5-溴-N,N-二甲基色胺

5-溴-N,N-二甲基色胺
法律規範狀態
法律規範	英：Class A; 在新加波犯法;
识别信息
	IUPAC命名法 [2-(5-Bromo-1H-indol-3-yl)ethyl]dimethylamine; ;
CAS号	17274-65-6
PubChem CID	360252;
ChemSpider	319812;
UNII	2F81I6UW8C;
CompTox Dashboard（英语：CompTox Chemicals Dashboard） (EPA)	DTXSID90326928 ;
化学信息
化学式	C12H15BrN2
摩尔质量	267.17 g·mol−1
3D模型（JSmol（英语：JSmol））	交互式图像;
	SMILES BrC2=CC=C1[NH]C=C(C1=C2)CCN(C)C;
	InChI InChI=1S/C12H15BrN2/c1-15(2)6-5-9-8-14-12-4-3-10(13)7-11(9)12/h3-4,7-8,14H,5-6H2,1-2H3; Key:ATEYZYQLBQUZJE-UHFFFAOYSA-N;

5-溴-N,N-二甲基色胺是一种迷幻药和有机溴化合物，存在于海绵Smenospongia aurea和Smenospongia echina，也存在于Verongula rigida中。^[1]^[2]^[3]^[4]它是N,N-二甲基色胺的5-溴衍生物。

动物研究表明5-溴-N,N-二甲基色胺会产生镇静剂和抗抑郁药的效果，并导致啮齿动物的运动活性显着降低。^[5]

据报道，5-溴-N,N-二甲基色胺在20-50 mg时具有精神活性，其蒸汽具有轻微的迷幻性。^[6]

合法性

5-溴-N,N-二甲基色胺在新加坡是受管制药物。^[7]

参考资料

^ US 2012029010,Hamann MT, Kochanowska AJ, El-Alfy A, Matsumoto RR, Boujos A,「Method to use compositions having antidepressant anxiolytic and other neurological activity and compositions of matter」,发表于2 February 2012
^ Longeon A, Copp BR, Quévrain E, Roué M, Kientz B, Cresteil T, et al. Bioactive indole derivatives from the South Pacific marine sponges Rhopaloeides odorabile and Hyrtios sp. Marine Drugs. May 2011, 9 (5): 879–88. PMC 3111189 . PMID 21673896. doi:10.3390/md9050879 .
^ Hu JF, Schetz JA, Kelly M, Peng JN, Ang KK, Flotow H, et al. New antiinfective and human 5-HT2 receptor binding natural and semisynthetic compounds from the Jamaican sponge Smenospongia aurea. Journal of Natural Products. April 2002, 65 (4): 476–80. PMID 11975483. doi:10.1021/np010471e.
^ Djura P, Stierle DB, Sullivan B, Faulkner DJ, Arnold EV, Clardy J. Some metabolites of the marine sponges Smenospongia aurea and Smenospongia (.ident.Polyfibrospongia) echina. Journal of Organic Chemistry. April 1980, 45 (8): 1435–1441. doi:10.1021/jo01296a019.
^ Kochanowska AJ, Rao KV, Childress S, El-Alfy A, Matsumoto RR, Kelly M, et al. Secondary metabolites from three Florida sponges with antidepressant activity. Journal of Natural Products. February 2008, 71 (2): 186–9. PMC 4918908 . PMID 18217716. doi:10.1021/np070371u.
^ Morris H, Wallach J. Sea DMT: God Molecule or Barnacle Repellent?. Vice. 26 March 2013 [21 October 2015]. （原始内容存档于2016-08-26）.
^ Misuse of Drugs Act - Singapore Statutes Online. sso.agc.gov.sg. [2022-02-16]. （原始内容存档于2021-04-17）.

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[1] US 2012029010,Hamann MT, Kochanowska AJ, El-Alfy A, Matsumoto RR, Boujos A,「Method to use compositions having antidepressant anxiolytic and other neurological activity and compositions of matter」,发表于2 February 2012

[2] Longeon A, Copp BR, Quévrain E, Roué M, Kientz B, Cresteil T, et al. Bioactive indole derivatives from the South Pacific marine sponges Rhopaloeides odorabile and Hyrtios sp. Marine Drugs. May 2011, 9 (5): 879–88. PMC 3111189 . PMID 21673896. doi:10.3390/md9050879 .

[3] Hu JF, Schetz JA, Kelly M, Peng JN, Ang KK, Flotow H, et al. New antiinfective and human 5-HT2 receptor binding natural and semisynthetic compounds from the Jamaican sponge Smenospongia aurea. Journal of Natural Products. April 2002, 65 (4): 476–80. PMID 11975483. doi:10.1021/np010471e.

[4] Djura P, Stierle DB, Sullivan B, Faulkner DJ, Arnold EV, Clardy J. Some metabolites of the marine sponges Smenospongia aurea and Smenospongia (.ident.Polyfibrospongia) echina. Journal of Organic Chemistry. April 1980, 45 (8): 1435–1441. doi:10.1021/jo01296a019.

[5] Kochanowska AJ, Rao KV, Childress S, El-Alfy A, Matsumoto RR, Kelly M, et al. Secondary metabolites from three Florida sponges with antidepressant activity. Journal of Natural Products. February 2008, 71 (2): 186–9. PMC 4918908 . PMID 18217716. doi:10.1021/np070371u.

[6] Morris H, Wallach J. Sea DMT: God Molecule or Barnacle Repellent?. Vice. 26 March 2013 [21 October 2015]. （原始内容存档于2016-08-26）.

[7] Misuse of Drugs Act - Singapore Statutes Online. sso.agc.gov.sg. [2022-02-16]. （原始内容存档于2021-04-17）.

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