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Details

Stereochemistry RACEMIC
Molecular Formula C14H22N2O2
Molecular Weight 250.3367
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPETAMIDE

SMILES

CCCNC(=O)C(C)NC1=CC=C(OCC)C=C1

InChI

InChIKey=VVUMWAHNKOLVSN-UHFFFAOYSA-N
InChI=1S/C14H22N2O2/c1-4-10-15-14(17)11(3)16-12-6-8-13(9-7-12)18-5-2/h6-9,11,16H,4-5,10H2,1-3H3,(H,15,17)

HIDE SMILES / InChI

Molecular Formula C14H22N2O2
Molecular Weight 250.3367
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Propetamide (also known as FC 379) is a propionamide derivative patented by All-Union Scientific Research Chemical-Pharmaceutical Institute as an analgesic compound. In mice, Propetamide produced both a depression of spontaneous motility and relaxation of muscular tone. However, Propetamide was less active than meprobamate. Propetamide at 400 mg/kg reduced muscular relaxation in 70% of the animals, while the same effect was obtained in 100% of the animals with meprobamate at 200 mg/kg.

Originator

Sources: SU 166688; "N-​Butyl-​3-​(p-​methoxyphenyl)​cyclopentan-​1-​one-​2-​carboxamide"; Men'shova, N. I.; Grinenko, G. S.; Maksimov, V. I.

Approval Year

PubMed

PubMed

TitleDatePubMed
[On the metabolism of N-n-propyl-alpha-p-phenetidine-propionamide (PFP) in man. Preliminary note].
1964 Feb 15
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Sources: Archives Internationales de Pharmacodynamie et de Therapie (1966), 164, (2), 340-4.
rat: 300-​400 mg/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:36:00 GMT 2023
Edited
by admin
on Fri Dec 15 16:36:00 GMT 2023
Record UNII
U9R24EH050
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPETAMIDE
INN  
INN  
Official Name English
N-PROPYL-.ALPHA.-P-PHENETIDINEPROPIONAMIDE
Common Name English
(±)-.ALPHA.-P-ETHOXYPHENYLAMINO-N-PROPYLPROPIONAMIDE
Common Name English
FC-379
Code English
PROPIONAMIDE, 2-P-PHENETIDINO-N-PROPYL-
Common Name English
PROPANAMIDE, 2-((4-ETHOXYPHENYL)AMINO)-N-PROPYL-
Systematic Name English
propetamide [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C241
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
Code System Code Type Description
PUBCHEM
68937
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
FDA UNII
U9R24EH050
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
CAS
730-07-4
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
NCI_THESAURUS
C66482
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID10861705
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
EVMPD
SUB10104MIG
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106532
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
MESH
C003227
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
SMS_ID
100000081174
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
INN
3347
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
PRIMARY
CAS
35193-71-6
Created by admin on Fri Dec 15 16:36:00 GMT 2023 , Edited by admin on Fri Dec 15 16:36:00 GMT 2023
SUPERSEDED
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY