卡西酮衍生物

卡西酮的衍生物包括许多兴奋剂放心药,通常带有一个苯乙胺的核心结构和α-碳原子上的烷基基团β-碳原子羰基基团,以及其它取代基[1][2][3][4][5]。卡西酮存在于天然植物巧茶中,中东地区的人常咀嚼它的叶子作为消遣药物[6]

卡西酮衍生物的基本结构,R1-R4基团的定义如图所示

列表

其衍生物可以通过在卡西酮分子的四个位置进行置换来产生:

  • R1 = 氢、一种或多种烷基、烷氧基、烷二氧基、卤代烷基或卤原子
  • R2 = 氢或任意烷基
  • R3 = 氢、任意烷基或环状结构
  • R4 = 氢、任意烷基或环状结构

下表列出了已有报导的衍生物[7][8][9][10][11][12][13][14][15][16][17][18][19][20]

化合物 结构 R1基团 R2基团 R3基团 R4基团 CAS编号
 卡西酮 甲基H71031-15-7
甲卡西酮甲基甲基5650-44-2
 乙卡西酮甲基乙基51553-17-4
丙卡西酮甲基正丙基52597-14-5
Buphedrone乙基甲基408332-79-6
NEB乙基乙基1354631-28-9
N-methyl-N-ethylbuphedrone乙基甲基乙基
Pentedrone正丙基甲基879722-57-3
N-Ethylpentedrone正丙基乙基18268-16-1
N-Isopropylpentedrone正丙基异丙基
Hexedrone正丁基甲基
Ethyl-Hexedrone正丁基乙基18410-62-3
N-Butyl-hexedrone正丁基正丁基
N-Isobutylhexedrone (NDH)正丁基异丁基
Isohexedrone异丁基甲基
N-Ethylheptedrone正戊基乙基
Octedrone正己基甲基
Dimethylcathinone甲基甲基甲基15351-09-4
Diethylpropion甲基乙基乙基134-80-5
N-methyl-N-ethylcathinone甲基甲基乙基1157739-24-6
 安非他酮(3-CBP)3-氯甲基叔丁基34911-55-2
 枪机安非他酮  3-氯甲基2-甲基-3-OH-propan-2-yl357399-43-0
甲氧麻黄酮4-甲基甲基甲基1189805-46-6
2-MMC2-甲基甲基甲基
2-MEC2-甲基甲基乙基
2-EEC2-乙基甲基乙基
3-MMC3-甲基甲基甲基1246816-62-5
3-MEC3-甲基甲基乙基
3-EMC3-乙基甲基甲基
3-EEC3-乙基甲基乙基
4-EMC4-乙基甲基甲基1225622-14-9
4-EEC4-乙基甲基乙基
4-MC4-甲基甲基31952-47-3
Benzedrone4-甲基甲基苯基1225617-75-3
2'-MeO-Benzedrone4-甲基甲基2-MeO-Bn
4-MEC4-甲基甲基乙基1225617-18-4
4-MPC4-甲基甲基正丙基
N,N-DMMC4-甲基甲基甲基甲基
N,N-MEMC4-甲基甲基甲基乙基
N,N-DEMC4-甲基甲基乙基乙基676316-90-8
4-MEAP4-甲基正丙基乙基746540-82-9
EDMC4-乙基甲基甲基甲基
2,4-DMMC2,4-二甲基甲基甲基
2,4-DMEC2,4-二甲基甲基乙基
3,4-DMMC3,4-二甲基甲基甲基1082110-00-6
3,4-DMEC3,4-二甲基甲基乙基
2,4,5-TMMC2,4,5-三甲基甲基甲基
2,4,5-TMOMC2,4,5-三甲氧基甲基甲基
3,4,5-TMOMC3,4,5-三甲氧基甲基甲基
Methedrone4-甲氧基甲基甲基530-54-1
Dimethedrone4-甲氧基甲基甲基甲基91564-39-5
Ethedrone4-甲氧基甲基乙基
2-MOMC2-甲氧基甲基甲基
3-MOMC3-甲氧基甲基甲基
3-FC3-氟甲基
4-FC4-氟甲基80096-51-1
2-FMC2-氟甲基甲基1186137-35-8
2-FEC2-氟甲基乙基
3-FMC3-氟甲基甲基1049677-77-1
3-FEC3-氟甲基乙基
2-CMC2-氯甲基甲基
2-BMC2-溴甲基甲基
2-IMC2-碘甲基甲基
2-TFMAP2-三氟甲基甲基甲基
Clophedrone3-氯甲基甲基1049677-59-9
3-CEC3-氯甲基乙基
3-BMC3-溴甲基甲基
3-IMC3-碘甲基甲基
3-TFMAP3-三氟甲基甲基甲基
Flephedrone4-甲基甲基447-40-5
4-FEC4-氟甲基乙基1225625-74-0
Clephedrone4-氯甲基甲基1225843-86-6
4-CEC4-氯甲基乙基
4-CiPC4-氯甲基异丙基
4-CBC4-氯甲基正丁基
4-CDMC4-氯甲基甲基甲基
Brephedrone4-甲基甲基486459-03-4
4-BEC4-溴甲基乙基
4-IMC4-碘甲基甲基
4-TFMAP4-三氟甲基甲基甲基
 4-EFMC  4-(2-氟乙基)甲基甲基
 4-MTMC  4-甲硫基甲基甲基
 4-MSMC  4-甲硫酰基甲基甲基
4-PHMC4-苯基甲基甲基
 Mexedrone  4-甲基甲氧甲基甲基
FMMC3-氟-4-甲基甲基甲基
 MFMC  3-甲基-4-氟甲基甲基
MMOMC3-甲基-4-甲氧基甲基甲基
3,4-DCMC3,4-二氯甲基甲基
3,5-DCMC3,5-二氯甲基甲基
3,5-DFMC3,5-二氟甲基甲基
2,5-DMOMC2,5-二甲氧基甲基甲基
βk-2C-C2,5-二甲氧基-4-氯1538191-15-9
βk-2C-B2,5-二甲氧基-4-溴807631-09-0
βk-2C-I2,5-二甲氧基-4-碘
βk-2C-D2,5-二甲氧基-4-甲基1368627-25-1
 βk-2C-E  2,5-二甲氧基-4-乙基1517021-02-1
 βk-2C-P  2,5-二甲氧基-4-丙基
 βk-2C-iP  2,5-二甲氧基-4-异丙基1511033-62-7
βk-DOB2,5-二甲氧基-4-溴甲基
βk-MDOM2,5-二甲氧基-4-甲基甲基甲基
βk-MDA3,4-methylenedioxy甲基80535-73-5
N-acetyl-βk-MDA3,4-methylenedioxy甲基acetyl
2,3-MDMC2,3-methylenedioxy甲基甲基
Methylone3,4-methylenedioxy甲基甲基186028-79-5
Dimethylone3,4-methylenedioxy甲基甲基甲基
N-acetyl-methylone3,4-methylenedioxy甲基acetyl甲基
N-hydroxy-methylone3,4-methylenedioxy甲基hydroxy甲基
Ethylone3,4-methylenedioxy甲基乙基1112937-64-0
Diethylone3,4-methylenedioxy甲基乙基乙基
N-acetyl-ethylone3,4-methylenedioxy甲基acetyl乙基
N-isopropyl-βk-MDA3,4-methylenedioxy甲基异丙基
MDPT3,4-methylenedioxy甲基t-Bu
BMDP3,4-methylenedioxy甲基Bn
3,4-EDMC3,4-ethylenedioxy甲基甲基
βk-IMP3,4-trimethylene甲基甲基
βk-IBP3,4-trimethylene乙基乙基
βk-IVP3,4-trimethylene正丙基乙基
3-Fluorobuphedrone3-氟乙基甲基
4-Fluorobuphedrone4-氟乙基甲基
4-Bromobuphedrone4-溴乙基甲基
4-MeMABP4-甲基乙基甲基1336911-98-8
4-甲基-NEB4-甲基乙基乙基
4-氟-NEB4-氟乙基乙基
 4-甲基-DMB  4-甲基乙基甲基甲基
3,4-DMEB3,4-二甲基乙基乙基
4-Methoxybuphedrone4-甲氧基乙基甲基
Butylone3,4-methylenedioxy乙基甲基802575-11-7
Eutylone3,4-methylenedioxy乙基乙基802855-66-9
βk-PBDB3,4-methylenedioxy乙基正丙基
 Bn-4-MeMABP  4-甲基乙基Bn1445751-39-2
BMDB3,4-methylenedioxy乙基Bn1445751-47-2
βk-DMBDB3,4-methylenedioxy乙基甲基甲基802286-83-5
βk-MMDMA3,4-methylenedioxy-5-甲氧基甲基甲基
βk-MMDMA-22-MeO-3,4-methylenedioxy甲基甲基
βk-DMMDA2,5-diMeO-3,4-methylenedioxy甲基
5-Methylmethylone3,4-methylenedioxy-5-甲基甲基甲基1364933-83-4
5-Methylethylone3,4-methylenedioxy-5-甲基甲基乙基1364933-82-3
2-Methylbutylone2-甲基-3,4-methylenedioxy乙基甲基1364933-86-7
