JP2008509910A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2008509910A5 JP2008509910A5 JP2007525719A JP2007525719A JP2008509910A5 JP 2008509910 A5 JP2008509910 A5 JP 2008509910A5 JP 2007525719 A JP2007525719 A JP 2007525719A JP 2007525719 A JP2007525719 A JP 2007525719A JP 2008509910 A5 JP2008509910 A5 JP 2008509910A5
- Authority
- JP
- Japan
- Prior art keywords
- piperidin
- carboxamide
- sulfonyl
- alkyl
- aryl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 claims 93
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 91
- 125000000753 cycloalkyl group Chemical group 0.000 claims 80
- 125000003118 aryl group Chemical group 0.000 claims 73
- 125000001072 heteroaryl group Chemical group 0.000 claims 72
- 150000001875 compounds Chemical class 0.000 claims 48
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 42
- -1 nitro, cyano, amino Chemical group 0.000 claims 42
- 229910052799 carbon Inorganic materials 0.000 claims 41
- 125000003710 aryl alkyl group Chemical group 0.000 claims 40
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 38
- 125000005843 halogen group Chemical group 0.000 claims 36
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 30
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims 30
- 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 claims 30
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 26
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 26
- 229910052739 hydrogen Inorganic materials 0.000 claims 21
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 21
- 125000003545 alkoxy group Chemical group 0.000 claims 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 18
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 17
- 150000001721 carbon Chemical group 0.000 claims 14
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 12
- 125000005466 alkylenyl group Chemical group 0.000 claims 12
- 125000000304 alkynyl group Chemical group 0.000 claims 12
- 125000001188 haloalkyl group Chemical group 0.000 claims 12
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 11
- 125000004076 pyridyl group Chemical group 0.000 claims 11
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 10
- 125000004663 dialkyl amino group Chemical group 0.000 claims 10
- 125000003282 alkyl amino group Chemical group 0.000 claims 8
- 238000007363 ring formation reaction Methods 0.000 claims 8
- 125000001624 naphthyl group Chemical group 0.000 claims 7
- 229910052717 sulfur Inorganic materials 0.000 claims 7
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 6
- 125000004104 aryloxy group Chemical group 0.000 claims 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- JSPCTNUQYWIIOT-UHFFFAOYSA-N piperidine-1-carboxamide Chemical compound NC(=O)N1CCCCC1 JSPCTNUQYWIIOT-UHFFFAOYSA-N 0.000 claims 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 4
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 4
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 125000000842 isoxazolyl group Chemical group 0.000 claims 4
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 4
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 4
- 125000001544 thienyl group Chemical group 0.000 claims 4
- ZYUZLEUJKZZXNN-UHFFFAOYSA-N C1=CC(CC(N)C(O)=O)=CC=C1OS(=O)(=O)C1=CC=C(C=CC=C2)C2=C1 Chemical group C1=CC(CC(N)C(O)=O)=CC=C1OS(=O)(=O)C1=CC=C(C=CC=C2)C2=C1 ZYUZLEUJKZZXNN-UHFFFAOYSA-N 0.000 claims 3
- 208000032928 Dyslipidaemia Diseases 0.000 claims 3
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 3
- 125000002252 acyl group Chemical group 0.000 claims 3
- 125000004442 acylamino group Chemical group 0.000 claims 3
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 3
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 3
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000000335 thiazolyl group Chemical group 0.000 claims 3
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- WIBPFEGXBHVRFS-DLEWZHQMSA-N 4-hydroxy-n-[(3s)-1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=C(C(F)(F)F)C=N1 WIBPFEGXBHVRFS-DLEWZHQMSA-N 0.000 claims 2
- NDOWOPYBXPNQJB-AAWLYWHWSA-N 6-[(3s)-3-[(4-hydroxyadamantane-1-carbonyl)amino]piperidin-1-yl]-n,n-dimethylpyridine-3-carboxamide Chemical compound N1=CC(C(=O)N(C)C)=CC=C1N1C[C@@H](NC(=O)C23CC4CC(CC(C4O)C3)C2)CCC1 NDOWOPYBXPNQJB-AAWLYWHWSA-N 0.000 claims 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 2
- CKBZJTAMRPPVSR-UHFFFAOYSA-N adamantane-1-carboxamide Chemical compound C1C(C2)CC3CC2CC1(C(=O)N)C3 CKBZJTAMRPPVSR-UHFFFAOYSA-N 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims 2
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 2
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000000651 prodrug Substances 0.000 claims 2
- 229940002612 prodrug Drugs 0.000 claims 2
- 125000005505 thiomorpholino group Chemical group 0.000 claims 2
- HBMJKFXARKXJCY-ULQDDVLXSA-N (1s,3s)-n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-3-methoxycyclohexane-1-carboxamide Chemical compound C1[C@@H](OC)CCC[C@@H]1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)CCC1 HBMJKFXARKXJCY-ULQDDVLXSA-N 0.000 claims 1
- JZEMBSQXWNRRTE-ULQDDVLXSA-N (1s,5s)-3-hydroxy-n-[(3s)-1-(2-methylphenyl)sulfonylpiperidin-3-yl]-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2[C@@]3([H])CC[C@]2(CC(O)C3)[H])CCN1S(=O)(=O)C1=CC=CC=C1C JZEMBSQXWNRRTE-ULQDDVLXSA-N 0.000 claims 1
- WBDDYONKZYZOSB-ULQDDVLXSA-N (1s,5s)-3-hydroxy-n-[(3s)-1-(3-methylphenyl)sulfonylpiperidin-3-yl]-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2[C@@]3([H])CC[C@]2(CC(O)C3)[H])CCN1S(=O)(=O)C1=CC=CC(C)=C1 WBDDYONKZYZOSB-ULQDDVLXSA-N 0.000 claims 1
- VJWNPYKUQXHHCR-FHWLQOOXSA-N (1s,5s)-3-hydroxy-n-[(3s)-1-naphthalen-1-ylsulfonylpiperidin-3-yl]-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C1=CC=C2C(S(=O)(=O)N3CCC[C@@H](C3)NC(=O)N3[C@@]4([H])CC[C@]3(CC(O)C4)[H])=CC=CC2=C1 VJWNPYKUQXHHCR-FHWLQOOXSA-N 0.000 claims 1
- ASAPBYZPKFYEIU-XIRDDKMYSA-N (1s,5s)-3-hydroxy-n-[(3s)-1-phenylpiperidin-3-yl]-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2[C@@]3([H])CC[C@]2(CC(O)C3)[H])CCN1C1=CC=CC=C1 ASAPBYZPKFYEIU-XIRDDKMYSA-N 0.000 claims 1
- GGMSNUXBMQOSBQ-IHRRRGAJSA-N (1s,5s)-n-[(3s)-1-(2,6-dichlorophenyl)sulfonylpiperidin-3-yl]-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2[C@@]3([H])CC[C@]2(CC(O)C3)[H])CCN1S(=O)(=O)C1=C(Cl)C=CC=C1Cl GGMSNUXBMQOSBQ-IHRRRGAJSA-N 0.000 claims 1
- MOYLUNFMRGWTBH-KKUMJFAQSA-N (1s,5s)-n-[(3s)-1-(2-fluorophenyl)sulfonylpiperidin-3-yl]-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2[C@@]3([H])CC[C@]2(CC(O)C3)[H])CCN1S(=O)(=O)C1=CC=CC=C1F MOYLUNFMRGWTBH-KKUMJFAQSA-N 0.000 claims 1
- TXALXNUTVKQOED-IHRRRGAJSA-N (1s,5s)-n-[(3s)-1-(3-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2[C@@]3([H])CC[C@]2(CC(O)C3)[H])CCN1S(=O)(=O)C1=CC=CC(Cl)=C1F TXALXNUTVKQOED-IHRRRGAJSA-N 0.000 claims 1
- PIFSJOREBLLQLH-JYJNAYRXSA-N (1s,5s)-n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2[C@@]3([H])CC[C@]2(CC(O)C3)[H])CCN1S(=O)(=O)C1=CC=CC(Cl)=C1C PIFSJOREBLLQLH-JYJNAYRXSA-N 0.000 claims 1
- HYFVAXHYVKAJPP-JYJNAYRXSA-N (1s,5s)-n-[(3s)-1-(3-chlorophenyl)sulfonylpiperidin-3-yl]-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2[C@@]3([H])CC[C@]2(CC(O)C3)[H])CCN1S(=O)(=O)C1=CC=CC(Cl)=C1 HYFVAXHYVKAJPP-JYJNAYRXSA-N 0.000 claims 1
- IDYPIUNVAHYFBL-SQVUVWECSA-N (3s)-3-[(4-hydroxyadamantane-1-carbonyl)amino]-n-phenylpiperidine-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(=O)NC1=CC=CC=C1 IDYPIUNVAHYFBL-SQVUVWECSA-N 0.000 claims 1
- GTYBIGUTVHNATR-KRWDZBQOSA-N 1-methyl-n-[(3s)-1-phenylpiperidin-3-yl]indole-2-carboxamide Chemical compound C([C@@H](C1)NC(=O)C=2N(C3=CC=CC=C3C=2)C)CCN1C1=CC=CC=C1 GTYBIGUTVHNATR-KRWDZBQOSA-N 0.000 claims 1
- VAJHMBLRNPFMLL-UHFFFAOYSA-N 1-piperidin-3-ylpiperidine-3-carboxamide Chemical compound C1C(C(=O)N)CCCN1C1CNCCC1 VAJHMBLRNPFMLL-UHFFFAOYSA-N 0.000 claims 1
- LGBKGSGPEFVJQI-KRWDZBQOSA-N 2-(2-methyl-1h-indol-3-yl)-n-[(3s)-1-phenylpiperidin-3-yl]acetamide Chemical compound C([C@@H](C1)NC(=O)CC=2C3=CC=CC=C3NC=2C)CCN1C1=CC=CC=C1 LGBKGSGPEFVJQI-KRWDZBQOSA-N 0.000 claims 1
- QBZIHVNYTCBHHN-AWEZNQCLSA-N 2-chloro-n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]benzamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C(=CC=CC=2)Cl)CCC1 QBZIHVNYTCBHHN-AWEZNQCLSA-N 0.000 claims 1
- AEYSYIHTLODAAB-INIZCTEOSA-N 2-methyl-n-[(3s)-1-phenylpiperidin-3-yl]benzamide Chemical compound CC1=CC=CC=C1C(=O)N[C@@H]1CN(C=2C=CC=CC=2)CCC1 AEYSYIHTLODAAB-INIZCTEOSA-N 0.000 claims 1
- AADQBFFNDZHLGI-SFHVURJKSA-N 2-methyl-n-[(3s)-1-phenylpiperidin-3-yl]quinoline-3-carboxamide Chemical compound C([C@@H](C1)NC(=O)C2=CC3=CC=CC=C3N=C2C)CCN1C1=CC=CC=C1 AADQBFFNDZHLGI-SFHVURJKSA-N 0.000 claims 1
- 125000004637 2-oxopiperidinyl group Chemical group O=C1N(CCCC1)* 0.000 claims 1
- GYKQAEVWTBOURF-COIXEQEXSA-N 3-hydroxy-n-[(3s)-1-phenylpiperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C4)(C3)O)CCN1C1=CC=CC=C1 GYKQAEVWTBOURF-COIXEQEXSA-N 0.000 claims 1
- FCFIXEBRGSUTSF-ZBZISHEGSA-N 3-hydroxy-n-[(3s)-1-quinolin-8-ylsulfonylpiperidin-3-yl]-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C1=CN=C2C(S(=O)(=O)N3CCC[C@@H](C3)NC(=O)N3C4CCC3CC(C4)O)=CC=CC2=C1 FCFIXEBRGSUTSF-ZBZISHEGSA-N 0.000 claims 1
- KBJPKLYWRUZXIX-INIZCTEOSA-N 3-methoxy-n-[(3s)-1-phenylpiperidin-3-yl]benzamide Chemical compound COC1=CC=CC(C(=O)N[C@@H]2CN(CCC2)C=2C=CC=CC=2)=C1 KBJPKLYWRUZXIX-INIZCTEOSA-N 0.000 claims 1
- FNLZUKQTESIVSF-MPIHSMFISA-N 4-hydroxy-4-methyl-n-[(3s)-1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4(O)C)CCN1C1=CC=C(C(F)(F)F)C=N1 FNLZUKQTESIVSF-MPIHSMFISA-N 0.000 claims 1
- XXCHHLLNAPPEBQ-PGSCBNACSA-N 4-hydroxy-n-[(3s)-1-(1,3-thiazol-2-yl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=NC=CS1 XXCHHLLNAPPEBQ-PGSCBNACSA-N 0.000 claims 1
- WEFYWVGCCAMTHK-SAJIZACHSA-N 4-hydroxy-n-[(3s)-1-(4-methoxypyridin-2-yl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound COC1=CC=NC(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)=C1 WEFYWVGCCAMTHK-SAJIZACHSA-N 0.000 claims 1
- BRYIPAGWSUPGMD-JZNKNQBLSA-N 4-hydroxy-n-[(3s)-1-(4-methylpyridin-2-yl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound CC1=CC=NC(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)=C1 BRYIPAGWSUPGMD-JZNKNQBLSA-N 0.000 claims 1
- KMILPSIBKREGPZ-QQHNZBQLSA-N 4-hydroxy-n-[(3s)-1-(4-phenylmethoxyphenyl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1OCC1=CC=CC=C1 KMILPSIBKREGPZ-QQHNZBQLSA-N 0.000 claims 1
- TZIWVBRTWBIOTK-XTYDGOQYSA-N 4-hydroxy-n-[(3s)-1-(4-pyridin-2-ylphenyl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1C1=CC=CC=N1 TZIWVBRTWBIOTK-XTYDGOQYSA-N 0.000 claims 1
- IFFMLAZNWYYKDQ-WZGQANMZSA-N 4-hydroxy-n-[(3s)-1-(4-pyridin-3-ylphenyl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1C1=CC=CN=C1 IFFMLAZNWYYKDQ-WZGQANMZSA-N 0.000 claims 1
- MBFBHMQUUMIXSG-WZGQANMZSA-N 4-hydroxy-n-[(3s)-1-(4-pyridin-4-ylphenyl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1C1=CC=NC=C1 MBFBHMQUUMIXSG-WZGQANMZSA-N 0.000 claims 1
- QBSIFYKNJYUQFB-JZNKNQBLSA-N 4-hydroxy-n-[(3s)-1-(5-methylpyridin-2-yl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound N1=CC(C)=CC=C1N1C[C@@H](NC(=O)C23CC4CC(CC(C4O)C3)C2)CCC1 QBSIFYKNJYUQFB-JZNKNQBLSA-N 0.000 claims 1
- OZOSGKMKCRYBME-VUWWJUAFSA-N 4-hydroxy-n-[(3s)-1-(5-nitropyridin-2-yl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=C([N+]([O-])=O)C=N1 OZOSGKMKCRYBME-VUWWJUAFSA-N 0.000 claims 1
- PFSNYQKUETWVLH-WSDZPULKSA-N 4-hydroxy-n-[(3s)-1-(5-pyridin-4-ylpyridin-2-yl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(N=C1)=CC=C1C1=CC=NC=C1 PFSNYQKUETWVLH-WSDZPULKSA-N 0.000 claims 1
- OWJMWYFPUJOXJH-SAJIZACHSA-N 4-hydroxy-n-[(3s)-1-(6-methoxypyridin-2-yl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound COC1=CC=CC(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)=N1 OWJMWYFPUJOXJH-SAJIZACHSA-N 0.000 claims 1
- FLTGFYDNYMEHJS-JZNKNQBLSA-N 4-hydroxy-n-[(3s)-1-(6-methylpyridin-2-yl)piperidin-3-yl]adamantane-1-carboxamide Chemical compound CC1=CC=CC(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)=N1 FLTGFYDNYMEHJS-JZNKNQBLSA-N 0.000 claims 1
- NRWXZJMDXJVCCH-RDFRHQLHSA-N 4-hydroxy-n-[(3s)-1-[4-(2-oxopyrrolidin-1-yl)phenyl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1N1CCCC1=O NRWXZJMDXJVCCH-RDFRHQLHSA-N 0.000 claims 1
- XENFGAJIOPLGJB-SAJIZACHSA-N 4-hydroxy-n-[(3s)-1-[4-(trifluoromethoxy)phenyl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=C(OC(F)(F)F)C=C1 XENFGAJIOPLGJB-SAJIZACHSA-N 0.000 claims 1
- IWNZPENYIFKXMJ-KPKOXSBOSA-N 4-hydroxy-n-[(3s)-1-[4-(trifluoromethyl)phenyl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=C(C(F)(F)F)C=C1 IWNZPENYIFKXMJ-KPKOXSBOSA-N 0.000 claims 1
- JRAOQJXBQOAXDO-VDWHLCGGSA-N 4-hydroxy-n-[(3s)-1-[4-(trifluoromethyl)pyrimidin-2-yl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=NC=CC(C(F)(F)F)=N1 JRAOQJXBQOAXDO-VDWHLCGGSA-N 0.000 claims 1
- GKUDNBINYRIKII-APGZODFYSA-N 4-hydroxy-n-[(3s)-1-[5-(4-methoxyphenyl)pyridin-2-yl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound C1=CC(OC)=CC=C1C1=CC=C(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)N=C1 GKUDNBINYRIKII-APGZODFYSA-N 0.000 claims 1
- IUCAAPFDCGZCQA-VUWWJUAFSA-N 4-hydroxy-n-[(3s)-1-[6-(trifluoromethyl)pyridin-2-yl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=CC(C(F)(F)F)=N1 IUCAAPFDCGZCQA-VUWWJUAFSA-N 0.000 claims 1
- RKDXJGAAFCELJM-KPKOXSBOSA-N 4-hydroxy-n-[(3s)-1-[6-methyl-4-(trifluoromethyl)pyridin-2-yl]piperidin-3-yl]adamantane-1-carboxamide Chemical compound CC1=CC(C(F)(F)F)=CC(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)=N1 RKDXJGAAFCELJM-KPKOXSBOSA-N 0.000 claims 1
- LXLHRFWWYYKOID-JZNKNQBLSA-N 4-hydroxy-n-[(3s)-1-phenylpiperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=CC=C1 LXLHRFWWYYKOID-JZNKNQBLSA-N 0.000 claims 1
- HDGVNKXAQWYPDB-CKDBGZEDSA-N 4-hydroxy-n-[(3s)-1-phenylpiperidin-3-yl]cyclohexane-1-carboxamide Chemical compound C1CC(O)CCC1C(=O)N[C@@H]1CN(C=2C=CC=CC=2)CCC1 HDGVNKXAQWYPDB-CKDBGZEDSA-N 0.000 claims 1
- KGAPNDCPYLIINE-INIZCTEOSA-N 4-methoxy-n-[(3s)-1-phenylpiperidin-3-yl]benzamide Chemical compound C1=CC(OC)=CC=C1C(=O)N[C@@H]1CN(C=2C=CC=CC=2)CCC1 KGAPNDCPYLIINE-INIZCTEOSA-N 0.000 claims 1
- RBRDUUQTQPCPBU-FQEVSTJZSA-N 4-phenoxy-n-[(3s)-1-phenylpiperidin-3-yl]benzamide Chemical compound C([C@@H](C1)NC(=O)C=2C=CC(OC=3C=CC=CC=3)=CC=2)CCN1C1=CC=CC=C1 RBRDUUQTQPCPBU-FQEVSTJZSA-N 0.000 claims 1
- LBELUKZJOQTCAL-QFIPXVFZSA-N 4-phenyl-n-[(3s)-1-phenylpiperidin-3-yl]benzamide Chemical compound C([C@@H](C1)NC(=O)C=2C=CC(=CC=2)C=2C=CC=CC=2)CCN1C1=CC=CC=C1 LBELUKZJOQTCAL-QFIPXVFZSA-N 0.000 claims 1
- KCFHOSQHGYPOOD-NAUHDRBUSA-N 5-[6-[(3s)-3-[(4-hydroxyadamantane-1-carbonyl)amino]piperidin-1-yl]pyridin-3-yl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)N)=CC=C1C1=CC=C(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)N=C1 KCFHOSQHGYPOOD-NAUHDRBUSA-N 0.000 claims 1
- QCXMPQMPQIOMJW-INIZCTEOSA-N 5-chloro-2-methyl-n-[(3s)-1-phenylpiperidin-3-yl]benzamide Chemical compound CC1=CC=C(Cl)C=C1C(=O)N[C@@H]1CN(C=2C=CC=CC=2)CCC1 QCXMPQMPQIOMJW-INIZCTEOSA-N 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 206010003210 Arteriosclerosis Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- KNPYAHSWJZEILH-UHFFFAOYSA-N C12CCCC(C(C1)C(=O)N)C2 Chemical compound C12CCCC(C(C1)C(=O)N)C2 KNPYAHSWJZEILH-UHFFFAOYSA-N 0.000 claims 1
- IQHPEWAXJXALRO-ULQDDVLXSA-N C1C[C@@H](OC)CC[C@@H]1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)CCC1 Chemical compound C1C[C@@H](OC)CC[C@@H]1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)CCC1 IQHPEWAXJXALRO-ULQDDVLXSA-N 0.000 claims 1
- XARYBFRJEMGMEL-JYJNAYRXSA-N CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)[C@@H]2CC[C@@H](O)CC2)CCC1 Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)[C@@H]2CC[C@@H](O)CC2)CCC1 XARYBFRJEMGMEL-JYJNAYRXSA-N 0.000 claims 1
- 208000028698 Cognitive impairment Diseases 0.000 claims 1
- 206010012289 Dementia Diseases 0.000 claims 1
- 206010070901 Diabetic dyslipidaemia Diseases 0.000 claims 1
- 208000010412 Glaucoma Diseases 0.000 claims 1
- 208000002705 Glucose Intolerance Diseases 0.000 claims 1
- 206010018429 Glucose tolerance impaired Diseases 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- 206010022489 Insulin Resistance Diseases 0.000 claims 1
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 208000018262 Peripheral vascular disease Diseases 0.000 claims 1
- 208000006011 Stroke Diseases 0.000 claims 1
- 208000007536 Thrombosis Diseases 0.000 claims 1
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 1
- 229960002478 aldosterone Drugs 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 1
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims 1
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims 1
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 1
