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

Tolazemide synthesis:[1] 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:[1]

Azepane proper would lead to [13078-23-4].

References

  1. ^ a b Wright JB, Willette RE (July 1962). "Antidiabetic Agents. N4-Arylsulfonylsemicarbazides". Journal of Medicinal and Pharmaceutical Chemistry. 91 (4): 815–22. doi:10.1021/jm01239a016. PMID 14056414.
  • "Tolazamide". Medline Plus. U.S. National Library of Medicine.
Allikas: Https://en.wikipedia.org/wiki/Tolazamide
No tags for this post.