Oxazafone

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

MedKoo CAT#: 535065

CAS#: 70541-17-2

Description: Oxazafone is a bioactive chemical.

Chemical Structure

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Oxazafone
CAS# 70541-17-2
Instruction

Theoretical Analysis

MedKoo Cat#: 535065
Name: Oxazafone
CAS#: 70541-17-2
Chemical Formula: C19H21ClN2O3
Exact Mass: 360.12
Molecular Weight: 360.838
Elemental Analysis: C, 63.24; H, 5.87; Cl, 9.82; N, 7.76; O, 13.30

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Wirtz S, Popp V, Kindermann M, Gerlach K, Weigmann B, Fichtner-Feigl S, Neurath MF. Chemically induced mouse models of acute and chronic intestinal inflammation. Nat Protoc. 2017 Jul;12(7):1295-1309. doi: 10.1038/nprot.2017.044. Epub 2017 Jun 1. PMID: 28569761.


2: Lal K, Kumar L, Kumar A, Kumar A. Oxazolone-1,2,3-Triazole Hybrids: Design, Synthesis and Antimicrobial Evaluation. Curr Top Med Chem. 2018;18(17):1506-1513. doi: 10.2174/1568026618666180913110456. PMID: 30210002.


3: Artym J, Kocięba M, Zaczyńska E, Zimecki M, Jeleń M, Morak-Młodawska B, Pluta K, Kaleta-Kuratewicz K, Madej JP, Kuropka P, Kuryszko J. Topically applied azaphenothiazines inhibit contact sensitivity to oxazolone in mice. Histol Histopathol. 2018 Feb;33(2):223-236. doi: 10.14670/HH-11-921. Epub 2017 Jul 27. PMID: 28748525.


4: Mohamed LW, El-Badry OM, El-Ansary AK, Ismael A. Design & synthesis of novel oxazolone & triazinone derivatives and their biological evaluation as COX-2 inhibitors. 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.