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 3D model |
Interactive 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.
DMBA 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
- Alfetamine
- a-Ethylphenethylamine
- Amfecloral
- Amfepentorex
- Amfepramone
- Amidephrine
- 2-Amino-1,2-dihydronaphthalene
- 2-Aminoindane
- 5-(2-Aminopropyl)indole
- 2-Aminotetralin
- Acridorex
- Amphetamine (Dextroamphetamine, Levoamphetamine)
- Amphetaminil
- Arbutamine
- β-Methylphenethylamine
- β-Phenylmethamphetamine
- Benfluorex
- Benzedrone
- Benzphetamine
- BDB
- BOH
- 3-Benzhydrylmorpholine
- BPAP
- Buphedrone
- Bupropion
- Butylone
- Camfetamine
- Cathine
- Cathinone
- Chlorphentermine
- Cilobamine
- Cinnamedrine
- Clenbuterol
- Clobenzorex
- Cloforex
- Clortermine
- Cypenamine
- D-Deprenyl
- Denopamine
- Dimethoxyamphetamine
- Dimethylamphetamine
- Dimethylcathinone
- Dobutamine
- DOPA (Dextrodopa, Levodopa)
- Dopamine
- Dopexamine
- Droxidopa
- EBDB
- Ephedrine
- Epinephrine
- Epinine
- Etafedrine
- Ethcathinone
- Ethylnorepinephrine
- Ethylone
- Etilamfetamine
- Etilefrine
- Famprofazone
- Fencamfamine
- Fencamine
- Fenethylline
- Fenfluramine (Dexfenfluramine, Levofenfluramine)
- Fenproporex
- Feprosidnine
- Flephedrone
- Fludorex
- Formetorex
- Furfenorex
- Gepefrine
- Hexapradol
- HMMA
- Hordenine
- 4-Hydroxyamphetamine
- 5-Iodo-2-aminoindane
- Ibopamine
- IMP
- Indanylamphetamine
- Iofetamine
- Isoetarine
- Isoethcathinone
- Isoprenaline
- L-Deprenyl (Selegiline)
- Lefetamine
- Lisdexamfetamine
- Lophophine
- MBDB
- MDA
- MDBU
- MDEA
- MDMA
- MDMPEA
- MDOH
- MDPR
- MDPEA
- Mefenorex
- Mephedrone
- Mephentermine
- Metanephrine
- Metaraminol
- Mesocarb
- Methamphetamine (Dextromethamphetamine, Levomethamphetamine)
- Methoxamine
- Methoxyphenamine
- MMA
- Methcathinone
- Methedrone
- Methoxyphenamine
- Methylenedioxycathinone
- Methylone
- Mexedrone
- MMDA
- MMDMA
- MMMA
- Morforex
- N,alpha-Diethylphenylethylamine
- N-Benzyl-1-phenethylamine
- N-Ethylbuphedrone
- N,N-Dimethylphenethylamine
- Naphthylamphetamine
- Nisoxetine
- Norepinephrine
- Norfenefrine
- Norfenfluramine
- Normetanephrine
- L-Norpseudoephedrine
- Octopamine (drug)
- Orciprenaline
- Ortetamine
- Oxifentorex
- Oxilofrine
- PBA
- PCA
- PCMA
- PHA
- Pentorex
- Pentedrone
- Pentylone
- Phenatine
- Phenpromethamine
- Phentermine
- Phenylalanine
- Phenylephrine
- Phenylpropanolamine
- Pholedrine
- PIA
- PMA
- PMEA
- PMMA
- PPAP
- Phthalimidopropiophenone
- Prenylamine
- Propylamphetamine
- Pseudoephedrine
- Ropinirole
- Salbutamol (Levosalbutamol)
- Sibutramine
- Synephrine
- Theodrenaline
- Tiflorex
- Tranylcypromine
- Tyramine
- Tyrosine
- Xylopropamine
- Zylofuramine
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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
- Portal
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| α1 | | |
- Antagonists
- Abanoquil
- Adimolol
- Ajmalicine
- Alfuzosin
- Amosulalol
- Anisodamine
- Arotinolol
- Atiprosin
- Atypical antipsychotics (e.g., clozapine, olanzapine, quetiapine, risperidone)
- Benoxathian
- Buflomedil
- Bunazosin
- Carvedilol
- Corynanthine
- Dapiprazole
- Domesticine
- Doxazosin
- Ergolines (e.g., ergotamine, dihydroergotamine, lisuride, terguride)
- Etoperidone
- Eugenodilol
- Fenspiride
- Hydroxyzine
- Indoramin
- Ketanserin
- L-765,314
- Labetalol
- mCPP
- Mepiprazole
- Metazosin
- Monatepil
- Moxisylyte
- Naftopidil
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- Nefazodone
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- Niaprazine
- Nicergoline
- Niguldipine
- Pardoprunox
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- Silodosin
- Spiperone
- Talipexole
- Tamsulosin
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- Tiodazosin
- Tolazoline
- Trazodone
- Tetracyclic antidepressants (e.g., amoxapine, maprotiline, mianserin)
- Tricyclic antidepressants (e.g., amitriptyline, clomipramine, doxepin, imipramine, trimipramine)
- Trimazosin
- Typical antipsychotics (e.g., chlorpromazine, fluphenazine, loxapine, thioridazine)
- Urapidil
- WB-4101
- Zolertine
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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
- Buflomedil
- Cirazoline
- Efaroxan
- Esmirtazapine
- Fenmetozole
- Fluparoxan
- Idazoxan
- mCPP
- Mianserin
- Mirtazapine
- NAN-190
- Olanzapine
- Pardoprunox
- Phentolamine
- Phenoxybenzamine
- Piperoxan
- Piribedil
- Rauwolscine
- Rotigotine
- SB-269970
- Setiptiline
- Spiroxatrine
- Sunepitron
- 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
- Fezolamine
- Ginkgo biloba
- Indeloxazine
- Loxapine
- Nefazodone
- Nefopam
- Opioids (e.g., methadone, pethidine (meperidine), tapentadol, tramadol, levorphanol)
- Pridefine
- Tedatioxetine
- Teniloxazine
- Tofenacin
- Tropanes (e.g., cocaine)
- Ziprasidone
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| VMATs | |
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