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MedKoo Cat#: 558624 | Name: Arsanilic acid
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Description:

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

Arsanilic acid is an organoarsenic compound and has been used as feed additives. Studies have shown that arsanilic acid causes apoptosis and oxidative stress in rat kidney epithelial cells through activation of the caspase-9 and -3 signaling pathway, providing a novel insight into molecular mechanisms by which arsanilic acid has adverse cytotoxicity on renal tubular epithelial cells.

Chemical Structure

Arsanilic acid
CAS#98-50-0 (free acid)

Theoretical Analysis

MedKoo Cat#: 558624

Name: Arsanilic acid

CAS#: 98-50-0 (free acid)

Chemical Formula: C6H8AsNO3

Exact Mass: 216.9700

Molecular Weight: 217.06

Elemental Analysis: C, 33.20; H, 3.72; As, 34.52; N, 6.45; O, 22.11

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
25g USD 550.00 2 Weeks
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Related CAS #
98-50-0 (free acid) 6696-54-4 (sodium hydrate)
Synonym
Arsanilic acid; Antoxylic acid; Kyselina arsanilova; p-Arsanilic acid
IUPAC/Chemical Name
Arsanilic acid
InChi Key
XKNKHVGWJDPIRJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H8AsNO3/c8-6-3-1-5(2-4-6)7(9,10)11/h1-4H,8H2,(H2,9,10,11)
SMILES Code
O[As](O)(C1=CC=C(N)C=C1)=O
Appearance
Solid powder
Purity
>98% (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
Soluble in DMSO
Shelf Life
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 217.06 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.

