阿米夫胺

化合物

阿米夫胺INN:amiflamine;開發代號:FLA-336)是單胺氧化酶A英語Monoamine oxidase A可逆抑制劑,對氨基脲敏感性胺氧化酶英語Primary-amine oxidase(SSAO)也有一定抑制作用,並且是血清素釋放劑英語Serotonin releasing agent[1][2][3][4]它是苯乙胺安非他明衍生物[1]該化合物的(+)-對映體是活性立體異構體[2]

阿米夫胺
臨床資料
其他名稱(+)-4-(二甲氨基)-α,2-二甲基苯乙胺
給藥途徑口服
ATC碼
  • 未分配
法律規範狀態
法律規範
  • 不受管制
識別資訊
  • 4-[(2S)-2-Aminopropyl]-N,N,3-trimethylaniline
CAS號77518-07-1  checkY
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard英語CompTox Chemicals Dashboard (EPA)
化學資訊
化學式C12H20N2
摩爾質量192.31 g·mol−1
3D模型(JSmol英語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

相對於去甲腎上腺素能和多巴胺神經元,阿米夫胺優先抑制血清素能神經元中的單胺氧化酶A英語Monoamine oxidase A[5][6]換句話說,在低劑量時,它可用於選擇性抑制血清素細胞中的單胺氧化酶A,而在較高劑量時,它會失去選擇性。[5][6]這一特性歸因於阿米夫胺對血清素轉運蛋白親和力高於去甲腎上腺素多巴胺轉運蛋白,因為轉運蛋白介導的運輸是阿米夫胺進入單胺能神經元的必要條件。[6]

參見

參考資料

  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.