JP2018534326A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2018534326A5 JP2018534326A5 JP2018526160A JP2018526160A JP2018534326A5 JP 2018534326 A5 JP2018534326 A5 JP 2018534326A5 JP 2018526160 A JP2018526160 A JP 2018526160A JP 2018526160 A JP2018526160 A JP 2018526160A JP 2018534326 A5 JP2018534326 A5 JP 2018534326A5
- Authority
- JP
- Japan
- Prior art keywords
- ethylsulfonyl
- carboxamide
- benzyl
- tetrahydroisoquinoline
- trifluoromethyl
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 79
- 150000003839 salts Chemical class 0.000 claims description 45
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 239000001257 hydrogen Substances 0.000 claims description 20
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 19
- 229910052736 halogen Inorganic materials 0.000 claims description 18
- 125000001072 heteroaryl group Chemical group 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 14
- 125000000623 heterocyclic group Chemical group 0.000 claims description 12
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 201000001263 Psoriatic Arthritis Diseases 0.000 claims description 8
- 208000036824 Psoriatic arthropathy Diseases 0.000 claims description 8
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims description 8
- 208000006673 asthma Diseases 0.000 claims description 7
- 201000010099 disease Diseases 0.000 claims description 7
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 6
- 201000004681 Psoriasis Diseases 0.000 claims description 6
- 208000035475 disorder Diseases 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 206010039073 rheumatoid arthritis Diseases 0.000 claims description 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 5
- 208000002874 Acne Vulgaris Diseases 0.000 claims description 4
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims description 4
- 208000031212 Autoimmune polyendocrinopathy Diseases 0.000 claims description 4
- 208000009137 Behcet syndrome Diseases 0.000 claims description 4
- 206010009900 Colitis ulcerative Diseases 0.000 claims description 4
- 208000011231 Crohn disease Diseases 0.000 claims description 4
- 206010012438 Dermatitis atopic Diseases 0.000 claims description 4
- 208000004232 Enteritis Diseases 0.000 claims description 4
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 4
- 206010039710 Scleroderma Diseases 0.000 claims description 4
- 208000021386 Sjogren Syndrome Diseases 0.000 claims description 4
- 201000006704 Ulcerative Colitis Diseases 0.000 claims description 4
- 206010046851 Uveitis Diseases 0.000 claims description 4
- 206010000496 acne Diseases 0.000 claims description 4
- 201000008937 atopic dermatitis Diseases 0.000 claims description 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 description 4
- 201000001981 dermatomyositis Diseases 0.000 claims description 4
- 201000006417 multiple sclerosis Diseases 0.000 claims description 4
- 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims description 4
- 208000001797 obstructive sleep apnea Diseases 0.000 claims description 4
- 201000008482 osteoarthritis Diseases 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 201000002859 sleep apnea Diseases 0.000 claims description 4
- 150000003431 steroids Chemical class 0.000 claims description 4
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims description 4
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 3
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 3
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000002950 monocyclic group Chemical group 0.000 claims description 3
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 3
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims description 2
- 206010003805 Autism Diseases 0.000 claims description 2
- 208000020706 Autistic disease Diseases 0.000 claims description 2
- 208000023328 Basedow disease Diseases 0.000 claims description 2
- 208000008439 Biliary Liver Cirrhosis Diseases 0.000 claims description 2
- 208000033222 Biliary cirrhosis primary Diseases 0.000 claims description 2
- 208000020925 Bipolar disease Diseases 0.000 claims description 2
- 206010008609 Cholangitis sclerosing Diseases 0.000 claims description 2
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 2
- 208000015943 Coeliac disease Diseases 0.000 claims description 2
- 206010011668 Cutaneous leishmaniasis Diseases 0.000 claims description 2
- 201000003883 Cystic fibrosis Diseases 0.000 claims description 2
- 206010012442 Dermatitis contact Diseases 0.000 claims description 2
- 208000003556 Dry Eye Syndromes Diseases 0.000 claims description 2
- 206010013774 Dry eye Diseases 0.000 claims description 2
- 201000009273 Endometriosis Diseases 0.000 claims description 2
- 208000009329 Graft vs Host Disease Diseases 0.000 claims description 2
- 208000015023 Graves' disease Diseases 0.000 claims description 2
- 208000035895 Guillain-Barré syndrome Diseases 0.000 claims description 2
- 208000001204 Hashimoto Disease Diseases 0.000 claims description 2
- 208000030836 Hashimoto thyroiditis Diseases 0.000 claims description 2
- 206010019708 Hepatic steatosis Diseases 0.000 claims description 2
- 206010061218 Inflammation Diseases 0.000 claims description 2
- 206010022489 Insulin Resistance Diseases 0.000 claims description 2
- 208000003456 Juvenile Arthritis Diseases 0.000 claims description 2
- 206010059176 Juvenile idiopathic arthritis Diseases 0.000 claims description 2
- 206010049567 Miller Fisher syndrome Diseases 0.000 claims description 2
- 206010028980 Neoplasm Diseases 0.000 claims description 2
- 208000008589 Obesity Diseases 0.000 claims description 2
- 208000003435 Optic Neuritis Diseases 0.000 claims description 2
- 206010033645 Pancreatitis Diseases 0.000 claims description 2
- 206010036072 Polyglandular autoimmune syndrome type I Diseases 0.000 claims description 2
- 206010036073 Polyglandular autoimmune syndrome type II Diseases 0.000 claims description 2
- 208000012654 Primary biliary cholangitis Diseases 0.000 claims description 2
- 206010039085 Rhinitis allergic Diseases 0.000 claims description 2
- 206010039705 Scleritis Diseases 0.000 claims description 2
- 210000000577 adipose tissue Anatomy 0.000 claims description 2
- 206010064930 age-related macular degeneration Diseases 0.000 claims description 2
- 201000010105 allergic rhinitis Diseases 0.000 claims description 2
- 206010003246 arthritis Diseases 0.000 claims description 2
- 208000010928 autoimmune thyroid disease Diseases 0.000 claims description 2
- 206010006451 bronchitis Diseases 0.000 claims description 2
- 201000011510 cancer Diseases 0.000 claims description 2
- 208000015114 central nervous system disease Diseases 0.000 claims description 2
- 230000027288 circadian rhythm Effects 0.000 claims description 2
- 208000019425 cirrhosis of liver Diseases 0.000 claims description 2
- 208000010247 contact dermatitis Diseases 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 206010015037 epilepsy Diseases 0.000 claims description 2
- 208000030533 eye disease Diseases 0.000 claims description 2
- 208000024908 graft versus host disease Diseases 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 230000002757 inflammatory effect Effects 0.000 claims description 2
- 230000004054 inflammatory process Effects 0.000 claims description 2
- 201000002215 juvenile rheumatoid arthritis Diseases 0.000 claims description 2
- 208000002780 macular degeneration Diseases 0.000 claims description 2
- 208000024714 major depressive disease Diseases 0.000 claims description 2
- 206010028417 myasthenia gravis Diseases 0.000 claims description 2
- 208000010125 myocardial infarction Diseases 0.000 claims description 2
- 235000020824 obesity Nutrition 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 125000003386 piperidinyl group Chemical group 0.000 claims description 2
- 208000005987 polymyositis Diseases 0.000 claims description 2
- 208000015768 polyposis Diseases 0.000 claims description 2
