5-(2-氨基丙基)吲哚

化合物

5-(2-氨基丙基)吲哚5-API, 5-IT, PAL-571[1]是一种具有移情作用的吲哚/苯乙胺衍生物,最初由艾伯特·霍夫曼于1962年报道。[2]它是一种狡詐家藥物,自2011年以来,它以娛樂性用藥在网上销售。[3]

5-(2-氨基丙基)吲哚
臨床資料
给药途径口服
ATC碼
  • 未分配
法律規範狀態
法律規範
识别信息
  • 1-(1H-Indol-5-yl)propan-2-amine
CAS号3784-30-3  checkY
PubChem CID
ChemSpider
UNII
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
ECHA InfoCard100.236.959 編輯維基數據鏈接
化学信息
化学式C11H14N2
摩尔质量174.25 g·mol−1
3D模型(JSmol英语JSmol
  • CC(N)Cc2cc1cc[nH]c1cc2
  • InChI=1S/C11H14N2/c1-8(12)6-9-2-3-11-10(7-9)4-5-13-11/h2-5,7-8,13H,6,12H2,1H3 checkY
  • Key:AULGMISRJWGTBA-UHFFFAOYSA-N checkY

它是一种三元单胺释放剂英语Serotonin-norepinephrine-dopamine releasing agent,EC50值为12.9 nM(多巴胺)、13.3 nM(去甲肾上腺素)、104.8 nM(血清素),也是一种MAO-A抑制剂[4][5]

参考文献 编辑

  1. ^ Banks ML, Bauer CT, Blough BE, Rothman RB, Partilla JS, Baumann MH, Negus SS. Abuse-related effects of dual dopamine/serotonin releasers with varying potency to release norepinephrine in male rats and rhesus monkeys. Experimental and Clinical Psychopharmacology. June 2014, 22 (3): 274–284. PMC 4067459 . PMID 24796848. doi:10.1037/a0036595. 
  2. ^ FR 1344579,Hofmann, Albert; Troxler, Franz,「Nouveaux derives de l'indole et leur preparation」 
  3. ^ Katselou M, Papoutsis I, Nikolaou P, Spiliopoulou C, Athanaselis S. 5-(2-aminopropyl)indole: a new player in the drama of 'legal highs' alerts the community. Drug and Alcohol Review. January 2015, 34 (1): 51–7. PMID 24634984. doi:10.1111/dar.12136 . 
  4. ^ Marusich JA, Antonazzo KR, Blough BE, Brandt SD, Kavanagh PV, Partilla JS, Baumann MH. The new psychoactive substances 5-(2-aminopropyl)indole (5-IT) and 6-(2-aminopropyl)indole (6-IT) interact with monoamine transporters in brain tissue. Neuropharmacology. February 2016, 101: 68–75. PMC 4681602 . PMID 26362361. doi:10.1016/j.neuropharm.2015.09.004. 
  5. ^ Herraiz T, Brandt SD. 5-(2-Aminopropyl)indole (5-IT): a psychoactive substance used for recreational purposes is an inhibitor of human monoamine oxidase (MAO). Drug Testing and Analysis. July–August 2014, 6 (7–8): 607–13. PMID 24115740. doi:10.1002/dta.1530. hdl:10261/102667.