阿米夫胺

化合物

阿米夫胺INN:amiflamine;开发代号:FLA-336)是单胺氧化酶A英语Monoamine oxidase A可逆抑制剂,对氨基脲敏感性胺氧化酶英语Primary-amine oxidase(SSAO)也有一定抑制作用,并且是血清素释放剂英语Serotonin releasing agent[1][2][3][4]它是苯乙胺安非他明衍生物[1]该化合物的(+)-对映体是活性立体异构体[2]

阿米夫胺
临床资料
其他名称(+)-4-(二甲氨基)-α,2-二甲基苯乙胺
给药途径口服
ATC码
  • 未分配
法律规范状态
法律规范
  • 不受管制
识别信息
  • 4-[(2S)-2-Aminopropyl]-N,N,3-trimethylaniline
CAS号77518-07-1  checkY
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
化学信息
化学式C12H20N2
摩尔质量192.31 g·mol−1
3D模型(JSmol英语JSmol
  • N(c1cc(c(cc1)C[C@@H](N)C)C)(C)C
  • InChI=1S/C12H20N2/c1-9-7-12(14(3)4)6-5-11(9)8-10(2)13/h5-7,10H,8,13H2,1-4H3/t10-/m0/s1 checkY
  • Key:HFQMYSHATTXRTC-JTQLQIEISA-N checkY

相对于去甲肾上腺素能和多巴胺神经元,阿米夫胺优先抑制血清素能神经元中的单胺氧化酶A英语Monoamine oxidase A[5][6]换句话说,在低剂量时,它可用于选择性抑制血清素细胞中的单胺氧化酶A,而在较高剂量时,它会失去选择性。[5][6]这一特性归因于阿米夫胺对血清素转运蛋白亲和力高于去甲肾上腺素多巴胺转运蛋白,因为转运蛋白介导的运输是阿米夫胺进入单胺能神经元的必要条件。[6]

参见

编辑

参考资料

编辑
  1. ^ 1.0 1.1 Ask AL, Högberg K, Schmidt L, Kiessling H, Ross SB. (+)-4-Dimethylamino-2,alpha-dimethylphenethylamine (FLA 336(+)), a selective inhibitor of the A form of monoamine oxidase in the rat brain. Biochemical Pharmacology. April 1982, 31 (7): 1401–6. PMID 7092929. doi:10.1016/0006-2952(82)90035-1. 
  2. ^ 2.0 2.1 Fowler CJ, Eriksson M, Thorell G, Magnusson O. Stereoselective inhibition of monoamine oxidase and semicarbazide-sensitive amine oxidase by 4-dimethylamino-2,alpha-dimethylphenethylamine (FLA 336). Naunyn-Schmiedeberg's Archives of Pharmacology. October 1984, 327 (4): 279–84. PMID 6514012. S2CID 25342831. doi:10.1007/bf00506237. 
  3. ^ Morikawa F, Ueda T, Arai Y, Kinemuchi H. Inhibition of monoamine oxidase A-form and semicarbazide-sensitive amine oxidase by selective and reversible monoamine oxidase-A inhibitors, amiflamine and FLA 788(+). Pharmacology. 1986, 32 (1): 38–45. PMID 3945672. doi:10.1159/000138150. 
  4. ^ Ask AL, Fagervall I, Huang RB, Ross SB. Release of 3H-5-hydroxytryptamine by amiflamine and related phenylalkylamines from rat occipital cortex slices. Naunyn-Schmiedeberg's Archives of Pharmacology. June 1989, 339 (6): 684–9. PMID 2770890. S2CID 21817180. doi:10.1007/bf00168662. 
  5. ^ 5.0 5.1 Fowler CJ, Magnusson O, Ross SB. Intra- and extraneuronal monoamine oxidase. Blood Vessels. 1984, 21 (3): 126–31. PMID 6202347. doi:10.1159/000158505. 
  6. ^ 6.0 6.1 6.2 Ask AL, Fagervall I, Ross SB. Selective inhibition of monoamine oxidase in monoaminergic neurons in the rat brain. Naunyn-Schmiedeberg's Archives of Pharmacology. September 1983, 324 (2): 79–87. PMID 6646243. S2CID 403633. doi:10.1007/BF00497011.