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

Details

Stereochemistry RACEMIC
Molecular Formula C11H12Cl3N
Molecular Weight 264.579
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of AMPHECLORAL

SMILES

CC(CC1=CC=CC=C1)\N=C\C(Cl)(Cl)Cl

InChI

InChIKey=VBZDETYCYXPOAK-OVCLIPMQSA-N
InChI=1S/C11H12Cl3N/c1-9(15-8-11(12,13)14)7-10-5-3-2-4-6-10/h2-6,8-9H,7H2,1H3/b15-8+

HIDE SMILES / InChI

Molecular Formula C11H12Cl3N
Molecular Weight 264.579
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 1
Optical Activity ( + / - )

Amphecloral (INN: amfecloral) is a phenethylamine derivative which was patented in 1960 as an amphetamine pro-drug with prolonged duration of action. Amfecloral was used as an appetite suppressant under the trade name Acutran, but is now no longer marketed. It is an anorectic drug with little to no stimulant activity. Amphecloral is metabolized to both d-(S)- and l-(R)-amphetamine.

Approval Year

PubMed

PubMed

TitleDatePubMed
Mode of action of psychomotor stimulant drugs.
1970
Chiral toxicology: it's the same thing...only different.
2009 Jul
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:29:19 GMT 2023
Edited
by admin
on Sat Dec 16 17:29:19 GMT 2023
Record UNII
6015XOA0BI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMPHECLORAL
MI   USAN  
USAN  
Official Name English
AMPHECLORAL [MI]
Common Name English
amfecloral [INN]
Common Name English
AMPHECLORAL [USAN]
Common Name English
BENZENEETHANAMINE, .ALPHA.-METHYL-N-(2,2,2-TRICHLOROETHYLIDENE)-
Systematic Name English
AMFECLORAL
INN  
INN  
Official Name English
α-Methyl-N-(2,2,2-trichloroethylidene)phenethylamine
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29728
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
NCI_THESAURUS C47795
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
Code System Code Type Description
EVMPD
SUB05414MIG
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
DRUG CENTRAL
5113
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
NCI_THESAURUS
C90610
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
WIKIPEDIA
Amfecloral
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
EPA CompTox
DTXSID00863571
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105544
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
DRUG BANK
DB08924
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
SMS_ID
100000087215
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
MERCK INDEX
m47
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY Merck Index
CAS
5581-35-1
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
INN
1207
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
FDA UNII
6015XOA0BI
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY