Chemistry:1,3-Dimethylbutylamine

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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
UNII
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]
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondFlammability code 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. gasolineHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
2
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

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,[2][3][4] in which it is used in an apparent attempt to circumvent bans on methylhexanamine.[5] The U.S. Food and Drug Administration (FDA) considers any dietary supplement containing DMBA to be "adulterated".[6] Despite the FDA's opposition, DMBA continues to be sold in the US.[7]

There are no known human safety studies on DMBA and its health effects are entirely unknown.[2][3][8]

References

  1. ↑ 1.0 1.1 "1,3-Dimethylbutylamine". Sigma-Aldrich. http://www.sigmaaldrich.com/catalog/product/aldrich/126411. 
  2. ↑ 2.0 2.1 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. 
  3. ↑ 3.0 3.1 "Unapproved Synthetic Stimulant "DMBA" Found in Multiple Dietary Supplements". NSF International. http://www.nsf.org/newsroom/unapproved-synthetic-stimulant-dmba-found-in-multiple-dietary-supplements/. 
  4. ↑ "FDA Warns 14 Sports Supplement Companies Of Illegal DMBA (AMP Citrate)". Forbes. May 6, 2015. https://www.forbes.com/sites/davidkroll/2015/05/06/fda-warns-14-sports-supplement-companies-of-illegal-dmba-amp-citrate/. 
  5. ↑ "Stimulant Potentially Dangerous to Health, FDA Warns". U.S. Food and Drug Administration. April 11, 2013. https://www.fda.gov/ForConsumers/ConsumerUpdates/ucm347270.htm. Retrieved March 10, 2015. 
  6. ↑ "DMBA in Dietary Supplements". Food and Drug Administration. https://www.fda.gov/Food/DietarySupplements/QADietarySupplements/ucm444719.htm. 
  7. ↑ 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. PMID 30422217. 
  8. ↑ "Revealing the hidden dangers of dietary supplements". Science. 20 August 2015. doi:10.1126/science.aad1651. https://www.science.org/content/article/feature-revealing-hidden-dangers-dietary-supplements. 




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