5-甲氧基-7,N,N-三甲基色胺

5-甲氧基-7,N,N-三甲基色胺英语5-Methoxy-7,N,N-trimethyltryptamine,简称5-MeO-7,N,N-TMT),是一种色胺衍生物,可作为5-HT2血清素受体激动剂[1][2]在动物试验中,7,N,N-TMT和5-MeO-7,N,N-TMT产生的行为反应类似于DMT5-MeO-DMT等迷幻药的行为反应,但是具有较大7位取代基的化合物(如7-乙基-DMT7-溴-DMT)不会产生适合迷幻的反应,尽管它们具有高5-HT2受体结合亲和力,这表明它们可能是5-HT2受体的拮抗剂或弱部分激动剂。[3]相关化合物7-MeO-MiPT(参见5-MeO-MiPT)也被发现无活性,表明7位对该位置的大基团耐受性差,至少在需要激动剂活性时如此。[4]

5-甲氧基-7,N,N-三甲基色胺
识别
  • 2-(5-Methoxy-7-methyl-1H-indol-3-yl)-N,N-dimethylethanamine
CAS号61018-77-7(游离碱)  ☒N
74798-76-8(草酸盐)
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
化学
化学式C14H20N2O
摩尔质量232.33 g·mol−1
3D模型(JSmol
  • CC1=C(NC=C2CCN(C)C)C2=CC(OC)=C1
  • InChI=1S/C14H20N2O/c1-10-7-12(17-4)8-13-11(5-6-16(2)3)9-15-14(10)13/h7-9,15H,5-6H2,1-4H3 checkY
  • Key:YGAOMGVUIWNFMD-UHFFFAOYSA-N checkY

参见

  • 5-MeO-2-TMT
  • 7F-5-MeO-MET

参考资料

  1. Benington F, Morin RD, Bradley RJ. . Journal of Heterocyclic Chemistry. 1976, 13 (4): 749–751. doi:10.1002/jhet.5570130412.
  2. Lyon RA, Titeler M, Seggel MR, Glennon RA. . European Journal of Pharmacology. January 1988, 145 (3): 291–7. PMID 3350047. doi:10.1016/0014-2999(88)90432-3.
  3. Glennon RA, Schubert E, Jacyno JM, Rosecrans JA. . Journal of Medicinal Chemistry. November 1980, 23 (11): 1222–6. PMID 6779006. doi:10.1021/jm00185a014.
  4. Repke DB, Grotjahn DB, Shulgin AT. . Journal of Medicinal Chemistry. July 1985, 28 (7): 892–6. PMID 4009612. doi:10.1021/jm00145a007.
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