Antireproductive imidazo[2,1-a]isoquinoline compounds

Details Antireproductive imidazo[2,1-a]isoquinoline compounds Antireproductive imidazo[2,1-a]isoquinoline compounds

1975-11-06

1978-02-21

Daus, Donald G.

Drug, bio-affecting and body treating compositions

Antigen, epitope, or other immunospecific immunoeffector

Bacterium or component thereof or substance produced by said...

260283S, 260283CN, 260286R, 260287CF, 260288D, 260288CF, 260289R, 2603261, 424273R, 424273P, 542416, 542420, 548323, 548324, 548326, 548369, 548378, C07D47104, A61K 3147

Patent

active

040753425

ABSTRACT:
Novel tricyclic compounds containing two ring notrogen atoms and represented by the following formula I ##STR1## wherein: A is one of the groups --CH.sub.2 --; --CH.dbd.CH--; and --CH.sub.2 --CH.sub.2 --;
R is hydrogen, lower alkyl, lower alkoxy, lower alkenyloxy, lower alkynyloxy, cyclo(C.sub.3-6 alkyl)oxy, hydroxy, benzyloxy, halo, sulfamoyl, cyano, trifluoromethyl or nitro; R.sub.1 is hydrogen, lower alkoxy or halo; or R and R.sub.1 taken together are methylenedioxy; the sequence ##STR2## is one of the following moieties: ##STR3## WHEREIN R.sub.2 is hydrogen or lower alkyl; R.sub.3 is hydrogen or lower alkyl; R.sub.4 is hydrogen, methyl, carboxy, carbo(lower alkoxy), carbamyl, mono- or di-(lower alkyl) carbamyl or hydroxymethyl; provided that when the sequence ##STR4## is one of the moieties a) and b) wherein R.sub.2 is hydrogen or lower alkyl, A is not --CH.dbd.CH--; when the sequence ##STR5## is one of the moieties (a) and (b) wherein R.sub.2 is hydrogen, A is not --CH.sub.2 --; and when the sequence ##STR6## is one of the moieties (c) and (d) wherein R.sub.3 is hydrogen and when both R and R.sub.1 are hydrogen, A is not --CH.dbd.CH--; and the salts thereof with a non-toxic pharmaceutically-acceptable acid. The compounds of the invention have antireproductive activity.

REFERENCES:
patent: 3652570 (1972-03-01), Gittos et al.
patent: 3887566 (1975-06-01), Rodway et al.
Krohnke et al., Ber., vol. 95, pp. 1128-1137, (1962).
Habermaly et al., Chem. Ber., vol. 108, pp. 984-985, (1975).
Kroehnke et al., Chem. Abs., vol. 57:5889, (1962).
Cookson et al., Chem. Abs., 82:140016c, (1974).

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