- 208000028173 post-traumatic stress disease Diseases 0.000 claims description 2
- 201000000742 primary sclerosing cholangitis Diseases 0.000 claims description 2
- 208000002815 pulmonary hypertension Diseases 0.000 claims description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
- 201000000306 sarcoidosis Diseases 0.000 claims description 2
- 208000010157 sclerosing cholangitis Diseases 0.000 claims description 2
- 208000012672 seasonal affective disease Diseases 0.000 claims description 2
- 208000011580 syndromic disease Diseases 0.000 claims description 2
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 2
- -1 1- (4- (ethylsulfonyl) phenyl) -2-hydroxyethyl Chemical group 0.000 claims 63
- MBJVWMQHKCGMLZ-UHFFFAOYSA-N isoquinoline-6-carboxamide Chemical compound C1=NC=CC2=CC(C(=O)N)=CC=C21 MBJVWMQHKCGMLZ-UHFFFAOYSA-N 0.000 claims 18
- 238000006467 substitution reaction Methods 0.000 claims 6
- IVLADIVNHDZNSK-UHFFFAOYSA-N 4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-[4-(trifluoromethyl)cyclohexyl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC)C1CCC(CC1)C(F)(F)F IVLADIVNHDZNSK-UHFFFAOYSA-N 0.000 claims 4
- MMCIXNVRVDTQSG-UHFFFAOYSA-N quinoline-7-carboxamide Chemical compound C1=CC=NC2=CC(C(=O)N)=CC=C21 MMCIXNVRVDTQSG-UHFFFAOYSA-N 0.000 claims 4
- CJYKFLZCVMUMCI-UHFFFAOYSA-N 1-ethyl-N-[1-(5-ethylsulfonylpyridin-2-yl)-2-hydroxyethyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(C)C1N(CCC2=CC(=CC=C12)C(=O)NC(CO)C1=NC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F CJYKFLZCVMUMCI-UHFFFAOYSA-N 0.000 claims 3
- WEDJMRANDLLTPD-UHFFFAOYSA-N 2-[(4-chlorophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound ClC1=CC=C(CN2C(C3=CC=C(C=C3CC2)C(=O)NCC2=CC=C(C=C2)S(=O)(=O)CC)C(C)C)C=C1 WEDJMRANDLLTPD-UHFFFAOYSA-N 0.000 claims 3
- UKUTWJYGMWVNQO-UHFFFAOYSA-N 2-[(4-cyanophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(#N)C1=CC=C(CN2C(C3=CC=C(C=C3CC2)C(=O)NCC2=CC=C(C=C2)S(=O)(=O)CC)C(C)C)C=C1 UKUTWJYGMWVNQO-UHFFFAOYSA-N 0.000 claims 3
- CLDTZFVVMPBAMV-UHFFFAOYSA-N 4-ethyl-N-[1-(5-ethylsulfonylpyridin-2-yl)-2-hydroxyethyl]-2-[5-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NC(CO)C1=NC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=N1)C(F)(F)F CLDTZFVVMPBAMV-UHFFFAOYSA-N 0.000 claims 3
- 125000001475 halogen functional group Chemical group 0.000 claims 3
- RNEFHZGWJCBGEI-UHFFFAOYSA-N 1-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(C)C1N(CCC2=CC(=CC=C12)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F RNEFHZGWJCBGEI-UHFFFAOYSA-N 0.000 claims 2
- RCYICNGPHXCHGD-UHFFFAOYSA-N 2-(4,4-difluorocyclohexyl)-4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound FC1(CCC(CC1)N1CC2=CC(=CC=C2C(C1)CC)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC)F RCYICNGPHXCHGD-UHFFFAOYSA-N 0.000 claims 2
- XVPRRDDTOFEXRK-UHFFFAOYSA-N 2-(5-chloropyrimidin-2-yl)-4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound ClC=1C=NC(=NC=1)N1CC2=CC(=CC=C2C(C1)CC)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC XVPRRDDTOFEXRK-UHFFFAOYSA-N 0.000 claims 2
- AWVVEMXVNREPGP-UHFFFAOYSA-N 2-(5-chloropyrimidin-2-yl)-N-[(4-ethylsulfonylphenyl)methyl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound ClC=1C=NC(=NC=1)N1CC2=CC(=CC=C2C(C1)C(C)C)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC AWVVEMXVNREPGP-UHFFFAOYSA-N 0.000 claims 2
- BEYLQFIGQFZJLD-UHFFFAOYSA-N 2-(5-cyanopyrimidin-2-yl)-N-[(4-ethylsulfonylphenyl)methyl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(#N)C=1C=NC(=NC=1)N1CC2=CC(=CC=C2C(C1)C(C)C)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC BEYLQFIGQFZJLD-UHFFFAOYSA-N 0.000 claims 2
- ITXMNRZJKHDZOF-UHFFFAOYSA-N 2-(5-cyclopropylpyrimidin-2-yl)-4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C1(CC1)C=1C=NC(=NC=1)N1CC2=CC(=CC=C2C(C1)CC)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC ITXMNRZJKHDZOF-UHFFFAOYSA-N 0.000 claims 2
- VKNGBSYGEPDFLV-UHFFFAOYSA-N 2-(5-cyclopropylpyrimidin-2-yl)-N-[(4-ethylsulfonylphenyl)methyl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C1(CC1)C=1C=NC(=NC=1)N1CC2=CC(=CC=C2C(C1)C(C)C)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC VKNGBSYGEPDFLV-UHFFFAOYSA-N 0.000 claims 2
- UHPDVSVBQDAZDQ-UHFFFAOYSA-N 2-[(4-chlorophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound CCS(=O)(=O)c1ccc(CNC(=O)c2ccc3C(CN(Cc4ccc(Cl)cc4)Cc3c2)C(C)C)cc1 UHPDVSVBQDAZDQ-UHFFFAOYSA-N 0.000 claims 2
- QQNXIQDFHNYFTO-UHFFFAOYSA-N 2-[(4-cyanophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-4,4-dimethyl-1-propan-2-yl-1,3-dihydroisoquinoline-6-carboxamide Chemical compound CCS(=O)(=O)C1=CC=C(CNC(=O)C2=CC3=C(C=C2)C(C(C)C)N(CC2=CC=C(C=C2)C#N)CC3(C)C)C=C1 QQNXIQDFHNYFTO-UHFFFAOYSA-N 0.000 claims 2
- XZAULSFNTSZVON-UHFFFAOYSA-N 2-[(4-cyanophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound CCS(=O)(=O)c1ccc(CNC(=O)c2ccc3C(CN(Cc4ccc(cc4)C#N)Cc3c2)C(C)C)cc1 XZAULSFNTSZVON-UHFFFAOYSA-N 0.000 claims 2
- MFFYSSFEMZLWKB-UHFFFAOYSA-N 2-[(5-bromopyrimidin-2-yl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound BrC=1C=NC(=NC=1)CN1C(C2=CC=C(C=C2CC1)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C(C)C MFFYSSFEMZLWKB-UHFFFAOYSA-N 0.000 claims 2
- YHEXPNXWAVAZDE-UHFFFAOYSA-N 2-[(6-cyanopyridin-3-yl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(#N)C1=CC=C(C=N1)CN1C(C2=CC=C(C=C2CC1)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C(C)C YHEXPNXWAVAZDE-UHFFFAOYSA-N 0.000 claims 2
- DYLGIWPZBHWZAH-UHFFFAOYSA-N 2-[3-cyano-5-(trifluoromethyl)pyridin-2-yl]-4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(#N)C=1C(=NC=C(C=1)C(F)(F)F)N1CC2=CC(=CC=C2C(C1)CC)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC DYLGIWPZBHWZAH-UHFFFAOYSA-N 0.000 claims 2
- LLTIDKVXHPASOE-UHFFFAOYSA-N 4-ethyl-N-[(4-ethylsulfonylphenyl)methyl]-1-oxo-2-[4-(trifluoromethyl)phenyl]-3,4-dihydroisoquinoline-7-carboxamide Chemical compound C(C)C1CN(C(C2=CC(=CC=C12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)=O)C1=CC=C(C=C1)C(F)(F)F LLTIDKVXHPASOE-UHFFFAOYSA-N 0.000 claims 2
- WKASUUIZRUKDKJ-UHFFFAOYSA-N 4-ethyl-N-[(4-ethylsulfonylphenyl)methyl]-2-[3-methyl-5-(trifluoromethyl)pyridin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=C1C)C(F)(F)F WKASUUIZRUKDKJ-UHFFFAOYSA-N 0.000 claims 2
- OCELEDGSQFIGNF-UHFFFAOYSA-N 4-ethyl-N-[(4-ethylsulfonylphenyl)methyl]-2-[4-(trifluoromethyl)phenyl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C1=CC=C(C=C1)C(F)(F)F OCELEDGSQFIGNF-UHFFFAOYSA-N 0.000 claims 2
- ZFELUJFSKIJDFR-UHFFFAOYSA-N 4-ethyl-N-[(4-ethylsulfonylphenyl)methyl]-2-[5-(1,3-oxazol-2-yl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=N1)C=1OC=CN=1 ZFELUJFSKIJDFR-UHFFFAOYSA-N 0.000 claims 2
- WSLJMNIONMUQAI-UHFFFAOYSA-N 4-ethyl-N-[(4-ethylsulfonylphenyl)methyl]-2-[5-(6-methoxypyridin-2-yl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=N1)C1=NC(=CC=C1)OC WSLJMNIONMUQAI-UHFFFAOYSA-N 0.000 claims 2
- YDKUBJNYCMXMQK-UHFFFAOYSA-N 4-ethyl-N-[(4-ethylsulfonylphenyl)methyl]-2-[5-(trifluoromethyl)pyridin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=C1)C(F)(F)F YDKUBJNYCMXMQK-UHFFFAOYSA-N 0.000 claims 2
- CDRVSRKDPZGRMG-UHFFFAOYSA-N 4-ethyl-N-[(4-ethylsulfonylphenyl)methyl]-2-[5-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=N1)C(F)(F)F CDRVSRKDPZGRMG-UHFFFAOYSA-N 0.000 claims 2
- IHNLYKIRZZHIGX-UHFFFAOYSA-N 4-ethyl-N-[(5-ethylsulfonylpyridin-2-yl)methyl]-2-[5-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NCC1=NC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=N1)C(F)(F)F IHNLYKIRZZHIGX-UHFFFAOYSA-N 0.000 claims 2
- HCPWMOUGFUFZLD-UHFFFAOYSA-N 4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-[3-methyl-5-(trifluoromethyl)pyridin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=C1C)C(F)(F)F HCPWMOUGFUFZLD-UHFFFAOYSA-N 0.000 claims 2
- XXYURANIAKOSRM-UHFFFAOYSA-N 4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-[5-(1,3-oxazol-2-yl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC)C1=NC=C(C=N1)C=1OC=CN=1 XXYURANIAKOSRM-UHFFFAOYSA-N 0.000 claims 2
- HWPHCHQXRUBKQX-UHFFFAOYSA-N 4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-[5-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound CCC1CN(Cc2cc(ccc12)C(=O)NC(CO)c1ccc(cc1)S(=O)(=O)CC)c1ncc(cn1)C(F)(F)F HWPHCHQXRUBKQX-UHFFFAOYSA-N 0.000 claims 2
- IJYFGHNGDSESCT-UHFFFAOYSA-N 7-(5-chloropyrimidin-2-yl)-N-[(4-ethylsulfonylphenyl)methyl]-8-propan-2-yl-6,8-dihydro-5H-1,7-naphthyridine-3-carboxamide Chemical compound ClC=1C=NC(=NC=1)N1CCC=2C=C(C=NC=2C1C(C)C)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC IJYFGHNGDSESCT-UHFFFAOYSA-N 0.000 claims 2
- VYHGYUDUXZIRMM-UHFFFAOYSA-N 7-[(4-chlorophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-8-propan-2-yl-6,8-dihydro-5H-1,7-naphthyridine-3-carboxamide Chemical compound CCS(=O)(=O)C1=CC=C(CNC(=O)C2=CN=C3C(C(C)C)N(CC4=CC=C(Cl)C=C4)CCC3=C2)C=C1 VYHGYUDUXZIRMM-UHFFFAOYSA-N 0.000 claims 2
- NNSVSDGWZLUDJZ-UHFFFAOYSA-N 7-[(4-cyanophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-8-propan-2-yl-6,8-dihydro-5H-1,7-naphthyridine-3-carboxamide Chemical compound CCS(=O)(=O)c1ccc(CNC(=O)c2cnc3C(C(C)C)N(Cc4ccc(cc4)C#N)CCc3c2)cc1 NNSVSDGWZLUDJZ-UHFFFAOYSA-N 0.000 claims 2
- JEOFWLXRHNLPPF-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-2-(5-morpholin-4-ylpyrimidin-2-yl)-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=C3C(CN(CC3=C2)C2=NC=C(C=N2)N2CCOCC2)C(C)C)C=C1 JEOFWLXRHNLPPF-UHFFFAOYSA-N 0.000 claims 2
- NSSNUBJVGDXDDX-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-2-[(5-methylpyrimidin-2-yl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C=2C=C3CCN(C(C3=CC=2)C(C)C)CC2=NC=C(C=N2)C)C=C1 NSSNUBJVGDXDDX-UHFFFAOYSA-N 0.000 claims 2
- QGPFQQXMIXSURN-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-2-[5-(2-methoxypyridin-4-yl)pyrimidin-2-yl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=C3C(CN(CC3=C2)C2=NC=C(C=N2)C2=CC(=NC=C2)OC)C(C)C)C=C1 QGPFQQXMIXSURN-UHFFFAOYSA-N 0.000 claims 2
- GPEGINANGMWKRR-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-2-[5-(6-oxo-1H-pyridin-3-yl)pyrimidin-2-yl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=C3C(CN(CC3=C2)C2=NC=C(C=N2)C2=CNC(C=C2)=O)C(C)C)C=C1 GPEGINANGMWKRR-UHFFFAOYSA-N 0.000 claims 2
- ZJBNVEBMJMYEBI-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-4,4-dimethyl-2-[(5-methylpyrazin-2-yl)methyl]-1-propan-2-yl-1,3-dihydroisoquinoline-6-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C=2C=C3C(CN(C(C3=CC=2)C(C)C)CC2=NC=C(N=C2)C)(C)C)C=C1 ZJBNVEBMJMYEBI-UHFFFAOYSA-N 0.000 claims 2
- UOPRLXUZLVCYMT-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-4-(trifluoromethyl)-2-[5-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=C3C(CN(CC3=C2)C2=NC=C(C=N2)C(F)(F)F)C(F)(F)F)C=C1 UOPRLXUZLVCYMT-UHFFFAOYSA-N 0.000 claims 2
- LIADWOCNCHODEY-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-4-propan-2-yl-2-[4-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=C3C(CN(CC3=C2)C2=NC=CC(=N2)C(F)(F)F)C(C)C)C=C1 LIADWOCNCHODEY-UHFFFAOYSA-N 0.000 claims 2
- LABUSQYZELLRKG-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-4-propan-2-yl-2-[5-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=C3C(CN(CC3=C2)C2=NC=C(C=N2)C(F)(F)F)C(C)C)C=C1 LABUSQYZELLRKG-UHFFFAOYSA-N 0.000 claims 2
- IXKPVZFXDHRQPC-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-7-[(4-fluorophenyl)methyl]-8-propan-2-yl-6,8-dihydro-5H-1,7-naphthyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C=2C=NC=3C(N(CCC=3C=2)CC2=CC=C(C=C2)F)C(C)C)C=C1 IXKPVZFXDHRQPC-UHFFFAOYSA-N 0.000 claims 2
- IZKNWZKARQHEQV-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-8-propan-2-yl-7-[5-(trifluoromethyl)pyrimidin-2-yl]-6,8-dihydro-5H-1,7-naphthyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C=2C=NC=3C(N(CCC=3C=2)C2=NC=C(C=N2)C(F)(F)F)C(C)C)C=C1 IZKNWZKARQHEQV-UHFFFAOYSA-N 0.000 claims 2
- YPCPHMFRENAPHL-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-8-propan-2-yl-7-[[4-(trifluoromethyl)cyclohexyl]methyl]-6,8-dihydro-5H-1,7-naphthyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C=2C=NC=3C(N(CCC=3C=2)CC2CCC(CC2)C(F)(F)F)C(C)C)C=C1 YPCPHMFRENAPHL-UHFFFAOYSA-N 0.000 claims 2
- IYTYBSHGVHTVMU-UHFFFAOYSA-N N-[(5-ethylsulfonylpyridin-2-yl)methyl]-8-propan-2-yl-7-[[4-(trifluoromethyl)cyclohexyl]methyl]-6,8-dihydro-5H-1,7-naphthyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C=1C=CC(=NC=1)CNC(=O)C=1C=NC=2C(N(CCC=2C=1)CC1CCC(CC1)C(F)(F)F)C(C)C IYTYBSHGVHTVMU-UHFFFAOYSA-N 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- ASXADZULAMEUEG-UHFFFAOYSA-N 1-[(4,4-difluorocyclohexyl)methoxy]-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-3-methylisoquinoline-6-carboxamide Chemical compound FC1(CCC(CC1)COC1=NC(=CC2=CC(=CC=C12)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC)C)F ASXADZULAMEUEG-UHFFFAOYSA-N 0.000 claims 1
- YDKFYRICVLCJDX-UHFFFAOYSA-N 1-ethyl-N-[(4-ethylsulfonylphenyl)methyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(C)C1N(CCC2=CC(=CC=C12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F YDKFYRICVLCJDX-UHFFFAOYSA-N 0.000 claims 1
- IMPSEMOOYVUWPX-UHFFFAOYSA-N 2-(5-cyanopyrimidin-2-yl)-N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(#N)C=1C=NC(=NC=1)N1C(C2=CC=C(C=C2CC1)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C(C)C IMPSEMOOYVUWPX-UHFFFAOYSA-N 0.000 claims 1
- VDCDCERLPUYYOM-UHFFFAOYSA-N 2-(5-ethoxypyrimidin-2-yl)-N-[(4-ethylsulfonylphenyl)methyl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)OC=1C=NC(=NC=1)N1CC2=CC(=CC=C2C(C1)C(C)C)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC VDCDCERLPUYYOM-UHFFFAOYSA-N 0.000 claims 1
- QGRNYOWMYYHZLI-UHFFFAOYSA-N 2-[(4-chlorophenyl)methyl]-1-methyl-N-[(4-methylsulfonylphenyl)methyl]-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound ClC1=CC=C(CN2C(C3=CC=C(C=C3CC2)C(=O)NCC2=CC=C(C=C2)S(=O)(=O)C)C)C=C1 QGRNYOWMYYHZLI-UHFFFAOYSA-N 0.000 claims 1
- TWAGOIPNMLYAJN-UHFFFAOYSA-N 2-[(4-chlorophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-methyl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound ClC1=CC=C(CN2C(C3=CC=C(C=C3CC2)C(=O)NCC2=CC=C(C=C2)S(=O)(=O)CC)C)C=C1 TWAGOIPNMLYAJN-UHFFFAOYSA-N 0.000 claims 1
- FWEXPUUBTPLQER-UHFFFAOYSA-N 2-[(4-cyanophenyl)methyl]-1-methyl-N-[(4-methylsulfonylphenyl)methyl]-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(#N)C1=CC=C(CN2C(C3=CC=C(C=C3CC2)C(=O)NCC2=CC=C(C=C2)S(=O)(=O)C)C)C=C1 FWEXPUUBTPLQER-UHFFFAOYSA-N 0.000 claims 1
- NJNUITHMIIFRPH-UHFFFAOYSA-N 2-[(4-cyanophenyl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-methyl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(#N)C1=CC=C(CN2C(C3=CC=C(C=C3CC2)C(=O)NCC2=CC=C(C=C2)S(=O)(=O)CC)C)C=C1 NJNUITHMIIFRPH-UHFFFAOYSA-N 0.000 claims 1
- DTVGRLOZULAJPW-UHFFFAOYSA-N 2-[(5-chloropyridin-2-yl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound ClC=1C=CC(=NC=1)CN1C(C2=CC=C(C=C2CC1)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C(C)C DTVGRLOZULAJPW-UHFFFAOYSA-N 0.000 claims 1
- DVRUARBJAPNXQE-UHFFFAOYSA-N 2-[(5-cyanopyridin-2-yl)methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(#N)C=1C=CC(=NC=1)CN1C(C2=CC=C(C=C2CC1)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C(C)C DVRUARBJAPNXQE-UHFFFAOYSA-N 0.000 claims 1
- RSCVLOURROCDJS-UHFFFAOYSA-N 2-[[6-(difluoromethoxy)pyridin-3-yl]methyl]-N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound FC(OC1=CC=C(C=N1)CN1C(C2=CC=C(C=C2CC1)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)C(C)C)F RSCVLOURROCDJS-UHFFFAOYSA-N 0.000 claims 1
- UQZVDCURHAAIQS-UHFFFAOYSA-N 3-cyclopropyl-N-[(4-ethylsulfonylphenyl)methyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]indazole-6-carboxamide Chemical compound C1(CC1)C=1N(N=C2C=C(C=CC=12)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F UQZVDCURHAAIQS-UHFFFAOYSA-N 0.000 claims 1
- FTULGNWAEWXBSJ-UHFFFAOYSA-N 3-cyclopropyl-N-[(5-ethylsulfonylpyridin-2-yl)methyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]indazole-6-carboxamide Chemical compound C1(CC1)C=1N(N=C2C=C(C=CC=12)C(=O)NCC1=NC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F FTULGNWAEWXBSJ-UHFFFAOYSA-N 0.000 claims 1
- LXBQFGZTFFNVRH-UHFFFAOYSA-N 3-cyclopropyl-N-[(5-ethylsulfonylpyridin-2-yl)methyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]pyrazolo[4,3-b]pyridine-6-carboxamide Chemical compound C1(CC1)C=1N(N=C2C=1N=CC(=C2)C(=O)NCC1=NC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F LXBQFGZTFFNVRH-UHFFFAOYSA-N 0.000 claims 1
- KZOSPCVHPYBOFY-UHFFFAOYSA-N 3-cyclopropyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]indazole-6-carboxamide Chemical compound CCS(=O)(=O)C1=CC=C(C=C1)C(CO)NC(=O)C2=CC3=NN(C(=C3C=C2)C4CC4)CC5CCC(CC5)C(F)(F)F KZOSPCVHPYBOFY-UHFFFAOYSA-N 0.000 claims 1
- YIKNYUGFLLHEFS-UHFFFAOYSA-N 3-cyclopropyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-[[4-(trifluoromethyl)phenyl]methyl]indazole-6-carboxamide Chemical compound CCS(=O)(=O)c1ccc(cc1)C(CO)NC(=O)c1ccc2c(C3CC3)n(Cc3ccc(cc3)C(F)(F)F)nc2c1 YIKNYUGFLLHEFS-UHFFFAOYSA-N 0.000 claims 1
- XFBHTZOQUWWTPN-UHFFFAOYSA-N 3-cyclopropyl-N-[1-(5-ethylsulfonylpyridin-2-yl)-2-hydroxyethyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]indazole-6-carboxamide Chemical compound C1(CC1)C=1N(N=C2C=C(C=CC=12)C(=O)NC(CO)C1=NC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F XFBHTZOQUWWTPN-UHFFFAOYSA-N 0.000 claims 1
- SPSRZMJTVZWCKT-UHFFFAOYSA-N 3-cyclopropyl-N-[1-(5-ethylsulfonylpyridin-2-yl)-2-hydroxyethyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]pyrazolo[4,3-b]pyridine-6-carboxamide Chemical compound C1(CC1)C=1N(N=C2C=1N=CC(=C2)C(=O)NC(CO)C1=NC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F SPSRZMJTVZWCKT-UHFFFAOYSA-N 0.000 claims 1
- FXVDPFRHAYDIQT-UHFFFAOYSA-N 3-cyclopropyl-N-[1-(5-ethylsulfonylpyridin-2-yl)-2-hydroxyethyl]-2-[[4-(trifluoromethyl)phenyl]methyl]indazole-6-carboxamide Chemical compound C1(CC1)C=1N(N=C2C=C(C=CC=12)C(=O)NC(CO)C1=NC=C(C=C1)S(=O)(=O)CC)CC1=CC=C(C=C1)C(F)(F)F FXVDPFRHAYDIQT-UHFFFAOYSA-N 0.000 claims 1
- IZEQDPROZUGMFU-UHFFFAOYSA-N 3-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-[[4-(trifluoromethyl)cyclohexyl]methyl]indazole-6-carboxamide Chemical compound C(C)C=1N(N=C2C=C(C=CC=12)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC)CC1CCC(CC1)C(F)(F)F IZEQDPROZUGMFU-UHFFFAOYSA-N 0.000 claims 1
- QRAHZHXAEWAXAE-UHFFFAOYSA-N 4-ethyl-N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-2-(oxan-4-yl)-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)C1CN(CC2=CC(=CC=C12)C(=O)NC(CO)C1=CC=C(C=C1)S(=O)(=O)CC)C1CCOCC1 QRAHZHXAEWAXAE-UHFFFAOYSA-N 0.000 claims 1
- LBXMBXSJIMSLEZ-UHFFFAOYSA-N 7-(5-cyanopyrimidin-2-yl)-N-[(4-ethylsulfonylphenyl)methyl]-8-propan-2-yl-6,8-dihydro-5H-1,7-naphthyridine-3-carboxamide Chemical compound C(#N)C=1C=NC(=NC=1)N1CCC=2C=C(C=NC=2C1C(C)C)C(=O)NCC1=CC=C(C=C1)S(=O)(=O)CC LBXMBXSJIMSLEZ-UHFFFAOYSA-N 0.000 claims 1
- RLUJEBLBTUVHBM-WFHLNLCJSA-N N-[(1R)-1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-1-methyl-7-[[4-(trifluoromethyl)cyclohexyl]methoxy]pyrrolo[2,3-c]pyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(C=C1)[C@H](CO)NC(=O)C1=CN(C2=C(N=CC=C21)OCC1CCC(CC1)C(F)(F)F)C RLUJEBLBTUVHBM-WFHLNLCJSA-N 0.000 claims 1
- JIJSDSYSYMGNFF-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-1-methyl-7-[4-(trifluoromethyl)phenoxy]pyrrolo[2,3-c]pyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CN(C3=C(N=CC=C32)OC2=CC=C(C=C2)C(F)(F)F)C)C=C1 JIJSDSYSYMGNFF-UHFFFAOYSA-N 0.000 claims 1
- WBFYZDLSBBTMDK-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-1-methyl-7-[[4-(trifluoromethyl)cyclohexyl]methoxy]pyrrolo[2,3-c]pyridine-2-carboxamide Chemical compound CCS(=O)(=O)C1=CC=C(CNC(=O)C2=CC3=C(N2C)C(OCC2CCC(CC2)C(F)(F)F)=NC=C3)C=C1 WBFYZDLSBBTMDK-UHFFFAOYSA-N 0.000 claims 1
- VPBXUXZRMLIPEB-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-1-methyl-7-[[4-(trifluoromethyl)cyclohexyl]methoxy]pyrrolo[2,3-c]pyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CN(C3=C(N=CC=C32)OCC2CCC(CC2)C(F)(F)F)C)C=C1 VPBXUXZRMLIPEB-UHFFFAOYSA-N 0.000 claims 1
- DYVLXPCBCPHVJR-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-1-methyl-7-[[4-(trifluoromethyl)phenyl]methoxy]pyrrolo[2,3-c]pyridine-2-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=3C(=C(N=CC=3)OCC3=CC=C(C=C3)C(F)(F)F)N2C)C=C1 DYVLXPCBCPHVJR-UHFFFAOYSA-N 0.000 claims 1
- NTKJTDQRVFMGLF-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-1-methyl-7-[[4-(trifluoromethyl)phenyl]methoxy]pyrrolo[2,3-c]pyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CN(C3=C(N=CC=C32)OCC2=CC=C(C=C2)C(F)(F)F)C)C=C1 NTKJTDQRVFMGLF-UHFFFAOYSA-N 0.000 claims 1
- YKJKVRIJJXJZQC-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-2-[4-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C=2C=C3CCN(C(C3=CC=2)C(C)C)C2=NC=CC(=N2)C(F)(F)F)C=C1 YKJKVRIJJXJZQC-UHFFFAOYSA-N 0.000 claims 1
- BNQLWNYJKSNCDC-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-1-propan-2-yl-2-[5-(trifluoromethyl)pyrimidin-2-yl]-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound CCS(=O)(=O)C1=CC=C(CNC(=O)C2=CC3=C(C=C2)C(C(C)C)N(CC3)C2=NC=C(C=N2)C(F)(F)F)C=C1 BNQLWNYJKSNCDC-UHFFFAOYSA-N 0.000 claims 1
- NREZIJCOENHSQF-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-2-(5-fluoropyrimidin-2-yl)-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=C3C(CN(CC3=C2)C2=NC=C(C=N2)F)C(C)C)C=C1 NREZIJCOENHSQF-UHFFFAOYSA-N 0.000 claims 1
- VYGDHXUDXYJUOB-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-2-[(4-fluorophenyl)methyl]-1-methyl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C=2C=C3CCN(C(C3=CC=2)C)CC2=CC=C(C=C2)F)C=C1 VYGDHXUDXYJUOB-UHFFFAOYSA-N 0.000 claims 1
- LQFMQCWZOSAHGH-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-2-[(4-fluorophenyl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C=2C=C3CCN(C(C3=CC=2)C(C)C)CC2=CC=C(C=C2)F)C=C1 LQFMQCWZOSAHGH-UHFFFAOYSA-N 0.000 claims 1
- OSRJSZLRVOVULE-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-2-[(4-fluorophenyl)methyl]-4-propan-2-yl-3,4-dihydro-1H-isoquinoline-7-carboxamide Chemical compound CCS(=O)(=O)c1ccc(CNC(=O)c2ccc3C(CN(Cc4ccc(F)cc4)Cc3c2)C(C)C)cc1 OSRJSZLRVOVULE-UHFFFAOYSA-N 0.000 claims 1
- SFTNGUYFZQOXJJ-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-7-[[4-(trifluoromethyl)cyclohexyl]methoxy]-1H-pyrrolo[2,3-c]pyridine-2-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CC=3C(=C(N=CC=3)OCC3CCC(CC3)C(F)(F)F)N2)C=C1 SFTNGUYFZQOXJJ-UHFFFAOYSA-N 0.000 claims 1
- OIFRQXZLXHPXNQ-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-7-[[4-(trifluoromethyl)cyclohexyl]methoxy]-1H-pyrrolo[2,3-c]pyridine-3-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(CNC(=O)C2=CNC3=C(N=CC=C32)OCC2CCC(CC2)C(F)(F)F)C=C1 OIFRQXZLXHPXNQ-UHFFFAOYSA-N 0.000 claims 1
- XITLJOCUGVJJFF-UHFFFAOYSA-N N-[(4-ethylsulfonylphenyl)methyl]-8,8-dimethyl-6-[5-(trifluoromethyl)pyrimidin-2-yl]-5,7-dihydro-1,6-naphthyridine-3-carboxamide Chemical compound CCS(=O)(=O)C1=CC=C(CNC(=O)C2=CN=C3C(CN(CC3(C)C)C3=NC=C(C=N3)C(F)(F)F)=C2)C=C1 XITLJOCUGVJJFF-UHFFFAOYSA-N 0.000 claims 1
- QGFVZECNLZGSKA-UHFFFAOYSA-N N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-1-[(4-fluorophenyl)methoxy]-3-methylisoquinoline-6-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(C=C1)C(CO)NC(=O)C=1C=C2C=C(N=C(C2=CC=1)OCC1=CC=C(C=C1)F)C QGFVZECNLZGSKA-UHFFFAOYSA-N 0.000 claims 1
- OYZGZXUBQQKOPZ-UHFFFAOYSA-N N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-1-methyl-7-[[4-(trifluoromethyl)cyclohexyl]methoxy]pyrrolo[2,3-c]pyridine-2-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(C=C1)C(CO)NC(=O)C1=CC=2C(=C(N=CC=2)OCC2CCC(CC2)C(F)(F)F)N1C OYZGZXUBQQKOPZ-UHFFFAOYSA-N 0.000 claims 1
- HDIXECDMQBPRHD-UHFFFAOYSA-N N-[1-(4-ethylsulfonylphenyl)-2-hydroxyethyl]-1-methyl-7-[[4-(trifluoromethyl)phenyl]methoxy]pyrrolo[2,3-c]pyridine-2-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(C=C1)C(CO)NC(=O)C1=CC=2C(=C(N=CC=2)OCC2=CC=C(C=C2)C(F)(F)F)N1C HDIXECDMQBPRHD-UHFFFAOYSA-N 0.000 claims 1
- XYHQKLCYHLFTHL-UHFFFAOYSA-N N-[1-(4-ethylsulfonylphenyl)ethyl]-2-[(5-methylpyrazin-2-yl)methyl]-1-propan-2-yl-3,4-dihydro-1H-isoquinoline-6-carboxamide Chemical compound C(C)S(=O)(=O)C1=CC=C(C=C1)C(C)NC(=O)C=1C=C2CCN(C(C2=CC=1)C(C)C)CC1=NC=C(N=C1)C XYHQKLCYHLFTHL-UHFFFAOYSA-N 0.000 claims 1
- 201000009594 Systemic Scleroderma Diseases 0.000 claims 1
- 206010042953 Systemic sclerosis Diseases 0.000 claims 1
- 230000001088 anti-asthma Effects 0.000 claims 1
- 239000000924 antiasthmatic agent Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 208000008795 neuromyelitis optica Diseases 0.000 claims 1
- TYHCBIKGTCZFTK-UHFFFAOYSA-N quinazoline-7-carboxamide Chemical compound C1=NC=NC2=CC(C(=O)N)=CC=C21 TYHCBIKGTCZFTK-UHFFFAOYSA-N 0.000 claims 1
- GKPIFULDHDHNBW-UHFFFAOYSA-N thieno[2,3-d]pyrimidine-6-carboxamide Chemical compound N1=CN=C2SC(C(=O)N)=CC2=C1 GKPIFULDHDHNBW-UHFFFAOYSA-N 0.000 claims 1
- 210000004291 uterus Anatomy 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 description 7
- 0 N*1C2C1CCC2 Chemical compound N*1C2C1CCC2 0.000 description 3
- 125000005059 halophenyl group Chemical group 0.000 description 2
- 125000006536 (C1-C2)alkoxy group Chemical group 0.000 description 1
- 208000003926 Myelitis Diseases 0.000 description 1
- 208000034189 Sclerosis Diseases 0.000 description 1
- 230000001363 autoimmune Effects 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562257964P | 2015-11-20 | 2015-11-20 | |
| US62/257,964 | 2015-11-20 | ||
| US201662320805P | 2016-04-11 | 2016-04-11 | |
| US62/320,805 | 2016-04-11 | ||
| PCT/US2016/062422 WO2017087608A1 (en) | 2015-11-20 | 2016-11-17 | Modulators of ror-gamma |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018534326A JP2018534326A (ja) | 2018-11-22 |
| JP2018534326A5 true JP2018534326A5 (cg-RX-API-DMAC10.html) | 2019-12-26 |
| JP6914257B2 JP6914257B2 (ja) | 2021-08-04 |
Family
ID=57589145
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018526160A Expired - Fee Related JP6914257B2 (ja) | 2015-11-20 | 2016-11-17 | Ｒｏｒ−ガンマのモジュレーター |
Country Status (14)
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG11201606080SA (en) | 2014-02-03 | 2016-08-30 | Vitae Pharmaceuticals Inc | Dihydropyrrolopyridine inhibitors of ror-gamma |
| US9663515B2 (en) | 2014-11-05 | 2017-05-30 | Vitae Pharmaceuticals, Inc. | Dihydropyrrolopyridine inhibitors of ROR-gamma |
| MY189194A (en) | 2015-05-15 | 2022-01-31 | Aurigene Discovery Tech Ltd | Substituted tetrahydroquinolinone compounds as ror gamma modulators |
| US10301261B2 (en) | 2015-08-05 | 2019-05-28 | Vitae Pharmaceuticals, Llc | Substituted indoles as modulators of ROR-gamma |
| EP3377482B1 (en) | 2015-11-20 | 2021-05-12 | Vitae Pharmaceuticals, LLC | Modulators of ror-gamma |
| TWI757266B (zh) | 2016-01-29 | 2022-03-11 | 美商維它藥物有限責任公司 | ＲＯＲ－γ調節劑 |
| AR109042A1 (es) | 2016-07-14 | 2018-10-24 | Cadila Healthcare Ltd | COMPUESTOS MODULARES DE RORg |
| US20190152962A1 (en) | 2016-07-14 | 2019-05-23 | Cadila Healthcare Limited | Cyclopropyl derivatives as ror-gamma modulators |
| WO2018116285A1 (en) * | 2016-12-23 | 2018-06-28 | Glenmark Pharmaceuticals S.A. | Substituted morpholine derivatives as ror gamma modulators |
| MA49685A (fr) | 2017-07-24 | 2021-04-14 | Vitae Pharmaceuticals Llc | INHIBITEURS DE ROR gamma |
| WO2019018975A1 (en) | 2017-07-24 | 2019-01-31 | Vitae Pharmaceuticals, Inc. | INHIBITORS OF ROR GAMMA |
| CN109593068B (zh) * | 2017-09-30 | 2022-12-27 | 广东东阳光药业有限公司 | 一种RORγ抑制剂的中间体及其制备方法 |
| WO2019088057A1 (ja) * | 2017-10-31 | 2019-05-09 | 東レ株式会社 | アニリド誘導体及びその医薬用途 |
| CN111868036A (zh) * | 2018-02-09 | 2020-10-30 | 美国政府健康与人类服务部 | 杂环p2y14受体拮抗剂 |
| JP7200005B2 (ja) | 2018-02-28 | 2023-01-06 | 日本たばこ産業株式会社 | 飽和環縮合ジヒドロピリミジノン又はジヒドロトリアジノン化合物及びその医薬用途 |
| WO2020082921A1 (zh) * | 2018-10-24 | 2020-04-30 | 上海和誉生物医药科技有限公司 | 一种氮杂芳基酰胺衍生物及其制备方法和应用 |
| KR20210108367A (ko) | 2018-11-09 | 2021-09-02 | 비바체 테라퓨틱스, 인크. | 비시클릭 화합물 |
| CN117800904A (zh) * | 2018-11-27 | 2024-04-02 | 正大天晴药业集团股份有限公司 | 含有磺酰基结构的RORγ抑制剂 |
| CN111484505B (zh) * | 2019-01-28 | 2022-11-15 | 正大天晴药业集团股份有限公司 | 一种双环RORγ抑制剂的盐酸盐结晶型 |
| SG11202111404XA (en) | 2019-04-16 | 2021-11-29 | Vivace Therapeutics Inc | Bicyclic compounds |
| KR20220050126A (ko) * | 2019-06-12 | 2022-04-22 | 티엠이엠16에이 리미티드 | 호흡기 질환을 치료하기 위한 화합물 |
| CN114096533B (zh) * | 2019-09-10 | 2024-03-08 | 四川科伦博泰生物医药股份有限公司 | 一种三并环类化合物，包含其的药物组合物，其制备方法及其用途 |
| CN112745268B (zh) * | 2019-10-31 | 2022-09-16 | 江苏恒瑞医药股份有限公司 | 苯并咪唑衍生物的晶型及制备方法 |
| TW202136238A (zh) * | 2020-01-06 | 2021-10-01 | 大陸商廣東東陽光藥業有限公司 | RORγt抑制劑及其製備方法和用途 |
| WO2021155320A1 (en) * | 2020-01-29 | 2021-08-05 | Foghorn Therapeutics Inc. | Compounds and uses thereof |
| WO2025223511A1 (zh) * | 2024-04-25 | 2025-10-30 | 上海翊石医药科技有限公司 | 一类苯甲酰基甘氨酸衍生物及其制备方法和应用 |
Family Cites Families (259)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0254951B1 (en) | 1986-07-28 | 1995-09-20 | American Cyanamid Company | 5(and/or 6)substituted 2-(2-imidazolin-2-yl)nicotinic acids, esters and salts, useful as herbicidal agents and intermediates for the preparation of said nicotinic acids, esters and salts |
| FR2624698A1 (fr) | 1987-12-18 | 1989-06-23 | Bernard Lyon I Universite Clau | Derives heterocycliques de n-carbamoyl-, n-thiocarbamoyl- ou n-amidino-aminomalonyl ou aminosuccinyl amides utiles comme agents edulcorants |
| JPH04503672A (ja) | 1989-02-27 | 1992-07-02 | イー・アイ・デュポン・ドゥ・ヌムール・アンド・カンパニー | 放射線増感剤としての新規なナフタレンスルホンアミド |
| US5776963A (en) | 1989-05-19 | 1998-07-07 | Hoechst Marion Roussel, Inc. | 3-(heteroaryl)-1- (2,3-dihydro-1h-isoindol-2-yl)alkyl!pyrrolidines and 3-(heteroaryl)-1- (2,3-dihydro-1h-indol-1-yl)alkyl!pyrrolidines and related compounds and their therapeutic untility |
| GB8927872D0 (en) | 1989-12-08 | 1990-02-14 | Beecham Group Plc | Pharmaceuticals |
| JP2807577B2 (ja) | 1990-06-15 | 1998-10-08 | エーザイ株式会社 | 環状アミド誘導体 |
| DE4121214A1 (de) | 1991-06-27 | 1993-01-14 | Bayer Ag | 7-azaisoindolinyl-chinolon- und -naphthyridoncarbonsaeure-derivate |
| EP0520573A1 (en) | 1991-06-27 | 1992-12-30 | Glaxo Inc. | Cyclic imide derivatives |
| US5272158A (en) | 1991-10-29 | 1993-12-21 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| US5416099A (en) | 1991-10-29 | 1995-05-16 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| US5389631A (en) | 1991-10-29 | 1995-02-14 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| US5238950A (en) | 1991-12-17 | 1993-08-24 | Schering Corporation | Inhibitors of platelet-derived growth factor |
| US5364869A (en) | 1992-03-09 | 1994-11-15 | Abbott Laboratories | Heterocycle-substituted benzyaminopyridine angiotensin II receptor antagonists |
| US5326760A (en) | 1992-06-29 | 1994-07-05 | Glaxo, Inc. | Aminobutanoic acid compounds having metalloprotease inhibiting properties |
| JPH06236056A (ja) | 1993-02-10 | 1994-08-23 | Fuji Xerox Co Ltd | 電子写真感光体 |
| JP3760474B2 (ja) | 1993-04-22 | 2006-03-29 | ダイキン工業株式会社 | 電気エネルギーを発生させる方法、装置およびそれに用いるｎ−ｆ結合を有する化合物 |
| CA2134192A1 (en) | 1993-11-12 | 1995-05-13 | Michael L. Denney | 5, 6-bicyclic glycoprotein iib/iiia antagonists |
| DE4343922A1 (de) | 1993-12-22 | 1995-06-29 | Basf Ag | Pyridin-2,3-dicarbonsäureimide, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung unerwünschten Pflanzenwuchses |
| KR970007419B1 (ko) | 1993-12-30 | 1997-05-08 | 한솔제지 주식회사 | 승화형 열전사 기록용 색소 |
| FR2725946A1 (fr) | 1994-10-24 | 1996-04-26 | Lohr Ind | Cale a rapporter sur un plan porteur presentant des perforations |
| US5719144A (en) | 1995-02-22 | 1998-02-17 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| EP0733632B1 (en) | 1995-03-24 | 2003-06-04 | Takeda Chemical Industries, Ltd. | Cyclic compounds, their production and use as tachykinin receptor antagonists |
| US5770590A (en) | 1995-03-24 | 1998-06-23 | Takeda Chemical Industries, Ltd. | Cyclic compounds, their prudiction and use |
| DK0882718T3 (da) | 1995-12-28 | 2005-12-12 | Astellas Pharma Inc | Benzimidazolderivater |
| DE19608791A1 (de) | 1996-03-07 | 1997-09-11 | Hoechst Ag | Verfahren zur Herstellung von fluorierten Aromaten und fluorierten stickstoffhaltigen Heteroaromaten |
| DE19702282C2 (de) | 1997-01-23 | 1998-11-19 | Hoechst Ag | Katalysator für Halex-Reaktionen |
| AU6290998A (en) | 1997-03-07 | 1998-09-29 | Novo Nordisk A/S | 4,5,6,7-tetrahydro-thieno{3,2-c}pyridine derivatives, their preparation and use |
| US6177443B1 (en) | 1997-03-07 | 2001-01-23 | Novo Nordisk A/S | 4,5,6,7-tetrahydro-thieno[3, 2-C]pyridine derivatives, their preparation and use |
| KR19980074060A (ko) | 1997-03-21 | 1998-11-05 | 김윤배 | 신규한 치환된 3,4-디알콕시페닐 유도체 |
| JPH1143489A (ja) | 1997-05-30 | 1999-02-16 | Takeda Chem Ind Ltd | ヘテロ環化合物、その製造法および剤 |
| US20020132817A1 (en) | 1998-03-19 | 2002-09-19 | Hideaki Natsugari | Heterocyclic compounds, their production and use |
| WO1999047132A2 (en) | 1998-03-19 | 1999-09-23 | Takeda Chemical Industries, Ltd. | Heterocyclic compounds, their production and use as tachykinin receptor antagonists |
| FR2778662B1 (fr) | 1998-05-12 | 2000-06-16 | Adir | Nouveaux composes cycliques substitues, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| JP2000007661A (ja) | 1998-06-23 | 2000-01-11 | Nippon Nohyaku Co Ltd | 複素環ジカルボン酸ジアミド誘導体及びその中間体並びに除草剤 |
| CN1311778A (zh) | 1998-07-28 | 2001-09-05 | 日本农药株式会社 | 稠杂环二羧酸二酰胺衍生物或其盐,应用上述物质的除草剂及其使用方法 |
| US6348032B1 (en) | 1998-11-23 | 2002-02-19 | Cell Pathways, Inc. | Method of inhibiting neoplastic cells with benzimidazole derivatives |
| CA2352612A1 (en) | 1998-11-27 | 2000-06-08 | Hideo Fukui | Pharmaceuticals |
| WO2000067754A1 (en) | 1999-05-12 | 2000-11-16 | Nitromed, Inc. | Nitrosated and nitrosylated potassium channel activators, compositions and methods of use |
| SK286857B6 (sk) | 1999-06-23 | 2009-06-05 | Sanofi-Aventis Deutschland Gmbh | Substituované benzimidazoly, spôsob ich prípravy, ich použitie a liečivo, ktoré ich obsahuje |
| ATE264330T1 (de) | 1999-07-21 | 2004-04-15 | Astrazeneca Ab | Verbindungen |
| DK1206436T3 (da) | 1999-08-02 | 2005-02-14 | Hoffmann La Roche | Retinoider til behandling af emfysem |
| DE60039711D1 (en) | 1999-11-09 | 2008-09-11 | Abbott Lab | Hydromorphinone and hydrocodeinone compositions and methods for their synthesis |
| US6770666B2 (en) | 1999-12-27 | 2004-08-03 | Japan Tobacco Inc. | Fused-ring compounds and use thereof as drugs |
| WO2001047883A1 (fr) | 1999-12-27 | 2001-07-05 | Japan Tobacco Inc. | Composes a cycles accoles et leur utilisation comme medicaments |
| US6350755B1 (en) | 2000-01-12 | 2002-02-26 | Merck & Co., Inc. | Inhibitors of prenyl-protein transferase |
| JP2003531894A (ja) | 2000-04-25 | 2003-10-28 | サムスン エレクトロニクス カンパニー リミテッド | マトリックスメタロプロテアーゼ阻害剤としてのビフェニルブチル酸誘導体 |
| EP1280757B1 (en) | 2000-05-02 | 2005-08-17 | F. Hoffmann-La Roche Ag | New gamma selective retinoids |
| CA2408156A1 (en) | 2000-05-05 | 2001-11-15 | Millennium Pharmaceuticals, Inc. | Heterobicyclic sulfonamides and their use as platelet adp receptor inhibitors |
| US6552015B2 (en) | 2000-08-03 | 2003-04-22 | Pfizer Inc. | Azabicycloalkane derivatives and therapeutic uses thereof |
| AU2002212598A1 (en) | 2000-09-19 | 2002-04-02 | Centre National De La Recherche Scientifique (Cnrs) | Pyridinone and pyridinethione derivatives having hiv inhibiting properties |
| US6884782B2 (en) | 2000-11-08 | 2005-04-26 | Amgen Inc. | STAT modulators |
| TWI236474B (en) | 2001-04-03 | 2005-07-21 | Telik Inc | Antagonists of MCP-1 function and methods of use thereof |
| WO2002081447A1 (en) | 2001-04-06 | 2002-10-17 | Daewoong Pharmaceutical Co., Ltd. | 3-cyclopentyloxy-4-methoxyphenyl-isothiazolinone derivatives and the use thereof |
| WO2002081443A1 (en) | 2001-04-09 | 2002-10-17 | Chiron Corporation | Novel guanidino compounds |
| ES2462995T3 (es) | 2001-04-19 | 2014-05-27 | Eisai R&D Management Co., Ltd. | Derivados de 2-iminoisoindolinona como antagonistas del receptor de la trombina |
| DE60221392T2 (de) * | 2001-05-24 | 2008-04-17 | Eli Lilly And Co., Indianapolis | Neue pyrrolderivate als pharmazeutische mittel |
| KR20040027878A (ko) | 2001-07-16 | 2004-04-01 | 시오노기 앤드 컴파니, 리미티드 | 아미딘 유도체의 제조 방법 |
| US6627646B2 (en) | 2001-07-17 | 2003-09-30 | Sepracor Inc. | Norastemizole polymorphs |
| JP2003171380A (ja) | 2001-09-28 | 2003-06-20 | Takeda Chem Ind Ltd | 三環性化合物の製造法 |
| WO2003029254A1 (en) | 2001-09-28 | 2003-04-10 | Takeda Chemical Industries, Ltd. | Process for preparation of tricyclic compounds |
| WO2003029252A1 (en) | 2001-10-02 | 2003-04-10 | Pharmacia & Upjohn Company | Azabicyclic-substituted fused-heteroaryl compounds for the treatment of disease |
| DE10156719A1 (de) | 2001-11-19 | 2003-05-28 | Bayer Ag | Heteroarylcarbonsäureamide |
| TWI263640B (en) | 2001-12-19 | 2006-10-11 | Bristol Myers Squibb Co | Fused heterocyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function |
| CN100383124C (zh) | 2002-02-04 | 2008-04-23 | 霍夫曼-拉罗奇有限公司 | 作为npy拮抗剂的喹啉衍生物 |
| DE10207037A1 (de) | 2002-02-20 | 2003-08-28 | Bayer Cropscience Gmbh | 2-Amino-4-bicyclyamino-6H-1,3.5-triazine, Verfahren zu deren Herstellung und deren Verwendung als Herbizide und Pflanzenwachstumsregulatoren |
| WO2003076440A1 (en) | 2002-03-06 | 2003-09-18 | Smithkline Beecham Corporation | Condensed heterocyclic compounds as calcitonin agonists |
| US20040077529A1 (en) | 2002-06-10 | 2004-04-22 | Per-Fredrik Lehmann | Urotensin II receptor agents |
| AU2003250482A1 (en) | 2002-08-13 | 2004-02-25 | Warner-Lambert Company Llc | Phthalimide derivatives as matrix metalloproteinase inhibitors |
| WO2004026871A1 (en) * | 2002-09-17 | 2004-04-01 | Eli Lilly And Company | Novel pyrazolopyridine derivatves as pharmaceutical agents |
| EP2957568B1 (en) | 2002-11-05 | 2016-12-21 | Ionis Pharmaceuticals, Inc. | Compositions comprising alternating 2'-modified nucleosides for use in gene modulation |
| JP2004203791A (ja) | 2002-12-25 | 2004-07-22 | Dai Ichi Seiyaku Co Ltd | 芳香族化合物 |
| CN1212674C (zh) | 2003-01-08 | 2005-07-27 | 东南大学 | 横向缓冲p型金属氧化物半导体管 |
| TW200503994A (en) | 2003-01-24 | 2005-02-01 | Novartis Ag | Organic compounds |
| GB0308025D0 (en) | 2003-04-07 | 2003-05-14 | Glaxo Group Ltd | Compounds |
| MY150088A (en) | 2003-05-19 | 2013-11-29 | Irm Llc | Immunosuppressant compounds and compositions |
| JP4728962B2 (ja) | 2003-05-19 | 2011-07-20 | アイアールエム・リミテッド・ライアビリティ・カンパニー | 免疫抑制化合物および組成物 |
| MXPA05012459A (es) | 2003-05-19 | 2006-02-22 | Irm Llc | Compuestos y composiciones inmunosupresoras. |
| CL2004001120A1 (es) | 2003-05-19 | 2005-04-15 | Irm Llc | Compuestos derivados de amina sustituidas con heterociclos, inmunosupresores; composicion farmaceutica; y uso para tratar enfermedades mediadas por interacciones de linfocito, tales como enfermedades autoinmunes, inflamatorias, infecciosas, cancer. |
| US20050004133A1 (en) | 2003-06-05 | 2005-01-06 | Makings Lewis R. | Modulators of VR1 receptor |
| CN1566099A (zh) | 2003-06-13 | 2005-01-19 | 中国科学院上海药物研究所 | 异喹啉－1,3,4－三酮类化合物、制备方法及其用途 |
| EP1660454A1 (en) | 2003-07-07 | 2006-05-31 | Vernalis (R&D) Limited | Azacyclic compounds as inhibitors of sensory neurone specific channels |
| FR2857966A1 (fr) | 2003-07-24 | 2005-01-28 | Aventis Pharma Sa | Produits aryl-heteroaromatiques, compositions les contenant et utilisation |
| JP2007501242A (ja) | 2003-08-01 | 2007-01-25 | ファイザー・プロダクツ・インク | 神経変性疾患の治療用の６員環ヘテロアリール化合物 |
| WO2005028480A2 (en) | 2003-09-03 | 2005-03-31 | Neurogen Corporation | 5-aryl-pyrazolo[4,3-d]pyrimidines, pyridines, and pyrazines and related compounds |
| ZA200601978B (en) | 2003-09-05 | 2007-05-30 | Neurogen Corp | Heteroaryl fused pyridines, pyrazines and pyrimidines as CRF1 receptor ligands |
| WO2005025504A2 (en) | 2003-09-12 | 2005-03-24 | Kemia, Inc. | Modulators of calcitonin and amylin activity |
| US20050182061A1 (en) | 2003-10-02 | 2005-08-18 | Jeremy Green | Phthalimide compounds useful as protein kinase inhibitors |
| US7732616B2 (en) | 2003-11-19 | 2010-06-08 | Array Biopharma Inc. | Dihydropyridine and dihydropyridazine derivatives as inhibitors of MEK and methods of use thereof |
| AU2004293018B2 (en) | 2003-11-19 | 2010-02-18 | Array Biopharma Inc. | Heterocyclic inhibitors of MEK and methods of use thereof |
| WO2005060958A1 (en) | 2003-12-19 | 2005-07-07 | Kalypsys, Inc. | (5- (2-phenyl)-thiazol-5-ylmethoxy)-indol-1-yl) -acetic acid derivatives and related compounds as modulators of the human ppar-delta receptor for the treatment of metabolic disorders such as type 2 diabetes |
| EP1699488A2 (en) | 2003-12-23 | 2006-09-13 | Pfizer Products Incorporated | Therapeutic combination for cognition enhancement and psychotic disorders |
| JP2007531744A (ja) | 2004-04-05 | 2007-11-08 | 武田薬品工業株式会社 | ６−アザインドール化合物 |
| WO2005100334A1 (en) | 2004-04-14 | 2005-10-27 | Pfizer Products Inc. | Dipeptidyl peptidase-iv inhibitors |
| GB0412467D0 (en) * | 2004-06-04 | 2004-07-07 | Astrazeneca Ab | Chemical compounds |
| JP5156378B2 (ja) | 2004-09-22 | 2013-03-06 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | ＭＤＭ２とｐ５３の間の相互作用の阻害剤 |
| US20060128710A1 (en) | 2004-12-09 | 2006-06-15 | Chih-Hung Lee | Antagonists to the vanilloid receptor subtype 1 (VR1) and uses thereof |
| WO2006065842A2 (en) | 2004-12-13 | 2006-06-22 | Synta Pharmaceuticals Corp. | 5,6,7,8-tetrahydroquinolines and related compounds and uses thereof |
| WO2006074428A2 (en) | 2005-01-07 | 2006-07-13 | Emory University | Cxcr4 antagonists for the treatment of medical disorders |
| PT1848694E (pt) | 2005-02-07 | 2010-02-02 | Hoffmann La Roche | Fenil-metanonas heterocíclicas substituídas, como inibidores do transportador de glicina 1 |
| GB0504556D0 (en) | 2005-03-04 | 2005-04-13 | Pfizer Ltd | Novel pharmaceuticals |
| ES2402469T3 (es) | 2005-04-13 | 2013-05-06 | Astex Therapeutics Limited | Derivados de hidroxibenzamida y sus usos como inhibidores de la Hsp90 |
| WO2007050124A1 (en) * | 2005-05-19 | 2007-05-03 | Xenon Pharmaceuticals Inc. | Fused piperidine derivatives and their uses as therapeutic agents |
| WO2007007054A1 (en) | 2005-07-08 | 2007-01-18 | Cancer Research Technology Limited | Phthalamides, succinimides and related compounds and their use as pharmaceuticals |
| AU2006279548A1 (en) * | 2005-08-16 | 2007-02-22 | Amgen, Inc. | Phosphodiesterase 10 inhibitors |
| WO2007036733A1 (en) | 2005-09-29 | 2007-04-05 | Glaxo Group Limited | Pyrazolo[3,4-b]pyridine compounds, and their use as pde4 inhibitors |
| CA2629018C (en) | 2005-11-10 | 2013-12-31 | Banyu Pharmaceutical Co., Ltd. | Aza-substituted spiro derivative |
| AR059036A1 (es) | 2006-01-17 | 2008-03-12 | Schering Corp | Compuestos para el tratamiento de trastornos inflamatorios |
| WO2007084815A2 (en) * | 2006-01-19 | 2007-07-26 | Janssen Pharmaceutica, N.V. | Substituted thienopyrimidine kinase inhibitors |
| CA2636757A1 (en) | 2006-01-25 | 2007-08-02 | Tesfaye Biftu | Aminocyclohexanes as dipeptidyl peptidase-iv inhibitors for the treatment or prevention of diabetes |
| AU2007218053B2 (en) | 2006-02-15 | 2010-05-27 | Merck Sharp & Dohme Corp. | Aminotetrahydropyrans as dipeptidyl peptidase-IV inhibitors for the treatment or prevention of diabetes |
| CA2638734A1 (en) | 2006-02-27 | 2007-09-07 | The Board Of Trustees Of The Leland Stanford Junior University | Inhibitors of the unfolded protein response and methods for their use |
| DE602007007065D1 (de) | 2006-03-22 | 2010-07-22 | Janssen Pharmaceutica Nv | Cycloalkylaminderivate als inhibitoren der wechselwirkung zwischen mdm2 und p53 |
| US7977351B2 (en) | 2006-03-22 | 2011-07-12 | Allergan, Inc. | Heteroaryl dihydroindolones as kinase inhibitors |
| WO2008118122A2 (en) | 2006-05-08 | 2008-10-02 | Molecular Neuroimaging, Llc | Compounds and amyloid probes thereof for therapeutic and imaging uses |
| AU2007251614B2 (en) | 2006-05-16 | 2013-01-17 | Boehringer Ingelheim International Gmbh | Substituted prolinamides, production thereof and their use as drugs |
| CN1869036A (zh) | 2006-06-30 | 2006-11-29 | 中国药科大学 | 7－取代－3－氯吡咯并[3,4－b]吡啶化合物 |
| DE102006032824A1 (de) | 2006-07-14 | 2008-01-17 | Bayer Healthcare Ag | Substituierte Indazole |
| AU2007275816A1 (en) * | 2006-07-17 | 2008-01-24 | Merck Sharp & Dohme Corp. | 1-hydroxy naphthyridine compounds as anti-HIV agents |
| WO2008013963A2 (en) | 2006-07-28 | 2008-01-31 | University Of Connecticut | Fatty acid amide hydrolase inhibitors |
| US8389739B1 (en) | 2006-10-05 | 2013-03-05 | Orphagen Pharmaceuticals | Modulators of retinoid-related orphan receptor gamma |
| JP5721949B2 (ja) | 2006-10-12 | 2015-05-20 | アステックス、セラピューティックス、リミテッドＡｓｔｅｘ Ｔｈｅｒａｐｅｕｔｉｃｓ Ｌｉｍｉｔｅｄ | 複合薬剤 |
| WO2008044027A2 (en) | 2006-10-12 | 2008-04-17 | Astex Therapeutics Limited | Pharmaceutical compounds having hsp90 inhibitory or modulating activity |
| WO2008044041A1 (en) | 2006-10-12 | 2008-04-17 | Astex Therapeutics Limited | Pharmaceutical combinations |
| EP2073804B1 (en) | 2006-10-12 | 2017-09-13 | Astex Therapeutics Limited | Hydroxy-substituted benzoic acid amide compounds for use in the treatment of pain |
| US8883790B2 (en) | 2006-10-12 | 2014-11-11 | Astex Therapeutics Limited | Pharmaceutical combinations |
| AR063311A1 (es) | 2006-10-18 | 2009-01-21 | Novartis Ag | Compuestos organicos |
| BRPI0720023A2 (pt) | 2006-12-11 | 2018-09-04 | Novartis Ag | método para prevenir ou tratar isquemia do miocárdio por inibição da enzima dgat1 com um inibidor de dgat1 |
| WO2008083070A1 (en) | 2006-12-29 | 2008-07-10 | Neurogen Corporation | Crf1 receptor ligands comprising fused bicyclic heteroaryl moieties |
| AU2008205116A1 (en) | 2007-01-08 | 2008-07-17 | Phenomix Corporation | Macrocyclic hepatitis C protease inhibitors |
| WO2009004496A2 (en) | 2007-04-13 | 2009-01-08 | University Of Manitoba | Bisanthrapyrazoles as anti-cancer agents |
| US20110189167A1 (en) | 2007-04-20 | 2011-08-04 | Flynn Daniel L | Methods and Compositions for the Treatment of Myeloproliferative Diseases and other Proliferative Diseases |
| US20100129933A1 (en) | 2007-04-26 | 2010-05-27 | Forschungszentrum Karlsruhe Gmbh | Method for detecting the binding between mdm2 and the proteasome |
| AR066379A1 (es) | 2007-05-02 | 2009-08-12 | Boehringer Ingelheim Int | Amidas de acido carboxilico su preparacion y su uso como medicamentos |
| WO2008135524A2 (en) | 2007-05-02 | 2008-11-13 | Boehringer Ingelheim International Gmbh | Substituted anthranilamides and analogues, manufacturing and use thereof as medicaments |
| JP5697445B2 (ja) | 2007-05-10 | 2015-04-08 | プラスチパック パッケージング，インコーポレイテッド | 脱酸素分子、脱酸素分子を含む物品およびこれらの使用方法 |
| TW200902499A (en) | 2007-05-15 | 2009-01-16 | Astrazeneca Ab | New compounds |
| GB0710844D0 (en) | 2007-06-06 | 2007-07-18 | Lectus Therapeutics Ltd | Potassium ion channel modulators & uses thereof |
| DE102007034620A1 (de) | 2007-07-25 | 2009-01-29 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue B1-Antagonisten |
| WO2009026248A2 (en) | 2007-08-17 | 2009-02-26 | The Government Of The United States, As Represented By The Secretary Of Health And Human Services, National Institutes Of Health, Office Of Technology Transfer | Hydrazide, amide, phthalimide and phthalhydrazide analogs as inhibitors of retroviral integrase |
| ES2453591T3 (es) | 2007-09-17 | 2014-04-08 | Abbvie Bahamas Ltd. | Derivado de uracilo o timina para el tratamiento de la hepatitis C |
| US20090076275A1 (en) | 2007-09-19 | 2009-03-19 | David Robert Bolin | Diacylglycerol acyltransferase inhibitors |
| JP2011500593A (ja) * | 2007-10-11 | 2011-01-06 | グラクソスミスクライン・リミテッド・ライアビリティ・カンパニー | 新規ｓＥＨ阻害剤およびそれらの使用 |
| CA2702946A1 (en) | 2007-10-16 | 2009-04-23 | Northeastern University | Monoacylglycerol lipase inhibitors for modulation of cannabinoid activity |
| CA2702699A1 (en) | 2007-10-18 | 2009-04-23 | Novartis Ag | Csf-1r inhibitors compositions, and mthods of use |
| AU2008328951B2 (en) | 2007-11-29 | 2012-12-13 | F. Hoffmann-La Roche Ag | Preparation of dihydropyrrol derivatives as intermediates |
| WO2009073788A1 (en) | 2007-12-07 | 2009-06-11 | Firestone Leigh H | Compositions and methods for treating menopausal females |
| EP2078711A1 (en) | 2007-12-28 | 2009-07-15 | AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.p.A. | (Aza)indole derivative substituted in position 5, pharmaceutical composition comprising it, intermediate compounds and preparation process therefor |
