Claims
- 1. A compound of the formula: ##STR41## wherein R.sup.2 is H, OH, O-alkyl(C.sub.1 -C.sub.4), F, Br, Cl, I, NO.sub.2, OCF.sub.3, alkyl(C.sub.1 -C.sub.6), or N(R.sup.12).sub.2 ;
- R.sup.3 is H, OH, O-alkyl(C.sub.1 -C.sub.3), straight or branched OSi-(C.sub.1 -C.sub.4)alkyl, F, Br, Cl, I, NO2, alkyl(C.sub.1 -C.sub.6), OCH.sub.2 CH.sub.2 Cl, O-alkyl(C.sub.2 -C.sub.5)-heterocycle, O-alkyl(C.sub.2 -C.sub.5)N(R.sup.12).sub.2, OCF.sub.3, or N(R.sup.12).sub.2 ;
- or R.sup.2 and R.sup.3 taken together are methylenedioxy or ethylenedioxy;
- R.sup.4 is H, OH, O-alkyl(C.sub.1 -C.sub.4), F, Br, Cl, I, or alkyl(C.sub.1 -C.sub.3);
- R.sup.5 is H, CN, CH.sub.2 OH, CO.sub.2 (C.sub.12 -C.sub.3)alkyl or alkyl(C.sub.1 -C.sub.3);
- R.sup.1 is straight or branched (C.sub.1 -C.sub.12)alkyl, cycloalkyl(C.sub.3 -C.sub.7), bicycloalkyl(C.sub.6 -C.sub.10), tricycloalkyl(C.sub.6 -C.sub.10), or a moiety of the formula: ##STR42## wherein m is an integer 0-3, X is H, straight or branched (C.sub.1 -C.sub.4)alkyl, I, Cl, Br, F, NO.sub.2, or N(R.sup.12).sub.2 ;
- or R.sup.1 is a heterocycle with the proviso that the heterocycle cannot be ##STR43## where r is an integer 1-4; A is straight or branched (C.sub.2 -C.sub.12)alkyl, or a moiety selected from those of the formulae: ##STR44## W is Br, Cl, I, NH.sub.2, OSO.sub.2 alkyl(C.sub.1 -C.sub.3), OSO.sub.2 CF.sub.3, OSO.sub.2 -phenyl, OSO.sub.2 -p-tolyl, with the proviso that when A is --CH.sub.2 CH.sub.2 CH.sub.2 --, W cannot be OH or Cl, Br, F or I;
- R.sup.12 is alkyl(C.sub.1 -C.sub.4); and the pharmaceutically acceptable salts thereof.
- 2. A compound according to claim 1, .alpha.-(4-chlorobutyl)-3,4-dimethoxy-.alpha.-[(4-methylphenyl)-thio]benzeneacetonitrile.
- 3. A compound according to claim 1, .alpha.-(3-chloro-2-methylpropyl)-3,4-dimethoxy-.alpha.-[(4-methyl-phenyl)thio]benzeneacetonitrile.
- 4. A compound according to claim 1, .alpha.-(11-bromoundecyl)-3,4-dimethoxy-.alpha.-[(4-methylphenyl)-thio]benzeneacetonitrile.
- 5. A compound according to claim 1, .alpha.-(5-chloropentyl)-3,4-dimethoxy-.alpha.-[(4-methylphenyl)-thio]benzeneacetonitrile.
- 6. A compound according to claim 1, .alpha.-(5-bromooctyl)-3,4-dimethoxy-.alpha.-[(4-methylphenyl)-thio]benzeneacetonitrile.
- 7. A compound according to claim 1, .alpha.-(5-iodopentyl)-3,4-dimethoxy-.alpha.-[(4-methylphenyl)-thio]benzeneacetonitrile.
- 8. A compound according to claim 1, .alpha.-(5-aminopentyl)-3,4-dimethoxy-.alpha.-[(4-methylphenyl)-thio]benzeneacetonitrile.
- 9. A compound according to claim 1, .alpha.-(5-chlorohexyl)-3,4-dimethoxy-.alpha.-[(4-methylphenyl)-thio]benzeneacetonitrile.
- 10. A compound according to claim 1, 4-[4-chloro-1-[(4-methylphenyl)thio]butyl]-1,2-dimethoxybenzene.
- 11. A compound according to claim 1, 4-[6-bromo-1-[(4-methylphenyl)thio]hexyl]-1,2-dimethoxybenzene.
- 12. A compound according to claim 1, .alpha.-3,4-dimethoxyphenyl)-3-(hydroxymethyl)-.alpha.-[(4-methylphenyl)thio]benzene propane nitrile.
- 13. A compound according to claim 1, 3-(chloromethyl)-.alpha.-(dimethoxyphenyl)-.alpha.-[(4-methylphenyl)thio]benzene propane nitrile.
- 14. A compound according to claim 1, 4-[6-bromo-1-[(4-methylphenyl)thio]heptyl]-1,2-dimethoxybenzene.
- 15. A compound according to claim 1, 5-[7-bromo-1-[(4-methylphenyl)thio]heptyl]-2-methoxy-phenoxy](1,2-dimethylethyl)dimethylsilane.
- 16. A compound according to claim 1, .alpha.-(5-chloropentyl)-.alpha.-(cyclohexylthio)-3,4-dimethoxybenzeneacetonitrile.
- 17. A compound according to claim 1, .alpha.-(5-aminopentyl)-.alpha.-(cyclohexylthio)-3,4-dimethoxybenzeneacetonitrile.
- 18. A compound according to claim 1, 5-[6-bromo-1-[(4-methylphenyl)thio]hexyl-1,3-benzodioxole.
- 19. A compound according to claim 1, 1-[6-bromo-1-[(methylphenyl)thio]hexyl]-4-(trifluoromethoxy)benzene.
- 20. A compound according to claim 1, 1-[[6-bromo-1-(4-fluorophenyl)hexyl]thio]-4-methylbenzene.
- 21. A compound according to claim 1, .alpha.-(5-bromopentyl)-3,4-dimethoxy-.alpha.-[(4-methylphenyl)-thio]benzeneacetonitrile.
- 22. A compound according to claim 1, [(7-bromo-1-phenylheptyl)thio]benzene.
- 23. A compound according to claim 1, .alpha.-(5-bromopentyl)-.alpha.-(cyclohexylthio)-3,4-dimethoxybenzeneacetonitrile.
- 24. A compound according to claim 1, 7-bromo-2-(3,4-dimethoxyphenyl)-2-(2-pyridylthio)-heptanonitrile.
- 25. A compound according to claim 1, .alpha.-(5-hydroxypentyl)-3,4-dimethoxy-.alpha.-[(methylphenyl)-thio]benzeneacetic acid methyl ester.
Parent Case Info
This is a Division of Application Ser. No. 08/328,643 filed Oct. 25, 1994, now U.S. Pat. No. 5,550,149 which is a Divisional of U.S. Ser. No. 08/092,653 filed Jul. 16, 1993, now U.S. Pat. No. 5,387,685.
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Number |
Name |
Date |
Kind |
2969362 |
Twelt et al. |
Jan 1961 |
|
4792559 |
Regnier et al. |
Dec 1988 |
|
Non-Patent Literature Citations (2)
Entry |
Mukaiyama, T. et al., Chem. Lett., 11:1177-80 (1976). |
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Divisions (2)
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Number |
Date |
Country |
Parent |
328643 |
Oct 1994 |
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Parent |
92653 |
Jul 1993 |
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