Glibornuride

Originator

Glutril,Roche,W. Germany,1972

The Uses of Glibornuride

Glibornuride has been shown to antagonize the relaxant response to the K+ channel opener cromakalim and produce airway smooth muscle relaxation. Glibornuride is associated with lactic acidosis and hypoglycemia in patients with type 2 diabetes melitus.

Definition

ChEBI: Glibornuride is a monoterpenoid.

Manufacturing Process

2.1 grams of 3-endo-aminoborneol hydrochloride and 2.4 grams of O-methylN-p-toluene-sulfonyl-urea are heated at 125°C for 3 hours with 2 ml of dimethylformamide. After cooling, the reaction mixture is stirred with 100 ml of water for 10 minutes, while a pH of 3.5 is maintained by the addition of a few drops of dilute hydrochloric acid. The precipitate is removed by filtration, washed with water and suspended in 100 ml of water. The suspension is dissolved by the addition of 20 ml of 1 N caustic soda. The alkaline solution is extracted with ether, acidified with dilute hydrochloric acid and filtered. The precipitate is washed with water and recrystallized from alcohol/water to yield 1-(p-toluene-sulfonyl)-3-(2-endo-hydroxy-3-endo-bornyl)-urea having a melting point of 193° to 195°C.

brand name

Glutril (Hoffmann-LaRoche).

Therapeutic Function

Oral hypoglycemic