Partial agonist at the GABA A benzodiazepine site (EC 50 = 10 nM at α 1 β 1 γ 2 receptors). Displays anticonvulsive activity in vivo .
Bretazenil,Hoffman-La Roche, Inc.
Anti-anxiety agent.Bretazenil potentiated GABA responses on α4β3γ2 cells. Bretazenil is a partial benzodiazepine receptor agonist.
50.6 mmol of 6-bromoisatoic acid anhydride are stirred at 110°C for 2 hours
with 50.6 mmol of L-proline in 80 ml of dimethyl sulphoxide. The solution is
evaporated and the residue is crystallized from ethyl acetate. There is
A suspension of 29.8 mmol of sodium hydride (55 percent oil dispersion) in 40
ml of dry dimethylformamide is treated at 20-30°C with 27.1 mmol of (S)-6-
dione, the mixture is stirred in the above temperature range for 45 min and
then at -35°C 27.1 mmol of diethylchlorophosphate are added dropwise
Separately, 3.0 g (27.1 mmol) of potassium t-butylate are dissolved in 9.0 ml
of dry dimethylformamide, cooled in an acetone/dry-ice bath, treated with 3.9
g (27.1 mmol) of t-butyl isocyanoacetate and the solution obtained is added
dropwise at -15°C to the mixture obtained according to the preceding
paragraph. The mixture is warmed to 15°C, neutralized with 1.5 ml of glacial
acetic acid, poured into 100 ml of water and extracted four times with
methylene chloride. The methylene chloride solution is washed twice with
water, dried over magnesium sulfate, evaporated and the crude product
obtained is chromatographed on silica gel using ethyl acetate for the elution.
By recrystallization from ethyl acetate/n-hexane there is obtained t-butyl (S)-