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

Details

Stereochemistry RACEMIC
Molecular Formula C23H21NO4
Molecular Weight 375.4171
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XENAZOIC ACID

SMILES

CCOC(NC1=CC=C(C=C1)C(O)=O)C(=O)C2=CC=C(C=C2)C3=CC=CC=C3

InChI

InChIKey=BPOMPTVRBWXZBY-UHFFFAOYSA-N
InChI=1S/C23H21NO4/c1-2-28-22(24-20-14-12-19(13-15-20)23(26)27)21(25)18-10-8-17(9-11-18)16-6-4-3-5-7-16/h3-15,22,24H,2H2,1H3,(H,26,27)

HIDE SMILES / InChI

Molecular Formula C23H21NO4
Molecular Weight 375.4171
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Xenazoic acid, an antiviral agent, was introduced in the early 1960s. Xenazoic acid might be of value in reducing the severity of meals infection if given early enough. Its use was associated with hepatic toxicity, which resulted in its withdrawal from the market in at least two countries (Belgium and France) in 1965. WHO has no information to suggest that xenazoic acid remains commercially available.

Approval Year

PubMed

PubMed

TitleDatePubMed
New anti-viral compounds with considerable activity in vivo-I, Biphenyl derivatives.
1959 Dec
Antiviral compounds--II. Reaction of 4-biphenylglyoxal with p-aminobenzoic acid and related structures.
1960 Feb
ANTIVIRAL ACTIVITY OF GLYOXALS AND DERIVATIVES.
1963 Nov

Sample Use Guides

Single daily dose of 500 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:43:50 GMT 2023
Edited
by admin
on Sat Dec 16 17:43:50 GMT 2023
Record UNII
KDU8VH09O8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
XENAZOIC ACID
INN   MI  
INN  
Official Name English
NSC-43842
Code English
BENZOIC ACID, P-((.ALPHA.-ETHOXY-P-PHENYLPHENACYL)AMINO)-
Systematic Name English
CV-58903
Code English
NSC-58991
Code English
SKF-8318
Code English
CV 58903
Code English
XENOVIS
Brand Name English
XENAZOIC ACID [MI]
Common Name English
xenazoic acid [INN]
Common Name English
XANALAMINE
Common Name English
P-((.ALPHA.-ETHOXY-P-PHENYLPHENACYL)AMINO)BENZOIC ACID
Systematic Name English
BENZOIC ACID, 4-((2-(1,1'-BIPHENYL)-4-YL-1-ETHOXY-2-OXOETHYL)AMINO)-
Systematic Name English
NSC-59182
Code English
XENALAMINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C281
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
Code System Code Type Description
NSC
58991
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL1909289
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID10862575
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
CAS
1174-11-4
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
NCI_THESAURUS
C66662
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
NSC
43842
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
EVMPD
SUB00101MIG
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
SMS_ID
100000079353
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
INN
1019
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
NSC
59182
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
FDA UNII
KDU8VH09O8
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
PUBCHEM
239062
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY
MERCK INDEX
m532
Created by admin on Sat Dec 16 17:43:51 GMT 2023 , Edited by admin on Sat Dec 16 17:43:51 GMT 2023
PRIMARY Merck Index
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY