Roxarsone | CAS# 121-19-7 | Organoarsenic

Roxarsone
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 571042

CAS#: 121-19-7

Description: Roxarsone is an organoarsenic feed additive and has been widely used in the poultry industry to prevent coccidiosis and improve feed efficiency. The presence of roxarsone and its degradation products results in the instability of the anaerobic methanogenic process. Roxarsone inhibits methane production, and rapidly degrades into 3-amino-4-hydroxyphenylarsonic acid (HAPA).

Chemical Structure

Roxarsone

CAS# 121-19-7

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 571042
Name: Roxarsone
CAS#: 121-19-7
Chemical Formula: C6H6AsNO6
Exact Mass: 262.94
Molecular Weight: 263.040
Elemental Analysis: C, 27.40; H, 2.30; As, 28.48; N, 5.33; O, 36.49

Price and Availability

Size	Price	Availability
200mg	USD 285	2 Weeks
500mg	USD 550	2 Weeks
1g	USD 950	2 Weeks
1g	USD 1450	2 Weeks
5g	USD 2650	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Roxarsone; NSC 2101; NSC-2101; 4-Hydroxy-3-nitrophenylarsonic acid

IUPAC/Chemical Name: Benzenearsonic acid, 4-hydroxy-3-nitro-

InChi Key: XMVJITFPVVRMHC-UHFFFAOYSA-N

InChi Code: 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)

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

Appearance: Solid powder

Purity: >97% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

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Product Data:

Product Data

Instruction:

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Biological target:	The presence of roxarsone and its degradation products results in the instability of the anaerobic methanogenic process. Roxarsone inhibits methane production, and rapidly degrades into 3-amino-4-hydroxyphenylarsonic acid (HAPA).
In vitro activity:	A bactericidal nanocomposite constructed by loading Roxarsone onto nitrosylated mesoporous polydopamine (named mPDA@NO-ROX) could be a promising candidate for anti-infection therapy of multidrug-resistant bacteria. Cytotoxicity experiments indicated that mPDA@NO-ROX exhibited only 5 % of hemolysis rate and high cell viability at 1 mg mL-1 against mammalian fibroblasts, suggesting the excellent biocompatibility. Reference: Chempluschem. 2023 Apr;88(4):e202300061. https://pubmed.ncbi.nlm.nih.gov/36947010/
In vivo activity:	Roxarsone promotes angiogenesis in vivo. Roxarsone significantly increased the volume, weight and haemoglobin content of rat endothelial cell Matrigel plugs. Roxarsone significantly increased the numbers of primary/secondary vessels and area of vessels in the chicken chorioallantoic membrane assay and increased tumour weight and volume in the MCF-7 cell xenograft tumour model. Reference: Basic Clin Pharmacol Toxicol. 2016 Apr;118(4):259-70. https://pubmed.ncbi.nlm.nih.gov/26450128/

Preparing Stock Solutions

The following data is based on the product molecular weight 263.04 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Kang Z, Zhou Q, Wang K, Wang A, Chen T, Wei H, Wang T. Roxarsone Delivery Nanocomposite Based on Nitrite-Functionalized Mesoporous Polydopamine for Multidrug-Resistant Bacterial Infections via Enhanced Chemo-Photothermal Therapy. Chempluschem. 2023 Apr;88(4):e202300061. doi: 10.1002/cplu.202300061. PMID: 36947010. 2. Chen G, Xu R, Liu L, Shi H, Wang G, Wang G. Limited carbon source retards inorganic arsenic release during roxarsone degradation in Shewanella oneidensis microbial fuel cells. Appl Microbiol Biotechnol. 2018 Sep;102(18):8093-8106. doi: 10.1007/s00253-018-9212-1. Epub 2018 Jul 9. PMID: 29987384. 3. Chen S, Xu J, Wei Q, Zhao Z, Chen X, Cui H, Zhang Y. VEGF/Flk1 Mechanism is Involved in Roxarsone Promotion of Rat Endothelial Cell Growth and B16F10 Xenograft Tumor Angiogenesis. Sci Rep. 2019 Nov 22;9(1):17417. doi: 10.1038/s41598-019-53870-3. PMID: 31758020; PMCID: PMC6874592. 4. Zhang Y, Wang Y, Lu Q, Xin W, Cui W, Zhu J. Organoarsenic Roxarsone Promotes Angiogenesis In Vivo. Basic Clin Pharmacol Toxicol. 2016 Apr;118(4):259-70. doi: 10.1111/bcpt.12501. Epub 2015 Nov 13. PMID: 26450128.
In vitro protocol:	1. Kang Z, Zhou Q, Wang K, Wang A, Chen T, Wei H, Wang T. Roxarsone Delivery Nanocomposite Based on Nitrite-Functionalized Mesoporous Polydopamine for Multidrug-Resistant Bacterial Infections via Enhanced Chemo-Photothermal Therapy. Chempluschem. 2023 Apr;88(4):e202300061. doi: 10.1002/cplu.202300061. PMID: 36947010. 2. Chen G, Xu R, Liu L, Shi H, Wang G, Wang G. Limited carbon source retards inorganic arsenic release during roxarsone degradation in Shewanella oneidensis microbial fuel cells. Appl Microbiol Biotechnol. 2018 Sep;102(18):8093-8106. doi: 10.1007/s00253-018-9212-1. Epub 2018 Jul 9. PMID: 29987384.
In vivo protocol:	1. Chen S, Xu J, Wei Q, Zhao Z, Chen X, Cui H, Zhang Y. VEGF/Flk1 Mechanism is Involved in Roxarsone Promotion of Rat Endothelial Cell Growth and B16F10 Xenograft Tumor Angiogenesis. Sci Rep. 2019 Nov 22;9(1):17417. doi: 10.1038/s41598-019-53870-3. PMID: 31758020; PMCID: PMC6874592. 2. Zhang Y, Wang Y, Lu Q, Xin W, Cui W, Zhu J. Organoarsenic Roxarsone Promotes Angiogenesis In Vivo. Basic Clin Pharmacol Toxicol. 2016 Apr;118(4):259-70. doi: 10.1111/bcpt.12501. Epub 2015 Nov 13. PMID: 26450128.

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1: Zhang FF, Wang W, Yuan SJ, Hu ZH. Biodegradation and speciation of roxarsone in an anaerobic granular sludge system and its impacts. J Hazard Mater. 2014 Aug 30;279:562-8. doi: 10.1016/j.jhazmat.2014.07.047. Epub 2014 Jul 31. PubMed PMID: 25108830.

2: Liang T, Ke Z, Chen Q, Liu L, Chen G. Degradation of roxarsone in a silt loam soil and its toxicity assessment. Chemosphere. 2014 Oct;112:128-33. doi: 10.1016/j.chemosphere.2014.03.103. Epub 2014 May 5. PubMed PMID: 25048898.

3: Mafla S, Moraga R, León CG, Guzmán-Fierro VG, Yañez J, Smith CT, Mondaca MA, Campos VL. Biodegradation of roxarsone by a bacterial community of underground water and its toxic impact. World J Microbiol Biotechnol. 2015 Aug;31(8):1267-77. doi: 10.1007/s11274-015-1886-2. Epub 2015 Jun 11. PubMed PMID: 26063647.

4: Shao T, Yao CX, Shen YY, Zhang YJ, Su NN, Zhou SB. [Residue and Degradation of Roxarsone in the System of Soil-Vegetable]. Huan Jing Ke Xue. 2015 Aug;36(8):3068-73. Chinese. PubMed PMID: 26592042.

5: Lu D, Ji F, Wang F, Yuan S, Hu ZH, Chen T. Adsorption and photocatalytic decomposition of roxarsone by TiO₂ and its mechanism. Environ Sci Pollut Res Int. 2014;21(13):8025-35. Epub 2014 Mar 23. PubMed PMID: 24659434.

6: Huang L, Yao L, He Z, Zhou C, Li G, Yang B, Deng X. Roxarsone and its metabolites in chicken manure significantly enhance the uptake of As species by vegetables. Chemosphere. 2014 Apr;100:57-62. doi: 10.1016/j.chemosphere.2013.12.074. Epub 2014 Jan 22. PubMed PMID: 24461427.

7: Zhang Y, Wang Y, Lu Q, Xin W, Cui W, Zhu J. Organoarsenic Roxarsone Promotes Angiogenesis In Vivo. Basic Clin Pharmacol Toxicol. 2016 Apr;118(4):259-70. doi: 10.1111/bcpt.12501. Epub 2015 Nov 13. PubMed PMID: 26450128.

8: Guo Q, Liu L, Hu Z, Chen G. Biological phosphorus removal inhibition by roxarsone in batch culture systems. Chemosphere. 2013 Jun;92(1):138-42. doi: 10.1016/j.chemosphere.2013.02.029. Epub 2013 Mar 14. PubMed PMID: 23498058.

9: Shi L, Wang W, Yuan SJ, Hu ZH. Electrochemical stimulation of microbial roxarsone degradation under anaerobic conditions. Environ Sci Technol. 2014 Jul 15;48(14):7951-8. doi: 10.1021/es501398j. Epub 2014 Jun 25. PubMed PMID: 24937023.

10: Fisher DJ, Yonkos LT, Staver KW. Environmental concerns of roxarsone in broiler poultry feed and litter in Maryland, USA. Environ Sci Technol. 2015 Feb 17;49(4):1999-2012. doi: 10.1021/es504520w. Epub 2015 Feb 4. Review. PubMed PMID: 25608233.

11: Zhu J, Cui W, Liu X, Ying J, Hu C, Zhang Y. In vitro and ex vivo angiogenic effects of roxarsone on rat endothelial cells. Toxicol Lett. 2013 Nov 25;223(2):175-82. doi: 10.1016/j.toxlet.2013.09.003. Epub 2013 Sep 13. PubMed PMID: 24035937.

12: Guo R, Ding X, Xiong W, Zhong X, Liang W, Gao S, Hong M, Sun Y. Earthworms as agents for ecotoxicity in roxarsone-contaminated soil ecosystem: a modeling study of ultrastructure and proteomics. Environ Sci Pollut Res Int. 2015 Aug;22(16):12435-49. doi: 10.1007/s11356-015-4403-0. Epub 2015 Apr 24. PubMed PMID: 25903172.

13: Chen G, Ke Z, Liang T, Liu L, Wang G. Shewanella oneidensis MR-1-Induced Fe(III) Reduction Facilitates Roxarsone Transformation. PLoS One. 2016 Apr 21;11(4):e0154017. doi: 10.1371/journal.pone.0154017. eCollection 2016. PubMed PMID: 27100323; PubMed Central PMCID: PMC4839622.

14: Nachman KE, Baron PA, Raber G, Francesconi KA, Navas-Acien A, Love DC. Roxarsone, inorganic arsenic, and other arsenic species in chicken: a U.S.-based market basket sample. Environ Health Perspect. 2013 Jul;121(7):818-24. doi: 10.1289/ehp.1206245. Epub 2013 May 11. Erratum in: Environ Health Perspect. 2013 Jul;121(7):823. PubMed PMID: 23694900; PubMed Central PMCID: PMC3701911.

15: Huang LX, Yao LX, He ZH, Zhou CM, Li GL, Yang BM, Li YF. Uptake of arsenic species by turnip (Brassica rapa L.) and lettuce (Lactuca sativa L.) treated with roxarsone and its metabolites in chicken manure. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2013;30(9):1546-55. doi: 10.1080/19440049.2013.812809. Epub 2013 Jul 16. PubMed PMID: 23859781.

16: Wang Y, Yin D, Xu C, Wang K, Zheng L, Zhang Y. Roxarsone induces angiogenesis via PI3K/Akt signaling. Cell Biosci. 2016 Sep 28;6:54. eCollection 2016. PubMed PMID: 27708768; PubMed Central PMCID: PMC5039879.

17: Zhang W, Xu F, Han J, Sun Q, Yang K. Comparative cytotoxicity and accumulation of Roxarsone and its photodegradates in freshwater Protozoan Tetrahymenathermophila. J Hazard Mater. 2015 Apr 9;286:171-8. doi: 10.1016/j.jhazmat.2015.01.001. Epub 2015 Jan 3. PubMed PMID: 25577319.

18: Hu J, Tong Z, Hu Z, Chen G, Chen T. Adsorption of roxarsone from aqueous solution by multi-walled carbon nanotubes. J Colloid Interface Sci. 2012 Jul 1;377(1):355-61. doi: 10.1016/j.jcis.2012.03.064. Epub 2012 Apr 1. PubMed PMID: 22513167.

19: Xiao YB, Zhang M, Wen HW. [Simultaneous determination of arsanilic, nitarsone and roxarsone residues in foods of animal origin by ASE-LC-AFS]. Guang Pu Xue Yu Guang Pu Fen Xi. 2014 Apr;34(4):1100-3. Chinese. PubMed PMID: 25007637.

20: Zhang Y, Ying J, Chen J, Hu C. Assessing the genotoxic potentials of roxarsone in V79 cells using the alkaline Comet assay and micronucleus test. Mutat Res. 2012 Jan 24;741(1-2):65-9. doi: 10.1016/j.mrgentox.2011.10.013. Epub 2011 Nov 7. PubMed PMID: 22094290.

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