Originator
Eurodin,Takeda,Japan,1975
Uses
A benzodiazepine derivative possessing anxiolytic, anticonvulsant, and muscle relaxant properties. It is commonly prescribed to treat short-term insomnia.
Controlled Substance.
Definition
ChEBI: A triazolo[4,3-a][1,4]benzodiazepine having a phenyl group at position 6 and a chloro substituent at position 8. A short-acting benzodiazepine with general properties similar to diazepam, it is given by mouth as a hypnotic in the short-term ma
agement of insomnia.
Manufacturing Process
A mixture of 5.74 grams (0.020 mol) of 7-chloro-1,3-dihydro-5-phenyl-2H-
1,4-benzodiazepine-2-thione, 3.6 grams (0.060 mol) of formic acid hydrazide
and 200 ml of 1-butanol was refluxed for 3.75 hours with a slow stream of
nitrogen bubbling through the mixture. The mixture was concentrated, the
residue was suspended in water and the suspension was filtered. The filter
cake consisted principally of unchanged starting material. The filtrate was
concentrated, ethyl acetate and Skellysolve B hexanes being added during the
concentration, giving crude product (2.54 grams), MP 220.5° to 225°C.
Recrystallization of this material from ethyl acetate-Skellysolve B hexanes
gave 8-chloro-6-phenyl-4H-s-triazolo[4,3-a] [1,4]benzodiazepine, MP 228° to
229°C.
Brand name
Prosom (Abbott).
Therapeutic Function
Hypnotic, Sedative
