Tolazamide
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Clinical data | |
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AHFS/Drugs.com | Monograph |
MedlinePlus | a682482 |
License data |
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Pregnancy category |
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Routes of administration |
Oral |
ATC code | A10BB05 (WHO) |
Legal status | |
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Pharmacokinetic data | |
Bioavailability | ? |
Metabolism | metabolized in the liver to active metabolites |
Biological half-life | 7 hours |
Excretion | Renal (85%) and fecal (7%) |
Identifiers | |
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CAS Number | 1156-19-0 |
PubChem (CID) | 5503 |
IUPHAR/BPS | 6847 |
DrugBank | DB00839 ![]() |
ChemSpider | 5302 ![]() |
UNII | 9LT1BRO48Q ![]() |
KEGG | D00379 ![]() |
ChEBI | CHEBI:9613 |
ChEMBL | CHEMBL817 ![]() |
ECHA InfoCard | 100.013.262 |
Chemical and physical data | |
Formula | C14H21N3O3S |
Molar mass | 311.401 g/mol |
3D model (Jmol) | Interactive image |
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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[edit]
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:[1]
References[edit]
- ^ Wright, J. B.; Willette, R. E. (1962). J. Med. Chem. 5 (4): 815–822. doi:10.1021/jm01239a016. Missing or empty
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(help) - ^ Wright, J. B.; Willette, R. E. (1962). "Antidiabetic Agents. N4-Arylsulfonylsemicarbazides". Journal of medicinal and pharmaceutical chemistry. 91: 815–22. PMID 14056414.
External links[edit]
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