U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C11H15NO
Molecular Weight 177.2429
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METAMFEPRAMONE

SMILES

CC(N(C)C)C(=O)C1=CC=CC=C1

InChI

InChIKey=KBHMHROOFHVLBA-UHFFFAOYSA-N
InChI=1S/C11H15NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9H,1-3H3

HIDE SMILES / InChI
Metamfepramone (dimethylcathinone, dimethylpropion, and dimepropion) was synthesized by various routes in the 1930s and 1940s and clinically evaluated as anorectic as well as a treatment of hypotension and symptoms of the common cold. It was widely used for the treatment of the common cold or hypotonic conditions. Due to its stimulating properties and its rapid metabolism resulting in major degradation products such as methylpseudoephedrine and methcathinone, it has been considered relevant for doping controls by the World Anti-Doping Agency (WADA). Metamfepramone was marketed as an appetite suppressant, but was made illegal in 2006.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

One capsule (accounting for a total of 10mg of metamfepramone-HCl), was orally ingested
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
METAMFEPRAMONE
INN   MI   WHO-DD  
INN  
Official Name English
METAMFEPRAMONE [MI]
Common Name English
DIMEPROPION
Common Name English
DIMETHYLCATHINONE
Common Name English
MG-559
Code English
N-METHYLEPHEDRONE
Common Name English
MG 559
Code English
J8.560J
Code English
METAMFEPYRAMONE
Common Name English
.ALPHA.-(DIMETHYLAMINO)PROPIOPHENONE
Systematic Name English
BENZOYL-.ALPHA.-(DIMETHYLAMINO)ETHANE
Systematic Name English
2-(DIMETHYLAMINO)-1-PHENYLPROPANONE
Common Name English
Metamfepramone [WHO-DD]
Common Name English
2-(DIMETHYLAMINO)PROPIOPHENONE
Systematic Name English
metamfepramone [INN]
Common Name English
NSC-234706
Code English
DIMETHYLPROPION
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47795
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
Code System Code Type Description
NSC
234706
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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MESH
C034349
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INN
1587
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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NCI_THESAURUS
C83947
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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EVMPD
SUB08808MIG
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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ChEMBL
CHEMBL2105245
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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CAS
15351-09-4
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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WIKIPEDIA
METAMFEPRAMONE
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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ECHA (EC/EINECS)
239-384-1
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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EPA CompTox
DTXSID7057650
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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PUBCHEM
71872
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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SMS_ID
100000081215
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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FDA UNII
04A0P12FH2
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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DRUG CENTRAL
3772
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
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MERCK INDEX
m321
Created by admin on Fri Dec 15 15:54:16 GMT 2023 , Edited by admin on Fri Dec 15 15:54:16 GMT 2023
PRIMARY Merck Index