5-Methylbutylone3,4-methylenedioxy-5-甲基乙基甲基1354631-29-0
Pentylone3,4-methylenedioxy正丙基甲基698963-77-8
N-Ethylpentylone3,4-methylenedioxy正丙基乙基727641-67-0
N-propylpentylone3,4-methylenedioxy正丙基正丙基
N-butylpentylone3,4-methylenedioxy正丙基正丁基
Dipentylone3,4-methylenedioxy正丙基甲基甲基
Hexylone3,4-methylenedioxy正丁基甲基
N-Ethylhexylone3,4-methylenedioxy正丁基乙基
N-Ethylheptylone3,4-methylenedioxy正戊基乙基
4-MEAP4-甲基正丙基乙基746540-82-9
3,4-DMEP3,4-二甲基正丙基乙基
4-氟-Pentedrone4-氟正丙基甲基
4-氯-Pentedrone4-氯正丙基甲基
4-Methylpentedrone4-甲基正丙基甲基1373918-61-6
DL-46623,4-二甲氧基正丙基乙基1674389-55-9
4-氟-iPr-norpentedrone4-氟正丙基异丙基
3-CBV3-氯正丙基tBu
4-methylhexedrone4-甲基正丁基甲基
MEH4-甲基正丁基乙基
4-氟-hexedrone4-氟正丁基甲基
4-氟-octedrone4-氟hexyl甲基
α-phenylmephedrone4-甲基phenyl甲基
βk-Ephenidinephenyl乙基22312-16-9
α-Phthalimidopropiophenone甲基phthalimido19437-20-8
PPPO甲基piperidinyl
PPBO乙基piperidinyl
FPPVO4-氟正丙基piperidinyl
MDPV-azepane3,4-methylenedioxy正丙基azepane
Caccure 9074-SCH3α,α-di-甲基morpholinyl
α-PPP甲基pyrrolidinyl19134-50-0
α-PBP乙基pyrrolidinyl13415-54-8
α-PVP (O-2387)正丙基pyrrolidinyl14530-33-7
α-PHPnBupyrrolidinyl13415-86-6
α-PHiP异丁基pyrrolidinyl
α-PEP (α-PHPP)nPepyrrolidinyl13415-83-3
α-POPhexylpyrrolidinyl
α-PNPheptylpyrrolidinyl
DPPEphenylpyrrolidinyl27590-61-0
α-PcPePcyclopentylpyrrolidinyl
α-PCYPcyclohexylpyrrolidinyl1803168-11-7
 2-MePPP  2-甲基甲基pyrrolidinyl
3-MePPP3-甲基甲基pyrrolidinyl1214940-01-8
4-MePPP4-甲基甲基pyrrolidinyl1313393-58-6
MOPPP4-甲氧基甲基pyrrolidinyl478243-09-3
 3-F-PPP  3-氟甲基pyrrolidinyl1214939-99-7
FPPP4-氟甲基pyrrolidinyl28117-76-2
 Cl-PPP  4-氯甲基pyrrolidinyl
2,4-DMPPP2,4-二甲基甲基pyrrolidinyl
 3-MPBP  3-甲基乙基pyrrolidinyl1373918-60-5
3-F-PBP3-氟乙基pyrrolidinyl1373918-59-2
MPBP4-甲基乙基pyrrolidinyl732180-91-5
  FPBP  4-F乙基pyrrolidinyl1373918-67-2
EPBP4-乙基乙基pyrrolidinyl
MOPBP4-甲氧基乙基pyrrolidinyl
MMOPBP3-甲基-4-甲氧基乙基pyrrolidinyl
O-23843,4-二氯乙基pyrrolidinyl850352-65-7
Pyrovalerone (O-2371)4-甲基正丙基pyrrolidinyl3563-49-3
3-氟-PVP3-氟正丙基pyrrolidinyl
FPVP4-氟正丙基pyrrolidinyl850352-31-7
 4-氯-PVP  4-氯正丙基pyrrolidinyl
 4-溴-PVP  4-溴正丙基pyrrolidinyl
