UTL-5g

  • CAT Number: I037899
  • CAS Number: 646530-37-2
  • Molecular Formula: C11H8Cl2N2O2
  • Molecular Weight: 271.09
  • Purity: 98%
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UTL-5g(Cat No.:I037899), also known as GBL-5g, is an anti-inflammatory inhibitor of TNF-α (tumor necrosis factor-alpha) that demonstrates chemoprotective and hepatic radioprotective effects. It effectively reduces the hepatotoxicity, nephrotoxicity, and bone marrow toxicity associated with cisplatin by inhibiting TNF-α and other related factors. By modulating the inflammatory response, UTL-5g shows the potential in mitigating the adverse effects of cisplatin treatment.

Catalog Number I037899
CAS Number 646530-37-2
Synonyms

UTL-5g; UTL 5g; UTL5g;

Molecular Formula

C11H8Cl2N2O2

Purity 98
Solubility Soluble in DMSO
Storage Store at -20°C
IUPAC Name N-(2,4-dichlorophenyl)-5-methyl-1,2-oxazole-3-carboxamide
InChI InChI=1S/C11H8Cl2N2O2/c1-6-4-10(15-17-6)11(16)14-9-3-2-7(12)5-8(9)13/h2-5H,1H3,(H,14,16)
InChIKey ULPKSWAQDCJLMN-UHFFFAOYSA-N
SMILES CC1=CC(=NO1)C(=O)NC2=C(C=C(C=C2)Cl)Cl
Reference

1: Carruthers NJ, Stemmer PM, Chen B, Valeriote F, Gao X, Guatam SC, Shaw J. Phosphoproteome and transcription factor activity profiling identify actions of the anti-inflammatory agent UTL-5g in LPS stimulated RAW 264.7 cells including disrupting actin remodeling and STAT-3 activation. Eur J Pharmacol. 2017 Sep 15;811:66-73. doi: 10.1016/j.ejphar.2017.05.049. Epub 2017 May 31. PubMed PMID: 28576409; PubMed Central PMCID: PMC5581996.
2: Shaw J, Wiegand R, Wu J, Bao X, Valeriote F, Li J. A liquid chromatography with tandem mass spectrometry method for simultaneous determination of UTL-5g and its metabolites in human plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Jun 1;991:92-8. doi: 10.1016/j.jchromb.2015.04.015. Epub 2015 Apr 18. PubMed PMID: 25955381.
3: Wu J, Shaw J, Dubaisi S, Valeriote F, Li J. In vitro metabolism and drug-drug interaction potential of UTL-5g, a novel chemo- and radioprotective agent. Drug Metab Dispos. 2014 Dec;42(12):2058-67. doi: 10.1124/dmd.114.060095. Epub 2014 Sep 23. PubMed PMID: 25249693; PubMed Central PMCID: PMC4244871.
4: Swartz K, Zhang Y, Valeriote F, Chen B, Shaw J. Using a simple HPLC approach to identify the enzymatic products of UTL-5g, a small molecule TNF-α inhibitor, from porcine esterase and from rabbit esterase. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Dec 1;940:1-6. doi: 10.1016/j.jchromb.2013.09.021. Epub 2013 Sep 23. PubMed PMID: 24126042; PubMed Central PMCID: PMC3830453.
5: Song Y, Zhang Y, Lee AR, Huang WH, Chen B, Palfey B, Shaw J. Comparison of two molecular scaffolds, 5-methylisoxazole-3-carboxamide and 5-methylisoxazole-4-carboxamide. Curr Pharm Des. 2014;20(1):146-52. Review. PubMed PMID: 23944378.
6: Shaw J, Media J, Chen B, Valeriote F. The small-molecule TNF-α inhibitor, UTL-5g, delays deaths and increases survival rates for mice treated with high doses of cisplatin. Cancer Chemother Pharmacol. 2013 Sep;72(3):703-7. doi: 10.1007/s00280-013-2236-4. Epub 2013 Jul 24. PubMed PMID: 23881213; PubMed Central PMCID: PMC3809999.
7: Shaw J, Chen B, Huang WH, Lee AR, Media J, Valeriote FA. The small-molecule TNF-alpha modulator, UTL-5g, reduces side effects induced by cisplatin and enhances the therapeutic effect of cisplatin in vivo. J Exp Ther Oncol. 2011;9(2):129-37. PubMed PMID: 21699020.

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