Oxanilic acid
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MedKoo CAT#: 558658

CAS#: 500-72-1

Description: Oxanilic acid is the mono-amide of oxalic acid and aniline.


Chemical Structure

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Oxanilic acid
CAS# 500-72-1

Theoretical Analysis

MedKoo Cat#: 558658
Name: Oxanilic acid
CAS#: 500-72-1
Chemical Formula: C8H7NO3
Exact Mass: 165.04
Molecular Weight: 165.15
Elemental Analysis: C, 58.18; H, 4.27; N, 8.48; O, 29.06

Price and Availability

Size Price Availability Quantity
1.0g USD 360.0 2 Weeks
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Synonym: Oxanilic acid; Anilino(oxo)acetic acid; Kyselina oxalanilova;

IUPAC/Chemical Name: Acetic acid, 2-oxo-2-(phenylamino)-

InChi Key: PQJZHMCWDKOPQG-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H7NO3/c10-7(8(11)12)9-6-4-2-1-3-5-6/h1-5H,(H,9,10)(H,11,12)

SMILES Code: O=C(O)C(NC1=CC=CC=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

Preparing Stock Solutions

The following data is based on the product molecular weight 165.15 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

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Reconstitution Calculator

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5: Zimmerman LR, Schneider RJ, Thurman EM. Analysis and detection of the herbicides dimethenamid and flufenacet and their sulfonic and oxanilic acid degradates in natural water. J Agric Food Chem. 2002 Feb 27;50(5):1045-52. PubMed PMID: 11853478.

6: Huang SB, Mayer TJ, Yokley RA. Direct aqueous injection LC-ESI/MS/MS analysis of water for 11 chloro- and thiomethyltriazines and metolachlor and its ethanesulfonic and oxanilic acid degradates. J Agric Food Chem. 2008 Apr 23;56(8):2595-602. doi: 10.1021/jf800086a. Epub 2008 Mar 29. PubMed PMID: 18373350.

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9: Viegas CA, Costa C, André S, Viana P, Ribeiro R, Moreira-Santos M. Does S-metolachlor affect the performance of Pseudomonas sp. strain ADP as bioaugmentation bacterium for atrazine-contaminated soils? PLoS One. 2012;7(5):e37140. doi: 10.1371/journal.pone.0037140. Epub 2012 May 15. PubMed PMID: 22615921; PubMed Central PMCID: PMC3352881.

10: Iskra J, Titan P, Meglič V. The effect of fluorine atom on the synthesis and composition of gametocidal ethyl oxanilates. Acta Chim Slov. 2013;60(3):561-8. PubMed PMID: 24169710.

11: Hostetler KA, Thurman EM. Determination of chloroacetanilide herbicide metabolites in water using high-performance liquid chromatography-diode array detection and high-performance liquid chromatography/mass spectrometry. Sci Total Environ. 2000 Apr 5;248(2-3):147-55. PubMed PMID: 10805235.

12: Hancock TC, Sandstrom MW, Vogel JR, Webb RM, Bayless ER, Barbash JE. Pesticide fate and transport throughout unsaturated zones in five agricultural settings, USA. J Environ Qual. 2008 May 2;37(3):1086-100. doi: 10.2134/jeq2007.0024. Print 2008 May-Jun. PubMed PMID: 18453430.

13: Seybold CA, Mersie W, McNamee C. Anaerobic degradation of atrazine and metolachlor and metabolite formation in wetland soil and water microcosms. J Environ Qual. 2001 Jul-Aug;30(4):1271-7. PubMed PMID: 11476505.

14: Klein C, Schneider RJ, Meyer MT, Aga DS. Enantiomeric separation of metolachlor and its metabolites using LC-MS and CZE. Chemosphere. 2006 Mar;62(10):1591-9. Epub 2005 Aug 2. PubMed PMID: 16081137.

15: Shoemaker JA. Novel chromatographic separation and carbon solid-phase extraction of acetanilide herbicide degradation products. J AOAC Int. 2002 Nov-Dec;85(6):1331-7. PubMed PMID: 12477196.

16: Elsayed OF, Maillard E, Vuilleumier S, Millet M, Imfeld G. Degradation of chloroacetanilide herbicides and bacterial community composition in lab-scale wetlands. Sci Total Environ. 2015 Jul 1;520:222-31. doi: 10.1016/j.scitotenv.2015.03.061. Epub 2015 Mar 25. PubMed PMID: 25817759.

17: Mersie W, McNamee C, Seybold C, Wu J, Tierney D. Degradation of metolachlor in bare and vegetated soils and in simulated water-sediment systems. Environ Toxicol Chem. 2004 Nov;23(11):2627-32. PubMed PMID: 15559277.

18: Mai H, Gonzalez P, Pardon P, Tapie N, Budzinski H, Cachot J, Morin B. Comparative responses of sperm cells and embryos of Pacific oyster (Crassostrea gigas) to exposure to metolachlor and its degradation products. Aquat Toxicol. 2014 Feb;147:48-56. doi: 10.1016/j.aquatox.2013.11.024. Epub 2013 Dec 7. PubMed PMID: 24378469.

19: Baran N, Mouvet C, Dagnac T, Jeannot R. Infiltration of acetochlor and two of its metabolites in two contrasting soils. J Environ Qual. 2004 Jan-Feb;33(1):241-9. PubMed PMID: 14964378.

20: Baran N, Gourcy L. Sorption and mineralization of S-metolachlor and its ionic metabolites in soils and vadose zone solids: consequences on groundwater quality in an alluvial aquifer (Ain Plain, France). J Contam Hydrol. 2013 Nov;154:20-8. doi: 10.1016/j.jconhyd.2013.07.009. Epub 2013 Aug 13. PubMed PMID: 24055953.