- FMOFOTVVSORNLD-UHFFFAOYSA-N azepane-4-carboxamide Chemical compound NC(=O)C1CCCNCC1 FMOFOTVVSORNLD-UHFFFAOYSA-N 0.000 claims 1
- SPGQMXVHVQDNOS-VZDSBCQRSA-N benzyl (3s)-3-[(4-hydroxyadamantane-1-carbonyl)amino]piperidine-1-carboxylate Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(=O)OCC1=CC=CC=C1 SPGQMXVHVQDNOS-VZDSBCQRSA-N 0.000 claims 1
- GTCAXTIRRLKXRU-UHFFFAOYSA-N carbamic acid methyl ester Natural products COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000000068 chlorophenyl group Chemical group 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 claims 1
- 208000029078 coronary artery disease Diseases 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 1
- 125000005167 cycloalkylaminocarbonyl group Chemical group 0.000 claims 1
- 125000005169 cycloalkylcarbonylamino group Chemical group 0.000 claims 1
- AIMMVWOEOZMVMS-UHFFFAOYSA-N cyclopropanecarboxamide Chemical compound NC(=O)C1CC1 AIMMVWOEOZMVMS-UHFFFAOYSA-N 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000002526 effect on cardiovascular system Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 201000001421 hyperglycemia Diseases 0.000 claims 1
- 208000020346 hyperlipoproteinemia Diseases 0.000 claims 1
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 1
- 125000006302 indol-3-yl methyl group Chemical group [H]N1C([H])=C(C2=C([H])C([H])=C([H])C([H])=C12)C([H])([H])* 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- JHBHRSUNTKCLOR-MRXNPFEDSA-N n-[(3r)-1-(3-methoxyphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound COC1=CC=CC(S(=O)(=O)N2C[C@@H](CCC2)NC(=O)C2CCCCC2)=C1 JHBHRSUNTKCLOR-MRXNPFEDSA-N 0.000 claims 1
- JSKCEOFVJFOTEU-MRXNPFEDSA-N n-[(3r)-1-(4-fluorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(F)=CC=C1S(=O)(=O)N1C[C@H](NC(=O)C2CCCCC2)CCC1 JSKCEOFVJFOTEU-MRXNPFEDSA-N 0.000 claims 1
- FFYRMFFKZVVVKW-HXUWFJFHSA-N n-[(3r)-1-naphthalen-2-ylsulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound N([C@H]1CN(CCC1)S(=O)(=O)C=1C=C2C=CC=CC2=CC=1)C(=O)C1CCCCC1 FFYRMFFKZVVVKW-HXUWFJFHSA-N 0.000 claims 1
- CIELIYVONKDYLW-LBPRGKRZSA-N n-[(3s)-1-(2,1,3-benzoxadiazol-4-ylsulfonyl)piperidin-3-yl]-4-hydroxypiperidine-1-carboxamide Chemical compound C1CC(O)CCN1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C3=NON=C3C=CC=2)CCC1 CIELIYVONKDYLW-LBPRGKRZSA-N 0.000 claims 1
- CXNFMTTWOZHGOX-HNNXBMFYSA-N n-[(3s)-1-(2,5-dichlorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound ClC1=CC=C(Cl)C(S(=O)(=O)N2C[C@H](CCC2)NC(=O)C2CCCCC2)=C1 CXNFMTTWOZHGOX-HNNXBMFYSA-N 0.000 claims 1
- CBDDTKDDWOEAJM-PCRLPKHRSA-N n-[(3s)-1-(2,5-difluoropyridin-3-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC(F)=CN=C1F CBDDTKDDWOEAJM-PCRLPKHRSA-N 0.000 claims 1
- OCCBHFJZCDNRKJ-INIZCTEOSA-N n-[(3s)-1-(2,5-dimethoxyphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound COC1=CC=C(OC)C(S(=O)(=O)N2C[C@H](CCC2)NC(=O)C2CCCCC2)=C1 OCCBHFJZCDNRKJ-INIZCTEOSA-N 0.000 claims 1
- JTRKZKWHFLIHLY-LBPRGKRZSA-N n-[(3s)-1-(2,6-dichlorophenyl)sulfonylpiperidin-3-yl]-1,1-dioxo-1,4-thiazinane-4-carboxamide Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCS(=O)(=O)CC2)CCC1 JTRKZKWHFLIHLY-LBPRGKRZSA-N 0.000 claims 1
- HSAFMWFKMZFEQO-LBPRGKRZSA-N n-[(3s)-1-(2,6-dichlorophenyl)sulfonylpiperidin-3-yl]-1-oxo-1,4-thiazinane-4-carboxamide Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCS(=O)CC2)CCC1 HSAFMWFKMZFEQO-LBPRGKRZSA-N 0.000 claims 1
- YZSRPJPCFJONOF-LBPRGKRZSA-N n-[(3s)-1-(2,6-dichlorophenyl)sulfonylpiperidin-3-yl]-4-hydroxypiperidine-1-carboxamide Chemical compound C1CC(O)CCN1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CCC1 YZSRPJPCFJONOF-LBPRGKRZSA-N 0.000 claims 1
- JNMUYMNZHNQRKP-AWEZNQCLSA-N n-[(3s)-1-(2,6-dichlorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 JNMUYMNZHNQRKP-AWEZNQCLSA-N 0.000 claims 1
- CJBGHSMTFSXBJI-LBPRGKRZSA-N n-[(3s)-1-(2,6-dichlorophenyl)sulfonylpiperidin-3-yl]morpholine-4-carboxamide Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCOCC2)CCC1 CJBGHSMTFSXBJI-LBPRGKRZSA-N 0.000 claims 1
- JHKPYOZXNFXTGG-ZDUSSCGKSA-N n-[(3s)-1-(2,6-dichlorophenyl)sulfonylpiperidin-3-yl]piperidine-1-carboxamide Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCCCC2)CCC1 JHKPYOZXNFXTGG-ZDUSSCGKSA-N 0.000 claims 1
- JNHPSDBMTLQSBY-LBPRGKRZSA-N n-[(3s)-1-(2,6-dichlorophenyl)sulfonylpiperidin-3-yl]thiomorpholine-4-carboxamide Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCSCC2)CCC1 JNHPSDBMTLQSBY-LBPRGKRZSA-N 0.000 claims 1
- VLEQFVXRMYBXCV-AWEZNQCLSA-N n-[(3s)-1-(2,6-difluorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound FC1=CC=CC(F)=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 VLEQFVXRMYBXCV-AWEZNQCLSA-N 0.000 claims 1
- PCEGDTDJTGTVFB-HNNXBMFYSA-N n-[(3s)-1-(2-bromophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound BrC1=CC=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 PCEGDTDJTGTVFB-HNNXBMFYSA-N 0.000 claims 1
- NCKISTHWJULYFX-HNNXBMFYSA-N n-[(3s)-1-(2-chlorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound ClC1=CC=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 NCKISTHWJULYFX-HNNXBMFYSA-N 0.000 claims 1
- OVBLTZVYSNODSB-VDWHLCGGSA-N n-[(3s)-1-(2-chloropyrimidin-4-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=NC(Cl)=N1 OVBLTZVYSNODSB-VDWHLCGGSA-N 0.000 claims 1
- ZTFDHDALNJOUQK-KRWDZBQOSA-N n-[(3s)-1-(2-cyanophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C1=CC=CC=C1C#N ZTFDHDALNJOUQK-KRWDZBQOSA-N 0.000 claims 1
- XRGPZHAVRRULGS-FGTMMXBESA-N n-[(3s)-1-(2-fluoro-4-pyridin-4-ylphenyl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C(=C1)F)=CC=C1C1=CC=NC=C1 XRGPZHAVRRULGS-FGTMMXBESA-N 0.000 claims 1
- RRDJVYUVLQRTFR-CUUNVARJSA-N n-[(3s)-1-(2-fluorophenyl)piperidin-3-yl]-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2C3CCC2CC(C3)O)CCN1C1=CC=CC=C1F RRDJVYUVLQRTFR-CUUNVARJSA-N 0.000 claims 1
- RGMUGHSOZWSZGA-HNNXBMFYSA-N n-[(3s)-1-(2-fluorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound FC1=CC=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 RGMUGHSOZWSZGA-HNNXBMFYSA-N 0.000 claims 1
- WZPCHZFDFKLZSK-KRWDZBQOSA-N n-[(3s)-1-(2-methylphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound CC1=CC=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 WZPCHZFDFKLZSK-KRWDZBQOSA-N 0.000 claims 1
- GEFQQOVMZKBGCQ-HNNXBMFYSA-N n-[(3s)-1-(2-nitrophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound [O-][N+](=O)C1=CC=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 GEFQQOVMZKBGCQ-HNNXBMFYSA-N 0.000 claims 1
- OZEICVFDXISRBX-FQEVSTJZSA-N n-[(3s)-1-(2-phenoxyphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C1=CC=CC=C1OC1=CC=CC=C1 OZEICVFDXISRBX-FQEVSTJZSA-N 0.000 claims 1
- DJGCIWBASUQPHF-AWEZNQCLSA-N n-[(3s)-1-(3,4-dichlorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 DJGCIWBASUQPHF-AWEZNQCLSA-N 0.000 claims 1
- PBAIFHYXDVSEBV-INIZCTEOSA-N n-[(3s)-1-(3,4-dimethoxyphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=C(OC)C(OC)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 PBAIFHYXDVSEBV-INIZCTEOSA-N 0.000 claims 1
- JVGMWVJEGQYQLN-PCRLPKHRSA-N n-[(3s)-1-(3,5-difluoropyridin-2-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=NC=C(F)C=C1F JVGMWVJEGQYQLN-PCRLPKHRSA-N 0.000 claims 1
- XOHHGZJEAGYTLY-LBPRGKRZSA-N n-[(3s)-1-(3-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]-1,1-dioxo-1,4-thiazinane-4-carboxamide Chemical compound FC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCS(=O)(=O)CC2)CCC1 XOHHGZJEAGYTLY-LBPRGKRZSA-N 0.000 claims 1
- JRZJWKHICJOZDH-LBPRGKRZSA-N n-[(3s)-1-(3-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]-1-oxo-1,4-thiazinane-4-carboxamide Chemical compound FC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCS(=O)CC2)CCC1 JRZJWKHICJOZDH-LBPRGKRZSA-N 0.000 claims 1
- DWLLCHLXGJMGIA-LBPRGKRZSA-N n-[(3s)-1-(3-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]-4-hydroxypiperidine-1-carboxamide Chemical compound C1CC(O)CCN1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)F)CCC1 DWLLCHLXGJMGIA-LBPRGKRZSA-N 0.000 claims 1
- VOUZVXPXDQGRTB-AWEZNQCLSA-N n-[(3s)-1-(3-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound FC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 VOUZVXPXDQGRTB-AWEZNQCLSA-N 0.000 claims 1
- FFRREBALTBWUMF-LBPRGKRZSA-N n-[(3s)-1-(3-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]morpholine-4-carboxamide Chemical compound FC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCOCC2)CCC1 FFRREBALTBWUMF-LBPRGKRZSA-N 0.000 claims 1
- ZWIZIZYOPRRYGA-ZDUSSCGKSA-N n-[(3s)-1-(3-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]piperidine-1-carboxamide Chemical compound FC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCCCC2)CCC1 ZWIZIZYOPRRYGA-ZDUSSCGKSA-N 0.000 claims 1
- PTNRWTAAXIWFFB-LBPRGKRZSA-N n-[(3s)-1-(3-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]thiomorpholine-4-carboxamide Chemical compound FC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCSCC2)CCC1 PTNRWTAAXIWFFB-LBPRGKRZSA-N 0.000 claims 1
- AVNOOACFRVJSSN-AWEZNQCLSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-1,1-dioxo-1,4-thiazinane-4-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCS(=O)(=O)CC2)CCC1 AVNOOACFRVJSSN-AWEZNQCLSA-N 0.000 claims 1
- GVNODXIYUGBICW-INIZCTEOSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-1-methylcyclohexane-1-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2(C)CCCCC2)CCC1 GVNODXIYUGBICW-INIZCTEOSA-N 0.000 claims 1
- FNFGECBSTXPCFS-AWEZNQCLSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-1-oxo-1,4-thiazinane-4-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCS(=O)CC2)CCC1 FNFGECBSTXPCFS-AWEZNQCLSA-N 0.000 claims 1
- HSAKVFPHMDNCQB-SFHVURJKSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-1-phenylcyclopropane-1-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2(CC2)C=2C=CC=CC=2)CCC1 HSAKVFPHMDNCQB-SFHVURJKSA-N 0.000 claims 1
- KDMHXWIJBQDJJR-ZDUSSCGKSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-2,2-dimethylpropanamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C(C)(C)C)CCC1 KDMHXWIJBQDJJR-ZDUSSCGKSA-N 0.000 claims 1
- FHLTZIXRAFGTIK-QFIPXVFZSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-2,2-diphenylacetamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC1 FHLTZIXRAFGTIK-QFIPXVFZSA-N 0.000 claims 1
- PMIWERGHLVMAJD-AWEZNQCLSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-2,5-difluorobenzamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C(=CC=C(F)C=2)F)CCC1 PMIWERGHLVMAJD-AWEZNQCLSA-N 0.000 claims 1
- FJDCIZHQAKEYDJ-ZDUSSCGKSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-2,6-difluorobenzamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C(=CC=CC=2F)F)CCC1 FJDCIZHQAKEYDJ-ZDUSSCGKSA-N 0.000 claims 1
- KTWVABVXUSXGEF-HNNXBMFYSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)CCC1 KTWVABVXUSXGEF-HNNXBMFYSA-N 0.000 claims 1
- DZPCSARWOSUSEN-INIZCTEOSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-2-methylbenzamide Chemical compound CC1=CC=CC=C1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)CCC1 DZPCSARWOSUSEN-INIZCTEOSA-N 0.000 claims 1
- OHCTZUGHAGXFDY-ZDUSSCGKSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-2-methylpropanamide Chemical compound C1[C@@H](NC(=O)C(C)C)CCCN1S(=O)(=O)C1=CC=CC(Cl)=C1C OHCTZUGHAGXFDY-ZDUSSCGKSA-N 0.000 claims 1
- VELFSPBJIRDVDE-FQEVSTJZSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-2-phenylbenzamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C(=CC=CC=2)C=2C=CC=CC=2)CCC1 VELFSPBJIRDVDE-FQEVSTJZSA-N 0.000 claims 1
- NNGKRAUGLCIFMO-INIZCTEOSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-3,5-difluorobenzamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C=C(F)C=C(F)C=2)CCC1 NNGKRAUGLCIFMO-INIZCTEOSA-N 0.000 claims 1
- ZXGVLXZPUVIDQB-INIZCTEOSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-3-fluorobenzamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C=C(F)C=CC=2)CCC1 ZXGVLXZPUVIDQB-INIZCTEOSA-N 0.000 claims 1
- SCPYCOFWEXCVIN-INIZCTEOSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-3-methoxybenzamide Chemical compound COC1=CC=CC(C(=O)N[C@@H]2CN(CCC2)S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)=C1 SCPYCOFWEXCVIN-INIZCTEOSA-N 0.000 claims 1
- HBMJKFXARKXJCY-CGZBRXJRSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-3-methoxycyclohexane-1-carboxamide Chemical compound C1C(OC)CCCC1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)CCC1 HBMJKFXARKXJCY-CGZBRXJRSA-N 0.000 claims 1
- OHSDLXPQANOPBO-FQEVSTJZSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-3-phenoxybenzamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C=C(OC=3C=CC=CC=3)C=CC=2)CCC1 OHSDLXPQANOPBO-FQEVSTJZSA-N 0.000 claims 1
- XARYBFRJEMGMEL-PCKAHOCUSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-4-hydroxycyclohexane-1-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCC(O)CC2)CCC1 XARYBFRJEMGMEL-PCKAHOCUSA-N 0.000 claims 1
- YJCNOXVAXNOQJF-INIZCTEOSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-4-methoxybenzamide Chemical compound C1=CC(OC)=CC=C1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)CCC1 YJCNOXVAXNOQJF-INIZCTEOSA-N 0.000 claims 1
- IQHPEWAXJXALRO-CGZBRXJRSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]-4-methoxycyclohexane-1-carboxamide Chemical compound C1CC(OC)CCC1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C(=C(Cl)C=CC=2)C)CCC1 IQHPEWAXJXALRO-CGZBRXJRSA-N 0.000 claims 1
- UKVFXTDHRXZJOV-HJGBXLFDSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]adamantane-1-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C23CC4CC(CC(C4)C2)C3)CCC1 UKVFXTDHRXZJOV-HJGBXLFDSA-N 0.000 claims 1
- LZRXVDBXYVQQRI-KRWDZBQOSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]cycloheptanecarboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCCC2)CCC1 LZRXVDBXYVQQRI-KRWDZBQOSA-N 0.000 claims 1
- LQLARWNDHJSQPI-HNNXBMFYSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]cyclopentanecarboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCC2)CCC1 LQLARWNDHJSQPI-HNNXBMFYSA-N 0.000 claims 1
- WATIJJUUTCNXSX-AWEZNQCLSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]morpholine-4-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCOCC2)CCC1 WATIJJUUTCNXSX-AWEZNQCLSA-N 0.000 claims 1
- NYCQNXOIOSIUGL-SFHVURJKSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]naphthalene-1-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C3=CC=CC=C3C=CC=2)CCC1 NYCQNXOIOSIUGL-SFHVURJKSA-N 0.000 claims 1
- XZGYPAGITPOEST-HNNXBMFYSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]piperidine-1-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCCCC2)CCC1 XZGYPAGITPOEST-HNNXBMFYSA-N 0.000 claims 1
- JTEKRQJIQOPKMB-AWEZNQCLSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]pyridine-2-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2N=CC=CC=2)CCC1 JTEKRQJIQOPKMB-AWEZNQCLSA-N 0.000 claims 1
- AIYXKXZOWLUPHW-HNNXBMFYSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]pyridine-3-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C=NC=CC=2)CCC1 AIYXKXZOWLUPHW-HNNXBMFYSA-N 0.000 claims 1
- LHOOKUQWAHMQFY-HNNXBMFYSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]pyridine-4-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C=2C=CN=CC=2)CCC1 LHOOKUQWAHMQFY-HNNXBMFYSA-N 0.000 claims 1
- ITUCYAGBJDBPRH-AWEZNQCLSA-N n-[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]thiomorpholine-4-carboxamide Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)N2CCSCC2)CCC1 ITUCYAGBJDBPRH-AWEZNQCLSA-N 0.000 claims 1
- BNFCGPJAKOJIQC-AWEZNQCLSA-N n-[(3s)-1-(3-chloro-4-fluorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=C(Cl)C(F)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 BNFCGPJAKOJIQC-AWEZNQCLSA-N 0.000 claims 1
- KJHWKWXEWOFRNZ-INIZCTEOSA-N n-[(3s)-1-(3-chlorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound ClC1=CC=CC(S(=O)(=O)N2C[C@H](CCC2)NC(=O)C2CCCCC2)=C1 KJHWKWXEWOFRNZ-INIZCTEOSA-N 0.000 claims 1
- RLKFHAHOZDZWNK-KRWDZBQOSA-N n-[(3s)-1-(3-cyanophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C1=CC=CC(C#N)=C1 RLKFHAHOZDZWNK-KRWDZBQOSA-N 0.000 claims 1
- PLASQBGXICVKMB-VUWWJUAFSA-N n-[(3s)-1-(3-fluoropyridin-4-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=NC=C1F PLASQBGXICVKMB-VUWWJUAFSA-N 0.000 claims 1
- HDSGRYWPPYAJEN-KRWDZBQOSA-N n-[(3s)-1-(3-methylphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound CC1=CC=CC(S(=O)(=O)N2C[C@H](CCC2)NC(=O)C2CCCCC2)=C1 HDSGRYWPPYAJEN-KRWDZBQOSA-N 0.000 claims 1
- WREVZAQZAKIMEZ-FQEVSTJZSA-N n-[(3s)-1-(3-phenoxyphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C(C=1)=CC=CC=1OC1=CC=CC=C1 WREVZAQZAKIMEZ-FQEVSTJZSA-N 0.000 claims 1
- JOEKXZQDLZDNLZ-ZRGNBEGMSA-N n-[(3s)-1-(4-acetamidophenyl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C1=CC(NC(=O)C)=CC=C1N1C[C@@H](NC(=O)C23CC4CC(CC(C4O)C3)C2)CCC1 JOEKXZQDLZDNLZ-ZRGNBEGMSA-N 0.000 claims 1
- VNVFRDSNXQSODV-BSFBHTCNSA-N n-[(3s)-1-(4-acetamidophenyl)piperidin-3-yl]-4-oxoadamantane-1-carboxamide Chemical compound C1=CC(NC(=O)C)=CC=C1N1C[C@@H](NC(=O)C23CC4CC(CC(C4=O)C3)C2)CCC1 VNVFRDSNXQSODV-BSFBHTCNSA-N 0.000 claims 1
- QXWLZUPBCIGEBY-SFHVURJKSA-N n-[(3s)-1-(4-acetamidophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(NC(=O)C)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 QXWLZUPBCIGEBY-SFHVURJKSA-N 0.000 claims 1
- UCTLDTAUCCGENJ-HNNXBMFYSA-N n-[(3s)-1-(4-chloronaphthalen-1-yl)sulfonylpiperidin-3-yl]-4-hydroxypiperidine-1-carboxamide Chemical compound C1CC(O)CCN1C(=O)N[C@@H]1CN(S(=O)(=O)C=2C3=CC=CC=C3C(Cl)=CC=2)CCC1 UCTLDTAUCCGENJ-HNNXBMFYSA-N 0.000 claims 1
- MQYXYDLLZUTEJI-INIZCTEOSA-N n-[(3s)-1-(4-chlorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 MQYXYDLLZUTEJI-INIZCTEOSA-N 0.000 claims 1
- BDGUEIZYJMOVJX-VDWHLCGGSA-N n-[(3s)-1-(4-chloropyrimidin-2-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=NC=CC(Cl)=N1 BDGUEIZYJMOVJX-VDWHLCGGSA-N 0.000 claims 1
- YQODQHHRTXXELD-BQOZVKGQSA-N n-[(3s)-1-(4-cyclohexyloxyphenyl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1OC1CCCCC1 YQODQHHRTXXELD-BQOZVKGQSA-N 0.000 claims 1
- KMGHVTXYSASDOO-LKFYMUEESA-N n-[(3s)-1-(4-cyclopentyloxyphenyl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1OC1CCCC1 KMGHVTXYSASDOO-LKFYMUEESA-N 0.000 claims 1
- JOHVYMYHPWMEOL-KRWDZBQOSA-N n-[(3s)-1-(4-fluoro-2-methylphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound CC1=CC(F)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 JOHVYMYHPWMEOL-KRWDZBQOSA-N 0.000 claims 1
- OGEXHBSKUPCAKX-BMWKDGKBSA-N n-[(3s)-1-(4-fluorophenyl)piperidin-3-yl]-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxamide Chemical compound C([C@@H](C1)NC(=O)N2C3CCC2CC(C3)O)CCN1C1=CC=C(F)C=C1 OGEXHBSKUPCAKX-BMWKDGKBSA-N 0.000 claims 1
- JSKCEOFVJFOTEU-INIZCTEOSA-N n-[(3s)-1-(4-fluorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(F)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 JSKCEOFVJFOTEU-INIZCTEOSA-N 0.000 claims 1
- CBEXIZQEWOLTPG-INIZCTEOSA-N n-[(3s)-1-(4-methoxyphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 CBEXIZQEWOLTPG-INIZCTEOSA-N 0.000 claims 1
- USIUGCJHSSLAIM-KRWDZBQOSA-N n-[(3s)-1-(4-methylphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(C)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 USIUGCJHSSLAIM-KRWDZBQOSA-N 0.000 claims 1
- IUVMFHMZEHZXIJ-INIZCTEOSA-N n-[(3s)-1-(4-methylsulfonylphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(S(=O)(=O)C)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 IUVMFHMZEHZXIJ-INIZCTEOSA-N 0.000 claims 1
- GLJRIJIRSJNNMN-IBGZPJMESA-N n-[(3s)-1-(4-phenoxypyridin-3-yl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C1=CN=CC=C1OC1=CC=CC=C1 GLJRIJIRSJNNMN-IBGZPJMESA-N 0.000 claims 1
- LZTAPRVEUJSXKK-IBGZPJMESA-N n-[(3s)-1-(4-propan-2-ylphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(C(C)C)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 LZTAPRVEUJSXKK-IBGZPJMESA-N 0.000 claims 1
- MPYZEWAKMIQZLX-IBGZPJMESA-N n-[(3s)-1-(4-pyridin-3-yloxyphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C(C=C1)=CC=C1OC1=CC=CN=C1 MPYZEWAKMIQZLX-IBGZPJMESA-N 0.000 claims 1
- LZSXSEPDMPAXKF-IBGZPJMESA-N n-[(3s)-1-(4-pyridin-4-yloxyphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C(C=C1)=CC=C1OC1=CC=NC=C1 LZSXSEPDMPAXKF-IBGZPJMESA-N 0.000 claims 1
- PMTZXTNHYGEXPW-IBGZPJMESA-N n-[(3s)-1-(4-tert-butylphenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(C(C)(C)C)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 PMTZXTNHYGEXPW-IBGZPJMESA-N 0.000 claims 1
- FBJCBWJIAMDPGS-HNNXBMFYSA-N n-[(3s)-1-(5-chloro-2-fluorophenyl)sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound FC1=CC=C(Cl)C=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 FBJCBWJIAMDPGS-HNNXBMFYSA-N 0.000 claims 1
- HPFRRVHBOPIABW-DLEWZHQMSA-N n-[(3s)-1-(5-chloropyridin-2-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=C(Cl)C=N1 HPFRRVHBOPIABW-DLEWZHQMSA-N 0.000 claims 1
- SQSUYCSCEOIDPF-JZNKNQBLSA-N n-[(3s)-1-(5-cyanopyridin-2-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=C(C#N)C=N1 SQSUYCSCEOIDPF-JZNKNQBLSA-N 0.000 claims 1
- MSQCBIIQDSNBBZ-URMHCWEBSA-N n-[(3s)-1-(5-ethylpyrimidin-2-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound N1=CC(CC)=CN=C1N1C[C@@H](NC(=O)C23CC4CC(CC(C4O)C3)C2)CCC1 MSQCBIIQDSNBBZ-URMHCWEBSA-N 0.000 claims 1
- SUAYKSZBUAQOQH-DLEWZHQMSA-N n-[(3s)-1-(5-fluoropyridin-2-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=C(F)C=N1 SUAYKSZBUAQOQH-DLEWZHQMSA-N 0.000 claims 1
- PRDCHBWINGQRSV-VUWWJUAFSA-N n-[(3s)-1-(6-fluoropyridin-2-yl)piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=CC(F)=N1 PRDCHBWINGQRSV-VUWWJUAFSA-N 0.000 claims 1
- XBVHDCUDBVCAJM-INIZCTEOSA-N n-[(3s)-1-(benzenesulfonyl)piperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C1=CC=CC=C1 XBVHDCUDBVCAJM-INIZCTEOSA-N 0.000 claims 1
- RWLLAVCYAQFHIA-HNNXBMFYSA-N n-[(3s)-1-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperidin-3-yl]cyclohexanecarboxamide Chemical compound CC1=NOC(C)=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 RWLLAVCYAQFHIA-HNNXBMFYSA-N 0.000 claims 1
- QEDQTZPLWVAASQ-HNNXBMFYSA-N n-[(3s)-1-[2-(trifluoromethoxy)phenyl]sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound FC(F)(F)OC1=CC=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 QEDQTZPLWVAASQ-HNNXBMFYSA-N 0.000 claims 1
- GYMBVYDSQUMWCS-HNNXBMFYSA-N n-[(3s)-1-[2-(trifluoromethyl)phenyl]sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound FC(F)(F)C1=CC=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 GYMBVYDSQUMWCS-HNNXBMFYSA-N 0.000 claims 1
- UAHMADOLDIPRMC-DPLJQGQHSA-N n-[(3s)-1-[3-(difluoromethoxy)phenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=CC(OC(F)F)=C1 UAHMADOLDIPRMC-DPLJQGQHSA-N 0.000 claims 1
- NHCMYTZAOOVADL-INIZCTEOSA-N n-[(3s)-1-[3-(trifluoromethyl)phenyl]sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound FC(F)(F)C1=CC=CC(S(=O)(=O)N2C[C@H](CCC2)NC(=O)C2CCCCC2)=C1 NHCMYTZAOOVADL-INIZCTEOSA-N 0.000 claims 1
- ZRVCPIFBBKBDGE-PCRLPKHRSA-N n-[(3s)-1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=NC=C(C(F)(F)F)C=C1Cl ZRVCPIFBBKBDGE-PCRLPKHRSA-N 0.000 claims 1
- HJJXMOGJMJEWOL-AAPLKKIRSA-N n-[(3s)-1-[3-fluoro-5-(trifluoromethyl)phenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC(F)=CC(C(F)(F)F)=C1 HJJXMOGJMJEWOL-AAPLKKIRSA-N 0.000 claims 1
- PTVNSDCXCYOZJQ-YANAVICNSA-N n-[(3s)-1-[4-(1-acetylpiperidin-4-yl)oxyphenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C1CN(C(=O)C)CCC1OC1=CC=C(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)C=C1 PTVNSDCXCYOZJQ-YANAVICNSA-N 0.000 claims 1
- VQIAKKWDPOPPIZ-PXWCFNCASA-N n-[(3s)-1-[4-(3-fluoropyridin-4-yl)phenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1C1=CC=NC=C1F VQIAKKWDPOPPIZ-PXWCFNCASA-N 0.000 claims 1
- DMYZIWIPFLXCFU-OVBRUGHJSA-N n-[(3s)-1-[4-(cyclopropanecarbonylamino)phenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(C=C1)=CC=C1NC(=O)C1CC1 DMYZIWIPFLXCFU-OVBRUGHJSA-N 0.000 claims 1
- XRTOXAZTWBGBRW-DPLJQGQHSA-N n-[(3s)-1-[4-(difluoromethoxy)phenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C1=CC=C(OC(F)F)C=C1 XRTOXAZTWBGBRW-DPLJQGQHSA-N 0.000 claims 1
- BVXVJBKDOKZSLP-HNNXBMFYSA-N n-[(3s)-1-[4-(trifluoromethoxy)phenyl]sulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C1=CC(OC(F)(F)F)=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)C2CCCCC2)CCC1 BVXVJBKDOKZSLP-HNNXBMFYSA-N 0.000 claims 1
- YDKZTBCUTMPZOE-BQOZVKGQSA-N n-[(3s)-1-[4-[2-(diethylamino)-2-oxoethoxy]phenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C1=CC(OCC(=O)N(CC)CC)=CC=C1N1C[C@@H](NC(=O)C23CC4CC(CC(C4O)C3)C2)CCC1 YDKZTBCUTMPZOE-BQOZVKGQSA-N 0.000 claims 1
- LVRAZRNEWBLTBT-RMVUQTNPSA-N n-[(3s)-1-[4-[acetyl(methyl)amino]phenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C1=CC(N(C(C)=O)C)=CC=C1N1C[C@@H](NC(=O)C23CC4CC(CC(C4O)C3)C2)CCC1 LVRAZRNEWBLTBT-RMVUQTNPSA-N 0.000 claims 1
- RORYASJHKGAKCI-CRIRPKDWSA-N n-[(3s)-1-[4-[cyclopropanecarbonyl(methyl)amino]phenyl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C=1C=C(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)C=CC=1N(C)C(=O)C1CC1 RORYASJHKGAKCI-CRIRPKDWSA-N 0.000 claims 1
- HVBYSEUTQFIDGU-LOMAQTGFSA-N n-[(3s)-1-[5-(4-acetamidophenyl)pyridin-2-yl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=CC=C(N2C[C@H](CCC2)NC(=O)C23CC4CC(CC(C4O)C3)C2)N=C1 HVBYSEUTQFIDGU-LOMAQTGFSA-N 0.000 claims 1
- AAUPRVHBWATQQS-JANVTDLQSA-N n-[(3s)-1-[5-(4-cyanophenyl)pyridin-2-yl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(N=C1)=CC=C1C1=CC=C(C#N)C=C1 AAUPRVHBWATQQS-JANVTDLQSA-N 0.000 claims 1
- PRFMZRYRNPTGSZ-PJGGXRCESA-N n-[(3s)-1-[5-(6-fluoropyridin-3-yl)pyridin-2-yl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(N=C1)=CC=C1C1=CC=C(F)N=C1 PRFMZRYRNPTGSZ-PJGGXRCESA-N 0.000 claims 1
- HDBHFSKAEIGDMO-KRWDZBQOSA-N n-[(3s)-1-[5-(dimethylamino)naphthalen-1-yl]sulfonylpiperidin-3-yl]-4-hydroxypiperidine-1-carboxamide Chemical compound N([C@H]1CCCN(C1)S(=O)(=O)C1=C2C=CC=C(C2=CC=C1)N(C)C)C(=O)N1CCC(O)CC1 HDBHFSKAEIGDMO-KRWDZBQOSA-N 0.000 claims 1
- SCKXYBSRBONQCE-XRCKYDMJSA-N n-[(3s)-1-[5-[4-(cyclopropylcarbamoyl)phenyl]pyridin-2-yl]piperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(N=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1CC1 SCKXYBSRBONQCE-XRCKYDMJSA-N 0.000 claims 1
- VSAWNXMRXPRUTE-HTDIHWLKSA-N n-[(3s)-1-benzoylpiperidin-3-yl]-4-hydroxyadamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4O)CCN1C(=O)C1=CC=CC=C1 VSAWNXMRXPRUTE-HTDIHWLKSA-N 0.000 claims 1
- VXLMTIBRDUOXDE-IBGZPJMESA-N n-[(3s)-1-naphthalen-1-ylsulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound N([C@@H]1CN(CCC1)S(=O)(=O)C=1C2=CC=CC=C2C=CC=1)C(=O)C1CCCCC1 VXLMTIBRDUOXDE-IBGZPJMESA-N 0.000 claims 1
- XXHVUVGRHDCWBB-ANYOKISRSA-N n-[(3s)-1-phenylpiperidin-3-yl]-1,2,3,4-tetrahydronaphthalene-2-carboxamide Chemical compound C([C@@H](C1)NC(=O)C2CC3=CC=CC=C3CC2)CCN1C1=CC=CC=C1 XXHVUVGRHDCWBB-ANYOKISRSA-N 0.000 claims 1
- FBFPTYWWNICYKD-SFHVURJKSA-N n-[(3s)-1-phenylpiperidin-3-yl]-1-pyridin-3-ylcyclobutane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C2(CCC2)C=2C=NC=CC=2)CCN1C1=CC=CC=C1 FBFPTYWWNICYKD-SFHVURJKSA-N 0.000 claims 1
- XTXSRYQVCACGJY-SFHVURJKSA-N n-[(3s)-1-phenylpiperidin-3-yl]-1-pyridin-4-ylcyclobutane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C2(CCC2)C=2C=CN=CC=2)CCN1C1=CC=CC=C1 XTXSRYQVCACGJY-SFHVURJKSA-N 0.000 claims 1
- KWKUUUCJYVTZSM-INIZCTEOSA-N n-[(3s)-1-phenylpiperidin-3-yl]-1h-indole-2-carboxamide Chemical compound C([C@@H](C1)NC(=O)C=2NC3=CC=CC=C3C=2)CCN1C1=CC=CC=C1 KWKUUUCJYVTZSM-INIZCTEOSA-N 0.000 claims 1
- WKCSAYSFGFYLAA-HNNXBMFYSA-N n-[(3s)-1-phenylpiperidin-3-yl]-1h-indole-3-carboxamide Chemical compound C([C@@H](C1)NC(=O)C=2C3=CC=CC=C3NC=2)CCN1C1=CC=CC=C1 WKCSAYSFGFYLAA-HNNXBMFYSA-N 0.000 claims 1
- YYCUGAQSBLFJCV-ONUXSRJRSA-N n-[(3s)-1-phenylpiperidin-3-yl]adamantane-1-carboxamide Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(CC(C4)C2)C3)CCN1C1=CC=CC=C1 YYCUGAQSBLFJCV-ONUXSRJRSA-N 0.000 claims 1
- AEQWFFZBOWGXMW-HVEGKCCWSA-N n-[(3s)-1-phenylpiperidin-3-yl]bicyclo[2.2.1]heptane-3-carboxamide Chemical compound C([C@@H](C1)NC(=O)C2C3CCC(C3)C2)CCN1C1=CC=CC=C1 AEQWFFZBOWGXMW-HVEGKCCWSA-N 0.000 claims 1
- RHQXGYWHLXRLGO-KRWDZBQOSA-N n-[(3s)-1-phenylpiperidin-3-yl]cycloheptanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCCC2)CCN1C1=CC=CC=C1 RHQXGYWHLXRLGO-KRWDZBQOSA-N 0.000 claims 1
- ARXHASRZOLINBX-INIZCTEOSA-N n-[(3s)-1-phenylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1C1=CC=CC=C1 ARXHASRZOLINBX-INIZCTEOSA-N 0.000 claims 1
- LZPKFQJPYHGVME-HNNXBMFYSA-N n-[(3s)-1-pyridin-3-ylsulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C1=CC=CN=C1 LZPKFQJPYHGVME-HNNXBMFYSA-N 0.000 claims 1
- BTBPHUPZRQIYEY-AWEZNQCLSA-N n-[(3s)-1-thiophen-2-ylsulfonylpiperidin-3-yl]cyclohexanecarboxamide Chemical compound C([C@@H](C1)NC(=O)C2CCCCC2)CCN1S(=O)(=O)C1=CC=CS1 BTBPHUPZRQIYEY-AWEZNQCLSA-N 0.000 claims 1
- 235000001968 nicotinic acid Nutrition 0.000 claims 1
- 239000011664 nicotinic acid Substances 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 230000008816 organ damage Effects 0.000 claims 1
- 125000005476 oxopyrrolidinyl group Chemical group 0.000 claims 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- HDBAEDJNZCYUHB-ROUUACIJSA-N tert-butyl (3s)-3-[[(3s)-1-(3-chloro-2-methylphenyl)sulfonylpiperidin-3-yl]carbamoyl]piperidine-1-carboxylate Chemical compound CC1=C(Cl)C=CC=C1S(=O)(=O)N1C[C@@H](NC(=O)[C@@H]2CN(CCC2)C(=O)OC(C)(C)C)CCC1 HDBAEDJNZCYUHB-ROUUACIJSA-N 0.000 claims 1
- WRUSGROSPXAUIM-BHQNOBOSSA-N tert-butyl 4-[6-[(3s)-3-[(4-acetyloxyadamantane-1-carbonyl)amino]piperidin-1-yl]pyridin-3-yl]-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound C([C@@H](C1)NC(=O)C23CC4CC(C2)CC(C3)C4OC(=O)C)CCN1C(N=C1)=CC=C1C1=CCN(C(=O)OC(C)(C)C)CC1 WRUSGROSPXAUIM-BHQNOBOSSA-N 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
- 230000002792 vascular Effects 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60044504P | 2004-08-10 | 2004-08-10 | |
| PCT/US2005/028201 WO2006020598A2 (en) | 2004-08-10 | 2005-08-09 | Amido compounds and their use as pharmaceuticals |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008509910A JP2008509910A (ja) | 2008-04-03 |
| JP2008509910A5 true JP2008509910A5 (enExample) | 2008-09-25 |
Family
ID=35908085
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007525719A Withdrawn JP2008509910A (ja) | 2004-08-10 | 2005-08-09 | アミド化合物およびその医薬としての使用 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US20060122197A1 (enExample) |
| EP (1) | EP1778229A4 (enExample) |
| JP (1) | JP2008509910A (enExample) |
| KR (1) | KR20070050076A (enExample) |
| CN (1) | CN101080226A (enExample) |
| AU (1) | AU2005273986A1 (enExample) |
| BR (1) | BRPI0514230A (enExample) |
| CA (1) | CA2575561A1 (enExample) |
| CR (1) | CR8901A (enExample) |
| EA (1) | EA200700251A1 (enExample) |
| EC (1) | ECSP077309A (enExample) |
| IL (1) | IL181174A0 (enExample) |
| MX (1) | MX2007001540A (enExample) |
| NO (1) | NO20071048L (enExample) |
| TW (1) | TW200626156A (enExample) |
| WO (1) | WO2006020598A2 (enExample) |
Families Citing this family (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR0007532A (pt) * | 1999-01-13 | 2001-11-20 | Univ New York State Res Found | Métodos para identificar inibidores de proteìnaquinase, para testar compostos para umacapacidade de inibir a atividade de proteìnaquinase e para inibir uma proteìna quinase, inibidorde proteìna tirosina quinase não peptìdica, e,método de tratar uma condição responsiva a uminibidor de proteìna quinase em um paciente |
| US7005445B2 (en) * | 2001-10-22 | 2006-02-28 | The Research Foundation Of State University Of New York | Protein kinase and phosphatase inhibitors and methods for designing them |
| US7064211B2 (en) * | 2002-03-22 | 2006-06-20 | Eisai Co., Ltd. | Hemiasterlin derivatives and uses thereof |
| US8415354B2 (en) | 2004-04-29 | 2013-04-09 | Abbott Laboratories | Methods of use of inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US20100222316A1 (en) | 2004-04-29 | 2010-09-02 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| US7880001B2 (en) | 2004-04-29 | 2011-02-01 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme |
| TWI350168B (en) | 2004-05-07 | 2011-10-11 | Incyte Corp | Amido compounds and their use as pharmaceuticals |
| US20050288338A1 (en) * | 2004-06-24 | 2005-12-29 | Wenqing Yao | Amido compounds and their use as pharmaceuticals |
| CA2571258A1 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| CA2569507A1 (en) * | 2004-06-24 | 2006-02-02 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| WO2006002361A2 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | 2-methylpropanamides and their use as pharmaceuticals |
| CA2589565A1 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| BRPI0512535A (pt) * | 2004-06-24 | 2008-03-25 | Incyte Corp | compostos de piperidinas n-substituìdas, suas composições e métodos de modulações |
| WO2006037495A2 (en) * | 2004-10-08 | 2006-04-13 | Bayer Healthcare Ag | Diagnostics and therapeutics for diseases associated with nuclear receptor subfamily 3, group c, member 2 (nr3c2) |
| KR101368228B1 (ko) * | 2004-11-10 | 2014-02-27 | 인사이트 코포레이션 | 락탐 화합물 및 약제로서의 이의 용도 |
| US8110581B2 (en) | 2004-11-10 | 2012-02-07 | Incyte Corporation | Lactam compounds and their use as pharmaceuticals |
| WO2006055752A2 (en) * | 2004-11-18 | 2006-05-26 | Incyte Corporation | INHIBITORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1 AND METHODS OF USING THE SAME |
| US20090192198A1 (en) | 2005-01-05 | 2009-07-30 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| KR101302627B1 (ko) | 2005-01-05 | 2013-09-10 | 아비에 인코포레이티드 | 11-베타-하이드록시스테로이드 데하이드로게나제 타입 1 효소의 억제제 |
| US8198331B2 (en) | 2005-01-05 | 2012-06-12 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| CA2594098C (en) | 2005-01-05 | 2014-04-01 | Abbott Laboratories | Inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme |
| WO2006113261A2 (en) * | 2005-04-14 | 2006-10-26 | Bristol-Myers Squibb Company | Inhibitors of 11-beta hydroxysteroid dehydrogenase type i |
| WO2007046867A2 (en) * | 2005-05-19 | 2007-04-26 | Xenon Pharmaceuticals Inc. | Piperidine derivatives and their uses as therapeutic agents |
| WO2007038138A2 (en) * | 2005-09-21 | 2007-04-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| EA200870019A1 (ru) | 2005-12-05 | 2008-12-30 | Инсайт Корпорейшн | Лактамовые соединения и способы их применения |
| WO2007084314A2 (en) | 2006-01-12 | 2007-07-26 | Incyte Corporation | MODULATORS OF 11-ß HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
| AU2007210018A1 (en) * | 2006-01-31 | 2007-08-09 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| EP1981848A2 (en) | 2006-02-07 | 2008-10-22 | Wyeth | 11-beta hsd1 inhibitors |
| TW200808807A (en) * | 2006-03-02 | 2008-02-16 | Incyte Corp | Modulators of 11-β hydroxyl steroid dehydrogenase type 1, pharmaceutical compositions thereof, and methods of using the same |
| WO2007103719A2 (en) * | 2006-03-03 | 2007-09-13 | Incyte Corporation | MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
| US20070293529A1 (en) * | 2006-05-01 | 2007-12-20 | Yun-Long Li | Tetrasubstituted ureas as modulators of 11-beta hydroxyl steroid dehydrogenase type 1 |
| PE20110235A1 (es) | 2006-05-04 | 2011-04-14 | Boehringer Ingelheim Int | Combinaciones farmaceuticas que comprenden linagliptina y metmorfina |
| EP2018378A2 (en) | 2006-05-17 | 2009-01-28 | Incyte Corporation | Heterocyclic inhibitors of 11-b hydroxyl steroid dehydrogenase type i and methods of using the same |
| US7838542B2 (en) * | 2006-06-29 | 2010-11-23 | Kinex Pharmaceuticals, Llc | Bicyclic compositions and methods for modulating a kinase cascade |
| JP5265513B2 (ja) * | 2007-02-19 | 2013-08-14 | 株式会社カネカ | 光学活性３−アミノピペリジン又はその塩の製造方法 |
| CL2008001839A1 (es) | 2007-06-21 | 2009-01-16 | Incyte Holdings Corp | Compuestos derivados de 2,7-diazaespirociclos, inhibidores de 11-beta hidroxil esteroide deshidrogenasa tipo 1; composicion farmaceutica que comprende a dichos compuestos; utiles para tratar la obesidad, diabetes, intolerancia a la glucosa, diabetes tipo ii, entre otras enfermedades. |
| JP2010229034A (ja) * | 2007-07-26 | 2010-10-14 | Dainippon Sumitomo Pharma Co Ltd | 二環性ピロール誘導体 |
| JP5736098B2 (ja) | 2007-08-21 | 2015-06-17 | アッヴィ・インコーポレイテッド | 中枢神経系障害を治療するための医薬組成物 |
| DE102007057718A1 (de) | 2007-11-30 | 2009-07-30 | Bayer Healthcare Ag | Heteroaryl-substituierte Piperidine |
| DE102008010221A1 (de) | 2008-02-20 | 2009-08-27 | Bayer Healthcare Ag | Heteroaryl-substituierte Piperidine |
| HRP20110510T1 (hr) | 2007-11-30 | 2011-08-31 | Bayer Schering Pharma Aktiengesellschaft | Heteroaril-supstituirani piperidini |
| TWI434690B (zh) | 2007-12-19 | 2014-04-21 | Dainippon Sumitomo Pharma Co | 雜雙環衍生物 |
| AU2009211724B2 (en) | 2008-02-06 | 2013-05-16 | Msd K.K. | 3-substituted sulfonyl piperazine derivative |
| GEP20166443B (en) | 2008-06-19 | 2016-03-10 | Takeda Pharmaceutical | Heterocyclic compound and use thereof |
| RU2539979C2 (ru) * | 2008-07-25 | 2015-01-27 | Вайтаи Фармасьютиклз, Инк. | Циклические ингибиторы 11бета-гидроксистероид-дегидрогеназы 1 |
| WO2010068806A1 (en) * | 2008-12-10 | 2010-06-17 | Cgi Pharmaceuticals, Inc. | Amide derivatives as btk inhibitors in the treatment of allergic, autoimmune and inflammatory disorders as well as cancer |
| DE102009014484A1 (de) | 2009-03-23 | 2010-09-30 | Bayer Schering Pharma Aktiengesellschaft | Substituierte Piperidine |
| US8318747B2 (en) | 2009-04-22 | 2012-11-27 | Axikin Pharmaceuticals, Inc. | 2,5-disubstituted arylsulfonamide CCR3 antagonists |
| DE102009022896A1 (de) | 2009-05-27 | 2010-12-02 | Bayer Schering Pharma Aktiengesellschaft | Substituierte Piperidine |
| DE102009022897A1 (de) | 2009-05-27 | 2010-12-02 | Bayer Schering Pharma Aktiengesellschaft | Substituierte Piperidine |
| DE102009022894A1 (de) | 2009-05-27 | 2010-12-02 | Bayer Schering Pharma Aktiengesellschaft | Substituierte Piperidine |
| CA2765527A1 (en) | 2009-06-24 | 2010-12-29 | Satoshi Suetsugu | N-substituted-cyclic amino derivative |
| WO2011021645A1 (ja) * | 2009-08-19 | 2011-02-24 | 大日本住友製薬株式会社 | ２環性ウレア誘導体、またはその薬学的に許容される塩 |
| TW201134820A (en) * | 2010-03-17 | 2011-10-16 | Axikin Pharmaceuticals Inc | Arylsulfonamide CCR3 antagonists |
| AR093763A1 (es) | 2012-09-07 | 2015-06-24 | Axikin Pharmaceuticals Inc | Antagonistas de ccr3 de arilsulfonamida isotopicamente enriquecidas |
| WO2016029454A1 (en) | 2014-08-29 | 2016-03-03 | Merck Sharp & Dohme Corp. | TETRAHYDRONAPHTHYRIDINE DERIVATIVES AS mGluR2-NEGATIVE ALLOSTERIC MODULATORS, COMPOSITIONS, AND THEIR USE |
| US20180305334A1 (en) * | 2015-10-14 | 2018-10-25 | Aquinnah Pharmaceuticals, Inc. | Compounds, compositions and methods of use against stress granules |
| EP3235813A1 (en) | 2016-04-19 | 2017-10-25 | Cidqo 2012, S.L. | Aza-tetra-cyclo derivatives |
| CA3135344A1 (en) * | 2019-03-29 | 2020-10-08 | Nippon Chemiphar Co., Ltd. | Use of t-type calcium channel blocker for treating pruritus |
| JP2022081710A (ja) * | 2019-03-29 | 2022-06-01 | ユーティアイ リミテッド パートナーシップ | 関節リウマチを治療するためのｔ型カルシウムチャネル阻害剤の使用 |
| CN114025758A (zh) * | 2019-07-01 | 2022-02-08 | 钱立刚 | P2x7r拮抗剂 |
| CN115246842B (zh) * | 2022-06-15 | 2024-05-24 | 深圳湾实验室 | 一类靶向去泛素化酶usp25和usp28的小分子抑制剂 |
Family Cites Families (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL130088C (enExample) * | 1960-03-14 | |||
| US3849403A (en) * | 1968-04-29 | 1974-11-19 | American Home Prod | 2,3,4,5-tetrahydro-1,1,5,5-tetrasubstituted-1h-3-benzazepines |
| JPS4939679B1 (enExample) * | 1969-06-30 | 1974-10-28 | ||
| US3647805A (en) * | 1969-07-11 | 1972-03-07 | Kyorin Seiyaku Kk | Benzoylamino substituted 1-benzoyl-piperidines |
| DE2114420A1 (de) * | 1971-03-25 | 1972-10-05 | Merck Patent Gmbh, 6100 Darmstadt | Substituierte Phenylalkanol-Derivate und Verfahren zu ihrer Herstellung |
| GB1460389A (en) * | 1974-07-25 | 1977-01-06 | Pfizer Ltd | 4-substituted quinazoline cardiac stimulants |
| US3933829A (en) * | 1974-08-22 | 1976-01-20 | John Wyeth & Brother Limited | 4-Aminoquinoline derivatives |
| TR18917A (tr) * | 1974-10-31 | 1977-12-09 | Ciba Geigy Ag | 1-(bis-triflormetilfenil)-2-oksopirolidin-4-karbonik asitleri ve bunlarin tuerevleri |
| FR2312247A1 (fr) * | 1975-05-30 | 1976-12-24 | Parcor | Derives de la thieno-pyridine, leur procede de preparation et leurs applications |
| US4145435A (en) * | 1976-11-12 | 1979-03-20 | The Upjohn Company | 2-aminocycloaliphatic amide compounds |
| US4439606A (en) * | 1982-05-06 | 1984-03-27 | American Cyanamid Company | Antiatherosclerotic 1-piperazinecarbonyl compounds |
| JPS60149562A (ja) * | 1984-01-13 | 1985-08-07 | Kyorin Pharmaceut Co Ltd | 新規なピペリジン誘導体およびその製法 |
| US5206240A (en) * | 1989-12-08 | 1993-04-27 | Merck & Co., Inc. | Nitrogen-containing spirocycles |
| US5852029A (en) * | 1990-04-10 | 1998-12-22 | Israel Institute For Biological Research | Aza spiro compounds acting on the cholinergic system with muscarinic agonist activity |
| FR2672213B1 (fr) * | 1991-02-05 | 1995-03-10 | Sanofi Sa | Utilisation de derives 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridiniques comme capteurs de radicaux libres. |
| JPH04275271A (ja) * | 1991-03-04 | 1992-09-30 | Lederle Japan Ltd | インドメタシン誘導体 |
| FR2678272B1 (fr) * | 1991-06-27 | 1994-01-14 | Synthelabo | Derives de 2-aminopyrimidine-4-carboxamide, leur preparation et leur application en therapeutique. |
| DE4234295A1 (de) * | 1992-10-12 | 1994-04-14 | Thomae Gmbh Dr K | Carbonsäurederivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| FR2705343B1 (fr) * | 1993-05-17 | 1995-07-21 | Fournier Ind & Sante | Dérivés de beta,beta-diméthyl-4-pipéridineéthanamine, leur procédé de préparation et leur utilisation en thérapeutique. |
| FR2724656B1 (fr) * | 1994-09-15 | 1996-12-13 | Adir | Nouveaux derives du benzopyranne, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| US5693567A (en) * | 1995-06-07 | 1997-12-02 | Xerox Corporation | Separately etching insulating layer for contacts within array and for peripheral pads |
| FR2736053B1 (fr) * | 1995-06-28 | 1997-09-19 | Sanofi Sa | Nouvelles 1-phenylalkyl-1,2,3,6-tetrahydropyridines |
| GB9517622D0 (en) * | 1995-08-29 | 1995-11-01 | Univ Edinburgh | Regulation of intracellular glucocorticoid concentrations |
| GB9604311D0 (en) * | 1996-02-29 | 1996-05-01 | Merck & Co Inc | Inhibitors of farnesyl-protein transferase |
| ATE283854T1 (de) * | 1999-12-03 | 2004-12-15 | Ono Pharmaceutical Co | Triazaspiro(5.5)undecan-derivate und drogen, die dasselbe als aktiven inhaltsstoff enthalten |
| EP1278716B1 (en) * | 2000-04-26 | 2006-08-23 | Warner-Lambert Company LLC | Trans-n-¬4-(4-hydroxyphenyl)cyclohexyl|-3-phenylpropionamide as subtype selective nmda receptor antagonist |
| US7294637B2 (en) * | 2000-09-11 | 2007-11-13 | Sepracor, Inc. | Method of treating addiction or dependence using a ligand for a monamine receptor or transporter |
| US7102009B2 (en) * | 2001-01-12 | 2006-09-05 | Amgen Inc. | Substituted amine derivatives and methods of use |
| US7365205B2 (en) * | 2001-06-20 | 2008-04-29 | Daiichi Sankyo Company, Limited | Diamine derivatives |
| US6547958B1 (en) * | 2001-07-13 | 2003-04-15 | Chevron U.S.A. Inc. | Hydrocarbon conversion using zeolite SSZ-59 |
| AU2002323787B2 (en) * | 2001-08-07 | 2008-04-24 | Banyu Pharmaceutical Co., Ltd. | Spiro compounds |
| EA200400708A1 (ru) * | 2001-11-22 | 2004-10-28 | Биовитрум Аб | Ингибиторы 11-бета-гидроксистероиддегидрогеназы типа 1 |
| US6818772B2 (en) * | 2002-02-22 | 2004-11-16 | Abbott Laboratories | Antagonists of melanin concentrating hormone effects on the melanin concentrating hormone receptor |
| GB0213715D0 (en) * | 2002-06-14 | 2002-07-24 | Syngenta Ltd | Chemical compounds |
| US20040072802A1 (en) * | 2002-10-09 | 2004-04-15 | Jingwu Duan | Beta-amino acid derivatives as inhibitors of matrix metalloproteases and TNF-alpha |
| US20060019977A1 (en) * | 2002-10-18 | 2006-01-26 | Ono Pharmaceutical Co., Ltd. | Spiroheterocyclic derivative compounds and drugs comprising the compound as the active ingredient |
| JO2397B1 (en) * | 2002-12-20 | 2007-06-17 | ميرك شارب اند دوم كوربوريشن | Terazol derivatives as beta-hydroxy steroid dihydrogenase-1 inhibitors |
| ES2393996T3 (es) * | 2002-12-25 | 2013-01-04 | Daiichi Sankyo Company, Limited | Derivados de diaminociclohexano antitrombóticos |
| WO2004103980A1 (en) * | 2003-05-21 | 2004-12-02 | Biovitrum Ab | Inhibitors of 11-beta-hydroxy steroid dehydrogenase type i |
| GB0325956D0 (en) * | 2003-11-06 | 2003-12-10 | Addex Pharmaceuticals Sa | Novel compounds |
| WO2005047286A1 (ja) * | 2003-11-13 | 2005-05-26 | Ono Pharmaceutical Co., Ltd. | スピロ複素環化合物 |
| UY28645A1 (es) * | 2003-12-03 | 2005-06-30 | Glaxo Group Ltd | Nuevos antagonistas del receptor muscarinico m3 de acetilcolina |
| TWI350168B (en) * | 2004-05-07 | 2011-10-11 | Incyte Corp | Amido compounds and their use as pharmaceuticals |
| CA2589565A1 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| CA2569507A1 (en) * | 2004-06-24 | 2006-02-02 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| WO2006002361A2 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | 2-methylpropanamides and their use as pharmaceuticals |
| US20050288338A1 (en) * | 2004-06-24 | 2005-12-29 | Wenqing Yao | Amido compounds and their use as pharmaceuticals |
| CA2571258A1 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| BRPI0512535A (pt) * | 2004-06-24 | 2008-03-25 | Incyte Corp | compostos de piperidinas n-substituìdas, suas composições e métodos de modulações |
| KR101368228B1 (ko) * | 2004-11-10 | 2014-02-27 | 인사이트 코포레이션 | 락탐 화합물 및 약제로서의 이의 용도 |
| WO2006055752A2 (en) * | 2004-11-18 | 2006-05-26 | Incyte Corporation | INHIBITORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1 AND METHODS OF USING THE SAME |
| KR101302627B1 (ko) * | 2005-01-05 | 2013-09-10 | 아비에 인코포레이티드 | 11-베타-하이드록시스테로이드 데하이드로게나제 타입 1 효소의 억제제 |
| BRPI0609062A2 (pt) * | 2005-03-03 | 2010-02-17 | F. Hofmann-La Roche Ag | composição farmacêutica, compostos, método para o tratamento terapêutico e/ou profilático de enfermidades que são moduladas por inibidores de deidrogenase de hidroxiesteróide-11ß e utilização dos compostos |
| WO2007038138A2 (en) * | 2005-09-21 | 2007-04-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| EA200870019A1 (ru) * | 2005-12-05 | 2008-12-30 | Инсайт Корпорейшн | Лактамовые соединения и способы их применения |
| WO2007084314A2 (en) * | 2006-01-12 | 2007-07-26 | Incyte Corporation | MODULATORS OF 11-ß HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
| AU2007210018A1 (en) * | 2006-01-31 | 2007-08-09 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
| TW200808807A (en) * | 2006-03-02 | 2008-02-16 | Incyte Corp | Modulators of 11-β hydroxyl steroid dehydrogenase type 1, pharmaceutical compositions thereof, and methods of using the same |
| WO2007103719A2 (en) * | 2006-03-03 | 2007-09-13 | Incyte Corporation | MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
| US20070293529A1 (en) * | 2006-05-01 | 2007-12-20 | Yun-Long Li | Tetrasubstituted ureas as modulators of 11-beta hydroxyl steroid dehydrogenase type 1 |
| EP2018378A2 (en) * | 2006-05-17 | 2009-01-28 | Incyte Corporation | Heterocyclic inhibitors of 11-b hydroxyl steroid dehydrogenase type i and methods of using the same |
| CL2008001839A1 (es) * | 2007-06-21 | 2009-01-16 | Incyte Holdings Corp | Compuestos derivados de 2,7-diazaespirociclos, inhibidores de 11-beta hidroxil esteroide deshidrogenasa tipo 1; composicion farmaceutica que comprende a dichos compuestos; utiles para tratar la obesidad, diabetes, intolerancia a la glucosa, diabetes tipo ii, entre otras enfermedades. |
-
2005
- 2005-08-09 AU AU2005273986A patent/AU2005273986A1/en not_active Abandoned
- 2005-08-09 JP JP2007525719A patent/JP2008509910A/ja not_active Withdrawn
- 2005-08-09 BR BRPI0514230-0A patent/BRPI0514230A/pt not_active IP Right Cessation
- 2005-08-09 WO PCT/US2005/028201 patent/WO2006020598A2/en not_active Ceased
- 2005-08-09 EP EP05790468A patent/EP1778229A4/en not_active Withdrawn
- 2005-08-09 US US11/199,763 patent/US20060122197A1/en not_active Abandoned
- 2005-08-09 MX MX2007001540A patent/MX2007001540A/es not_active Application Discontinuation
- 2005-08-09 CA CA002575561A patent/CA2575561A1/en not_active Abandoned
- 2005-08-09 TW TW094127057A patent/TW200626156A/zh unknown
- 2005-08-09 KR KR1020077005642A patent/KR20070050076A/ko not_active Withdrawn
- 2005-08-09 CN CNA2005800344287A patent/CN101080226A/zh active Pending
- 2005-08-09 EA EA200700251A patent/EA200700251A1/ru unknown
-
2007
- 2007-02-05 IL IL181174A patent/IL181174A0/en unknown
- 2007-02-05 CR CR8901A patent/CR8901A/es unknown
- 2007-02-23 NO NO20071048A patent/NO20071048L/no not_active Application Discontinuation
- 2007-03-09 EC EC2007007309A patent/ECSP077309A/es unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2008509910A5 (enExample) | ||
| JP2008504275A5 (enExample) | ||
| US9096571B2 (en) | Picolinamide and pyrimidine-4-carboxamide compounds, process for preparing and pharmaceutical composition comprising the same | |
| CA2473892A1 (en) | Novel quinoline derivatives | |
| HRP20130220T1 (hr) | Modulatori indolamin 2,3-dioksigenaze i postupci upotrebe istih | |
| JP2023027269A5 (enExample) | ||
| JP2015517981A5 (enExample) | ||
| JP2007501264A5 (enExample) | ||
| CA2575561A1 (en) | Amido compounds and their use as pharmaceuticals | |
| HRP20250519T1 (hr) | Supstituirani aminotiazoli kao inhibitori dgkzeta za imunološku aktivaciju | |
| JP2008542279A5 (enExample) | ||
| JP2011517458A5 (enExample) | ||
| JP2018522823A5 (enExample) | ||
| CA2582029A1 (en) | Aryl nitrogen-containing bicyclic compounds and methods of use | |
| RU2007141346A (ru) | Диарилсульфонсульфонамиды и их применение | |
| JP2021501179A5 (enExample) | ||
| JP2008504276A5 (enExample) | ||
| CA2564355A1 (en) | Protein kinase modulators and method of use | |
| JP2013507449A5 (enExample) | ||
| JP2010514788A5 (enExample) | ||
| CA2476343A1 (en) | 2-hydroxy-3-heteroarylindole derivatives as gsk3 inhibitors | |
| CA2396590A1 (en) | 2-amino-nicotinamide derivatives and their use as vegf-receptor tyrosine kinase inhibitors | |
| JP2006500348A5 (enExample) | ||
| TR201807973T4 (tr) | Janus kinaz inhibitörleri olarak siyanometilpirazol karboksamidler. | |
| JP2005533803A5 (enExample) |