- Tolazamide
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Tolazamide Systematic (IUPAC) name N-[(azepan-1-ylamino)carbonyl]-4-methylbenzenesulfonamide Clinical data AHFS/Drugs.com monograph MedlinePlus a682482 Licence data US FDA:link Pregnancy cat. C(AU) C(US) Legal status ℞-only (US) Routes Oral Pharmacokinetic data Bioavailability ? Metabolism ? Half-life 7 hours Excretion Renal (85%) and fecal (7%) Identifiers CAS number 1156-19-0 ATC code A10BB05 PubChem CID 5503 DrugBank APRD01267 ChemSpider 5302 UNII 9LT1BRO48Q KEGG D00379 ChEMBL CHEMBL817 Chemical data Formula C14H21N3O3S Mol. mass 311.401 g/mol SMILES eMolecules & PubChem (what is this?) (verify)
Tolazamide is an oral blood glucose lowering drug used for people with Type 2 diabetes. It is part of the sulfonylurea family (ATC A10BB).
Synthesis
carbamate with ethyl chloroformate in the presence of a base. Heating that intermediate with azepane leads to the displacement of the ethoxy group and the formation of tolazemide:[1]
References
- ^ Wright, J. B.; Willette, R. E. (1962). J. Med. Chem. 5 (4): 815–822. doi:10.1021/jm01239a016.
External links
Oral anti-diabetic drugs and Insulin analogs (A10) Insulin K+ ATP1st generation: Acetohexamide • Carbutamide • Chlorpropamide • Tolbutamide • Tolazamide
2nd generation: Glibenclamide (Glyburide)# • Glipizide • Gliquidone • Glyclopyramide • Glimepiride • Gliclazide •Meglitinides/"glinides"GLP-1 analogsfast-acting (Insulin lispro • Insulin aspart • Insulin glulisine) • short-acting (Regular insulin) • long-acting (Insulin glargine • Insulin detemir • NPH insulin) • ultra-long-acting (Insulin degludec†) • inhalable Exubera‡Other Amylin analogSGLT2 inhibitorsOtherBenfluorex‡ • Tolrestat‡This drug article relating to the gastrointestinal system is a stub. You can help Wikipedia by expanding it.