1,3-Dimethylbutylamine

1,3-Dimethylbutylamine.svg skin-invert-image (2S)-4-Methyl-2-aminopentan.svg skin-invert-image 150px (2R)-4-Methyl-2-aminopentan.svg skin-invert-image 150px (2S)-DMBA (2R)-DMBA 4-Methylpentan-2-amine 4-Methyl-2-pentylamine correct CAS 108-09-8 correct FDA KXP599H5R6 CID 7908 CC(C)CC(C)N 7620 1/C6H15N/c1-5(2)4-6(3)7/h5-6H,4,7H2,1-3H3 UNBMPKNTYKDYCG-UHFFFAOYAT 1S/C6H15N/c1-5(2)4-6(3)7/h5-6H,4,7H2,1-3H3 UNBMPKNTYKDYCG-UHFFFAOYSA-N 6 15 1 0.717 g/mL 108-110 http://www.sigmaaldrich.com/catalog/product/aldrich/126411 1,3-Dimethylbutylamine Sigma-Aldrich F2 Anvisa Brazilian Health Regulatory Agency 2023-07-24 RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451 live https://web.archive.org/web/20230827163149/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451 2023-08-27 2023-08-27 Diário Oficial da União pt-BR 2023-07-25 3 2 0 1,3-Dimethylbutylamine (1,3-DMBA, dimethylbutylamine, DMBA, 4-amino-2-methylpentane, or AMP), is a stimulant drug structurally related to methylhexanamine where a butyl group replaces the pentyl group. The compound is an aliphatic amine. The hydrochloride and citrate salts of DMBA has been identified as unapproved ingredients in some over-the-counter dietary supplements, 10.1002/dta.1735 25293509 A synthetic stimulant never tested in humans, 1,3-dimethylbutylamine (DMBA), is identified in multiple dietary supplements Drug Testing and Analysis 7 1 83–7 2015 Cohen Pieter A. Travis John C. Venhuis Bastiaan J. free http://www.nsf.org/newsroom/unapproved-synthetic-stimulant-dmba-found-in-multiple-dietary-supplements/ Unapproved Synthetic Stimulant "DMBA" Found in Multiple Dietary Supplements NSF International 2015-03-21 2016-11-22 https://web.archive.org/web/20161122210550/http://www.nsf.org/newsroom/unapproved-synthetic-stimulant-dmba-found-in-multiple-dietary-supplements dead https://www.forbes.com/sites/davidkroll/2015/05/06/fda-warns-14-sports-supplement-companies-of-illegal-dmba-amp-citrate/ FDA Warns 14 Sports Supplement Companies Of Illegal DMBA (AMP Citrate) Forbes May 6, 2015 in which it is used in an apparent attempt to circumvent bans on methylhexanamine.Stimulant Potentially Dangerous to Health, FDA Warns https://www.fda.gov/ForConsumers/ConsumerUpdates/ucm347270.htm https://web.archive.org/web/20130413233832/http://www.fda.gov/ForConsumers/ConsumerUpdates/ucm347270.htm? dead April 13, 2013 U.S. Food and Drug Administration March 10, 2015 April 11, 2013 The U.S. Food and Drug Administration (FDA) considers any dietary supplement containing DMBA to be "adulterated". https://www.fda.gov/Food/DietarySupplements/QADietarySupplements/ucm444719.htm https://web.archive.org/web/20150501100959/http://www.fda.gov/Food/DietarySupplements/QADietarySupplements/ucm444719.htm dead May 1, 2015 DMBA in Dietary Supplements Food and Drug Administration Despite the FDA's opposition, DMBA continues to be sold in the US.Cohen Pieter A. Wen Anita Gerona Roy Prohibited Stimulants in Dietary Supplements After Enforcement Action by the US Food and Drug Administration JAMA Internal Medicine 1 December 2018 178 12 1721–1723 10.1001/jamainternmed.2018.4846 30422217 6583602 There are no known human safety studies on DMBA and its health effects are entirely unknown. https://www.science.org/content/article/feature-revealing-hidden-dangers-dietary-supplements Revealing the hidden dangers of dietary supplements Science 20 August 2015 10.1126/science.aad1651 subscription DMBA is not an agonist of the rodent or human trace amine-associated receptor 1 (TAAR1). Rickli A, Hoener MC, Liechti ME Pharmacological profiles of compounds in preworkout supplements ("boosters") Eur J Pharmacol 859 172515 September 2019 31265842 10.1016/j.ejphar.2019.172515 TAAR1 activation may reduce the rewarding properties of stimulant-type drugs of abuse (AsifMalik et al., 2017; Cotter et al., 2015; Di Cara et al., 2011; Pei et al., 2015; Simmler et al., 2016) and may theoretically counteract addictive properties of other stimulants that are contained in preworkout boosters or used concomitantly. In contrast to phenethylamines, TAAR1 was not activated by the alkylamines 1,3-dimethylamylamine and 1,3-dimethylbutylamine. Doping in sports The substance is listed in doping group S6B, by WADA. One Norwegian football player has tested above the limit. However, in 2026 media told about investigation and conclusionhttps://www.nrk.no/sport/lufta-fra-granulatet-i-lsk-hallen-er-arsaken-til-positive-dopingprover-1.17824409. NRK.no. Retrieved 2026-04-12 that indicates that the substance came from the court that this player (and her team) played upon.https://www.vg.no/sport/i/1M46JB/nrk-skal-ha-funnet-spor-av-ulovlige-stoffer-i-aatte-dopingtester-i-toppserien-i-fotball. VG.no. Retrieved 2025-11-26 See also List of drugs banned by the World Anti-Doping Agency 1,4-Dimethylamylamine Heptaminol Iproheptine Isometheptene Isopentylamine Methylhexanamine Octodrine Oenethyl Tuaminoheptane References 2 Category:Alkylamines Category:Designer drugs Category:Norepinephrine releasing agents Category:Stimulants Category:Sympathomimetics