1,3-Dimethylbutylamine

{{Chembox

| ImageFile = Dimethylbutylamine.svg

| ImageFileL1 = (2S)-4-Methyl-2-aminopentan.svg

| ImageSizeL1 = 150px

| ImageFileR1 = (2R)-4-Methyl-2-aminopentan.svg

| ImageSizeR1 = 150px

| ImageCaptionL1 = (2S)-DMBA

| ImageCaptionR1 = (2R)-DMBA

| ImageAlt =

| PIN = 4-Methylpentan-2-amine

| OtherNames = (4-Methylpentan-2-yl)amine

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 108-09-8

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = KXP599H5R6

| PubChem = CID 7908

| SMILES = CC(C)CC(C)N

| ChemSpiderID = 7620

| InChI = 1/C6H15N/c1-5(2)4-6(3)7/h5-6H,4,7H2,1-3H3

| InChIKey = UNBMPKNTYKDYCG-UHFFFAOYAT

| StdInChI = 1S/C6H15N/c1-5(2)4-6(3)7/h5-6H,4,7H2,1-3H3

| StdInChIKey = UNBMPKNTYKDYCG-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=6 | H=15 | N=1

| Appearance =

| Density = 0.717 g/mL

| MeltingPt =

| BoilingPtC = 108-110

| BoilingPt_ref = {{cite web | url = http://www.sigmaaldrich.com/catalog/product/aldrich/126411 | title = 1,3-Dimethylbutylamine | publisher = Sigma-Aldrich}}

| Solubility =

}}

| Section3 = {{Chembox Pharmacology

| Legal_AU =

| Legal_BR = F2

| Legal_BR_comment = {{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-07-24 |title=RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451 |url-status=live |archive-url=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 |archive-date=2023-08-27 |access-date=2023-08-27 |publisher=Diário Oficial da União |language=pt-BR |publication-date=2023-07-25}}

| Legal_CA =

| Legal_DE =

| Legal_NZ =

| Legal_UK =

| Legal_US =

| Legal_UN =

| Legal_EU =

| Legal_status =

}}

|Section4={{Chembox Hazards

| NFPA-F = 3

| NFPA-H = 2

| NFPA-R = 0

| MainHazards =

| FlashPt =

| AutoignitionPt =

}}

}}

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,{{cite journal | doi = 10.1002/dta.1735| pmid = 25293509| title = A synthetic stimulant never tested in humans, 1,3-dimethylbutylamine (DMBA), is identified in multiple dietary supplements| journal = Drug Testing and Analysis| volume = 7| issue = 1| pages = 83–7| year = 2015| last1 = Cohen| first1 = Pieter A.| last2 = Travis| first2 = John C.| last3 = Venhuis| first3 = Bastiaan J.| doi-access = free}}{{cite web | url = http://www.nsf.org/newsroom/unapproved-synthetic-stimulant-dmba-found-in-multiple-dietary-supplements/ | title = Unapproved Synthetic Stimulant "DMBA" Found in Multiple Dietary Supplements | publisher = NSF International | access-date = 2015-03-21 | archive-date = 2016-11-22 | archive-url = https://web.archive.org/web/20161122210550/http://www.nsf.org/newsroom/unapproved-synthetic-stimulant-dmba-found-in-multiple-dietary-supplements | url-status = dead }}{{cite magazine | url = https://www.forbes.com/sites/davidkroll/2015/05/06/fda-warns-14-sports-supplement-companies-of-illegal-dmba-amp-citrate/ | title = FDA Warns 14 Sports Supplement Companies Of Illegal DMBA (AMP Citrate) | magazine = Forbes | date = May 6, 2015}} in which it is used in an apparent attempt to circumvent bans on methylhexanamine.{{cite web|title=Stimulant Potentially Dangerous to Health, FDA Warns|url=https://www.fda.gov/ForConsumers/ConsumerUpdates/ucm347270.htm|publisher=U.S. Food and Drug Administration|accessdate=March 10, 2015|date=April 11, 2013}} The U.S. Food and Drug Administration (FDA) considers any dietary supplement containing DMBA to be "adulterated".{{cite web | url = https://www.fda.gov/Food/DietarySupplements/QADietarySupplements/ucm444719.htm | title = DMBA in Dietary Supplements | publisher = Food and Drug Administration}} Despite the FDA's opposition, DMBA continues to be sold in the US.{{cite journal |last1=Cohen |first1=Pieter A. |last2=Wen |first2=Anita |last3=Gerona |first3=Roy |title=Prohibited Stimulants in Dietary Supplements After Enforcement Action by the US Food and Drug Administration |journal=JAMA Internal Medicine |date=1 December 2018 |volume=178 |issue=12 |pages=1721–1723 |doi=10.1001/jamainternmed.2018.4846|pmid=30422217 |pmc=6583602 }}

There are no known human safety studies on DMBA and its health effects are entirely unknown.{{Cite journal | url = https://www.science.org/content/article/feature-revealing-hidden-dangers-dietary-supplements | title = Revealing the hidden dangers of dietary supplements | journal = Science | date = 20 August 2015 | doi = 10.1126/science.aad1651 }}

Also DMBA may cause narrowing of blood vessels in the veins that can clog and cause heart attacks especially working your body to a max with DMBA in your stream.

DMBA is not an agonist of the rodent or human trace amine-associated receptor 1 (TAAR1).{{cite journal | vauthors = Rickli A, Hoener MC, Liechti ME | title = Pharmacological profiles of compounds in preworkout supplements ("boosters") | journal = Eur J Pharmacol | volume = 859 | issue = | pages = 172515 | date = September 2019 | pmid = 31265842 | doi = 10.1016/j.ejphar.2019.172515 | url = | quote = 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. }}