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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H17N.ClH
Molecular Weight 199.72
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMETAMFETAMINE HYDROCHLORIDE

SMILES

Cl.C[C@@H](CC1=CC=CC=C1)N(C)C

InChI

InChIKey=UTWYKDPIWNRKCN-PPHPATTJSA-N
InChI=1S/C11H17N.ClH/c1-10(12(2)3)9-11-7-5-4-6-8-11;/h4-8,10H,9H2,1-3H3;1H/t10-;/m0./s1

HIDE SMILES / InChI

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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
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

100 mg/kg every 6 h x 5
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:16:15 GMT 2025
Edited
by admin
on Mon Mar 31 22:16:15 GMT 2025
Record UNII
S4L0PE1LY4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIMETHAMPHETAMINE HYDROCHLORIDE
Preferred Name English
DIMETAMFETAMINE HYDROCHLORIDE
WHO-DD  
Common Name English
BENZENEETHANAMINE, N,N,.ALPHA.-TRIMETHYL-, HYDROCHLORIDE, (.ALPHA.S)-
Systematic Name English
PHENETHYLAMINE, N,N,.ALPHA.-TRIMETHYL-, HYDROCHLORIDE, (S)-
Systematic Name English
L-DIMETHYLAMPHETAMINE HYDROCHLORIDE
Common Name English
Dimetamfetamine hydrochloride [WHO-DD]
Common Name English
BENZENEETHANAMINE, N,N,.ALPHA.-TRIMETHYL-, HYDROCHLORIDE, (S)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID20190396
Created by admin on Mon Mar 31 22:16:15 GMT 2025 , Edited by admin on Mon Mar 31 22:16:15 GMT 2025
PRIMARY
SMS_ID
100000079207
Created by admin on Mon Mar 31 22:16:15 GMT 2025 , Edited by admin on Mon Mar 31 22:16:15 GMT 2025
PRIMARY
FDA UNII
S4L0PE1LY4
Created by admin on Mon Mar 31 22:16:15 GMT 2025 , Edited by admin on Mon Mar 31 22:16:15 GMT 2025
PRIMARY
CAS
17279-14-0
Created by admin on Mon Mar 31 22:16:15 GMT 2025 , Edited by admin on Mon Mar 31 22:16:15 GMT 2025
SUPERSEDED
PUBCHEM
56842802
Created by admin on Mon Mar 31 22:16:15 GMT 2025 , Edited by admin on Mon Mar 31 22:16:15 GMT 2025
PRIMARY
CAS
36913-04-9
Created by admin on Mon Mar 31 22:16:15 GMT 2025 , Edited by admin on Mon Mar 31 22:16:15 GMT 2025
PRIMARY
ECHA (EC/EINECS)
253-269-3
Created by admin on Mon Mar 31 22:16:15 GMT 2025 , Edited by admin on Mon Mar 31 22:16:15 GMT 2025
PRIMARY
EVMPD
SUB13605MIG
Created by admin on Mon Mar 31 22:16:15 GMT 2025 , Edited by admin on Mon Mar 31 22:16:15 GMT 2025
PRIMARY
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