[The benzodiazepine story].
Benzopyrylium salt (3) was converted by means of excess of hydrazine hydrate into a substance of a composition C22H26N2O4. The structure of this compound was elucidated by means of detailed NMR and mass-spectroscopic studies and the structure of 1-(3,4- dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5H-2,3-benzodiazepine (4) has been proved. Conformation analysis was performed as well and it has been established that two conformers (A and B) exist in reversible equilibrium. The molecule contains a chiral centre and the enantiomers were separated via optical resolution. Two different 14C-labelled 4 were prepared for pharmacological studies. The compound is known as GrandaxinR in the medicinal practice (INN = tofisopam).
EGIS Gyógyszergyár Rt., Budapest.
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E
Berényi
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Blaskó
D014151:Anti-Anxiety Agents; D001569:Benzodiazepines / Q000737:chemistry*
D014151:Anti-Anxiety Agents; D001569:Benzodiazepines; C012582:tofisopam
A benzodiazepin történet.