Tolazamide
Names | |
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Trade names | Tolinase, others |
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Clinical data | |
Drug class | Sulfonylurea[1] |
Main uses | Type 2 diabetes[1] |
Side effects | Nausea, loss of appetite, diarrhea, low blood sugar[1] |
Pregnancy category |
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Routes of use | By mouth |
Onset of action | Within 20 min[1] |
Duration of action | 10 hrs[1] |
External links | |
AHFS/Drugs.com | Monograph |
MedlinePlus | a682482 |
Legal | |
License data |
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Legal status |
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Pharmacokinetics | |
Bioavailability | ? |
Metabolism | metabolized in the liver to active metabolites |
Elimination half-life | 7 hours |
Excretion | Kidney (85%) and fecal (7%) |
Chemical and physical data | |
Formula | C14H21N3O3S |
Molar mass | 311.40 g·mol−1 |
3D model (JSmol) | |
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Tolazamide, sold under the brand name Tolinase among others, is a medication used to treat type 2 diabetes.[1] It is taken by mouth.[1] Effects begin within 20 minutes and last for about 10 hours.[1]
Common side effects include nausea, loss of appetite, diarrhea, and abdominal pain.[1] Other side effects may include rash and low blood sugar.[1] Side effects are more common in people with liver or kidney problems.[1] It is a sulfonylurea.[1]
Tolazamide was approved for medical use in the United States in 1966.[1] It is available as a generic medication.[2] In the United States 90 tablets of 250 mg costs about 54 USD.[3]
Medical uses
Dosage
It is often started at 100 to 250 mg per day with a maximum dose of 1,000 mg per day.[1]
Synthesis
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:[4]
Azepane proper would lead to [13078-23-4].
References
- ↑ 1.00 1.01 1.02 1.03 1.04 1.05 1.06 1.07 1.08 1.09 1.10 1.11 1.12 1.13 "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.
- ↑ 4.0 4.1 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.
External links
Identifiers: |
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- "Tolazamide". Medline Plus. U.S. National Library of Medicine. Archived from the original on 2020-10-19. Retrieved 2020-06-19.
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