Recalculate based on batch purity %
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
1: Lu Y, Yuan H, Deng S, Wei Q, Guo C, Yi J, Wu J, Li R, Wen L, He Z, Yuan L. Arsanilic acid causes apoptosis and oxidative stress in rat kidney epithelial cells (NRK-52e cells) by the activation of the caspase-9 and -3 signaling pathway. Drug Chem Toxicol. 2014 Jan;37(1):55-62. doi: 10.3109/01480545.2013.806532. Epub 2013 Jul 12. PubMed PMID: 23848144. 2: Zhu XD, Wang YJ, Liu C, Qin WX, Zhou DM. Kinetics, intermediates and acute toxicity of arsanilic acid photolysis. Chemosphere. 2014 Jul;107:274-81. doi: 10.1016/j.chemosphere.2013.12.060. Epub 2014 Jan 6. PubMed PMID: 24405966. 3: Kang SJ, Jeong SH, Kim EJ, Park YI, Park SW, Shin HS, Son SW, Kang HG. Toxic effects of methylmercury, arsanilic acid and danofloxacin on the differentiation of mouse embryonic stem cells into neural cells. J Vet Sci. 2014;15(1):61-71. Epub 2013 Oct 18. PubMed PMID: 24136205; PubMed Central PMCID: PMC3973767. 4: Czaplicka M, Jaworek K, Bąk M. Study of photodegradation and photooxidation of p-arsanilic acid in water solutions at pH = 7: kinetics and by-products. Environ Sci Pollut Res Int. 2015 Nov;22(21):16927-35. doi: 10.1007/s11356-015-4890-z. Epub 2015 Jun 25. PubMed PMID: 26109222. 5: Rizwan-ul-Haq M, Zhenling Z, Yongxue S, Wenguang X. Evaluation of glutathione s-transferase as toxicity indicator for roxarsone and arsanilic acid in Eisenia fetida. J Appl Toxicol. 2012 Sep;32(9):731-8. doi: 10.1002/jat.2726. Epub 2012 Mar 9. PubMed PMID: 22407816. 6: Wang L, Cheng H. Birnessite (δ-MnO2) mediated degradation of organoarsenic feed additive p-arsanilic acid. Environ Sci Technol. 2015 Mar 17;49(6):3473-81. doi: 10.1021/es505358c. Epub 2015 Feb 24. PubMed PMID: 25679412. 7: Misni M, Sathishkumar P, Ahamad R, MohdYusoff AR. Determination of para-arsanilic acid with improved diazotization reaction using differential pulse cathodic stripping voltammetry in aqueous system. Environ Technol. 2015;36(17):2249-54. doi: 10.1080/09593330.2015.1025105. Epub 2015 Apr 1. PubMed PMID: 25749108. 8: Adamescu A, Hamilton IP, Al-Abadleh HA. Density functional theory calculations on the complexation of p-arsanilic acid with hydrated iron oxide clusters: structures, reaction energies, and transition states. J Phys Chem A. 2014 Jul 31;118(30):5667-79. doi: 10.1021/jp504710b. Epub 2014 Jul 18. PubMed PMID: 25007345. 9: Arroyo-Abad U, Mattusch J, Möder M, Elizalde-González MP, Matysik FM. Identification of degradation products of phenylarsonic acid and o-arsanilic acid in contact with suspensions of soils of volcanic origin. Talanta. 2012 Sep 15;99:310-5. doi: 10.1016/j.talanta.2012.05.057. Epub 2012 Jun 12. PubMed PMID: 22967557. 10: Zhang M, He Z, Yuan H, Zhu L, Guo C, Yin L, Wu J, Deng S, Yuan L, Wen L. DNA damage and decrease of cellular oxidase activity in piglet Sertoli cells exposed to arsanilic acid. J Vet Med Sci. 2011 Feb;73(2):199-203. Epub 2010 Oct 7. PubMed PMID: 20944440. 11: Kwon MJ, Kang SJ, Park YI, Yang YH, Bang SI, Park YH, So B, Cho MH, Kang HG. Hepatic differentiation of human adipose tissue-derived mesenchymal stem cells and adverse effects of arsanilic acid and acetaminophen during in vitro hepatic developmental stage. Cell Biol Toxicol. 2015 Jun;31(3):149-59. doi: 10.1007/s10565-015-9300-2. Epub 2015 Apr 19. PubMed PMID: 25894252. 12: Yang Z, Peng H, Lu X, Liu Q, Huang R, Hu B, Kachanoski G, Zuidhof MJ, Le XC. Arsenic Metabolites, Including N-Acetyl-4-hydroxy-m-arsanilic Acid, in Chicken Litter from a Roxarsone-Feeding Study Involving 1600 Chickens. Environ Sci Technol. 2016 Jul 5;50(13):6737-43. doi: 10.1021/acs.est.5b05619. Epub 2016 Feb 26. PubMed PMID: 26876684. 13: Chen WR, Huang CH. Surface adsorption of organoarsenic roxarsone and arsanilic acid on iron and aluminum oxides. J Hazard Mater. 2012 Aug 15;227-228:378-85. doi: 10.1016/j.jhazmat.2012.05.078. Epub 2012 May 28. PubMed PMID: 22695387. 14: Xu J, He H, Xu M, Qu Y. [Determination of arsanilic acid and sulfanilic acid as adulterant in feed additives by reversed-phase high performance liquid chromatography]. Se Pu. 2010 Feb;28(2):218-20. Chinese. PubMed PMID: 20556965. 15: Xu WZ, Yang CF, Li J, Li JF, Liu HF, Hu CZ. [Photocatalytic Oxidation of p-arsanilic Acid by TiO2]. Huan Jing Ke Xue. 2016 Jan 15;37(1):193-7. Chinese. PubMed PMID: 27078958. 16: 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. 17: Mitchell W, Goldberg S, Al-Abadleh HA. In situ ATR-FTIR and surface complexation modeling studies on the adsorption of dimethylarsinic acid and p-arsanilic acid on iron-(oxyhydr)oxides. J Colloid Interface Sci. 2011 Jun 15;358(2):534-40. doi: 10.1016/j.jcis.2011.02.040. Epub 2011 Feb 24. PubMed PMID: 21457993. 18: Li S, Xu J, Chen W, Yu Y, Liu Z, Li J, Wu F. Multiple transformation pathways of p-arsanilic acid to inorganic arsenic species in water during UV disinfection. J Environ Sci (China). 2016 Sep;47:39-48. doi: 10.1016/j.jes.2016.01.017. Epub 2016 Mar 5. PubMed PMID: 27593271. 19: Desheng Q, Niya Z. Effect of arsanilic acid on performance and residual of arsenic in tissue of Japanese laying quail. Poult Sci. 2006 Dec;85(12):2097-100. PubMed PMID: 17135662. 20: Xie X, Hu Y, Cheng H. Rapid degradation of p-arsanilic acid with simultaneous arsenic removal from aqueous solution using Fenton process. Water Res. 2016 Feb 1;89:59-67. doi: 10.1016/j.watres.2015.11.037. Epub 2015 Nov 22. PubMed PMID: 26638133.

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Arsenazo I

Arsenazo I