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

Details

Stereochemistry MIXED
Molecular Formula C8H15NO2
Molecular Weight 157.2102
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXANAMIDE

SMILES

CCCC1OC1(CC)C(N)=O

InChI

InChIKey=WBLPIVIXQOFTPQ-UHFFFAOYSA-N
InChI=1S/C8H15NO2/c1-3-5-6-8(4-2,11-6)7(9)10/h6H,3-5H2,1-2H3,(H2,9,10)

HIDE SMILES / InChI

Molecular Formula C8H15NO2
Molecular Weight 157.2102
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Oxanamide is an anxiolytic and muscle relaxant that was effective in the treatment of anxiety resulting from premenstrual syndrome, menopause. The tranquilizing effect of oxanamide was noticeable within two or three days, and improvement in nervous and emotional symptoms was soon evident. Information about the current use of this drug is not available.

Approval Year

Doses

Doses

DosePopulationAdverse events​
4.8 g multiple, oral
Highest studied dose
Dose: 4.8 g
Route: oral
Route: multiple
Dose: 4.8 g
Sources:
unhealthy
Health Status: unhealthy
Sex: F
Sources:
800 mg 4 times / day multiple, oral
Studied dose
Dose: 800 mg, 4 times / day
Route: oral
Route: multiple
Dose: 800 mg, 4 times / day
Sources:
unhealthy
Health Status: unhealthy
Sex: F
Sources:
PubMed

PubMed

TitleDatePubMed
Effects of oxanamide on anxiety during oral surgery.
1962-03
Effects of oxanamide on the central nervous system.
1960-01
Oxanamide; adjunctive use of a new tranquilizer in gynecology.
1959-04

Sample Use Guides

dosage of three tablets daily (total 1,200 mg. oxanamide), the patients were instructed to reduce the dosage or to take the drug only at bedtime.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Wed Apr 02 09:19:43 GMT 2025
Edited
by admin
on Wed Apr 02 09:19:43 GMT 2025
Record UNII
050271194T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OXANAMIDE
INN   MI  
INN  
Official Name English
OXANAMIDE [MI]
Preferred Name English
2,3-EPOXY-2-ETHYLHEXANAMIDE
Systematic Name English
oxanamide [INN]
Common Name English
Code System Code Type Description
DRUG CENTRAL
2010
Created by admin on Wed Apr 02 09:19:44 GMT 2025 , Edited by admin on Wed Apr 02 09:19:44 GMT 2025
PRIMARY
MERCK INDEX
m381
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
OXANAMIDE
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID50925350
Created by admin on Wed Apr 02 09:19:44 GMT 2025 , Edited by admin on Wed Apr 02 09:19:44 GMT 2025
PRIMARY
ChEMBL
CHEMBL2105297
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
EVMPD
SUB09495MIG
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
CAS
126-93-2
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
PUBCHEM
31365
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
SMS_ID
100000083009
Created by admin on Wed Apr 02 09:19:44 GMT 2025 , Edited by admin on Wed Apr 02 09:19:44 GMT 2025
PRIMARY
FDA UNII
050271194T
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
INN
812
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
NCI_THESAURUS
C175181
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY