Substituted homopiperidinyl benzimidazole analogues as...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C514S217060, C514S217070, C514S217090, C514S217100, C540S597000, C540S599000, C540S600000, C540S603000

Reexamination Certificate

active

10169011

ABSTRACT:
The present invention relates to compounds of formula (I)their prodrugs, N-oxides, addition salts, quaternary amines and stereochemically isomeric forms, wherein the bivalent radical -{circle around (A)}- represents a saturated or an unsaturated homopiperidinyl having one double bond, and wherein said bivalent radical -{circle around (A)}- is substituted with R2being hydrogen, hydroxy, C1-4alkyl, or C1-4alkyloxy; -a1=a2-a3=a4- represents an optionally substituted bivalent radical; R1is hydrogen, C1-6alkyl, aryl1, C1-6alkyl substituted with aryl1, C1-4alkyloxycarbonyl, aryl1carbonyl, aryl1C1-6alkylarbonyl C1-4alkylcarbonyl, trifluoromethyl, trifluoromethylcarbonyl, C1-6alkylsulfonyl, aryl1sulfonyl, methanesulfonyl, benzenesulfonyl, trifluoromethanesulfonyl, dimethylsulfamoyl; X represents O, S or NR3, wherein R3is hydrogen, C1-6alkyl, methanesulfonyl, benzenesulfonyl, trifluoromethanesulfonyl, dimethylsulfamoyl, C1-4alkyl substituted with aryl2and optionally with hydroxy, C1-4alkylcarbonylC1-4alkyl substituted with aryl2; aryl1is optionally substituted phenyl, optionally substituted pyridinyl, naphthyl, quinolinyl, or 1,3-benzodioxolyl; aryl2is optionally substituted phenyl; fundic relaxating activity. Processes for preparing said products, formulations comprising said products and their use as a medicine are disclosed, in particular for treating dyspeptic symptoms, irritable bowel syndrome and other conditions related to a hampered or impaired relaxation of the fundus.

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Orajales, Aurelio et al.,Synthesis and Structure-Activity Relationship of New Piperidinyl and Piperazinyl Derivatives as Antiallegics, J. Heterocyclic Chem., vol. 32, May-Jun. 1995, pp. 707-718.
John J. D'Amico et al., 2-Substituted Thiobenzothiazole and Related Compounds, I. Novel Methods for the Preparation of 2,2′-Thiobis(benzothiazoles),2-(N,N-Disubstituted amino)benzothiazoles, and Related Compounds,J. Org. Chem., vol. 30, Nov. 1965, pp. 3618-3625.
Muftic, Dr. Mahmoud,Neue Substanzen Mit Komplementbindungshemmender Wirkungin Vitro, Quart. J. Crude Drug Res., vol. 9, No. 3, 1969, pp. 1422-1425.
Chernova, Y. et al.,Synthesis and Biological Activity of 5,6-Dinitro Derivatives of Benzimidazole, Khim.-Farm. ZH, vol. 25, 1991, pp. 50-52.
International Search Report (PCT), 2001.

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