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Details for Patent: 4,105,681

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Details for Patent: 4,105,681

Title: 9-Phenyl 5,6-dimethyl-nona-2,4,6,8-tetraeonic acid compounds
Abstract:Novel 9-phenyl 5,6-dimethyl-nona-2,4,6,8-tetraenoic acid,-tetraenal or tetraenol derivatives useful as anti-tumor agents.
Inventor(s): Bollag; Werner (Basel, CH), Ruegg; Rudolf (Bottmingen, CH), Ryser; Gottlieb (Basel, CH)
Assignee: Hoffmann-La Roche Inc. (Nutley, NJ)
Filing Date:Aug 13, 1976
Application Number:05/714,170
Claims:1. A compound of the formula ##STR16## wherein R.sub.1 and R.sub.2 are lower alkyl; R.sub.3 is hydrogen, lower alkyl, lower alkoxy, lower alkenyloxy, nitro, halo, amino, lower alkylamino, lower alkanoylamino R.sub.4 is hydrogen, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy, nitro, lower alkanoyloxy, amino, lower alkylamino R.sub.5 is hydrogen, lower alkyl, lower alkenyl, lower alkoxy, lower alkenyloxy, nitro, halo, amino, lower alkanoylamino, lower alkylamino with the proviso that at least one of R.sub.3, R.sub.4 and R.sub.5 is other than hydrogen; with the further proviso that when R.sub.3 or R.sub.5 is halogen, R.sub.4 is other than alkoxy; and R.sub.6 is carboxyl and pharmaceutically acceptable salts thereof.

2. The compound of claim 1 wherein R.sub.3, R.sub.4 and R.sub.5 are hydrogen or lower alkyl.

3. The compound of claim 2 wherein said compound is 9-(2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid.

4. The compound of claim 2 wherein said compound is 9-(2,4,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid.

5. The compound of claim 2 wherein said compound is 9-(2,4,6-triisopropyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid.

6. The compound of claim 2 wherein said compound is 9-(2,3,4,6-tetramethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid.

7. The compound of claim 2 wherein said compound is 9-(pentamethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid.

8. The compound of claim 1 wherein at least one of R.sub.3, R.sub.4 or R.sub.5 is lower alkoxy.

9. The compound of claim 8 wherein said compound is 9-(4-methoxy-2,6-dimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid.

10. The compound of claim 8 wherein said compound is 9-(4-methoxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-o ic acid.

11. The compound of claim 1 wherein at least one of R.sub.4 and R.sub.5 is lower alkenyl.

12. The compound of claim 63 wherein said compound is 9-(4-methoxy-3-allyl-2,6-dimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetrae n-1-oic acid.

13. The compound of claim 1 wherein at least one of R.sub.3, R.sub.4 or R.sub.5 is nitro.

14. The compound of claim 13 wherein said compound is 9-(3-nitro-2,4,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid.

15. The compound of claim 1 wherein at least one of R.sub.3 or R.sub.5 is halogen.

16. The compound of claim 15 wherein said compound is 9-(3-chloro-2,4,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oi c acid.

17. The compound of claim 1 wherein at least one of R.sub.3, R.sub.4 or R.sub.5 is lower alkenyloxy.

18. The compound of claim 17 wherein said compound is 9-(4-allyloxy-2,3,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1- oic acid.
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