METAMFEPRAMONE HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C11H15NO.ClH
Molecular Weight	213.704
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of METAMFEPRAMONE HYDROCHLORIDE

Structure Search

SMILES

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

InChI

InChIKey=APOWZIQNQJSLKG-UHFFFAOYSA-N

InChI=1S/C11H15NO.ClH/c1-9(12(2)3)11(13)10-7-5-4-6-8-10;/h4-9H,1-3H3;1H

HIDE SMILES / InChI

Molecular Formula	C11H15NO
Molecular Weight	177.2429
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19661559 | http://www.jpost.com/Health-and-Sci-Tech/Health/Recreational-drug-rakefet-banned

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.

CNS Activity

Originator

Approval Year

Conditions

Condition	Modality	Highest Phase	Product
Hypotension, orthostatic 2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7042502	Primary	Phase I 438	Unknown Approved Use Unknown
Common cold 58 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19661559	Primary	Phase I 438	Unknown Approved Use Unknown
Obesity 206 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19661559	Primary	Phase I 438	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
abcr GmbH	AB540202	http://www.abcr.com/shop/en/AB540202
ABI Chem	AC1L2GYY
ABI Chem	AC1Q2B4L
ABI Chem	AC1Q5EUN
Aurum Pharmatech LLC	NE37904	http://www.Aurumpharmatech.com/Product/ProductDetails/NE37904
Chemieliva Pharmaceutical Co., Ltd	PBCM0314408
Enamine	EN300-71854	https://www.enaminestore.com/catalog/EN300-71854
Enamine	Z234897545	https://www.enaminestore.com/catalog/Z234897545
mcule	MCULE-1179027992	https://mcule.com/MCULE-1179027992/
MuseChem	M075498	https://www.musechem.com/product/M075498.html
NovoSeek	71872
Parchem	59876	https://www.parchem.com/chemical-supplier-distributor/1-Propanone--2-(Dimethylamino)-1-Phenyl--059876.aspx
Smolecule	S773595	https://www.smolecule.com/products/s773595

PubMed

Title	Date	PubMed
Doping control analysis of metamfepramone and two major metabolites using liquid chromatography-tandem mass spectrometry.	2009	19661559
Choline pivaloyl esters improve in rats cognitive and memory performances impaired by scopolamine treatment or lesions of the nucleus basalis of Meynert.	2004-02-19	15036629

Patents

Sample Use Guides

In Vivo Use Guide

One capsule (accounting for a total of 10mg of metamfepramone-HCl), was orally ingested

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:12:42 GMT 2025` Edited by `admin` on `Mon Mar 31 18:12:42 GMT 2025`
Record UNII	6Y816E97O1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METAMFEPRAMONE HYDROCHLORIDE

Common Name

English

DIMETHCATHINONE HYDROCHLORIDE

Preferred Name

English

1-PROPANONE, 2-(DIMETHYLAMINO)-1-PHENYL-, HYDROCHLORIDE (1:1)

Systematic Name

English

Metamfepramone hydrochloride [WHO-DD]

Common Name

English

(±)-2-DIMETHYLAMINO-1-PHENYL-1-PROPANONE HYDROCHLORIDE

Systematic Name

English

METAMFEPRAMONE HYDROCHLORIDE [MART.]

Common Name

English

DIMETHYLAMINO-1-PHENYL-1-PROPANONE HYDROCHLORIDE

Systematic Name

English

Code System Code Type Description

SMS_ID

100000085922