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Tolbutamide (CAS 64-77-7)

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Alternate Names:
1-Butyl-3-(4-methylphenylsulfonyl)urea
Application:
Tolbutamide is a hypoglycemic agonist for secretion of islet hormones
CAS Number:
64-77-7
Purity:
≥98%
Molecular Weight:
270.35
Molecular Formula:
C12H18N2O3S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Tolbutamide is a sulfonylurea agonist for secretion of insulin by beta-cells. In rat pancreatic beta-cells cultured in the presence of Tolbutamide displayed increased numbers of beta-cells in a dose responsive manner with beta-cell numbers doubling at 100 mug/ml of Tolbutamide. The compound displayed inhibitory action towards beta-cells at concentrations greater than 100 mug/ml. In addition in the presence of low glucose concentrations Tolbutamide′s cytotrophic action was inhibited. On isolated dog pancreas islets Tolbutamide at 180 muM stimulated the release of somatostatin, insulin and glucagon in the absence of glucose. in all situations the loss of Ca2+ eliminated all effects of Tolbutamide. The compound has been observed to mechanistically enhance the secretion of insulin by highly selective amplification of insulin secretory burst mass.


Tolbutamide (CAS 64-77-7) References

  1. Teratogenic effects of tolbutamide on early-somite mouse embryos in vitro.  |  Smoak, IW. 1992. Diabetes Res Clin Pract. 17: 161-7. PMID: 1425155
  2. Biotransformation of tolbutamide to 4'-hydroxytolbutamide by the fungus Cunninghamella blakesleeana.  |  Huang, H., et al. 2006. Appl Microbiol Biotechnol. 72: 486-91. PMID: 16493553
  3. Tolbutamide stimulates proliferation of pancreatic beta cells in culture.  |  Popiela, H. and Moore, W. 1991. Pancreas. 6: 464-9. PMID: 1876602
  4. Synthesis and preliminary biological profile of new NO-donor tolbutamide analogues.  |  Tamboli, Y., et al. 2012. Bioorg Med Chem Lett. 22: 3810-5. PMID: 22565215
  5. Novel in vitro dynamic metabolic system for predicting the human pharmacokinetics of tolbutamide.  |  Xue, CF., et al. 2018. Acta Pharmacol Sin. 39: 1522-1532. PMID: 29644999
  6. Phenotypic analysis of human CYP2C9 polymorphisms using fluorine-substituted tolbutamide.  |  Kitamura, Y. and Saeki, KI. 2020. Drug Discov Ther. 14: 204-208. PMID: 32863324
  7. Tolbutamide, glucose, calcium, and somatostatin secretion.  |  Hermansen, K. 1982. Acta Endocrinol (Copenh). 99: 86-93. PMID: 6120607
  8. Tolbutamide as a model drug for the study of enzyme induction and enzyme inhibition in the rat.  |  Back, DJ., et al. 1984. Br J Pharmacol. 81: 557-62. PMID: 6697063
  9. A species comparison of tolbutamide metabolism in precision-cut liver slices from rats and dogs. Qualitative and quantitative sex differences.  |  Dogterom, P. and Rothuizen, J. 1993. Drug Metab Dispos. 21: 705-9. PMID: 8104131
  10. Determination of tolbutamide hydroxylation in rat liver microsomes by high-performance liquid chromatography: effect of psychoactive drugs on in vitro activity.  |  Ho, JW. and Moody, DE. 1993. Life Sci. 52: 21-8. PMID: 8417276
  11. Mechanisms of sulfonylurea's stimulation of insulin secretion in vivo: selective amplification of insulin secretory burst mass.  |  Pørksen, NK., et al. 1996. Diabetes. 45: 1792-7. PMID: 8922367
  12. Effects of Sho-saiko-to on the pharmacokinetics and pharmacodynamics of tolbutamide in rats.  |  Nishimura, N., et al. 1998. J Pharm Pharmacol. 50: 231-6. PMID: 9530993
  13. Tolbutamide: placental transfer, tissue distribution, and metabolic effects in murine embryos.  |  Smoak, IW. and Emanuel, AN. 1998. Pharmacol Toxicol. 82: 203-8. PMID: 9584336

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Tolbutamide, 5 g

sc-203298
5 g
$43.00