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
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)
DescriptionSources: http://www.who.int/trypanosomiasis_african/country/history/en/index6.html | https://www.ncbi.nlm.nih.gov/pubmed/24251577 | https://www.ncbi.nlm.nih.gov/pubmed/920189 | https://www.ncbi.nlm.nih.gov/pubmed/3742372https://www.ncbi.nlm.nih.gov/pubmed/24136205Curator'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
Sources: http://www.who.int/trypanosomiasis_african/country/history/en/index6.html | https://www.ncbi.nlm.nih.gov/pubmed/24251577 | https://www.ncbi.nlm.nih.gov/pubmed/920189 | https://www.ncbi.nlm.nih.gov/pubmed/3742372https://www.ncbi.nlm.nih.gov/pubmed/24136205
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 In 2013, its approval by US government as an animal drug was voluntarily withdrawn by its sponsors.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.
Originator
Sources: http://www.who.int/trypanosomiasis_african/country/history/en/index6.html | https://www.ncbi.nlm.nih.gov/pubmed/16103665M. A. Bechamp (1863). Compt. Rend. 56: 1172–1175.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Treponema pallidum |
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Target ID: WP1018 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Atoxyl Approved UseAfrican trypanosomiasis |
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| Primary | Atoxyl Approved UseSyphilis |
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| Curative | Atoxyl Approved UseUnknown |
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| Primary | Atoxyl Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Immunochemical study of antigenic specificity in delayed hypersensitivity. IV. The production of unresponsiveness to delayed hypersensitivity with a single antigenic determinant. | 1965 Sep 1 |
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| Immunochemical study of antigenic specificity in delayed hypersensitivity. V. Immunization with monovalent low molecular weight conjugates. | 1966 Feb 1 |
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| Efficacy of 101 antimicrobials and other agents on the development of Cryptosporidium parvum in vitro. | 1996 Dec |
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| Hippocampal and striatal M(1) -muscarinic acetylcholine receptors are down-regulated following bilateral vestibular loss in rats. | 2016 Dec |
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| Short-term galvanic vestibular stimulation promotes functional recovery and neurogenesis in unilaterally labyrinthectomized rats. | 2016 Oct 1 |
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| 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 |
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| Effects of bilateral vestibular deafferentation in rat on hippocampal theta response to somatosensory stimulation, acetylcholine release, and cholinergic neurons in the pedunculopontine tegmental nucleus. | 2017 Sep |
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| Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
129005
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NCI_THESAURUS |
C254
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1042703
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2023
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C29883
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3549
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98-50-0
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m2053
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100000086603
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ARSANILIC ACID
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D001147
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432
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2857
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DTXSID8035138
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DB03006
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49477
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7389
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202-674-3
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SUB05571MIG
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UDX9AKS7GM
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
