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Details

Stereochemistry ACHIRAL
Molecular Formula C6H6AsNO5
Molecular Weight 247.0371
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NITARSONE

SMILES

O[As](O)(=O)C1=CC=C(C=C1)[N+]([O-])=O

InChI

InChIKey=FUUFQLXAIUOWML-UHFFFAOYSA-N
InChI=1S/C6H6AsNO5/c9-7(10,11)5-1-3-6(4-2-5)8(12)13/h1-4H,(H2,9,10,11)

HIDE SMILES / InChI

Molecular Formula C6H6AsNO5
Molecular Weight 247.0371
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://www.fda.gov/AnimalVeterinary/SafetyHealth/ProductSafetyInformation/ucm257540.htm and https://getd.libs.uga.edu/pdfs/abraham_mathew_201305_ms.pdf

Nitarsone is an organoarsenic compound that is used in poultry production as a feed additive to increase weight gain, improve feed efficiency, and prevent blackhead disease. It is marketed as Histostat by Zoetis, a publicly traded subsidiary of Pfizer. Histostat is approved for the prevention of histomoniasis (blackhead disease) in turkeys and chickens, and is the only approved animal drug for this indication. Histomoniasis is a disease that occurs regionally and seasonally in turkeys, and causes significant mortality. Nitarsone is one of four arsenical animal drugs approved by the U.S. Food and Drug Administration for use in poultry, along with roxarsone, arsanilic acid, and carbarsone. Following the 2011 suspension of roxarsone sales in the United States, however, it is believed to be the only arsenical animal drug currently marketed in the U.S. In September 2013, the FDA announced that Zoetis and Fleming Laboratories would voluntarily withdraw current roxarsone, arsanilic acid, and carbarsone approvals, leaving only nitarsone approvals in place. When the withdrawals occurred, nitarsone was only arsenical approved for use in food animals in the U.S. In 2015 FDA withdrew the approval of using nitarsone in animal feeds. The ban came into effect at the end of 2015.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Histostat

Approved Use

Histostat (nitarsone) is approved for the prevention of histomoniasis (blackhead disease) in turkeys and chickens

Launch Date

2008
PubMed

PubMed

TitleDatePubMed
Determination of residual arsenic compounds in chicken muscle by ultra-performance liquid chromatography coupled with ultraviolet detection after pre-column derivatization with toluene-3,4-dithiol.
2015 Dec 1
Development and validation of an indirect competitive enzyme-linked immunosorbent assay for monitoring organoarsenic compounds in edible chicken and pork and feed.
2016 Apr 15
Patents

Sample Use Guides

In Vivo Use Guide
Turkeys Mix in feed so that 2,000 lbs (909 kg) of complete ration contain 12 oz. (340.2 g) of Histostat 50 equivalent to 0.01875% nitarsone. Chickens Mix in feed so that 2,000 lbs (909 kg) of complete ration contain 12 oz. (340.2 g) of Histostat 50 equivalent to 0.01875% nitarsone.
Route of Administration: Oral
Strain ZM and strain BG of H. meleagridis at 100 and 400 ppm of nitarsone showed reduced growth in comparison to their respective control groups.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:28:41 GMT 2023
Edited
by admin
on Fri Dec 15 16:28:41 GMT 2023
Record UNII
JP2EN8WORU
Record Status Validated (UNII)
Record Version
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Name Type Language
NITARSONE
GREEN BOOK   INN   MI   USAN  
USAN   INN  
Official Name English
NITARSONE [GREEN BOOK]
Common Name English
ARSONIC ACID, (4-NITROPHENYL)-
Common Name English
4-NITROPHENYLARSONIC ACID
Systematic Name English
NSC-5085
Code English
NITARSONE [MI]
Common Name English
NITARSONE [USAN]
Common Name English
nitarsone [INN]
Common Name English
P-NITROBENZENEARSONIC ACID
Common Name English
Code System Code Type Description
CHEBI
62629
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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WIKIPEDIA
NITARSONE
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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MESH
C015389
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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EPA CompTox
DTXSID9045007
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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NCI_THESAURUS
C76426
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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RXCUI
1311555
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
PRIMARY RxNorm
MERCK INDEX
m7922
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
PRIMARY Merck Index
PUBCHEM
66826
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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NSC
5085
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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FDA UNII
JP2EN8WORU
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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ECHA (EC/EINECS)
202-695-8
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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SMS_ID
100000083910
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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DRUG BANK
DB11437
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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EVMPD
SUB09310MIG
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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INN
2236
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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CAS
98-72-6
Created by admin on Fri Dec 15 16:28:41 GMT 2023 , Edited by admin on Fri Dec 15 16:28:41 GMT 2023
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Related Record Type Details
ACTIVE MOIETY