Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C11H17N |
| Molecular Weight | 163.2594 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H](CC1=CC=CC=C1)N(C)C
InChI
InChIKey=OBDSVYOSYSKVMX-JTQLQIEISA-N
InChI=1S/C11H17N/c1-10(12(2)3)9-11-7-5-4-6-8-11/h4-8,10H,9H2,1-3H3/t10-/m0/s1
| Molecular Formula | C11H17N |
| Molecular Weight | 163.2594 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Dimetamfetamine is the N-methylated analog of methamphetamine, produces behavioral effects that are generally comparable to those of methamphetamine, but with reduced potency. It is often found as an impurity in preparations of methamphetamine. Dimetamfetamine itself is less neurotoxic than methamphetamine. Dimetamfetamine is metabolized to p-hydroxyl methamphetamine, p-hydroxyl dimetamfetamine, amphetamine, methamphetamine, and N,N-dimethylamphetamine N-oxide in humans, and flavin-containing monooxygenase-1 and CYP2D6 are mainly involved in the N-oxidation and N-demethylation of dimetamfetamine, respectively. Dimetamfetamine has also been used illegally in Korea, and the Korean government placed DMA on the official list of controlled substances on December 4, 2006.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Stereoselectivity in the cytochrome P450-dependent N-demethylation and flavin monooxygenase-dependent N-oxidation of N,N-dimethylamphetamine. | 2013-11 |
|
| Cathinone: an investigation of several N-alkyl and methylenedioxy-substituted analogs. | 1997-12 |
|
| N-methylation dissociates methamphetamine's neurotoxic and behavioral pharmacologic effects. | 1997-10-10 |
|
| Reinforcing effects of enantiomers of N,N-dimethylamphetamine in squirrel monkeys. | 1992 |
|
| Isomeric amphetamines--a problem for urinalysis? | 1991-09 |
|
| Development of monoclonal antibodies reactive with methamphetamine raised against a new antigen. | 1991 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9383014
100 mg/kg every 6 h x 5
Route of Administration:
Other
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 08:24:11 GMT 2025
by
admin
on
Wed Apr 02 08:24:11 GMT 2025
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| Record UNII |
92M4C245D1
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| Record Status |
Validated (UNII)
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NCI_THESAURUS |
C47795
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CHEMBL2106635
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C65402
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C003714
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100000082660
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92M4C245D1
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DTXSID5046146
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |