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

Details

Stereochemistry ACHIRAL
Molecular Formula C11H12AsNO5S2
Molecular Weight 377.268
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIACETARSAMIDE

SMILES

NC(=O)C1=CC=C(C=C1)[As](SCC(O)=O)SCC(O)=O

InChI

InChIKey=YBQWEUNEYYXYOI-UHFFFAOYSA-N
InChI=1S/C11H12AsNO5S2/c13-11(18)7-1-3-8(4-2-7)12(19-5-9(14)15)20-6-10(16)17/h1-4H,5-6H2,(H2,13,18)(H,14,15)(H,16,17)

HIDE SMILES / InChI

Molecular Formula C11H12AsNO5S2
Molecular Weight 377.268
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Thiacetarsamide is a drug containing trivalent arsenic. In the USA it was used for the treatment of Heartworm Infection in dogs and cats under tradename Caparsolate, however, it was discontinued because of the availability of safer alternatives. The mechanism of action for thiacetarsamide is modulation of glucose uptake and metabolism; inhibition of glutathione reductase, and alteration of the structure and function of the surface of the intestinal epithelium of the parasites.

Approval Year

PubMed

PubMed

TitleDatePubMed
Parasiticidal activity of thioarsenites in man.
1948 Mar
Thioarsenites in amebiasis; a clinical appraisal of new amebacides.
1949 Aug 20
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:46:10 GMT 2023
Edited
by admin
on Fri Dec 15 15:46:10 GMT 2023
Record UNII
VMF4ELY9TZ
Record Status Validated (UNII)
Record Version
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Name Type Language
THIACETARSAMIDE
MART.   MI  
Common Name English
THIOARSENITE
Systematic Name English
DITHIOGLYCOLYL P-ARSENOBENZAMIDE
Common Name English
P-(BIS(CARBOXYMETHYLMERCAPTO)ARSINO)BENZAMIDE
Common Name English
4-CARBAMYLPHENYL BIS(CARBOXYMETHYLTHIO)ARSENITE
Systematic Name English
2,2'-(((4-(AMINOCARBONYL)PHENYL)ARSINIDENE)BIS(THIO))BISACETIC ACID
Systematic Name English
ARSENAMIDE
Common Name English
(((P-CARBAMOYLPHENYL)ARSYLENE)DITHIO)DIACETIC ACID
Common Name English
THIACETARSAMIDE [MI]
Common Name English
BIS(CARBOXYMETHYLMERCAPTO)(P-CARBAMYLPHENYL)-ARSINE
Common Name English
4-Carbamylphenyl biscarboxymethylthioarsenite
Systematic Name English
BENZAMIDE, P-BIS(CARBOXYMETHYLMERCAPTO)ARSINO
Common Name English
THIACETARSAMIDE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
WHO-VATC QP52AX08
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
Code System Code Type Description
MESH
D001148
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
PRIMARY
PUBCHEM
10749
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
PRIMARY
EPA CompTox
DTXSID10201182
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
PRIMARY
NCI_THESAURUS
C66595
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
PRIMARY
WIKIPEDIA
ARSENAMIDE
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
PRIMARY
FDA UNII
VMF4ELY9TZ
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
PRIMARY
CAS
531-72-6
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
PRIMARY
MERCK INDEX
m10711
Created by admin on Fri Dec 15 15:46:10 GMT 2023 , Edited by admin on Fri Dec 15 15:46:10 GMT 2023
PRIMARY Merck Index
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SALT/SOLVATE -> PARENT
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ACTIVE MOIETY