Clinical data | |
---|---|
AHFS/Drugs.com | Monograph |
MedlinePlus | a682482 |
License data |
|
Pregnancy category |
|
Routes of administration |
Oral |
ATC code | |
Legal status | |
Legal status |
|
Pharmacokinetic data | |
Bioavailability | ? |
Metabolism | metabolized in the liver to active metabolites |
Biological half-life | 7 hours |
Excretion | Renal (85%) and fecal (7%) |
Identifiers | |
|
|
CAS Number | |
PubChem CID | |
IUPHAR/BPS | |
DrugBank | |
ChemSpider | |
UNII | |
KEGG | |
ChEBI | |
ChEMBL | |
ECHA InfoCard | 100.013.262 |
Chemical and physical data | |
Formula | C14H21N3O3S |
Molar mass | 311.401 g/mol |
3D model (Jmol) | |
|
|
|
|
Tolazamide is an blood glucose lowering drug used for people with Type 2 diabetes. It is part of the sulfonylurea family (ATC A10BB).
para-Toluenesulfonamide is converted to its 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: