5-甲氧基-7,N,N-三甲基色胺

5-甲氧基-7,N,N-三甲基色胺
识别信息
	IUPAC命名法 2-(5-Methoxy-7-methyl-1H-indol-3-yl)-N,N-dimethylethanamine; ;
CAS号	61018-77-7（游离碱） ; 74798-76-8（草酸盐）
PubChem CID	12338919;
ChemSpider	10578304 ;
ChEMBL	ChEMBL20243 ;
CompTox Dashboard（英语：CompTox Chemicals Dashboard） (EPA)	DTXSID40491731 ;
化学信息
化学式	C14H20N2O
摩尔质量	232.33 g·mol−1
3D模型（JSmol（英语：JSmol））	交互式图像;
	SMILES CC1=C(NC=C2CCN(C)C)C2=CC(OC)=C1;
	InChI 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 ; Key:YGAOMGVUIWNFMD-UHFFFAOYSA-N ;

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 血清素受体的激动剂。^[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DMT和5-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-DMT和7-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]

参见

参考资料

^ Benington F, Morin RD, Bradley RJ. 7-(N,N-Trimethyl)-5-methoxytryptamine.. Journal of Heterocyclic Chemistry. 1976, 13 (4): 749–751. doi:10.1002/jhet.5570130412.
^ Lyon RA, Titeler M, Seggel MR, Glennon RA. Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens. European Journal of Pharmacology. January 1988, 145 (3): 291–7. PMID 3350047. doi:10.1016/0014-2999(88)90432-3.
^ Glennon RA, Schubert E, Jacyno JM, Rosecrans JA. Studies on several 7-substituted N,N-dimethyltryptamines. Journal of Medicinal Chemistry. November 1980, 23 (11): 1222–6. PMID 6779006. doi:10.1021/jm00185a014.
^ Repke DB, Grotjahn DB, Shulgin AT. Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents. Journal of Medicinal Chemistry. July 1985, 28 (7): 892–6. PMID 4009612. doi:10.1021/jm00145a007.

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[1] Benington F, Morin RD, Bradley RJ. 7-(N,N-Trimethyl)-5-methoxytryptamine.. Journal of Heterocyclic Chemistry. 1976, 13 (4): 749–751. doi:10.1002/jhet.5570130412.

[pmid3350047-2] Lyon RA, Titeler M, Seggel MR, Glennon RA. Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens. European Journal of Pharmacology. January 1988, 145 (3): 291–7. PMID 3350047. doi:10.1016/0014-2999(88)90432-3.

[pmid6779006-3] Glennon RA, Schubert E, Jacyno JM, Rosecrans JA. Studies on several 7-substituted N,N-dimethyltryptamines. Journal of Medicinal Chemistry. November 1980, 23 (11): 1222–6. PMID 6779006. doi:10.1021/jm00185a014.

[pmid4009612-4] Repke DB, Grotjahn DB, Shulgin AT. Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents. Journal of Medicinal Chemistry. July 1985, 28 (7): 892–6. PMID 4009612. doi:10.1021/jm00145a007.

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