tolazamide tolazamide tolazamide is an oral blood glucose lowering drug used for people with type 2 diabetes. it is part of the sulfonylurea family (atc a10bb). tolazamideclinical datatrade namestolinaseahfs/drugs.commonographmedlineplusa682482license data us fda: tolazamide pregnancycategory au: c routes ofadministrationoralatc codea10bb05 (who) legal statuslegal status us: ℞-only pharmacokinetic databioavailability?metabolismmetabolized in the liver to active metaboliteselimination half-life7 hoursexcretionrenal (85%) and fecal (7%)identifiers iupac name n--4-methylbenzenesulfonamide cas number1156-19-0pubchem cid5503iuphar/bps6847drugbankdb00839 ychemspider5302 yunii9lt1bro48qkeggd00379 ychebichebi:9613chemblchembl817 ycomptox dashboard (epa)dtxsid3021358 echa infocard100.013.262 chemical and physical dataformulac14h21n3o3smolar mass311.40 g·mol−13d model (jsmol)interactive image smiles o=s(=o)(c1ccc(cc1)c)nc(=o)nn2cccccc2 inchi inchi=1s/c14h21n3o3s/c1-12-6-8-13(9-7-12)21(19,20)16-14(18)15-17-10-4-2-3-5-11-17/h6-9h,2-5,10-11h2,1h3,(h2,15,16,18) ykey:oudsbrtvnlozbn-uhfffaoysa-n y (verify) synthesis tolazemide synthesis: u.s. patent 3,063,903 gb 887886 de 1196200 para-toluenesulfonamide is converted to its carbamate with ethyl chloroformate in the presence of a base. heating that intermediate with 1-amino-azepane leads to the displacement of the ethoxy group and the formation of tolazemide: azepane proper would lead to .