1,3-Dimethylbutylamine

Chemical compound From Wikipedia, the free encyclopedia

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.

Quick facts Names, Identifiers ...
1,3-Dimethylbutylamine
(2S)-DMBA
(2R)-DMBA
Names
Preferred IUPAC name
4-Methylpentan-2-amine
Other names
(4-Methylpentan-2-yl)amine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.227 Edit this at Wikidata
UNII
  • InChI=1S/C6H15N/c1-5(2)4-6(3)7/h5-6H,4,7H2,1-3H3
    Key: UNBMPKNTYKDYCG-UHFFFAOYSA-N
  • InChI=1/C6H15N/c1-5(2)4-6(3)7/h5-6H,4,7H2,1-3H3
    Key: UNBMPKNTYKDYCG-UHFFFAOYAT
  • CC(C)CC(C)N
Properties
C6H15N
Molar mass 101.193 g·mol−1
Density 0.717 g/mL[1]
Boiling point 108–110 °C (226–230 °F; 381–383 K)[1]
Pharmacology
Legal status
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
3
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The hydrochloride and citrate salts of DMBA has been identified as unapproved ingredients in some over-the-counter dietary supplements,[3][4][5] in which it is used in an apparent attempt to circumvent bans on methylhexanamine.[6] The U.S. Food and Drug Administration (FDA) considers any dietary supplement containing DMBA to be "adulterated".[7] Despite the FDA's opposition, DMBA continues to be sold in the US.[8]

There are no known human safety studies on DMBA and its health effects are entirely unknown.[3][4][9]

DMBA is not an agonist of the rodent or human trace amine-associated receptor 1 (TAAR1).[10]

Doping in sports

The substance is listed in doping group S6B, by WADA. One Norwegian football player has tested above the limit. However, in 2025 media said that an investigation indicates that the substance came from the court that this player (and her team) played upon.[11]

See also

References

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