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N,N-dimethylamphetamine
Sign in to saveAlso known as dimethylamphetamine
Dimethylamphetamine (Metrotonin), also known as dimetamfetamine (INN), dimephenopan and '''N,N-dimethylamphetamine''', is a stimulant drug of the phenethylamine and amphetamine chemical classes. Dimethylamphetamine has weaker stimulant effects than amphetamine or methamphetamine and is considerably less addictive and less neurotoxic compared to methamphetamine. However, it still retains some mild stimulant effects and abuse potential, and is illegal in both the United States and Australia.
Chemical data
- Formula
- C11H17N
- Molecular weight
- 163.26 g/mol
- IUPAC name
- N,N-dimethyl-1-phenylpropan-2-amine
- SMILES
- CC(CC1=CC=CC=C1)N(C)C
- InChIKey
- OBDSVYOSYSKVMX-UHFFFAOYSA-N
- XLogP
- 2.7
- Polar surface area
- 3.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
34 papers- Identification of N,N-dimethylamphetamine formed by methylation of methamphetamine in formalin-fixed liver tissue by multistage mass spectrometry.Forensic science international · 2006
- 18F-labelled N,N-dimethylamphetamine analogues for brain imaging studies.International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes · 1986
- Flavin-containing monooxygenase 1-catalysed N,N-dimethylamphetamine N-oxidation.Xenobiotica; the fate of foreign compounds in biological systems · 2009
- Simultaneous determination of methamphetamine, 3,4-methylenedioxy-N-methylamphetamine, 3,4-methylenedioxy-N-ethylamphetamine, N,N-dimethylamphetamine, and their metabolites in urine by liquid chromatography-electrospray ionization-tandem mass spectrometry.Archives of pharmacal research · 2008
- Evaluation of the neurotoxic potential of N,N-dimethylamphetamine: an illicit analog of methamphetamine.Brain research · 1989
via PubMed
Wikidata facts
- Mass
- 163.136
Show 4 more facts
- canonical SMILES
- CC(CC1=CC=CC=C1)N(C)C
- chemical formula
- C₁₁H₁₇N
- subject has role
- stimulant
- Commons category
- Dimethylamphetamine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
Dimethylamphetamine (Metrotonin), also known as dimetamfetamine (INN), dimephenopan and '''N,N-dimethylamphetamine', is a stimulant drug of the phenethylamine and amphetamine chemical classes. Dimethylamphetamine has weaker stimulant effects than amphetamine or methamphetamine and is considerably less addictive and less neurotoxic compared to methamphetamine. However, it still retains some mild stimulant effects and abuse potential, and is illegal in both the United States and Australia.
Dimethylamphetamine has occasionally been found in illicit methamphetamine laboratories, but is usually an impurity rather than the desired product. It may be produced by accident when methamphetamine is synthesised by N-methylation of dextroamphetamine if the reaction temperature is too high or an excess of methylating agent is used.
Excerpted from Wikipedia’s “N,N-dimethylamphetamine” article, available under the CC BY-SA 4.0 licence.