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

Details

Stereochemistry ACHIRAL
Molecular Formula C15H10ClI2NO3
Molecular Weight 541.507
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLIOXANIDE

SMILES

CC(=O)OC1=C(C=C(I)C=C1I)C(=O)NC2=CC=C(Cl)C=C2

InChI

InChIKey=ICKMASVVMCGZLR-UHFFFAOYSA-N
InChI=1S/C15H10ClI2NO3/c1-8(20)22-14-12(6-10(17)7-13(14)18)15(21)19-11-4-2-9(16)3-5-11/h2-7H,1H3,(H,19,21)

HIDE SMILES / InChI

Molecular Formula C15H10ClI2NO3
Molecular Weight 541.507
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Clioxanide is a derivative of diiodobenzanilide, developed by Parke, Davis & Co in the 1960s. It was used as an antihelmintic against Fasciola hepatica and Haemonchus contortus. In sheep, the compound was demonstrated high efficiency (greater than 90%) when administered at 20-40 mg/kg. Later it was found that clioxanide is an inhibitor of Type III Secretion in Yersinia bacteria.

Approval Year

PubMed

PubMed

TitleDatePubMed
Clioxanide, a new anthelmintic active against Fasciola hepatica and Haemonchus contortus in sheep.
1970 Oct
Design, synthesis, and multivariate quantitative structure-activity relationship of salicylanilides--potent inhibitors of type III secretion in Yersinia.
2007 Nov 29
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:24:29 GMT 2023
Edited
by admin
on Fri Dec 15 15:24:29 GMT 2023
Record UNII
2Q9A409N0B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CLIOXANIDE
INN   MI   USAN  
USAN   INN  
Official Name English
CN 59567
Code English
CLIOXANIDE [USAN]
Common Name English
CN 59,567
Code English
4'-CHLORO-3,5-DIIODOSALICYLANILIDE ACETATE
Systematic Name English
BENZAMIDE, 2-(ACETYLOXY)-N-(4-CHLOROPHENYL)-3,5-DIIODO-
Systematic Name English
clioxanide [INN]
Common Name English
NSC-233846
Code English
SYD-230
Code English
CLIOXANIDE [MI]
Common Name English
CN-59567
Code English
CI-633
Code English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
Code System Code Type Description
SMS_ID
100000084278
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
MESH
C001911
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
MERCK INDEX
m655
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY Merck Index
INN
2484
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
NSC
233846
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
FDA UNII
2Q9A409N0B
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID1065766
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
PUBCHEM
26695
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
ChEMBL
CHEMBL236150
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
NCI_THESAURUS
C65338
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
ECHA (EC/EINECS)
238-414-0
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
EVMPD
SUB06670MIG
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
CAS
14437-41-3
Created by admin on Fri Dec 15 15:24:30 GMT 2023 , Edited by admin on Fri Dec 15 15:24:30 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY