) : 700cm - 1 ( ), 761cm - 1 ( ), 1031cm - 1 ( C - OH), 1000cm - 1 ( = C - H), 1459cm - 1 ( CH3 ) 3. / : C6 H6 O3, : ( ),,, ( ) (1 ) :,

37 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, : ( ),, ( ) (1 ) :, (2 ) : MDMA MDA MDE N - - MDA ( ) 1. (1 ) 1mL 2mL 2 4 ; (2 ) 2 2% : 1min, 2.,,

38 31 : : : : : : 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, : ( ),, ( ) (1 ) : (2 ) : MDA MDMA MDE ( ) : C19 H23 N3 O2, :

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 ) : : / C33 H35 N5 O5, : ( ),,, ( ) (1 ) :,

40 33 : LSD ( ) (1 ) : 1mg/ ml (2 ) :, 1mg/ ml (3 ) : G 254nm 10cm 10cm, 0. 25mm (4 ) : (9 1 ) ; ( 2 8) (5 ) : :, ; 254nm ; 365nm ; (6 ) : : / : C16 H16 N2 O2, : ( ), ( ) (1 ) : (2 ) : LSD ( ) 1. 2., 2 1% -,,

41 : C9 H10 O, : ( ),, ( ) (1 ) : (2 ) : ( ) N - N - : C9 H9 NO3, : ( ),, ( ) (1 ) : (2 ) : ( ) 3, , : C10 H6 O3, : ( ),,, ( ) (1 ) :

42 35 : MDA MDE MDMA ( ) : C7 H8, : ( ) , , 0.866, 552,, ;, ; < 40,, ;,,,,,, ( + ) 2, 4, 2, 4, 6 ( T. N. T ) ;,,, ;,,,, ;, ( ) (1) :,, (2 ) : ( ), 1. 4% 6. 7% ( V/ V),

43 36 ), ( ), ( ),,,, 1.17% 7.10% ( ), 536, (200ppm) ( ) 1. : 5 % CARBOWAX20M Carbopack ( ), 100 (4min), 10 / min, 200, 210, 230, 0. 1 g/ ml 2. - : GC HP m 0. 2mm, 80 ( 1min), 10 / min, 220, 250, 280, 230 : C2 H5 OC2 H5, : ( ),, ,,, ( ),, 1.9 % 36 % ( V/ V) ( 2. 6),,

44 37,, 4, 1 ( ), 2 ( ), ( ),,,, ( ),,,,, 3,, ( ) (1 ) :, (2) : LSD, ( ), 3. 5%, 30min 40min 7% 10%,,,,,

45 38 ( ) 1. [ (zeise) ] (1 ) 20mL 25mL, 0. 5mL, mL 57% (2 ) 8mm 10mm,, : : 1g 10mL 60mL ( 1mol/ L) NaOH,, 5g 10mL,, 1mL, 100mL,, : 49mL, 1mL,, 2. (1 ) : 1,,,,, (2 ) : : : : 1 : 3 / :,,, : 1300cm cm - 1 : CH3 COCH3, : ( ),

46 39,,, ( ) - 20, 3, ( ) 1 ( ),,,,, ( ) (1 ) :,,,,,, (2 ) : ( ),,,,,,,,, ( ) 1. 2, 4 - (1 ) : 50mL 30%, 1. 2g 2, 4 -, (2 ) 5mL 2, 4 -, 40mg 50mg 0. 5mL,

47 40, (4 ), ( 30s), : 2. penzoldt (1 ) 2mL 3mL ; (2 ) 0. 5mL, :, 10min 15min, 3.,,, : : : : : : 1 : 3 / :,,, : C4 H8 O, : ( ),,, , 79.6,, ( ) (1 ) : (2 ) : ( ),,, ;

48 41,,,, ( ) 1. 2,4 - (1 ) : 50mL 30%, 1g 2, 4 -, (2 ) 5mL 2, 4 -, 40mg 50mg 0. 5mL, (3 ), (4 ), ( 30s), : 2. :,,, : : : : : : 1 : 3 / :,,, : C8 H8 O2, : ( ),, 77, , d = ( ) (1 ) :,, (2 ) :

49 42 ) : C9 H9 NO3, : ( ),, ( ) (1 ) :, (2 ) : ( ) : C15 H11 N, : ( ),,,,, ( ) (1 ) :,,, (2 ) : ( ),,

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

51 44 :, 1h 2. (1 ),,,,, (2 ) : : 1 : 3 / :,,, : 3010cm cm - 1, 1240cm cm - 1, 815cm cm

52 45 ( ) 1.,, 0.6m 1. 5m,,,, 5cm 30cm, 2. 5cm 20cm,,,,,,,,, ;, 2,, ; 4, 2,, ;,,, ; 1,, 7 15,,,,,,,, 4 6 ; 6 8, ,, 7 15,,, ;,, 3cm 6cm, 2cm 4cm,,, ;, 7 15,,,,,, :

53 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 :,,,,,

54 47 :,,, 9.5 % 10.5 %,, ( ),,,,,,, 5 6,,,,,,, ( ) C17 H19 NO3, , , 230 ( ), -,,,,,,,,,,, 200 ( ), 250 ( ),, : ( ),

55 48 10mg,, 4h 6h,,,,,,, ;,,,,, 6h 8h,,,,,,,, 1 2,, ,, :,,, 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.,,,,, ( ),,,

56 49, ;,,, ( ), 2. (1 ) :, 10, ;, ; 1, 3 4, (2 ) : 1mg 20mL 1mg, 2,, 1, 1,,,, (3 ) : 0.25g 25mL,, 1, 3. : GF254, 25% ( ) ; 25 % ( ) ; 25% ( ) R f Rf R f : HP - 17 ( 0. 53mm, 5m) ; 250,

57 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 ) ; ( ) 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 ; ; 3min ( ),,,,,,,,, 3 4, 3, 25% 45 % ; 4 80% :, ;, ( ), C21 H23 O5 N, , :

58 51, ,,,,, 230,, ( ) 1874, C R ( Wright),, 1898, Heroin,,,, 185 6h,,,,,,,,,,,, ( ) 1.,,,, 30min 60 %, 1/ 3,,,,,,,,,,, 4h 5h50% 60% -, 7 %,,

59 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 ), ( ) 2mL, ;, 45 MST FA (1 1 ) 50 L 70 30min, 1 L 2 L

60 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, : GF254, ( ) ; ( 90 10) ; ( )

61 54 R f, R f R f O : H P - 17 ( 12m 0.53mm ) ; 150 ( 1min ), 10 / min 200, 20 / min 270, 3min; 260 ;, 280 ; N2 ( 2mL/ min ) : 8. 31min; O min; 8. 9min 6. : ( 250mm 4. 6mm 5 m ) ; ( ) ph 6. 3, IYC GKIP 0.8mL/ min; 250nm 280nm 280nm 250nm : : : 9. 03min, O min, min 7. / : HP - 5MS ( 30m 0. 25mm ) ; 150, 1min, 20 / min 270, 10min; 260 ; 280 ;, 1. 0mL/ min, EI, 70eV; 1600V ; 230 ; (1 ) : ( 300ng/ ml) :, 3 5 ( 100 L),

62 55 min, 10min, (2 ) - : HP - 1 ( 12m 0.25mm m ) ;, 0. 9mL/ min; 100, 2min, 25 / min 270, 10min : 230, 280, 230, 70eV ; ( SIM ) m/ z ( ) ; m/ z ( ) ( - 2TMS ) ; ( ) 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 ; 0. 6mL/ min (5 ) : 50 m, 67cm; 0. 05moL/ L, ( ) ( ) ; 20 ; 15.00kV ( ) nm;,, 50, ( + ) , ( 3), : CH3 CH3 CH2 C C CH2 CH N O CH3 CH3

63 56,,,,, , ( ),, 30min, 4h 80mg 120mg, 0.4 g/ ml 1.6 g/ ml, 24 h g/ ml 1.00 g/ ml,,, 13 h 47h a - c,,,,,, 60mg 120mg, 0. 2% ( mg/ ml) 3. -,, ;, -, ;,,, G, -, ;, HP - 1, 250, 280, ( ) 1., , C15 H21 O2 N, ,,, : CH3 CH2 O C O N CH3

64 ,, ph , 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,, DHE, 80,, 1991, DHE, 2. DHE,, ;,,,,,,

65 58, DHE 3., DHE, g, 0.1 g BPX - 5,,, 280, 10 g ( ) 1.,,, 2.,,,,,,,,,, ;,,,,,, 3., - -,, GC ( ) N -,,,,, 2.,,, 1/ 100, 100, 0. 1mg, 15min, 1h 2h,,,,

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

67 60,, 4cm 15cm; 3 11,,,,,,,,,,, 5, 5 ;,, 1, 1,, 1,,, 4-5 ( ),, 1. ( - ) THC, THC, 8 - THC, 9 - THC 8 - THC,,, , : 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

68 61 CBD,, 66 67, 10%,, : ( ),,,,,,, 10% 30%, 50%,,, ;, ( ),,,,,,,,,,,,,,, ( ),,, ;,,

69 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, ( ),,

70 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,,,

71 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, ( ) (9 1 ) 5mL 8mL 1h,,, 0. 1g 0.2g, (60 90 ) - 5mL 10mL,,, -, 1mg/ ml,,,

72 g 10g, ( 5mL 10mL) 2,, 20min,, mL 1. 0mL 1. ( TLC ) : ( CBN ) ( THC ) ( CBD ) 0. 5mg/ ml, : GF254 : (A) (85 1) ; ( B) ( ) ( ) ; ( C) ( ) ; (D) ( ) ; ( E) ( ) : B, 2 3 B 500mL : g 0.5 g, Rf R f ( A ) (B) (C) ( D) ( E) B CBD THC CBN THC - COOH (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),, ( ), 1. 5mL/ min, 230nm, 2 L 3 L 3. ( HPLC) :

73 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 , 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,, ,, m 3m,,, 3cm 8cm, :,, :, :,,,

74 67,, 30kg 50 kg : (1 ), 70%,,, (2 ),,, (3 ),,,,,,,,,, ( ), :, 1.,, 98, 90 ; , ( 1 600), ( ) ( 1 4) ( 1 7), ;, ;,,,,

75 68,,, ;, 197, ( ) ( ), ( 1 18 ), 2.,, 121,,, C19 H23 O4 N HCl 2H2 O 3.,,,, 205,,, 4.,, : ( ) 1., 0.5% 1%, 1.8% 2.

76 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

77 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 , 5mL,, 50 L 100 L, GC/ MS

78 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 :, min, 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 ),, ;,, ;,,,

79 72, 3. ( TLC) (1 ) : 1mg/ ml 1mg/ ml 3mg/ ml 3mg/ ml : (2 ) GF254 (3 ) : ( ) ( ) ( ) ( ) (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 R f

80 73 R f (GC) NPD F ID, : 3% OV - 17 OV - 101chromosorbwhp ; 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 : , 1min 2min; 5 / min 15 / min; 280, 5min 10min; ; ;, 20mL/ min 40mL/ min, 1mL/ min 2mL/ min; (15 20) 1, 5. : HPLC,, ph :, LC DB, 150mm 4.6mm, 0.02moL/ L, KH2 PO4 ( ph3.0 ) = (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

81 74 MS ), ( 25m 30m ) [ 0.25m 0.32m ], m m (2 ) : GC () (2min 5min), 10 / min 40 / min; 280 ( 5min 20min ), ;, 35mL/ min 40mL/ min; ( ) 1; 70kPa 75kPa ( 3min ), 15kPa/ min, 140kPa (15min 20min) ; EI 70eV ; ; 40amu 450amu (3 ) GC/ MS GC/ MS C 17 H 27 NO , 77, 105, 198 C 19 H 23 NO , 131, 94, 96, 77, 42 C 16 H 19 NO , 83, 94, 105, 108, 67 C 10 H 17 NO , 96, 94, 42, 182, 199 C 9 H 1 5 NO , 57, 96, 124, ( UV ) 230nm 274nm 281nm, 217nm 260nm 279nm 0. 1mol/ L 233 nm 275nm, 281nm 233nm 274nm, 211nm 260nm,,, ( ) 1., - 2 -

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

83 76,, ;, ;,, (, ) ;, 2., ;,,,,,, ( ),, 3. ( ),, C9 H11 NO2, , : H2 N COOC2 H5,,,,, 50% 10%, ( 0. 2g 0. 3g) ( ) 1.,, ;, 2% ph 4.6, : CH3 NHCOCH NH( CH2 )2 CH3 CH3 HCl 2.,,

84 77 ) , :, 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.

85 78 ( ATS),, ( ),,,,,, ( MDMA) , , 20, 21,,,, M MDMA MDA ( ),, MDMA,,, OK,,, ( ) : 2 -, a -

86 79 AM, C9 H13 N, ,,, ( 1 50 ),,,,,, ph 5 6,,,,,,, ( 1 9 ) (1 800 ),,, (1 20),,,, [ 1 ( 9 10) ] (1 800 ), : N H2 CH3 ( ) N, a - N - MAM MATHC10 H15 N, ,, 214,,, , 98%,,,, ,, ph 5 6,,,, : NH - CH3 CH3 ( ) MDMA MDMA 3, 4 -, 3, 4 - N, a - 1, , N, a -

87 80, 5 - ( N, a - ) - - 1, 3 -, N - - 4, 5 - MDMA, C11 H15 NO2, MDMA, ,,,,,,, : O N H CH3 O CH3 ( ) MDA MDA 4, 5-4, 5 - a - - 1, ; 3, a - ; MDA, C10 H13 NO2, MDA, ,,, MDA,,, MDA MDMA ( ) TMA TMA 3, 4, 5 -, - a -, TMA, C10 H19 NO3, TMA, ,,, a -,, ( ) PMA PMA a -, C10 H15 NO, , PMA, P MA, ,,,, ( ) DOMA DOMA DOM STP 2, 5-2, , a - 2, DOM DOMA ST P; C12 H19 NO2, ; DOMA,,

88 ,,, ( ) DOET DOET 2, a -, 2, a - DOET C13 H12 NO2, , ,, ( ) MMDA MMDA , a - - 1, MMDA C11 H15 NO3, MMDA, ,, ( ) DMA DMA 2, 5-2, a -, 2, a -, DMA C11 H17 NO2, , ,, ( ) DOB DOB , , a - C11 H16 NO2, DOB, 63 65,, ( ) N - - a - - C12 H16 F3 N, ,,,, ,,,,, ( ) C9 H8 N2 O2,

89 82,, ( 0. 5% 1.0 % )(1 % ),,,, 5 ( ) - a C14 H19 NO2, ,,,,, ,, ( ) C11 H15 NO, ,, , ( ) ( 1 2 ) ( 1 2),,, ( ) - 3, C12 H17 NO, ,,,,, 190 ( ),,,, ( ) 1. 10mg, 2. 5mg 5mg, 3mg 6mg,, 2mg 30mg 50mg, 1g,,,,,,,,,,,

90 83,,,,,,, 30, 6 1,,,,,, MDMA 50mg 150mg MDMA, 25min 30min,,,,, 5 MDMA MDMA MDMA, MDMA, :,, 1/ 4 MDMA,, :, : LSD, 2. ( ), ( ),,,,,,,,,,,,

91 84, ( ), 3., ; ; ;, ;,,, 4. 10mg,, 100mg 300mg, 20mg 70mg 10mg 30mg, 200mg, 100mg, 1g,, 30mg, 2000mg 120mg 2000mg, 1000mg, 125mg 500mg, 2g 6g ( ) 1.,,,,, ( ) ( ),,,,,,,,

92 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,

93 86 MDMA N -, O - ( ), MDA (HMMA) ( HMA) , 4 - (HHMA) 3, 4 - (HHA):

94 87 ) 1. : 1mL ( 1 3 ) 1mL, (, 1.0 g ), ph = mL, 4mL 0. 5mol/ L 1mL, 2mol/ L, ph = mL, 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

95 g 10mL, 1mL 25 % 1mL 50 %,, 10min, 10% ( ph 9 ), ph = 10-2mL, 5mL ( 9 1) 10min, 10min,, mol/ L, 50, 0.1mL ( 50 g/ ml) 3. (1 ) 1mL 4mL ; 1mL, 10mL, 0. 1mol/ L 1mL, GDX cm 3 ( ) 5mL, 0. 5mL, 1mL, 20min,, 15cm 0. 5cm 0.01mol/ L 10mL,, 5mL 1g 2g, 10 g/ ml N, N - 1mL, mL 0.2mL (2 ) : 1mL, ph = 10-10mL, GDX301, 20min, 20cm 0.5cm,, 0. 1mol/ ml 10mL,, [ ( 3 1 ) ] mol/ 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,

96 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, % ( 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 : % 10mL ), A2 ( A2 : H2 SO4 ),, ;, ;, ( MDMA) 2., ( ),,, MDMA 3. -,,

97 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 % ( ) ; ( ) (3 ) : 20mg + 5g + 2g mL + 1.0mL, 250mL, 10 % ; 4% 3mL100mL, 200mL, 1 1mol/ L, 3. ( 5-1)

98 R f ( 1) (2 ) ( 3) (1) ( 2) ( ) 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 ( mg/ ml), ; mg, 2. 00mL, ph = 11 12, 10.00mL 5min,, (2 ) 1 L 2 L

99 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 % ( ), 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

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

101 94 ;, (3 ) 5-5 -, ( LSD), 5 -,, 4 - (DMT) (4 ) 4 ( Phencyclidine PCP ), 2. (1 ) :, LSD :, AMT ( - ) DMT (N, N - ) DET (N, N - ) ;, ( N, N - ), ( ), ( ) : ( )( ) : - DOM DOE MDA MMDA (2 ) : (3 ) ( PCP ), LSD 3.,,,,,,,,,,,

102 95 ) 1.,,, 15,,, LSD,,,,, 140, 80,,,, : N, N (1 ) - 4, C12 H17 N2 O4 P, , ,,, ( 1 20 )(1 120 ), LSD, LSD (2h 4h), LSD, LSD LSD,,, ( 4mg 5mg) ; ( 15mg),,, (2 ) ( DMT ), minlsacea, 1946, Cohoba, 5 -, LSD,

103 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 g 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 ( ) : ( ), 2 3 :, 1 g :, (2 ) : A % 10mL ; B : ( ), A 1,

104 97 B 3, ( ), - ( ) 10 g 4. TLC (1) :, 20mg, 20mL,,, 0.5mL (2) : 1mg/ ml (3) : GF254 (4) : A (2 1 1) : B ( ) (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 ; : ; :, 45mL/ min (2 ) : : 1mL, 5mL

105 98 ),, 15 L 15 L TMCS 100 L BST FA,, min, 10min, : 2. 5% SE - 30chromosorb WHP , 1.6m 2.8mm ; : ; : 7. 5 / min; : F ID, 250 ; : 220 ; :, 50mL/ min (3 ) : : DB - 5, 20m 0.25mm, 0.25 m 0.32 m ( ) : min, 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,

106 99 ng 20ng ( C) V, 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,, ,,, LSD, 10 g

107 , g 100 g, 6h 12h, LSD 100 g 250 g, LSD, :, 162,,,,,,,, 167,,, C33 H35 N3 O5, ,, ,, : C31 H39 N5 O5, , 190,,,,, :, 240,,, LSD,,,,, LSD LSD, LSD,, LSD LSD,, LSD,,, 1943 LSD, :,,,,, LSD, LSD ( 0.25mg, ),, :,,

108 101,,,,,,,,,, LSD, LSD, LSD 5 -, : , 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,

109 102 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

110 ; R f 7. (1 ) : B 0.60 : 3% SE - 30Chromosorb W ( 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% mol/ 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

111 104 ml/ min; : U V313 nm (2 ) : 5 L 10 L ( ) ( PCP) , 1957, 1965, 20 80, PCP 20 70, LSD,,, PCP,, PCP 1 - ( 1 - ), C17 H25 N, ,,,, PCP, PCP :, ( 1mg 3mg) ( 1mg 3mg) ( 2mg 6mg ), PCP,, PCP,,,,,,, PCP,, PCP,, 7h 36h, PCP,,

112 105 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, mg/ L, PCP 11h 13h 2. (1 ) : 1mL, 0. 25mL/ L (ph 9.7 ) 1mL, ( ) 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 ( ) 1.5m 2mm ;

113 106 ; : NPD (300 ) ; :, 25mL/ min ( ) 1. MescaLine,, ;,, ( Peyote) 3%, 0.5 % 1. 5%,, 30 3, 4, 5 -, C11 H17 NO3, , 35 36, 180, ,,,, 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

114 107, 10 g : -, 4. ( TLC ) (1 ) : ; (2 ) : 1mg/ ml ; (3 ) : GF254 ; (4 ) : A ( ) ; B ( ) ; (5 ) : A U V254 ; B 10mg, 50mL ; C, 10 % (6) : GF254 5 L 10 L,, 254nm,, B C, B,, 265nm, 10 g, C, min, 1 g (7 ) : A B, Rf ( ) ( ) 1. ( ) ( ), C12 H12 N2 O3, , :,, ; ( ), (1 10) ( 1 15 ),,,

115 108,, 10 h 12h0. 5h 1. 0h, 15min,, 3.,,,,,,, ;,,, 0. 5g, g 0. 05g,, : 0. 1%, 100mL 300mL,, 50 % 50mL 60mL () 10g 30g 0. 25g, 0.5g; 0. 25g, 0. 5g ( ) ( ) , C11 H18 N2 O3, , :, ,,,,,

116 109, 1. 5g 2.0g; 2g 5g;, 1/ / 5000,,,, 0.2g, 0.6g; 0.25g, 0.5g ( ) 1. 5, 5 -, C8 H12 N2 O3, , : O NH O C2 H5 N H C2 H5 O,,, ,, 2. 3g 10g, 5g 20g,, ( ) ( ) 1. ( ) , C11 H18 N2 O3, , : CH3 CH3 CH2CH C2 H5 C CO CO N H N C ONa

117 110,, ,,,,,, 2., 15min 30min, 3h 6h,,, g, 1.0g 7.5g, ( ) ( ) 1. ( ) ( 1 - ), C12 H17 N2 O3, , : NaO C NH CO C CH2 CH = CH2 N CO CHCH2 CH2 CH3 CH3,, g, 0.7g; 0. 3g, 0.8g, 0. 5g, 1.0g 5.0g, ( ) , C11 H18 N2 O3 S, , :

118 111 N CO C H5 NaSC C N H CO CH ( CH2 ) 2 CH3 CH ,,, ( 1 40 ) ( ph = 10.5 ), 2.,,,,,,, ( ) ( ) 1. ( ) , C16 H13 ON2 Cl, , : CH3 N O CI N,, 2. ( ), 1h,,,,

119 mg 5.0mg, 3, 25mg;, 10mg 20mg 3.,,, 5mg 15mg,, %, ( ) H , C16 H14 ONCl, , :,, ( 1 10 ) (1 40) 5. 5%, 10% ph , 4h,,, 20h 24h 3.,,,,, ; ; 2 3, ;,

120 113 ( ) ( 2 - ) - 1, H - 1, , C15 H11 O2 N2 Cl, , : H N O OH CI N,,,,,, , 4h, 48h,, 3.,, ;,,,,, ;, ;, ;, ( ) 1. 1, (5 - ) - 2H - 1, , C15 H11 N3 O3, , :

121 114 H N O O N N 2.,,,,, 78%, 21h 25h, 5mg 10mg; 5mg 30mg, 3, 200mg 3., ; ; ;, ( ) 1. 1, (5 ) - 2-1, , C15 H10 N3 O3 Cl, , : H N O O2 N N CI, 237,

122 115,, 30min 60min, 1h 2h, 6h 8 h, 22h 38h 3., ;, ;, ( ) 1., 4 - ( 2 - ) , 9 - [3, 2 - f ] [ 1, 2, 4 ] [ 4, 3 - a] [ 1, 4 ], C17 H12 N4 Cl, , : N N N CI N 2., ,,,,, 3., ;, ;, 4.,,

123 116 ) ( 2 - ) - 1, (2 - ) - 2-1, , C15 H10 N3 O3 F, , :,, 2., daterape ( ),,,,,, 5h 7h ( ),, 135s, 3.,, ( ) ( 2 - ) - 1, 3 - [ 2 - ( N - ) ] - 2-1, 4 - -, C23 H23 N3 OFCl, , :

124 117 N CH2 ) 2 N( C2 H5 ) 2 Cl N F,,,, 212 () 2.,, 17min, 7h 8h 3.,, ;, ; ;, ( ) ( 2 - ) - 1, (2 - ) - 2-1, , C17 H14 ClFN2 O3, ,,, : CH2 CH2 OH O N OH Cl N F 2.,, 90%,

125 118 h 16h ( ) ,,,, 8h ( ) ( 2 - ) - 1, (2 - ) - 2-1, , C17 H14 ClFN2 O3, , :,,, , 2h 3h, 15h 20h,, ( ) , , C16 H13 N2 Cl, , :

126 119 CH N Cl N,,, 95 97, 2., 33h 83h,, 49 % 75 %,, ( ) (2 - ) H - [1, 2, 4, ] [4, 3, - a], C17 H12 Cl2 N4, , :,, , 1. 5h ; 2h 3 h,

127 120 h; 80% ;, ;, 1-4 -,,, ( ), 3.,, ; ; ; ( ) b - ( 2 - ) - [ 2, 3, 7 ] ; 11b [ 3, 2 - d ] [ 1, 4 ] - 6 ( 5 ) -, C18 H16 Cl2 N2 O2, , : 2., 1h 2h,, ( ) (2 - ) [1, 2, 4, ] [4, 3 - a], C17 H12 N4ClF, , :

128 121 2.,, %, 96 %, 30% 50%, 1.5h 2. 5h a -,,,,, ( ) 1., ( - ) - 2, H - 1, , : H N O COOE t CI N F 2., ( BDZ),,

129 122 2mg 1.5h 45 g/ L 65 g/ L, 77h 3., ; ( GOT ) ( GPT ), ;,,,,, ;,,, ( ) 1., ( 2 - ) - 1, 3 - [ 2 - ( N - ) ] - 2-1, 4 - -, C23 H23 N3 ClBr, , : CH2 CH2 N ( C2 H5 )2 O N CI N Br 2., 1h 4h, 7.9h 19. 3h 3-3 -,,,

130 123 ) ( 2 - ) - 2, [ ( ) [ 4, 2 - a] [ 1, 4 ] - 1 -, C23 H21ClN6 O3, , : ( Z ), ,,, BDZ, 3. BDZ, ;, BDZ,,,,,,,

131 124 ) ( 2 - ) [3, 2 - f] [ 1, 2, 4] [4, 3 - a] [1, 4], C16 H17 N4 SClBr, , :, ,,, 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, ( ),

132 125 ) 1., ( 2 - ) - 1, ( 2 - ) - 2-1, , C17 H14 ClF N2 O3, , : CH2 CH2 OH O N OH Cl N F, ,, 100mg ( ng/ ml ) 30min 13.36, 60min , 120min , 240min 40.5, 6h 31.56, 16h 4.22 ( ng/ ml ) : 30min 5. 12, 60min 7.92, 120min 14.98, 240min 15.89, 6h , 16h mg ( ng/ ml ) : 30min , 60min , 120min , 240min , 6h 57.63, 16h 7.73 ( ng/ ml ) : 30min , 60min , 120min 24.82, 240min 22.67, 6h , 16h mg 20mg ( mg ) : 4h , 8h , 12h , 24h , 48h , 72h ,,,, ; 15 3 ; ;,

133 126,, ( ) (2 - ) [3, 2 - f] [1, 2, 4 ] [ 4, 3 - a] [ 1, 4 ], C17 H15 ClN4 S, , : 2., 3h, 6h 7, 30,,, ( ) 1. ( Marshall) 50mL, 10% ph 5 6,, 5g 10g,, ( 3 1 ),,,,,,

134 127 ( 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 ), mL 30mL,, 5min, 25mL, 0.45mol/ L 5mL 10mL, 1min 2min,, (3 ) : 2g 5g 100mL, 2mL 5mL, 6mol/ L ph 2, 50mL, 15min,,, ( 10g 15g, 20g), (4 ) : 2g 5g 100mL, 5mL, 6mol/ L ( 2mol/ L 1. 0mL 1. 5mL), ph 2 50mL 15min,,,

135 128 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,, ;,

136 129,, ; 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) ;

137 130 ( 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 ( ), ( 0.49 ) - 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 , 3-240nm ; 1, 5, 5-245nm ; 255 nm 305nm 2. ph 2 : ph ,, ph 2 ph 2, 5, 5-1, 5, 5 -

138 131 ph 2 ; 239nm 290nm ; ph 14 ph 10, 5, 5-1, 5, 5-260nm ; ph 14 ph 2 305nm, 0.02,, ( nm) 0.1mol/ L 0.05mol/ L 2mol/ L ,,, ( ) 1., 1. 0mg/ ml 10 L 20 L, 2. ph , 50mL,, 2 3, 0.45mol/ L,,,, 3.,,,,,,,

139 132,, ( ) 1. : F ID ( ) ; : 2m 0.3cm U ; : 2% OV - 17; : chromosorb, : 220 ; : 230 ; W ; :, 65mL/ min,, 40mL/ min,, 600mL/ min; : 10mm/ min 1 L, : 1 40, 3 11, 3, 4 19, 5 32, : ; : 6m 1.5mm; : 5% DC - 11 celife 545, ; : 200 ; : 50mL/ min (min) ( ), Vltraspheil

140 133 ODS mm 4.6mm 5nm), 0.01mol/ L ( ph = 2.5 ) / (45 55),, 254 nm,,, 50,,, ( V/ V), 245nm 1. 2.

141 134 15,,,,,,,,,,, 15 %,,,, 800, 17, 18,,,, ( ) 1. (1 ),,,, 6%, B,, (2 ),

142 135,,, 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,

143 136 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 )

144 % 20, 100mL, 50% 100, 80, 40% 100mL ml, %, 100mL,, 80g ( mL, mL, mL),,,,, 120g, ( ),, 75% (, 70 % ),, ;,,,,,,,, 20 % 30 %, ; 40% 50%,, 20 50,, 1977, ( ), 20% 25%,,,,,,,

145 138 25%,,, :, ;,,,,, 80%,, ( ),,, 3min 5min, 30min 90min,,,, 1g/ kg,, 0.1%, 0. 1%,,, 30min 60min,,,,,,,, 0.1%, %, 0.150%, %, % 0. 10%,, 0.1 %,,, ; %, ; 0. 3%, ; 0.4%,, ;,,,, ( ), 90% 98%

146 139, 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%,,,,,,,,,

147 140 ) 3, %, ( ),,, 2., 0. 1%, 0.16%, ; 0. 2%, %,, ; 0. 5%,,, ( ),,,,,,,,,,,,,,, ( ) 1., 6. 0%, ; 12%, ; 20%, ;,

148 141,,, 3g/ kg 6g/ kg,,, 3.,, 13%,,,,,, 4.,,,,,,,,,,,,, 5.,,,,,,,, 6.,,,, 7.,,,, 30 % 50 %,, ; ;, ;, ;,

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

150 143,,,, 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 %,,

151 144 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., : 50mL A B, C, D 6, 2mL, 3 C 0. 2mL, mL,, E, h, -,, 25mL, 0.5mL, 1min, 0.01mol/ L, 1% 0. 01mol/ L a ( ml), ( ) b ( ml), 1mL X ( mg) :

152 145 X mg) = ( a - b) mL ( 0.01mol/ L ), L 1mL,,,, (1 ) : 6-2, ( D - D ) 100mm 4mm 3mm, 40mm ( A, ), B, 10mm 3 1mm ( C, ) ( ), ( D - D ) : : (2 ),,,,,, 100mL, 15 20, ( ), ( 6-1),

153 146 (mg/ L) , ( ) 1. : 10g 2. 5g 2mol/ L 10mL 300mL, ph : 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,

154 ,, 5. 1%,, 4mol/ L ( 50 L/ ml ) 3mL 100 L, 60min, 340nm, 100 L100 L ( 1mL mg ) : ( ) = ( a - b) (1 + k) d ( s - b) 100, 1. (1 ) : 5890 : : 545 ( ), 4mm, 225cm U, : , 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) : / min

155 148 : 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,,,,

156 149,,, ( Jean Nicat),, 1828, ( Posselt) ( Reiman ) (Nicotine,, C10 H14 N2 ) 1889 ( Langley) :,,, 19,,,, 20 60,, ,,,,,, %,, 39 %, 37 %,,, 0. 5% 8. 0%,,, ,,,,,,,, :

157 150 40mg 75mg,, 16 30,, 16mg,, ( ),,,,,, ( 6-2 ),, ;,, ( ppm) 10-6 (ppm) , 2.0mg, 10%, 0. 05mg 2.00mg, 2000,,,,,,,

158 151,,, 80 % 90% ( ),,,,,, ( ),,,, 700 g, 30 g, 25,,, ( ),,,,,,, ( ) ;, 20 90,, ( ), ( ),,,,,,,,,,,,,,,,,,,,

159 152,,,, 24h :,, 3 30, 3 4, 1,,, 4 ( ),, 4 1,,, 4000, 3000, 2000, 3, 4 -, 2 g 130 g, 4/ 5, 20, (100mg ),, ( 0. 4mg), ,,, 270, 1/ 3, 3/ 4, 1/ 4, 10, 2, 6,,

160 153 ),,, ( ),,,,, :,,,,,,,, ( ) 1 4,,,,,,, ;, ( ) 1. ( ), 1 0 %, (1 9 ),, 2., 10%,,, ( ),,

161 154 1.,,,,,, 2.,,,,,,,, 3. 1, 2mL,,,, g, 4. 5mg 10mg, ( 30% ) 1, 1,,,, 1, ( ) 1. I: ( ) ( ) 90, : 2. G II: (25 5) ( ), I :, : G : (9 1 ) ( 5 4 1)

162 ) G I G II - N ( ) 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 ( ) 1. 83m 6. 4mm : 180 : ( 60mL/ min) : ( 0.1mg/ ml ) ( 3mg/ ml ), mol/ L 1 30

163 mg/ 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,,,,,,,,,

164 157,,,,,,,,,,,,,,,,,, ( N2 O, ),,,, 19,, 25,,, ;,, 1951, 20 50, 60, 60 70, 27% 70, 80, :, ,,, , ,, 5.7 %, 1. 9%, 20%,,,,,, 2003

165 158,,,,,,,,,,,,,,,,,,,,,,, : :,,,,, :, [1, 1, 1 ] -,,, :,, ( ) :, :,,,,, :,, :, :, : :, ( ) 1.,,

166 159,,,, 2.,,,,,,, 1 10,, 3.,,,,,, 30min 60min, 4.,, 1, 3,,,,,,,,,,, 1.,,,,,,,, 2. :

167 160,,, ( ),, ( ) (2 ),, ; ; (3 ), ;, (4 ),, 3.,,,, ;,,,,,,,,,, 4., 3 : ( ) ; ; ( ), ?

168 161 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

169 162 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 - )

170 163 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 methylfentanyl Beta - hydroxy methylfentanyl hydrochloride Betameprodine Betamethadol Betaprodine Betaprodine hydrochloride Bezitramide Brolamfetamine (DOB) Bromazepam Buprenorphine Buprenorphine hydrochloride Butalbital

171 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

172 165 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

173 166 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 - -

174 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

175 168 Dimepheptanol hydrochloride dimethoxyamfetamine (DMA) 2, 5-2, 5 - dimethoxyamfetamine 2, 5 - Hydrochloride (DMA) 2, 5 - dimethoxy E thylamine (DOET) 2, , 5 - dimethoxy ethylamfetamine ( DOET ) 2, Dimethylthiambutene Dimethylthiambutene hydrochloride Dioxaphetyl butyrate Dioxaphetyl butyrate hydrochloride Diphenoxylate Diphenoxylate hydrochloride Dipipanone Dipipanone hydrobromide Dipipanone hydrochloride DMHP 3 - ( 1, 2 - ) , 8, 9, , 6, H - [ b, d ] DMTN, N Dimethyltryptamine hydrochloride Dimethyltryptamine methiodide Drotebano Ecgonine Ecgonine hydrochloride Ecgonine benzoylester Ecgonine benzoylethylester N, N -

176 169 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 - -

177 170 E torphine hydrochloride E torphine methylether 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

178 171 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 -

179 172 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 ( + ) -

180 173 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

181 174 Methadone hydrochloride d Methadone d - d - Methadone hydrochloride d Methadone Methadone bitartrate Methadone hydrochloride 1 - Methadone intermediate Methaqualone Methaqualone hydrochloride Methaqualone resinate 5 - Methox - 3, 4 - methylenedioxyamfetamine ( MMDA) , Methylaminorex Methylaminorex hydrochloride 4 - Methyldesorphine Methyldesorphine hydrochloride Methyldihydromorphine 3, 4 - methylenedioxymefetameine ( MDMA) 3, 4 3, 4 - met hylenedioxymefetamine hydrochloride ( MDMA) 3, Methylfentanyl Methylfentanyl hydrochloride 3 - Methylphenidate Methylpgenidate hydrochloride Methylphenobarbital Methylphenobarbital sodirm 3 - Methylthiofentanyl 3 -

182 175 Met hylthiofentanyl hydrochloride 3 - ( + ) - cis Methylthiofentanyl ( + ) 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

183 176 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 ( ) ( ) , 6-3, 6 -

184 177 Norcodeine Norcodeine acetate Norcodeine hydriodide Norcodeine hydrochloride Norcodeine nitrate Norcodeine platinechloride Norcodeine sulfate Nordazepam Norlevorphanol Norlevorphanol hydrobromide Norlevorphanol hydrochloride Normethadone Normethadone di - ter - 2, butylnaphthalindisulfonate Normethadone hydrobromide Normethadone hydrochloride Normethadone methiodide Normethadone oxalate Normethadone picrate Normorphine Normorphien hydrochloride Norpipanone Norpipanone hydrobromide Norpiapnone hydrochloride Opium Medicimal opium Priparel opium

185 178 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,

186 179 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 ( ) A B B B C

187 180 Phenmetrazine pamoate embonate) Phenmetrazine Phenmetrazine hydrochloride Phenmetrazine sulfate Phenmetrazine tartrate Phenmetrazine theoclate ( 8 - chlorotheophyllinate) 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

188 181 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

189 182 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, ) STP, DOM hydrochloride ( 2, )

190 183 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

191 184,,,,,,,, 1., 2., 3., 4., ( ) ;, ( ) 5.,,, 6.,,, /, 7., 8., ( ),

192 185, ( ) 2. ( LSD ) ( T LC) ( ) 1. TLC 2. :, 3., 4. ( ) Rf 5.,,, R f 6. (, ) ( ) 1., :, 2. TLC, (, ) 3.,, : 4., TLC, TLC, HP TLC U V IR 7. (), (GLC)

193 186 ) 1., 2. (, ) 3. (,, ) ( ) 1. : ; 2. GC,, 3., (,, ) 4. (, ), ( OV - 17, OV - 1, OV SE - 30 ), 5.,, 6. (), ( UV) ( ) 1., (, ) ph m ax 6., 7. ( ) ( )

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

195 188 : 5mL 1000mL ( ) : 130mm, 25mm : 250mm ( ) * * ( Wide field microscope) * ( ) * ( 0. 1mg) ( 0. 01mg) ( ) 1. : 2. :

196 189 ( 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 TLC 20cm 20cm * ( 254nm 364nm) 2. : ( 20cm 20cm, 20cm 10cm, 20cm 5cm) G,, 5 L

197 190 ( ) 1. : * ( ) * 2. : ( 2m, 2mm) 3%OV - 17chromosorb WHP , OV - 1 OV SE - 30 ( 10 L) ( ) - 1. : * - ( 190nm 800nm) 2. :, ( ) 1. : 2. : KBr (13nm) KBr 13mm ( ) ( 15t) NaCl ( 2 L)

198 191 KBr ( )

199 192 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

200 ( ) MA * ( ) MA 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 *,

201 194 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

202 195 ) 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

203 196 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

204 197 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

205 198 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

206 199 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 A. 10 ( ) A. 10 A. 10 A. 10 A. 10 A. 10 LSD A. 10 A. 10

207 200 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

208 201 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

209 202 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 - Phenyl propanone) ( Potassium permanganate) ( Piperonal) * ( Sulphuric acid * ) ( Pseudoephedrine) ( Safrole) (Toluene) 3, (3, 4 - Methylenedioxyphenyl propanone)

210 203 ( ) N - n -

211 204, 5-2, 5-2, 5 - ( ) - 3, 4, 5-3, 4, 5-3, 4, 5 -

212 205,. ( ). :, :, :, ,.. :, :, ,.. :, :, ,.. :,