1,3-Dimethylbutylamine
1,3-Dimethylbutylamine
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Names |
IUPAC name
4-Methylpentan-2-amine |
Other names
4-Methyl-2-pentanamine; 2-Amino-4-methylpentane; 1,3-Dimethylbutanamine |
Identifiers |
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108-09-8 |
ChemSpider |
7620 |
Jmol interactive 3D |
Image |
PubChem |
7908 CID 7908 |
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
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Properties |
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C6H15N |
Molar mass |
101.19 g·mol−1 |
Density |
0.717 g/mL[1] |
Boiling point |
108–110 °C (226–230 °F; 381–383 K)[1] |
Hazards |
NFPA 704 |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Infobox references |
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1,3-Dimethylbutylamine (1,3-DMBA), or simply dimethylbutylamine (DMBA), is a stimulant drug structurally related to methylhexanamine (1,3-dimethylamylamine (1,3-DMAA)) where a butyl group replaces the amyl group. It is also known as AMP Citrate (4-amino-2-methylpentane citrate). The compound is an aliphatic amine. It has been identified as an unapproved ingredient in some over-the-counter dietary supplements,[2][3][4] in which it is used in an apparent attempt to avoid laws prohibiting the use of methylhexanamine.[5] The U.S. Food and Drug Administration (FDA) considers any dietary supplement containing DMBA to be "adulterated".[6]
There are no known human safety studies on DMBA and its health effects are entirely unknown.[2][3][7]
References
- 1 2 "1,3-Dimethylbutylamine". Sigma-Aldrich.
- 1 2 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.
- 1 2 "Unapproved Synthetic Stimulant “DMBA” Found in Multiple Dietary Supplements". NSF International.
- ↑ "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.
- ↑ "Revealing the hidden dangers of dietary supplements". Science. 20 August 2015. doi:10.1126/science.aad1651.
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| Adamantanes | |
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| Adenosine antagonists | |
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| Alkylamines | |
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| Ampakines | |
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| Arylcyclohexylamines | |
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| Benzazepines | |
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| Cholinergics | |
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| Convulsants | |
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| Eugeroics | |
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| Oxazolines | |
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| Phenethylamines |
- 1-(4-Methylphenyl)-2-aminobutane
- 1-Phenyl-2-(piperidin-1-yl)pentan-3-one
- 1-Methylamino-1-(3,4-methylenedioxyphenyl)propane
- 2-Fuoroamphetamine
- 2-Fuoromethamphetamine
- 2-OH-PEA
- 2-Phenyl-3-aminobutane
- 2-Phenyl-3-methylaminobutane
- 2,3-MDA
- 3-Fuoroamphetamine
- 3-Fluoroethamphetamine
- 3-Fluoromethcathinone
- 3-Methoxyamphetamine
- 3-Methylamphetamine
- 3,4-DMMC
- 4-BMC
- 4-CMC
- 4-Ethylamphetamine
- 4-Fluoroamphetamine
- 4-Fluoromethamphetamine
- 4-MA
- 4-Methylbuphedrone
- 4-Methylcathinone
- 4-MMA
- 4-Methylpentedrone
- 4-MTA
- 6-FNE
- AL-1095
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| Phenylmorpholines | |
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| Piperazines | |
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| Piperidines | |
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| Pyrrolidines | |
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| Racetams | |
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| Tropanes | |
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| Tryptamines | |
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| Others | |
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- Category
- Index
- Outline
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| α1 | | |
- Antagonists
- Abanoquil
- Adimolol
- Ajmalicine
- Alfuzosin
- Amosulalol
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- Atiprosin
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- Urapidil
- WB-4101
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| α2 | | |
- Antagonists
- 1-PP
- Adimolol
- Aptazapine
- Atipamezole
- Atypical antipsychotics (e.g., asenapine, clozapine, lurasidone, paliperidone, quetiapine, risperidone, zotepine)
- Azapirones (e.g., buspirone, tandospirone)
- BRL-44408
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- SB-269970
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- Tolazoline
- Typical antipsychotics (e.g., chlorpromazine, fluphenazine, loxapine, thioridazine)
- Yohimbine
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| β | |
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| NET | | | | | | | | | | | | |
- Others
- Antihistamines (e.g., brompheniramine, chlorphenamine, pheniramine, tripelennamine)
- Arylcyclohexylamines (e.g., ketamine, phencyclidine)
- CP-39,332
- EXP-561
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- Pridefine
- Tedatioxetine
- Teniloxazine
- Tofenacin
- Tropanes (e.g., cocaine)
- Ziprasidone
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