Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H6AsNO6 |
| Molecular Weight | 263.0365 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=C(C=C(C=C1)[As](O)(O)=O)[N+]([O-])=O
InChI
InChIKey=XMVJITFPVVRMHC-UHFFFAOYSA-N
InChI=1S/C6H6AsNO6/c9-6-2-1-4(7(10,11)12)3-5(6)8(13)14/h1-3,9H,(H2,10,11,12)
| Molecular Formula | C6H6AsNO6 |
| Molecular Weight | 263.0365 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.drugs.com/pro/3-nitro.htmlCurator's Comment: description was created based on several sources, including
http://news.zoetis.com/press-release/farm-animals/pfizer-suspend-sale-3-nitro-roxarsone-united-states
http://www.ncbi.nlm.nih.gov/pubmed/26450128
Sources: https://www.drugs.com/pro/3-nitro.html
Curator's Comment: description was created based on several sources, including
http://news.zoetis.com/press-release/farm-animals/pfizer-suspend-sale-3-nitro-roxarsone-united-states
http://www.ncbi.nlm.nih.gov/pubmed/26450128
4-Hydroxy-3-nitrobenzenearsonic acid (commonly 3-Nitro, or its generic, Roxarsone) was a FDA approved for increased rate of weight gain, improved feed efficiency, and improved pigmentation for growing chickens and growing turkeys. For increased rate of weight gain and improved feed efficiency for growing-finishing swine. Roxarsone is marketed as 3-Nitro by Zoetis, a former subsidiary of Pfizer now a publicly traded company. 3-Nitro is indicated for combination use with certain other medications as an effective aid in the prevention of coccidiosis, the most common infection in poultry. Roxarsone promotes angiogenesis in vivo, and a VEGF/VEGFR mechanism may be involved. 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. In 2015 FDA withdraw the approval of using nitarsone in animal feeds. The ban will came into effect at the end of 2015. Roxarsone is banned in the European Union.
Approval Year
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | 3-Nitro 20 Approved Use3-Nitro is indicated for combination use with certain other medications as an effective aid in the prevention of coccidiosis, the most common infection in poultry. 3-Nitro is also approved by the FDA to improve rate of weight gain and feed efficiency in poultry and swine. Its use in swine is negligible. |
PubMed
| Title | Date | PubMed |
|---|---|---|
| In vitro and ex vivo angiogenic effects of roxarsone on rat endothelial cells. | 2013-11-25 |
|
| Exocrine pancreatic carcinogenesis and autotaxin expression. | 2012 |
|
| Genome-wide expression analysis of roxarsone-stimulated growth of broiler chickens (Gallus gallus). | 2011-09 |
|
| Angiogenic potential of 3-nitro-4-hydroxy benzene arsonic acid (roxarsone). | 2008-04 |
|
| Efficacy of 101 antimicrobials and other agents on the development of Cryptosporidium parvum in vitro. | 1996-12 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/pro/3-nitro.html
for animals:in the feed
For increased rate of weight gain and improved feed efficiency for growing-finishing swine: Mix 4 ounces (113.4 grams) to 6 ounces (170.1 grams) of 3-Nitro 20 (roxarsone) in 2,000 pounds (909 kg) of a complete feed. Give continuously through the growing-finishing period.
As an aid in the treatment of swine dysentery (hemorrhagic enteritis or bloody scours): Mix 2 pounds (909 grams) of 3-Nitro 20 in 2,000 pounds (909 kg) of a complete feed. Give for no more than 6 consecutive days.
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/24035937
The ability of roxarsone to promote angiogenesis of rat endothelial cells in vitro and from rat aorta rings ex vivo was studied. Endothelial cells from rats were exposed to 0.01-10.00μM roxarsone, 5ng/mL vascular endothelial growth factor (VEGF) as a positive control or phosphate buffer saline (PBS) as a negative control.
| Substance Class |
Chemical
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