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MedKoo Cat#: 535065 | Name: Oxazafone

Description:

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

Oxazafone is a bioactive chemical.

Chemical Structure

Oxazafone
Oxazafone
CAS#70541-17-2

Theoretical Analysis

MedKoo Cat#: 535065

Name: Oxazafone

CAS#: 70541-17-2

Chemical Formula: C19H21ClN2O3

Exact Mass: 360.1241

Molecular Weight: 360.84

Elemental Analysis: C, 63.24; H, 5.87; Cl, 9.82; N, 7.76; O, 13.30

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Oxazafone
IUPAC/Chemical Name
Acetamide, N-(2-benzoyl-4-chlorophenyl)-2-((2-hydroxyethyl)methylamino)-N-methyl-
InChi Key
PGOZOAJPDMEYFX-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H21ClN2O3/c1-21(10-11-23)13-18(24)22(2)17-9-8-15(20)12-16(17)19(25)14-6-4-3-5-7-14/h3-9,12,23H,10-11,13H2,1-2H3
SMILES Code
O=C(N(C1=CC=C(Cl)C=C1C(C2=CC=CC=C2)=O)C)CN(CCO)C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 360.84 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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Bioorg Chem. 2017 Jun;72:308-314. doi: 10.1016/j.bioorg.2017.04.012. Epub 2017 Apr 24. PMID: 28500957. 5: Jo M, Won SW, Lee DG, Yun J, Kim S, Kwak YS. Facile ring opening reaction of oxazolone enables efficient amidation for aminoisobutyric acid. Arch Pharm Res. 2018 May;41(5):481-489. doi: 10.1007/s12272-018-1031-5. Epub 2018 Apr 25. PMID: 29696569. 6: Bythell BJ, Harrison AG. Formation of a(1) ions directly from oxazolone b(2) ions: an energy-resolved and computational study. J Am Soc Mass Spectrom. 2015 May;26(5):774-81. doi: 10.1007/s13361-015-1080-7. Epub 2015 Mar 26. PMID: 25810075. 7: Yadav K, Rao JL, Srinivas R, Nagaraj R, Jagannadham MV. Characterization of acetylated histidine b1-ion structure: A competition between oxazolone and side chain imidazole moiety. Eur J Mass Spectrom (Chichester). 2018 Jun;24(3):261-268. doi: 10.1177/1469066718756801. Epub 2018 Feb 2. PMID: 29392979. 8: Bendtsen KM, Tougaard P, Hansen AK. An Early Life Mucosal Insult Temporarily Decreases Acute Oxazolone-Induced Inflammation in Mice. Inflammation. 2018 Aug;41(4):1437-1447. doi: 10.1007/s10753-018-0790-y. PMID: 29666981. 9: Botz B, Brunner SM, Kemény Á, Pintér E, McDougall JJ, Kofler B, Helyes Z. Galanin 3 receptor-deficient mice show no alteration in the oxazolone-induced contact dermatitis phenotype. Exp Dermatol. 2016 Sep;25(9):725-7. doi: 10.1111/exd.13059. Epub 2016 Jul 13. PMID: 27121264. 10: Gu W, Baral BS, DiSpirito AA, Semrau JD. An Aminotransferase Is Responsible for the Deamination of the N-Terminal Leucine and Required for Formation of Oxazolone Ring A in Methanobactin of Methylosinus trichosporium OB3b. Appl Environ Microbiol. 2016 Dec 15;83(1):e02619-16. doi: 10.1128/AEM.02619-16. PMID: 27795312; PMCID: PMC5165116. 11: Liu M, Fang C, Pan X, Jiang H, Zhang L, Zhang L, Zhang Y, Yang P, Lu H. Positive enrichment of C-terminal peptides using oxazolone chemistry and biotinylation. Anal Chem. 2015 Oct 6;87(19):9916-22. doi: 10.1021/acs.analchem.5b02437. PMID: 26356223. 12: Hall JG. Effect of skin painting with oxazolone on the local extravasation of mononuclear cells in sheep. Ciba Found Symp. 1980;71:197-209. doi: 10.1002/9780470720547.ch11. PMID: 6989566. 13: Krawczyk P, Jędrzejewska B, Cysewski P, Janek T. Synthesis, photophysical and biological properties of a new oxazolone fluorescent probe for bioimaging: an experimental and theoretical study. Org Biomol Chem. 2017 Oct 31;15(42):8952-8966. doi: 10.1039/c7ob02439h. PMID: 29043360. 14: Nakanishi T, Tokunaga Y, Yamasaki M, Erickson L, Kawahara S. Orally administered conjugated linoleic acid ameliorates allergic dermatitis induced by repeated applications of oxazolone in mice. Anim Sci J. 2016 Dec;87(12):1554-1561. doi: 10.1111/asj.12603. Epub 2016 Mar 15. PMID: 26990926. 15: Matter B, Malejka-Giganti D, Csallany AS, Tretyakova N. Quantitative analysis of the oxidative DNA lesion, 2,2-diamino-4-(2-deoxy-beta-D-erythro- pentofuranosyl)amino]-5(2H)-oxazolone (oxazolone), in vitro and in vivo by isotope dilution-capillary HPLC-ESI-MS/MS. Nucleic Acids Res. 2006;34(19):5449-60. doi: 10.1093/nar/gkl596. Epub 2006 Oct 4. PMID: 17020926; PMCID: PMC1636462. 16: Duarte V, Gasparutto D, Jaquinod M, Cadet J. In vitro DNA synthesis opposite oxazolone and repair of this DNA damage using modified oligonucleotides. Nucleic Acids Res. 2000 Apr 1;28(7):1555-63. doi: 10.1093/nar/28.7.1555. PMID: 10710422; PMCID: PMC102781. 17: Hamidian H, Azizi S. Synthesis of novel compounds containing morpholine and 5(4H)-oxazolone rings as potent tyrosinase inhibitors. Bioorg Med Chem. 2015 Nov 1;23(21):7089-94. doi: 10.1016/j.bmc.2015.09.015. Epub 2015 Sep 8. PMID: 26462055. 18: Hyland MA, Hewage N, Panther K, Nimthong-Roldán A, Zeller M, Samaraweera M, Gascon JA, Brückner C. Chromene-Annulated Bacteriochlorins. J Org Chem. 2016 May 6;81(9):3603-18. doi: 10.1021/acs.joc.6b00273. Epub 2016 Apr 26. PMID: 27077461. 19: Teegardin KA, Weaver JD. Polyfluoroarylation of oxazolones: access to non- natural fluorinated amino acids. Chem Commun (Camb). 2017 Apr 27;53(35):4771-4774. doi: 10.1039/c7cc01606a. PMID: 28357423; PMCID: PMC5549939. 20: Blaser P, Altherr W, Linden A, Heimgartner H. Attempts toward the synthesis of the peptaibol antiamoebin by using the 'azirine/oxazolone method'. Chem Biodivers. 2013 May;10(5):920-41. doi: 10.1002/cbdv.201200386. PMID: 23681734.