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

Details

Stereochemistry ACHIRAL
Molecular Formula C6H8AsNO3
Molecular Weight 217.0542
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARSANILIC ACID

SMILES

NC1=CC=C(C=C1)[As](O)(O)=O

InChI

InChIKey=XKNKHVGWJDPIRJ-UHFFFAOYSA-N
InChI=1S/C6H8AsNO3/c8-6-3-1-5(2-4-6)7(9,10)11/h1-4H,8H2,(H2,9,10,11)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20763444 | https://www.ncbi.nlm.nih.gov/pubmed/21772505 | https://www.ncbi.nlm.nih.gov/pubmed/20219092

Arsanilic acid, also known as aminophenyl arsenic acid or aminophenyl arsonic acid, is an organoarsenic compound first reported in 1863 by Antoine Béchamp. Arsanilic acid is a crystalline powder introduced medically in the late 19th century as Atoxyl, its sodium salt was used by injection in the early 20th century as the first organic arsenical drug, but it was soon found prohibitively toxic for human use. Arsanilic acid saw long use as a veterinary feed additive promoting growth and to prevent or treat dysentery in poultry and swine. In 2013, its approval by US government as an animal drug was voluntarily withdrawn by its sponsors. Still sometimes used in laboratories, Arsanilic acid's legacy is principally through its influence on Paul Ehrlich in launching the chemotherapeutic approach to treating infectious diseases of humans.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Immunochemical study of antigenic specificity in delayed hypersensitivity. V. Immunization with monovalent low molecular weight conjugates.
1966 Feb 1
The coordination complex structures and hydrogen bonding in the three-dimensional alkaline earth metal salts (Mg, Ca, Sr and Ba) of (4-aminophenyl)arsonic acid.
2017 Jan 1
Patents

Sample Use Guides

Pigs: 161 mg/liter in drinking water for seven days
Route of Administration: Oral
In Vitro Use Guide
In cultures of retina in vitro, addition of 5X10-3 M sodium arsanilate has caused degeneration of the rod cells
Name Type Language
ARSANILIC ACID
GREEN BOOK   HSDB   INN   MART.   MI   USP   USP-RS   WHO-DD  
INN  
Official Name English
ARSANILIC ACID [MI]
Common Name English
ARSANILIC ACID [MART.]
Common Name English
Arsanilic acid [WHO-DD]
Common Name English
ARSANILIC ACID [GREEN BOOK]
Common Name English
ARSANILIC ACID [USP MONOGRAPH]
Common Name English
arsanilic acid [INN]
Common Name English
NSC-2023
Code English
ARSANILIC ACID [USP-RS]
Common Name English
ARSANILIC ACID [USP IMPURITY]
Common Name English
P-AMINOBENZENEARSONIC ACID
Common Name English
AS 101
Code English
ARSANILIC ACID [HSDB]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 129005
Created by admin on Sat Dec 16 17:02:00 GMT 2023 , Edited by admin on Sat Dec 16 17:02:00 GMT 2023
NCI_THESAURUS C254
Created by admin on Sat Dec 16 17:02:00 GMT 2023 , Edited by admin on Sat Dec 16 17:02:00 GMT 2023
Code System Code Type Description
RS_ITEM_NUM
1042703
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NSC
2023
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NCI_THESAURUS
C29883
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DRUG CENTRAL
3549
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CAS
98-50-0
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MERCK INDEX
m2053
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PRIMARY Merck Index
SMS_ID
100000086603
Created by admin on Sat Dec 16 17:02:00 GMT 2023 , Edited by admin on Sat Dec 16 17:02:00 GMT 2023
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WIKIPEDIA
ARSANILIC ACID
Created by admin on Sat Dec 16 17:02:00 GMT 2023 , Edited by admin on Sat Dec 16 17:02:00 GMT 2023
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MESH
D001147
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HSDB
432
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INN
2857
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EPA CompTox
DTXSID8035138
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DRUG BANK
DB03006
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CHEBI
49477
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PUBCHEM
7389
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ECHA (EC/EINECS)
202-674-3
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EVMPD
SUB05571MIG
Created by admin on Sat Dec 16 17:02:00 GMT 2023 , Edited by admin on Sat Dec 16 17:02:00 GMT 2023
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FDA UNII
UDX9AKS7GM
Created by admin on Sat Dec 16 17:02:00 GMT 2023 , Edited by admin on Sat Dec 16 17:02:00 GMT 2023
PRIMARY