1,3-Dimethylbutylamine
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Names | |||
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Preferred IUPAC name 4-Methylpentan-2-amine | |||
Other names (4-Methylpentan-2-yl)amine | |||
Identifiers | |||
CAS Number |
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3D model (JSmol) |
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ChemSpider |
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ECHA InfoCard | 100.003.227 | ||
PubChem CID |
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UNII |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |||
Chemical formula | 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) | 2 3 0 | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
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,[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]
References
- ^ a b "1,3-Dimethylbutylamine". Sigma-Aldrich.
- ^ Anvisa (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] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
- ^ a b Cohen, Pieter A.; Travis, John C.; Venhuis, Bastiaan J. (2015). "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. doi:10.1002/dta.1735. PMID 25293509.
- ^ a b "Unapproved Synthetic Stimulant "DMBA" Found in Multiple Dietary Supplements". NSF International. Archived from the original on 2016-11-22. Retrieved 2015-03-21.
- ^ "FDA Warns 14 Sports Supplement Companies Of Illegal DMBA (AMP Citrate)". Forbes. May 6, 2015.
- ^ "Stimulant Potentially Dangerous to Health, FDA Warns". U.S. Food and Drug Administration. April 11, 2013. Retrieved March 10, 2015.
- ^ "DMBA in Dietary Supplements". Food and Drug Administration.
- ^ Cohen, Pieter A.; Wen, Anita; Gerona, Roy (1 December 2018). "Prohibited Stimulants in Dietary Supplements After Enforcement Action by the US Food and Drug Administration". JAMA Internal Medicine. 178 (12): 1721–1723. doi:10.1001/jamainternmed.2018.4846. PMC 6583602. PMID 30422217.
- ^ "Revealing the hidden dangers of dietary supplements". Science. 20 August 2015. doi:10.1126/science.aad1651.
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