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Generated: December 15, 2017

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Title: 2,2-Diaryl-4-(4-aryl-4-hydroxy-piperidino)-butyramides
Abstract:Compounds of the class of 2,2-diaryl-4-(4'-aryl-4'-hydroxypiperidino)butyramides wherein said aryl and said amide functions are variously defined groups, said butyramides having anti-diarrheal and analgesic activities; also included are novel intermediates used in the synthesis of said butyramides.
Inventor(s): Janssen; Paul Adriaan Jan (Vosselaar, BE), Niemegeers; Carlos Jan Ernest Josef (Deurne, BE), Stokbroekx; Raymond Antoine (Beerse, BE), Vandenberk; Jan (Beerse, BE)
Assignee: Janssen Pharmaceutica N.V. (Beerse, BE)
Filing Date:Dec 07, 1972
Application Number:05/379,155
Claims:1. 3,3-Diaryl-tetrahydro-2-furylidene ammonium salts having the formula: ##SPC17##

wherein:

Ar.sub.1 is a member selected from the group consisting of phenyl and halophenyl;

Ar.sub.2 is a member selected from the group consisting of phenyl and halophenyl;

N=z is a member selected from the group consisting of ##SPC18##

and N(CH.sub.2 CH=CH.sub.2).sub.2, in which R.sub.1 and R.sub.2 represent lower alkyl, R.sub.3 is a member selected from the group consisting of lower alkyl and benzyl, and R.sub.4 is lower alkyl; and

--Alk-- is a member selected from the group consisting of --CH.sub.2 CH.sub.2 -- and --CH.sub.2 CH(CH.sub.3)-- ;

provided that, when said --Alk-- is --CH.sub.2 CH(CH.sub.3)--, then said N=Z is other than N(CH.sub.2 CH=CH.sub.2).sub.2.

2. 1-(tetrahydro-3,3-diphenyl-2-furylidene) pyrrolidinium bromide.

3. 1-(tetrahydro-3,3-diphenyl-2-furylidene) piperidinium bromide.

4. 4-(tetrahydro-3,3-diphenyl-2-furylidene) morpholinium bromide.

5. Dimethyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

6. Diethyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

7. Dimethyl (tetrahydro-5-methyl-3,3-diphenyl-2-furylidene) ammonium bromide.

8. 1-(tetrahydro-5-methyl-3,3-diphenyl-2-furylidene) pyrrolidinium bromide.

9. Dipropyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

10. Dibutyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

11. 2,6-dimethyl-4-(tetrahydro-3,3-diphenyl-2-furylidene) morpholinium bromide.

12. 4-methyl-1-(tetrahydro-3,3-diphenyl-2-furylidene) piperidinium bromide.

13. Ethylmethyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

14. 3-methyl-1-(tetrahydro-3,3-diphenyl-2-furylidiene) piperidinium bromide.

15. Benzylmethyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

16. Diallyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

17. Methylpropyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

18. Methylisopropyl (tetrahydro-3,3-diphenyl-2-furylidene) ammonium bromide.

19. [3,3-bis(p-fluorophenyl)tetrahydro-2-furylidene]dimethylammonium bromide.

20. 3,3-Diphenyl-tetrahydro-2-furylidene ammonium salts having the formula: ##SPC19##

wherein N=Z.sub.2 represents N(lower alkyl).sub.2.
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