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;
識別資訊
	IUPAC命名法 [2-(5-Bromo-1H-indol-3-yl)ethyl]dimethylamine; ;
CAS編號	17274-65-6
PubChem CID	360252;
ChemSpider	319812;
UNII	2F81I6UW8C;
CompTox Dashboard（英語：CompTox Chemicals Dashboard） (EPA)	DTXSID90326928 ;
化學資訊
化學式	C12H15BrN2
摩爾質量	267.17 g·mol−1
3D模型（JSmol（英語：JSmol））	交互式圖像;
	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-二甲基色胺是一種迷幻藥和有機溴化合物，存在於海綿Smenospongia aurea和Smenospongia echina，也存在於Verongula rigida中。^[1]^[2]^[3]^[4]它是N,N-二甲基色胺的5-溴衍生物。

動物研究表明5-溴-N,N-二甲基色胺會產生鎮靜劑和抗抑鬱藥的效果，並導致齧齒動物的運動活性顯着降低。^[5]

據報道，5-溴-N,N-二甲基色胺在20-50 mg時具有精神活性，其蒸汽具有輕微的迷幻性。^[6]

合法性

5-溴-N,N-二甲基色胺在新加坡是受管制藥物。^[7]

參考資料

^ 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」,發表於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]. （原始內容存檔於2016-08-26）.
^ Misuse of Drugs Act - Singapore Statutes Online. sso.agc.gov.sg. [2022-02-16]. （原始內容存檔於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」,發表於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]. （原始內容存檔於2016-08-26）.

[7] Misuse of Drugs Act - Singapore Statutes Online. sso.agc.gov.sg. [2022-02-16]. （原始內容存檔於2021-04-17）.

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