Roxarsone | CAS# 121-19-7 | Organoarsenic

MedKoo Cat#: 571042 | Name: Roxarsone

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Description:

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

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

Theoretical Analysis

MedKoo Cat#: 571042

Name: Roxarsone

CAS#: 121-19-7

Chemical Formula: C6H6AsNO6

Exact Mass: 262.9411

Molecular Weight: 263.04

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 285.00	2 Weeks
500mg	USD 550.00	2 Weeks
1g	USD 950.00	2 Weeks
1g	USD 1,450.00	2 Weeks
5g	USD 2,650.00	2 Weeks

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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

View handling instruction

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:

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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Rainwater-borne H2O2 accelerates roxarsone degradation and reduces bioavailability of arsenic in paddy rice soils. J Hazard Mater. 2024 Oct 5;478:135633. doi: 10.1016/j.jhazmat.2024.135633. Epub 2024 Aug 23. PMID: 39182296. 5: Wu Y, Deng S, Hao P, Tang H, Xu Y, Zhang Y, Zhao Q, Jiang J, Li Y. Roxarsone reduces earthworm-mediated nutrient cycling by suppressing aggregate formation and enzymic activity in soil with manure application. Environ Pollut. 2024 Nov 1;360:124777. doi: 10.1016/j.envpol.2024.124777. Epub 2024 Aug 20. PMID: 39173866. 6: Wang Y, Zhou J, Pei W, Zheng Y, Gao J, Lei J, Liu Y, Zhou L, Zhang J. Hierarchical Anion Exchange and Reverse Electron Transfer in Layered Double Hydroxides/Peroxymonosulfate System for Roxarsone Elimination. Langmuir. 2024 Sep 3;40(35):18683-18694. doi: 10.1021/acs.langmuir.4c02301. Epub 2024 Aug 19. PMID: 39161116. 7: Sakthi Priya T, Chen TW, Chen SM, Kokulnathan T, Chang YF, Elshikh MS, Al- Mohaimeed AM, Rasheed RA, Yu J. 3D/2D-Bismuth Oxybromide Spheres with Selenium- Doped Graphitic Carbon Nitride Sheets: An Efficient Electrocatalyst for the Detection of Arsenic Drug Roxarsone. ACS Appl Mater Interfaces. 2024 Aug 28;16(34):45049-45062. doi: 10.1021/acsami.4c12484. Epub 2024 Aug 14. PMID: 39141582. 8: Shi X, He C, Jiang L, Liang H, Zhang X, Yuan R, Yang X. Mo-doped Co LDHs as Raman enhanced substrate for detection of roxarsine. Anal Chim Acta. 2024 Aug 22;1318:342947. doi: 10.1016/j.aca.2024.342947. Epub 2024 Jul 6. PMID: 39067925. 9: Yang R, Viswanatham T, Huang S, Li Y, Yu Y, Zhang J, Chen J, Herzberg M, Feng R, Rosen BP, Rensing C. A Sb(III)-specific efflux transporter from Ensifer adhaerens E-60. Microbiol Res. 2024 Sep;286:127830. doi: 10.1016/j.micres.2024.127830. Epub 2024 Jul 5. PMID: 39004025. 10: Feng Y, Xu S, Xu J, Li X, Jiang J, Wu C, Chen Y. Arsenic behavior in soil- plant system under the manure application with the combination of antibiotic and roxarsone. Sci Total Environ. 2024 Oct 10;946:174274. doi: 10.1016/j.scitotenv.2024.174274. Epub 2024 Jun 26. PMID: 38942320. 11: Bera P, Mukherjee S, Venturi DM, Ruser N, Biswas S. Reusable MOF-Coated Chitosan@Paper Strip Composite for Real-Time Monitoring of Pesticide Pendimethalin and Organoarsenic Feed Additive Roxarsone Levels in Environmental Water, Food, and Vegetable Samples. ACS Appl Mater Interfaces. 2024 Jul 10;16(27):35245-35254. doi: 10.1021/acsami.4c08083. Epub 2024 Jun 27. PMID: 38935865. 12: Wen M, Zhang Q, Li Y, Cui Y, Shao J, Liu Y. Influence of dissolved organic matter on the anaerobic biotransformation of roxarsone accompanying microbial community response. Chemosphere. 2024 Aug;362:142606. doi: 10.1016/j.chemosphere.2024.142606. Epub 2024 Jun 13. PMID: 38876324. 13: Niu X, Pei WY, Ma JF. Medium entropy FeCoNi nanoalloy supported on reduced graphene oxide for efficient electrochemical detection of roxarsone in food samples. Food Chem. 2024 Oct 15;455:139918. doi: 10.1016/j.foodchem.2024.139918. Epub 2024 May 31. PMID: 38824727. 14: Pan Y, Zhang F, Tan W, Feng X. New insight into wastewater treatment by activation of sulfite with humic acid under visible light irradiation. Water Res. 2024 Jul 1;258:121773. doi: 10.1016/j.watres.2024.121773. Epub 2024 May 14. PMID: 38796910. 15: John Felix MA, Rex Shanlee SS, Chen SM, Ruspika S, Balaji R, Chandrasekar N, Doss PA. Design and fabrication of La-based perovskites incorporated with functionalized carbon nanofibers for the electrochemical detection of roxarsone in water and food samples. Anal Methods. 2024 May 9;16(18):2857-2868. doi: 10.1039/d4ay00264d. PMID: 38639051. 16: Wang C, Wang X, Liu R, Min J, Yang X, Zhang L. Dietary apidaecin Api-PR19 addition enhances growth performance by regulating gut health and microbiota in broilers. Anim Biosci. 2024 Sep;37(9):1622-1634. doi: 10.5713/ab.23.0357. Epub 2024 Apr 1. PMID: 38575128; PMCID: PMC11366525. 17: Ma X, Liu X, Shang X, Zhao Y, Zhang Z, Lin C, He M, Ouyang W. Efficient roxarsone degradation by low-dose peroxymonosulfate with the activation of recycling iron-base composite material: Critical role of electron transfer. J Hazard Mater. 2024 May 5;469:134087. doi: 10.1016/j.jhazmat.2024.134087. Epub 2024 Mar 20. PMID: 38518697. 18: Yin Y, Zhang J, Ji C, Tao H, Yang Y. Rare [Cu4I2]2+ cationic cluster-based metal-organic framework and hierarchical porous composites design for effective detection and removal of roxarsone and antibiotics. J Colloid Interface Sci. 2024 Jun 15;664:551-560. doi: 10.1016/j.jcis.2024.03.042. Epub 2024 Mar 7. PMID: 38484524. 19: Wu Y, Deng SG, Xu Y, Zhang Y, Hao P, Zhao Q, Jiang J, Li Y. Biotransformation of roxarsone by earthworms and subsequent risk of soil arsenic release: The role of gut bacteria. Environ Int. 2024 Mar;185:108517. doi: 10.1016/j.envint.2024.108517. Epub 2024 Feb 22. PMID: 38401435. 20: Ding Y, Li D, Li J, Lin H, Zhang Z, Chang CC, Zhi S. Relationships between arsenic biotransformation genes, antibiotic resistance genes, and microbial function under different arsenic stresses during composting. Environ Int. 2024 Feb;184:108460. doi: 10.1016/j.envint.2024.108460. Epub 2024 Jan 26. PMID: 38335625.