carbarsone

{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 412806580

| ImageFile = carbarsone.png

| ImageSize = 244

| PIN = [4-(Carbamoylamino)phenyl]arsonic acid

| OtherNames = (4-Ureidophenyl)arsonic acid

|Section1={{Chembox Identifiers

| CASNo = 121-59-5

| CASNo_Ref = {{cascite|correct|??}}

| PubChem = 8480

| ChemSpiderID = 8167

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| UNII = 8PK70TXE1T

| UNII_Ref = {{fdacite|correct|FDA}}

| EINECS = 204-484-6

| MeSHName = Carbarson

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1331366

| SMILES = O=C(Nc1ccc(cc1)[As](=O)(O)O)N

| SMILES1 = NC(=O)NC1=CC=C(C=C1)[As](O)(O)=O

| StdInChI = 1S/C7H9AsN2O4/c9-7(11)10-6-3-1-5(2-4-6)8(12,13)14/h1-4H,(H3,9,10,11)(H2,12,13,14)

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| InChI = 1/C7H9AsN2O4/c9-7(11)10-6-3-1-5(2-4-6)8(12,13)14/h1-4H,(H3,9,10,11)(H2,12,13,14)

| StdInChIKey = WWXBHTZSYYGCSG-UHFFFAOYSA-N

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| InChIKey = WWXBHTZSYYGCSG-UHFFFAOYAW}}

|Section2={{Chembox Properties

| C=7 | H=9 | As=1 | N=2 | O=4 }}

|Section3={{Chembox Pharmacology

| AdminRoutes = Oral}}

}}

Carbarsone is an organoarsenic compound used as an antiprotozoal drug for treatment of amebiasis and other infections.{{cite journal |vauthors=SASAKI T, YOKAGAWA M, WYKOFF DE, RITICHIE LS |title=Asymptomatic amebiasis; treatment with atabrine in combination with carbarsone or chiniofon |journal=United States Armed Forces Medical Journal |volume=7 |issue=3 |pages=363–8 |year=1956 |pmid=13299463 }}{{cite journal |author=RADKE RA |title=Ameboma of the intestine: an analysis of the disease as presented in 78 collected and 41 previously unreported cases |journal=Ann. Intern. Med. |volume=43 |issue=5 |pages=1048–66 |year=1955 |pmid=13268997 |doi=10.7326/0003-4819-43-5-1048}}{{cite journal |author=HOEKENGA MT |title=A comparison of aureomycin and carbarsone in the treatment of intestinal amebiasis |journal=Am. J. Trop. Med. Hyg. |volume=31 |issue=4 |pages=423–5 |date=1 July 1951|doi=10.4269/ajtmh.1951.s1-31.423 |pmid=14857246 |url=http://www.ajtmh.org/cgi/content/abstract/s1-31/4/423 }} It was available for amebiasis in the United States as late as 1991. Thereafter, it remained available as a turkey feed additive for increasing weight gain and controlling histomoniasis (blackhead disease).{{cite journal |author=McDougald LR |title=Efficacy and compatibility of amprolium and carbarsone against Coccidiosis and blackhead in turkeys |journal=Poult. Sci. |volume=58 |issue=1 |pages=76–80 |year=1979 |pmid=572970 |doi=10.3382/ps.0580076|doi-access=free }}{{cite journal |vauthors=Worden AN, Wood EC |title=The effect of Carbarsone (33.6 per cent w-v p-ureidobenzene arsonic acid) on bodyweight gain, food conversion and tissue arsenic levels of turkey poults |journal=J. Sci. Food Agric. |volume=24 |issue=1 |pages=35–41 |year=1973 |pmid=4696593 |doi=10.1002/jsfa.2740240107}}

Carbarsone is one of four arsenical animal drugs approved by the U.S. Food and Drug Administration for use in poultry and/or swine, along with nitarsone, arsanilic acid, and roxarsone.{{cite news | author = U.S. Food and Drug Administration | url = https://www.fda.gov/AnimalVeterinary/SafetyHealth/ProductSafetyInformation/ucm258313.htm | title = Questions and Answers Regarding 3-Nitro (Roxarsone) | date = June 8, 2011}} 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.{{cite news | author = U.S. Food and Drug Administration | url = https://www.fda.gov/AnimalVeterinary/SafetyHealth/ProductSafetyInformation/ucm370568.htm | title = FDA Response to Citizen Petition on Arsenic-based Animal Drugs | date = September 20, 2011}} In 2015 FDA withdrew the approval of using nitarsone in animal feeds. The ban came into effect at the end of 2015.{{cite news | author = U.S. Food and Drug Administration | url =https://www.fda.gov/AnimalVeterinary/NewsEvents/CVMUpdates/ucm440668.htm | title =FDA Announces Pending Withdrawal of Approval of Nitarsone | date = April 1, 2015}}