MOPVP4-甲氧基正丙基pyrrolidinyl5537-19-9
DMOPVP3,4-二甲氧基正丙基pyrrolidinyl850442-84-1
DMPVP3,4-二甲基正丙基pyrrolidinyl
O-23903,4-二氯正丙基pyrrolidinyl850352-61-3
MFPVP3-methyl-4-fluoro正丙基pyrrolidinyl
MPHP4-甲基正丁基pyrrolidinyl34138-58-4
FPHP4-氟正丁基pyrrolidinyl
 4-氯-PHP  4-氯正丁基pyrrolidinyl
DMOPHP3,4-二甲氧基正丁基pyrrolidinyl
3F-PiHP3-氟异丁基pyrrolidinyl
4F-PiHP4-氟异丁基pyrrolidinyl
O-23944-甲基iBupyrrolidinyl850352-51-1
 MPEP  4-甲基pentylpyrrolidinyl
4F-PV84-氟pentylpyrrolidinyl
4-MeO-PV84-甲氧基pentylpyrrolidinyl
4F-PV94-氟hexylpyrrolidinyl
4-MeO-PV94-甲氧基hexylpyrrolidinyl
α-Phenylpyrovalerone4-甲基phenylpyrrolidinyl
MDPPP3,4-methylenedioxy甲基pyrrolidinyl783241-66-7
MDMPP3,4-methylenedioxyα,α-di-甲基pyrrolidinyl
MDPBP3,4-methylenedioxy乙基pyrrolidinyl784985-33-7
MDPV3,4-methylenedioxy正丙基pyrrolidinyl687603-66-3
2,3-MDPV2,3-methylenedioxy正丙基pyrrolidinyl
 5-甲基-MDPV  3,4-methylenedioxy-5-甲基正丙基pyrrolidinyl
6-甲基-MDPV2-甲基-4,5-methylenedioxy正丙基pyrrolidinyl
6-MeO-MDPV2-MeO-4,5-methylenedioxy正丙基pyrrolidinyl
Br-MeO-MDPV2,3-methylenedioxy-4-MeO-5-Br正丙基pyrrolidinyl
MDPiVP3,4-methylenedioxy异丙基pyrrolidinyl
MDPHP3,4-methylenedioxy正丁基pyrrolidinyl776994-64-0
MDPEP (MD-PV8)3,4-methylenedioxypentylpyrrolidinyl
MDPOP (MD-PV9)3,4-methylenedioxyhexylpyrrolidinyl
5-PPDI3,4-trimethylene乙基pyrrolidinyl
5-BPDI3,4-trimethylene正丙基pyrrolidinyl
5-HPDI3,4-trimethylene正丁基pyrrolidinyl
IPPV3,4-trimethylenephenylpyrrolidinyl
TH-PVP3,4-tetramethylene正丙基pyrrolidinyl
TH-PHP3,4-tetramethylene正丁基pyrrolidinyl

苯环被替代

化合物 结构 替代了苯环的基团 R2基团 R3基团 R4基团 CAS编号
"NRG-3"β-naphthyl甲基甲基
βk-Methiopropaminethiophen-2-yl甲基甲基24065-17-6
βk-5-MAPBbenzofuran-5-yl甲基甲基
βk-6-MAPBbenzofuran-6-yl甲基甲基
βk-5-ITindol-5-yl甲基
5-DBFPV2,3-dihydrobenzofuran-5-yl正丙基pyrrolidinyl1620807-94-4
3-BF-PVPbenzofuran-3-yl正丙基pyrrolidinyl
Naphyrone (O-2482)β-naphthyl正丙基pyrrolidinyl850352-53-3
α-Naphyroneα-naphthyl正丙基pyrrolidinyl
α-PPTthiophen-2-yl甲基pyrrolidinyl
α-PBTthiophen-2-yl乙基pyrrolidinyl
α-PVTthiophen-2-yl正丙基pyrrolidinyl1400742-66-6

另见

参考文献

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