Claims
- 1. A compound of the formula ##STR19## in which X is --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--; R is hydrogen, hydroxyl, or C.sub.1 -C.sub.5 alkoxy; R.sub.1 is hydrogen, hydroxyl, or C.sub.1 -C.sub.5 alkoxy; and R.sub.2 and R.sub.3 taken together with the nitrogen to which they are bonded constitute a heterocyclic ring selected from the group consisting of pyrrolidino, piperidino, and hexamethyleneimino; and pharmaceutically acceptable non-toxic acid addition salts thereof.
- 2. Compound of claim 2 in which X is --CH.sub.2 --CH.sub.2 --.
- 3. Compound of claim 1 in which X is --CH.dbd.CH--.
- 4. Compound of claim 2, in which R.sub.2 and R.sub.3 taken together with the nitrogen to which they are bonded constitute a pyrrolidino or a piperidino ring.
- 5. Compound of claim 4, in which R is C.sub.1 -C.sub.5 alkoxy.
- 6. Compound of claim 5, in which R is methoxy.
- 7. Compound of claim 6, in which R.sub.1 is hydrogen.
- 8. Compound of claim 2, in which both R and R.sub.1 are hydrogen.
- 9. Compound of claim 7, in the form of its pharmaceutically acceptable non-toxic acid addition salt.
- 10. Compound of claim 9, in the form of its citrate salt.
- 11. Compound of claim 9, in the form of a sulfonate salt.
- 12. Compound of claim 11, in the form of its mesylate.
- 13. Compound of claim 4, in which R.sub.1 is C.sub.1 -C.sub.5 alkoxy.
- 14. Compound of claim 13, in which R.sub.1 is methoxy.
- 15. Compound of claim 14, in which R is hydrogen.
- 16. Compound of claim 2, in which both R and R.sub.1 is hydroxy.
- 17. Compound of claim 15, in the form of its pharmaceutically acceptable non-toxic acid addition salt.
- 18. Compound of claim 17, in the form of its citrate salt.
- 19. Compound of claim 17, in the form of a sulfonate salt.
- 20. Compound of claim 19, in the form of its mesylate.
- 21. Compound of claim 2, in which both R and R.sub.1 are C.sub.1 -C.sub.5 alkoxy.
- 22. Compound of claim 2, in which R is hydroxy and R.sub.1 is hydrogen.
- 23. Compound of claim 2, in which R is hydrogen and R.sub.1 is hydroxy.
CROSS REFERENCE
This is a continuation of application Ser. No. 761,930, filed Jan. 24, 1977, now abandoned, and a continuation-in-part of application Ser. No. 724,202, filed Sept. 17, 1976, now abandoned which is a continuation-in-part of application Ser. No. 625,991, filed Oct. 28, 1975, now abandoned.
US Referenced Citations (10)
Non-Patent Literature Citations (5)
Entry |
Bencze, et al., J. Med. Chem. 8, 213-214 (1965). |
Lednicer et al., J. Med. Chem. 9, 172-175 (1966). |
Lednicer et al., J. Med. Chem. 10, 78-84 (1967). |
Crenshaw et al., J. Med. Chem. 14, 1185-1190 (1971). |
Jyer et al., Indian J. Exptl. Biol. 5, 169-170 (1967). |
Continuations (1)
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Number |
Date |
Country |
Parent |
761930 |
Jan 1977 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
625991 |
Oct 1975 |
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