Process for the preparation of optically-active carbazole deriva

Details Process for the preparation of optically-active carbazole deriva Process for the preparation of optically-active carbazole deriva

1989-01-19

1991-01-15

Raymond, Richard L.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

514302, 514339, 514913, 514929, 546115, 546116, 546272, 548444, A61K 3140, C07D20992, C07D40112, C07D491056

Patent

active

049854542

ABSTRACT:
A process for the preparation of S- or R-carbazole derivatives of the general formula: ##STR1## in which R is an unsubstituted or substituted amino radical and pharmacologically acceptable salts, by either reacting R-(-)-epichlorohydrin (for the S-carbazole derivative); or reacting an S-epoxide derivative of the general formula: ##STR2## in which R.sub.1 is the residue of a substituted sulphonic acid derivative (for the R-carbazole derivative); with 4-hydroxycarbazole and then with ammonia or a substituted amine of the general formula RH, and recovering the compound or converting it to a pharmacologically acceptable salt.
The new R-(+)- and S(-)-carbazole derivatives provided by the inventive process have unexpected beta blocking and vasodilatory properties and are useful in pharmaceutical compositions. R-(+)-carbazole derivatives are also useful for the treatment of glaucoma.

REFERENCES:
patent: 4503067 (1985-03-01), Wiedemann et al.
patent: 4760085 (1988-07-01), Bartsch

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