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US 7,741,329 B2Granted
N-aroyl cyclic amines
AssigneeSmithKline Beecham Corporation
InventorsClive Leslie Branch, Steven Coulton, Amanda Johns, Christopher Norbert Johnson, Roderick Alan Porter, Geoffrey Stemp, Kevin Thewlis
Life of this patent
Estimating the term…
Abstract
Disclosed are N-aroyl cyclic amine derivatives having the formula: wherein the substituent variables are as defined herein, and their use as pharmaceuticals.
Claims13
A compound of formula (I):
- wherein:
- Y represents a group (CH2)n, wherein n represents 1;
- m represents 1, 2, or 3;
- p represents 0 or 1;
- X is NR, wherein R is H or (C1-4)alkyl;
- Ar1 is optionally substituted pyrimidinyl;
- Ar2 represents optionally substituted quinolinyl or isoquinolinyl
- wherein said optionally substituted Ar1 and Ar2, is optionally substituted by halogen, hydroxy, oxo, cyano, nitro, (C1-4)alkyl, (C1-4)alkoxy, hydroxy(C1-4)alkyl, hydroxy(C1-4)alkoxy, halo(C1-4)alkyl, halo(C1-4)alkoxy, aryl(C1-4)alkoxy, (C1-4)alkylthio, hydroxy(C1-4)alkyl, (C1-4)alkoxy(C1-4)alkyl, (C3-6)cycloalkyl(C1-4)alkoxy, (C1-4)alkanoyl, (C1-4)alkoxycarbonyl, (C1-4)allylsulfonyl, (C1-4)alkylsulfonyloxy, (C1-4)alkylsulfonyl(C1-4)alkyl, arylsulfonyl, arylsulfonyloxy, arylsulfonyl(C1-4)alkyl, (C1-4)alkylsulfonamido, (C1-4)alkylamido, (C1-4)alkylsulfonamido(C1-4)alkyl, (C1-4)alkylamido(C1-4)alkyl, arylsulfonamido, arylcarboxamido, arylsulfonamido(C1-4)alkyl, arylcarboxamido(C1-4)alkyl, aroyl, aroyl(C1-4)alkyl, aryl(C1-4)alkanoyl, (C1-4)acyl, aryl, aryl(C1-4)alkyl, (C1-4)alkylamino(C1-4)alkyl, RaRbN—, RaOCO(CH2)r, RaCON(Ra)(CH2)r, RaRbNCO(CH2)r, RaRbNSO2(CH2)r or RaSO2NRb(CH2)r, wherein r represents zero or an integer from 1 to 4, or RaRbN(CH2)n- or RaRbN(CH2)nO—, wherein n represents an integer from 1 to 4, wherein each of Ra and Rb independently represents a hydrogen atom or a (C1-4)alkyl group or RaRb forms part of a (C3-6)azacycloalkane or (C3-6)(2-oxo)azacycloalkane ring, or RaRbN(CH2)n- or RaRbN(CH2)nO, where Ra with at least one CH2 of the (CH2)n portion of the group form a (C3-6)azacycloalkane and Rb represents hydrogen, a (C1-4)alkyl group or with the nitrogen to which it is attached forms a second (C3-6)azacycloalkane fused to the first (C3-6)azacycloalkane;
- or a pharmaceutically acceptable salt thereof.
6 more elements
A compound selected from:
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-quinolin-2-yl-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-quinolin-8-yl-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-quinolin-4-yl-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(4-ethyl-quinolin-8-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-isoquinolin-1-yl-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(2-methyl-quinolin-5-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(3-methyl-quinolin-4-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(7-chloro-3-methyl-quinolin-8-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-[2,4-dimethyl-quinolin-8-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(2-phenyl-quinolin-4-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(2-methyl-quinolin-4-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(6-bromo-quinolin-4-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(2-methyl-quinolin-8-yl)-methanone,
- 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)-methyl]-piperidin-1-yl}-1-(8-bromo-quinolin-4-yl)-methanone,
- 1-((S)-2-{[(5-Bromo-pyrimidin-2-yl)-methyl-amino]-methyl}-piperidin-1-yl)-1-isoquinolin-1-yl-methanone,
- 1-((S)-2-{[(5-Bromo-pyrimidin-2-yl)-methyl-amino]-methyl}-piperidin-1-yl)-1-(3-methyl-quinolin-4-yl)-methanone,
- 1-((S)-2-{[(5-Bromo-pyrimidin-2-yl)-methyl-amino]-methyl}-piperidin-1-yl)-1-(2-methyl-quinolin-5-yl)-methanone,
- and a pharmaceutically acceptable salt thereof.
15 more elements
Dependencies are inferred from the claim text.