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US 7,683,077 B2Granted
Piperidine derivative
AssigneeAjinomoto Co., Inc.
InventorsShingo Makino, Naoyuki Fukuchi, Sayaka Asari, Masaki Hashimoto, Tetsuo Yano, Youji Yamada, Munetaka Tokumasu, Masataka Shoji, Itsuya Tanabe, Shinichi Fujita, Hideki Matsumoto
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Abstract
The present invention provides a piperidine derivative represented by the following formula or analogs thereto, which are used for agents for treating or preventing various diseases related to 5-HT7.
Claims16
A piperidine compound represented by formula (1) or pharmaceutically acceptable salt thereof:
- wherein S1, S2 and S3, which may be the same or different, are each a hydrogen atom, halogen atom, hydroxyl group, lower alkyl group, lower alkenyl group, lower alkynyl group, cyclic alkyl group which may have a hetero atom in the ring thereof, aryl group, heteroaryl group, lower alkyl group substituted by cyclic alkyl group which may have a hetero atom in the ring thereof, lower alkyl group substituted by aryl group, lower alkyl group substituted by heteroaryl group, lower alkoxyl group, lower alkylthio group, lower alkoxyl group substituted by cyclic alkyl group which may have a hetero atom in the ring thereof, lower alkylthio group substituted by cyclic alkyl group which may have a hetero atom in the ring thereof, lower alkoxyl group substituted by aryl group, lower alkylthio group substituted by aryl group, lower alkoxyl group substituted by heteroaryl group, lower alkylthio group substituted by heteroaryl group, cyclic alkyloxy group which may have a hetero atom in the ring thereof, aryloxy group, heteroaryloxy group, hydroxy-lower alkyl group, hydroxy-lower alkenyl group, hydroxy-lower alkoxyl group, halogenated lower alkyl group, halogenated lower alkoxyl group, halogenated lower alkylthio group, halogenated lower alkenyl group, nitro group, cyano group, substituted or unsubstituted amino group, carboxyl group, lower alkyloxycarbonyl group, substituted or unsubstituted carbamoyl group, lower alkanoyl group, aroyl group, lower alkylsulfonyl group, or substituted or unsubstituted sulfamoyl group;
- or S1, S2 and S3 may form a ring in combination, which may contain one or two hetero atoms independently selected from oxygen atoms nitrogen atoms, and sulfur atoms in the ring thereof;
- wherein the heteroaryl groups of S1, S2 and S3are independently selected from the group consisting of pyridyl groups, pyrazyl groups, pyrimidyl groups, pyrazolyl groups, pyrrolyl groups, triazyl groups, furyl groups, thienyl groups, isoxazolyl groups, isothiazolyl groups, indolyl groups, guinolyl groups, isoguinolyl groups, and benzimidazolyl groups;
- RNG is a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group containing one, two, three or four hetero atoms selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom;
- wherein the heteroaryl group of RNG is selected from the group consisting of pyridyl group, pyrazyl group, pyrimidyl group, pyrazolyl group, pyrrolyl group, triazyl group, furyl group, thienyl group, isoxazolyl group, isothiazolyl group, indolyl group, guinolyl group, isoguinolyl group, and benzimidazolyl group;
- R1 is a hydrogen atom;
- hydroxyl group;
- lower alkyl group;
- lower alkenyl group;
- lower alkynyl group;
- cyclic alkyl group which may have a hetero atom in the ring thereof;
- aryl group;
- heteroaryl group;
- lower alkyl group substituted by cyclic alkyl group which may have a hetero atom in the ring thereof;
- lower alkyl group substituted by aryl group;
- lower alkenyl group substituted by aryl group;
- lower alkyl group substituted by heteroaryl group;
- lower alkyl group substituted by lower alkoxyl group;
- lower alkyl group substituted by amino group;
- lower alkyl group substituted by carboxyl group;
- lower alkyl group substituted by carbonyl group which is substituted by lower alkoxyl group;
- lower alkoxyl group;
- hydroxy-lower alkyl group;
- hydroxy-lower alkenyl group;
- hydroxy-lower alkyl group substituted by aryl group;
- halogenated lower alkyl group;
- halogenated lower alkenyl group;
- lower alkyl group substituted by amide group, which may be substituted by any of cyclic alkyl group where a hetero atom may be included in the ring thereof, aryl group, heteroaryl group, lower alkyl group, lower alkynyl group, lower alkoxyl group, lower alkyl group substituted by aryl group, lower alkyl group substituted by heteroaryl group, lower alkenyl group substituted by aryl group, lower alkenyl group substituted by heteroaryl group, lower alkynyl group, cyclic alkenyl group or piperonyl group;
- lower alkyl group substituted by sulfonamide group, which may be substituted by any of cyclic alkyl group where a hetero atom may be included in the ring thereof, aryl group, heteroaryl group, lower alkyl group, lower alkynyl group, lower alkoxyl group, lower alkyl group substituted by aryl group, lower alkyl group substituted by heteroaryl group, lower alkenyl group substituted by aryl group, lower alkenyl group substituted by heteroaryl group, lower alkynyl group, or cyclic alkenyl group;
- or lower alkyl group substituted by urea group, which may be substituted by any of cyclic alkyl group where a hetero atom may be included in the ring thereof, aryl group, heteroaryl group, lower alkyl group, lower alkynyl group, lower alkoxyl group, lower alkyl group substituted by aryl group, lower alkyl group substituted by heteroaryl group, lower alkenyl group substituted by aryl group, lower alkenyl group substituted by heteroaryl group, lower alkynyl group, cyclic alkenyl group or piperonyl group;
- wherein said heteroaryl groups substituted on R1 are independently selected from the group consisting of furan, thiophene, pyridine, dioxane, and benzodioxane;
- R2 is a lower alkyl group, lower alkenyl group, lower alkynyl group, halogenated lower alkyl group, halogenated lower alkenyl group, or halogenated lower alkynyl group;
- and
- A and B, which may be the same or different, are each a hydrogen atom, halogen atom or lower alkyl group, provided that the following compounds (i) through (iv) are excluded:
- wherein
- (i) E1 is H—, HO— or PhCOO—;
- E2 is H—, HO— or PhCOO—;
- and E3 is H—, HO—, PhCOO— or tert-butyl;
- (ii) E4 is methyl group or propylene group having a substituent at the 3-position;
- (iii) E5 is HO—CH2CH2—, HO—CH2CH2OCH2CH2—, or H—;
- and
- (iv) compound is resented by formula (iv).
39 more elements
Dependencies are inferred from the claim text.