US 7,678,812 B2Granted

Aminotetralin-derived urea modulators of vanilloid VR1 receptor

AssigneeJanssen Pharmaceutica NV

InventorsEllen Codd, Scott L. Dax, Michele Jetter, Mark McDonnell, James J. McNally, Mark Youngman

Life of this patent

Estimating the term…

Abstract

This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to β-aminotetralin-derived ureas that are potent antagonists or agonists of VR1 which are useful for the treatment and prevention of inflammatory and other pain conditions in mammals.

Claims4

Dependent claims

A compound of Formula (Ia):

the compound selected from the group consisting of
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is H, m is 0, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-(Methoxymethyleneoxy)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is —CH═CH2, m is 1, L is —CH2—, R3 is (3-OMe-4-(Methoxymethyleneoxy)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is 4-Imidazolyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-methylenedioxy)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diOMe)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-tBu)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (4-Cl)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3,4-diOMe)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-methylenedioxy)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diOMe)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-tBu)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (4-Cl)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3,4-diOMe)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH═CH—( ), R3 is (3-OMe-4-OH)Ph, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-(Methoxymethyleneoxy)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-N(Me)(C5H11))Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-[N(Me)(cyclohexyl)])Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diOMe)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-CF3)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diCl)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3,4-diCl)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-CF3)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diCl)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3,4-diCl)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 8-(2-naphtholyl), and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Br, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 7-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 5-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is 3-Pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is 3-Pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OH, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Br, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 7-Cl, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 8-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-CN)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-Br)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is CN, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diF, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 8-(2-naphtholyl), and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Cyclopropyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-Benzyloxy)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is 4-Pyridinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 2-Thienyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2,6-diF)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is —CH2═CH2, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 7-F, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 5-F, R2 is Ph, mis 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is H, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-F, R2 is H, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Cyclopropyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-thienyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 2-thienyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-furyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 2-furyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 4-pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH(Me)-, R3 (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH(Me)CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3-OMe-4-OCH2CH2NH2)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH(Me)-, R3 is (3-OMe-4-OCH2CH2NH2)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH(Me)CH2—, R3 is (3-OMe-4-OCH2CH2NH2)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6,7-diF, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 7-Cl, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 5-Cl, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 8-Cl, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-OMe)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-OMe)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-OMe)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is —CH2═CH2, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-F, R2 is cyclopropyl, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-t-Bu, R2 is (4-t-Bu)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-CF3, R2 is (4-CF3)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is 3-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 8-F, R2 is Ph, m is 1, L is —CH2—, R3 is 2-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is 3-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is 2-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (2-OMe-3-OH)-5-thienyl, and X is S;
a compound of formula (Ia) wherein R1 is 6,7-diF, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 8-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is —CH2═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-t-Bu, R2 is (4-t-Bu)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-CF3, R2 is (4-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is (4-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is (3-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is (2-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (4-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (3-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (2-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (3-OMe-4-OH)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (3-OH-4-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe-7-OH, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OH-7-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Me, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-C(Me2)CH2Me, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-NO2, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OSO3Me, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-NHSO2Ph, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-CO2H, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-C(O)NH2, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-C(O)NMe2, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-C(O)NHMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-CO2Ph, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-cyclohexyl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Ph, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-NHC(O)(CH2)4—CH═CH—CH(Me)2, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 2-pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 3-pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 4-pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 3-thienyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 3-furyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 2-furyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 4-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-chloro-2-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 2,3-dihydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-cinnolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-Me-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 4-(1,8-naphthyridinyl), and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-quinazolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 2-OH-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-OH-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-F-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-Cl-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 2-OH-3-Cl-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is —CH2═CH2, m is 1, L is a direct bond, R3 is 5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is —CH2CH3, m is 1, L is a direct bond, R3 is 5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 8-Cl-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 2-naphthyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1,3-diMe-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 8-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1,3-diMe-8-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is isoquinolin-N-oxide-5-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OH-7-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOH, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe-7-OH, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-Me-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-Me-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Br, R2 is Ph, m is 1, L is a direct bond, R3 is 8-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 2-furyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-furanyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OCH3, R2 is 3-thienyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OCH3 ,R2 is 2,4 di-F Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OCH3, R2 is 2,4 di-F Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OCH3, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl-N-oxide, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 4-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 4-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-methyl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-methyl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl-N-oxide, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 4-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1,3-diCl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1,3-diCl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 8-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-piperidinyl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-OCH3-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-F-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-N,N-dimethyl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is nil, m is nil, R3 is 1-CH3-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is nil, m is nil, R3 is 1-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl-N-oxide, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl-N-oxide, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is spiro-2-indanyl, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 4-Cl,3-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 1-CH3-5-isoquinolinyl, and X is O;
and
enantiomers, diastereomers, tautomers, solvates, and pharmaceutically acceptable salts thereof.

217 more elements

A compound of Formula (Ia):

the compound selected from the group consisting of
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is −CH2—, R3 is (3,4-diOMe)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 8-(2-naphtholyl), and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Br, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 7-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 5-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Br, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 7-Cl, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 8-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-CN)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-Br)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diF, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 2-Thienyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
and
enantiomers, diastereomers, tautomers, solvates, and pharmaceutically acceptable salts thereof.

37 more elements

Dependencies are inferred from the claim text.

Facts

Application: 11/877,220Filed 23 Oct 2007 · continuation
Priority: 17 May 2002
Published: US 2008/0097102 A124 Apr 2008
Granted: 16 Mar 2010
Term ends: Not estimatedThe source records don’t support an estimate.

Classification42 codes

C07D 213/40
Radicals substituted by singly-bound nitrogen atoms: acylated substituent nitrogen atom
A61P 1/00
Drugs for disorders of the alimentary tract or the digestive system
A61P 1/04
Drugs for disorders of the alimentary tract or the digestive system: for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of…
A61P 11/00
Drugs for disorders of the respiratory system

Family

Application60/381,575Us provisional application · filed 17 May 2002
Application10/438,477Parent of this division · filed 15 May 2003
Application11/045,956Parent of this continuation · filed 28 Jan 2005
US 6,984,647 B2Parent of this division · filed 10 Jan 2006
US 2008/0097102 A1Pre-grant publication · published 24 Apr 2008
Application11/045,956Parent of this division
US 2003/0236280 A1Published application
US 2005/0187291 A1Published application
US 7,678,812 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

A compound of Formula (Ia):

the compound selected from the group consisting of
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is H, m is 0, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-(Methoxymethyleneoxy)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is 3-Pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is —CH═CH2, m is 1, L is —CH2—, R3 is (3-OMe-4-(Methoxymethyleneoxy)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is 4-Imidazolyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-methylenedioxy)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diOMe)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-tBu)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (4-Cl)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3,4-diOMe)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-methylenedioxy)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diOMe)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-tBu)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (4-Cl)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3,4-diOMe)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH═CH—( ), R3 is (3-OMe-4-OH)Ph, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-(Methoxymethyleneoxy)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-N(Me)(C5H11))Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-[N(Me)(cyclohexyl)])Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diOMe)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-CF3)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diCl)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3,4-diCl)Ph, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (4-CF3)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is (3,4-diCl)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3,4-diCl)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 8-(2-naphtholyl), and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Br, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 7-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 5-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is 3-Pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is 3-Pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OH, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Br, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 7-Cl, R2 is H, m is 0, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 8-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-CN)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-Br)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is CN, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diF, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 8-(2-naphtholyl), and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is —CH═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Cyclopropyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-Benzyloxy)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is 4-Pyridinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 2-Thienyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2,6-diF)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is —CH2═CH2, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 7-F, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 5-F, R2 is Ph, mis 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is H, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-F, R2 is H, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Cyclopropyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-thienyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 2-thienyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-furyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 2-furyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 4-pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is 3-pyridinyl, m is 1, L is —CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH(Me)-, R3 (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH(Me)CH2—, R3 is (3-OMe-4-OH)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is (3-OMe-4-OCH2CH2NH2)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH(Me)-, R3 is (3-OMe-4-OCH2CH2NH2)Ph, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH(Me)CH2—, R3 is (3-OMe-4-OCH2CH2NH2)Ph, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6,7-diF, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 7-Cl, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 5-Cl, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 8-Cl, R2 is Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (4-OMe)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (3-OMe)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-OMe)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is —CH2═CH2, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-F, R2 is cyclopropyl, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-t-Bu, R2 is (4-t-Bu)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 6-CF3, R2 is (4-CF3)Ph, m is 1, L is —CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is 3-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is 8-F, R2 is Ph, m is 1, L is —CH2—, R3 is 2-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is 4-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is 3-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2CH2—, R3 is 2-pyridinyl, and X is S;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is —CH2—, R3 is (2-OMe-3-OH)-5-thienyl, and X is S;
a compound of formula (Ia) wherein R1 is 6,7-diF, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 8-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is (2-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOMe, R2 is —CH2═CH2, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-t-Bu, R2 is (4-t-Bu)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-CF3, R2 is (4-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is (4-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is (3-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is (2-Cl)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (4-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (3-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (2-CF3)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (3-OMe-4-OH)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is (3-OH-4-OMe)Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe-7-OH, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OH-7-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Me, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-C(Me2)CH2Me, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-NO2, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OSO3Me, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-NHSO2Ph, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-CO2H, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-C(O)NH2, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-C(O)NMe2, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-C(O)NHMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-CO2Ph, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-cyclohexyl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Ph, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-NHC(O)(CH2)4—CH═CH—CH(Me)2, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 2-pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 3-pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 4-pyridinyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 3-thienyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 3-furyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 2-furyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 4-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-chloro-2-hydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 2,3-dihydroxynaphth-8-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-cinnolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-Me-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 4-(1,8-naphthyridinyl), and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-quinazolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 2-OH-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-OH-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-F-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-Cl-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 2-OH-3-Cl-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is —CH2═CH2, m is 1, L is a direct bond, R3 is 5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is —CH2CH3, m is 1, L is a direct bond, R3 is 5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 8-Cl-5-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is 2-naphthyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1,3-diMe-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 8-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1,3-diMe-8-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is isoquinolin-N-oxide-5-yl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is —CH2—, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OH-7-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6,7-diOH, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe-7-OH, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is H, R2 is Ph, m is 1, L is a direct bond, R3 is 3-quinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-Me-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-Me-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Br, R2 is Ph, m is 1, L is a direct bond, R3 is 8-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 2-furyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OMe, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-furanyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OCH3, R2 is 3-thienyl, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OCH3 ,R2 is 2,4 di-F Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OCH3, R2 is 2,4 di-F Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-OCH3, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl-N-oxide, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 4-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 4-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 3-methyl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-methyl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl-N-oxide, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 4-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1,3-diCl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1,3-diCl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 8-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-piperidinyl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-OCH3-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-F-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is Ph, m is 1, L is a direct bond, R3 is 1-N,N-dimethyl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is nil, m is nil, R3 is 1-CH3-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is nil, m is nil, R3 is 1-Cl-5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl-N-oxide, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 3-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl-N-oxide, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is spiro-2-indanyl, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-F, R2 is 4-Cl,3-CF3 Ph, m is 1, L is a direct bond, R3 is 5-isoquinolinyl, and X is O;
a compound of formula (Ia) wherein R1 is 6-Cl, R2 is Ph, m is 1, L is a direct bond, R3 is 1-CH3-5-isoquinolinyl, and X is O;
and
enantiomers, diastereomers, tautomers, solvates, and pharmaceutically acceptable salts thereof.

217 more elements

Facts

Application

11/877,220Filed 23 Oct 2007 · continuation

Priority

17 May 2002

Published

US 2008/0097102 A124 Apr 2008

Granted

16 Mar 2010

Term ends

Not estimatedThe source records don’t support an estimate.

Classification42 codes

C07D 213/40
Radicals substituted by singly-bound nitrogen atoms: acylated substituent nitrogen atom
A61P 1/00
Drugs for disorders of the alimentary tract or the digestive system
A61P 1/04
Drugs for disorders of the alimentary tract or the digestive system: for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of…
A61P 11/00
Drugs for disorders of the respiratory system

Family

Application60/381,575Us provisional application · filed 17 May 2002

Application10/438,477Parent of this division · filed 15 May 2003

Application11/045,956Parent of this continuation · filed 28 Jan 2005

US 6,984,647 B2Parent of this division · filed 10 Jan 2006

US 2008/0097102 A1Pre-grant publication · published 24 Apr 2008

Application11/045,956Parent of this division

US 2003/0236280 A1Published application

US 2005/0187291 A1Published application

US 7,678,812 B2This patent

From the US filing history. Foreign family members aren’t listed.