|Trade names||Tolinase, others|
|Main uses||Type 2 diabetes|
|Side effects||Nausea, loss of appetite, diarrhea, low blood sugar|
|Onset of action||Within 20 min|
|Duration of action||10 hrs|
|Metabolism||metabolized in the liver to active metabolites|
|Elimination half-life||7 hours|
|Excretion||Kidney (85%) and fecal (7%)|
|Chemical and physical data|
|Molar mass||311.40 g·mol−1|
|3D model (JSmol)|
Common side effects include nausea, loss of appetite, diarrhea, and abdominal pain. Other side effects may include rash and low blood sugar. Side effects are more common in people with liver or kidney problems. It is a sulfonylurea.
It is often started at 100 to 250 mg per day with a maximum dose of 1,000 mg per day.
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 [13078-23-4].
- "Tolazamide Monograph for Professionals". Drugs.com. Archived from the original on 4 September 2019. Retrieved 5 October 2021.
- Skyler, Jay (4 April 2012). Atlas of Diabetes. Springer Science & Business Media. p. 186. ISBN 978-1-4614-1027-0. Archived from the original on 9 October 2021. Retrieved 5 October 2021.
- "Tolazamide Prices, Coupons & Patient Assistance Programs". Drugs.com. Retrieved 5 October 2021.
- Wright JB, Willette RE (July 1962). "Antidiabetic Agents. N4-Arylsulfonylsemicarbazides". Journal of Medicinal and Pharmaceutical Chemistry. 91: 815–22. doi:10.1021/jm01239a016. PMID 14056414.