| GB0800035D0 (en) | 2008-01-02 | 2008-02-13 | Glaxo Group Ltd | Compounds |
| FR2926554B1 (fr) | 2008-01-22 | 2010-03-12 | Sanofi Aventis | Derives de carboxamides azabicycliques, leur preparation et leur application en therapeutique |
| CN101225070B (zh) | 2008-01-31 | 2010-04-14 | 上海交通大学 | 用于抗肿瘤的药物 |
| JP2011511018A (ja) | 2008-02-05 | 2011-04-07 | サノフィ−アベンティス | Ｐａｒ１阻害剤としてのｓｆ５誘導体、その製造、及び薬剤としての使用 |
| WO2009112445A1 (en) | 2008-03-10 | 2009-09-17 | Novartis Ag | Method of increasing cellular phosphatidyl choline by dgat1 inhibition |
| GB0804701D0 (en) | 2008-03-13 | 2008-04-16 | Amura Therapeutics Ltd | Compounds |
| GB0804702D0 (en) | 2008-03-13 | 2008-04-16 | Amura Therapeutics Ltd | Compounds |
| WO2009124755A1 (en) | 2008-04-08 | 2009-10-15 | European Molecular Biology Laboratory (Embl) | Compounds with novel medical uses and method of identifying such compounds |
| US7863291B2 (en) | 2008-04-23 | 2011-01-04 | Bristol-Myers Squibb Company | Quinuclidine compounds as alpha-7 nicotinic acetylcholine receptor ligands |
| US8309577B2 (en) | 2008-04-23 | 2012-11-13 | Bristol-Myers Squibb Company | Quinuclidine compounds as α-7 nicotinic acetylcholine receptor ligands |
| GB0809776D0 (en) | 2008-05-29 | 2008-07-09 | Amura Therapeutics Ltd | Compounds |
| BRPI0910200A2 (pt) | 2008-07-01 | 2015-09-29 | Genentech Inc | composto, composição farmacêutica, método de inibir o crescimento de células anormais ou de tratar um distúrbio hiperproliferativo em um mamífero e método de tratar uma doença inflamatória em um mamífero |
| JP5559174B2 (ja) | 2008-08-19 | 2014-07-23 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 冷感−メントール受容体拮抗剤 |
| EP2327704A4 (en) | 2008-08-29 | 2012-05-09 | Shionogi & Co | RING-CONDENSED AZOL DERIVATIVE WITH PI3K-INHIBITING EFFECT |
| WO2010033350A1 (en) | 2008-09-16 | 2010-03-25 | Merck & Co., Inc. | Sulfonamide derivative metabotropic glutamate r4 ligands |
| WO2010056195A1 (en) | 2008-11-14 | 2010-05-20 | Astrazeneca Ab | New compounds 575 |
| US20100125081A1 (en) | 2008-11-14 | 2010-05-20 | Astrazeneca Ab | New compounds 574 |
| CN101455661B (zh) | 2008-11-19 | 2012-10-10 | 中国科学院上海有机化学研究所 | 3-取代苯酞及其类似物的用途 |
| EP2376495A4 (en) | 2008-12-08 | 2012-10-31 | Vm Pharma Llc | COMPOSITIONS OF PROTEIN RECEPTOR TYROSINE KINASE INHIBITORS |
| PT2391608E (pt) | 2009-01-28 | 2013-05-13 | Bayer Cropscience Ag | Derivados de n-cicloalquil-n-biciclíco-metilenocarboxamida fungicidas |
| WO2011078143A1 (ja) | 2009-12-22 | 2011-06-30 | 塩野義製薬株式会社 | ピリミジン誘導体およびそれらを含有する医薬組成物 |
| EP2563124A4 (en) | 2010-01-19 | 2013-10-16 | Res Triangle Inst | KAPPA OPIOID RECEPTOR BINDING LIGANDS |
| SG182662A1 (en) | 2010-01-28 | 2012-08-30 | Harvard College | Compositions and methods for enhancing proteasome activity |
| EP2368886A1 (en) | 2010-03-01 | 2011-09-28 | Phenex Pharmaceuticals AG | Novel compounds for modulation of orphan nuclear receptor RAR-related orphan receptor-gamma (ROR gamma, NR1F3) activity and for the treatment of chronic inflammatory and autoimmune desease |
| CN102241621A (zh) | 2010-05-11 | 2011-11-16 | 江苏恒瑞医药股份有限公司 | 5,5-双取代-2-亚氨基吡咯烷类衍生物、其制备方法及其在医药上的应用 |
| EP2571876B1 (en) | 2010-05-21 | 2016-09-07 | Merck Sharp & Dohme Corp. | Substituted seven-membered heterocyclic compounds as dipeptidyl peptidase-iv inhibitors for the treatment of diabetes |
| EP2582674B1 (en) | 2010-06-16 | 2014-10-01 | Cymabay Therapeutics, Inc. | Gpr120 receptor agonists and uses thereof |
| US8299117B2 (en) | 2010-06-16 | 2012-10-30 | Metabolex Inc. | GPR120 receptor agonists and uses thereof |
| WO2012027965A1 (en) | 2010-09-01 | 2012-03-08 | Glaxo Group Limited | Novel compounds |
| WO2012028100A1 (en) | 2010-09-01 | 2012-03-08 | Glaxo Group Limited | Novel compounds |
| SG188367A1 (en) | 2010-09-03 | 2013-04-30 | Forma Tm Llc | Novel compounds and compositions for the inhibition of nampt |
| MX336726B (es) | 2010-09-27 | 2016-01-27 | Abbott Gmbh & Co Kg | Compuestos heterociclicos y su uso como inhibidores de la glucogeno sintasa quinasa-3. |
| JP2013253019A (ja) | 2010-09-28 | 2013-12-19 | Kowa Co | 新規なピペリジン誘導体及びこれを含有する医薬 |
| JP6063870B2 (ja) | 2010-11-08 | 2017-01-18 | ライセラ・コーポレイション | ＲＯＲγ活性の阻害用のＮ−スルホニル化テトラヒドロキノリンおよび関連二環化合物および病気の治療 |
| WO2012062462A1 (en) | 2010-11-10 | 2012-05-18 | Grünenthal GmbH | Substituted heteroaromatic carboxamide and urea derivatives as vanilloid receptor ligands |
| WO2012100734A1 (en) | 2011-01-24 | 2012-08-02 | Glaxo Group Limited | Compounds useful as retinoid-related orphan receptor gamma modulators |
| WO2012100732A1 (en) | 2011-01-24 | 2012-08-02 | Glaxo Group Limited | Retinoid-related orphan receptor gamma modulators, composition containing them and uses thereof |
| EP2487159A1 (en) | 2011-02-11 | 2012-08-15 | MSD Oss B.V. | RorgammaT inhibitors |
| CN102180780A (zh) | 2011-03-07 | 2011-09-14 | 中国科学技术大学 | 茚酮类衍生物及其作为淀粉样蛋白沉积物和神经纤维缠结的显像剂和聚集抑制剂的用途 |
| EP2686305B1 (en) | 2011-03-14 | 2020-09-16 | Impact Therapeutics, Inc. | Quinazolinediones and their use |
| US8802711B2 (en) | 2011-03-25 | 2014-08-12 | Abbvie Inc. | TRPV1 antagonists |
| EP2694523B1 (de) | 2011-04-04 | 2017-01-11 | Merck Patent GmbH | Metallkomplexe |
| EP2511263A1 (en) | 2011-04-14 | 2012-10-17 | Phenex Pharmaceuticals AG | Pyrrolo sulfonamide compounds for modulation of orphan nuclear receptor RAR-related orphan receptor-gamma (RORgamma, NR1F3) activity and for the treatment of chronic inflammatory and autoimmune diseases |
| JP5902029B2 (ja) | 2011-04-28 | 2016-04-13 | 日本たばこ産業株式会社 | アミド化合物およびその医薬用途 |
| US9938269B2 (en) | 2011-06-30 | 2018-04-10 | Abbvie Inc. | Inhibitor compounds of phosphodiesterase type 10A |
| WO2013019653A1 (en) | 2011-07-29 | 2013-02-07 | Tempero Pharmaceuticals, Inc. | Compounds and methods |
| WO2013019621A1 (en) | 2011-07-29 | 2013-02-07 | Tempero Pharmaceuticals, Inc. | Compounds and methods |
| EP2747560A4 (en) | 2011-07-29 | 2015-02-25 | Tempero Pharmaceuticals Inc | CONNECTIONS AND METHODS |
| US9156837B2 (en) | 2011-07-29 | 2015-10-13 | Takeda Pharmaceutical Company Limited | Heterocyclic compound |
| EP2736330A4 (en) | 2011-07-29 | 2015-05-27 | Tempero Pharmaceuticals Inc | COMPOUNDS AND METHODS |
| WO2013029338A1 (en) | 2011-09-01 | 2013-03-07 | Glaxo Group Limited | Novel compounds |
| EP2759533B1 (en) | 2011-09-22 | 2017-08-02 | Takeda Pharmaceutical Company Limited | Condensed heterocyclic compound |
| GB201116641D0 (en) | 2011-09-27 | 2011-11-09 | Glaxo Group Ltd | Novel compounds |
| WO2013064231A1 (en) | 2011-10-31 | 2013-05-10 | Phenex Pharmaceuticals Ag | SEVEN-MEMBERED SULFONAMIDES AS MODULATORS OF RAR-RELATED ORPHAN RECEPTOR-GAMMA (RORγ, NR1F3) |
| WO2013067036A1 (en) | 2011-10-31 | 2013-05-10 | Rutgers, The State University Of New Jersey | Direct inhibitors of keap1-nrf2 interaction as antioxidant inflammation modulators |
| US20140249196A1 (en) | 2011-11-22 | 2014-09-04 | Theodore Mark Kamenecka | N-benzylbenzimidazole modulators of pparg |
| US9309227B2 (en) | 2011-11-22 | 2016-04-12 | The Scripps Research Institute | N-biphenylmethylbenzimidazole modulators of PPARG |
| WO2013079223A1 (en) | 2011-12-02 | 2013-06-06 | Phenex Pharmaceuticals Ag | Pyrrolo carboxamides as modulators of orphan nuclear receptor rar-related orphan receptor-gamma (rorϒ, nr1f3) activity and for the treatment of chronic inflammatory and autoimmune diseases |
| US8741892B2 (en) | 2011-12-05 | 2014-06-03 | Boehringer Ingelheim International Gmbh | Compounds |
| US8642774B2 (en) | 2011-12-08 | 2014-02-04 | Boehringer Ingelheim International Gmbh | Compounds |
| US8796467B2 (en) | 2011-12-13 | 2014-08-05 | Boehringer Ingelheim International Gmbh | Compounds |
| WO2013092460A1 (en) | 2011-12-20 | 2013-06-27 | Syngenta Participations Ag | Cyclic bisoxime microbicides |
| AU2012358978B2 (en) | 2011-12-21 | 2017-10-05 | Allergan, Inc. | Compounds acting at multiple prostaglandin receptors giving a general anti-inflammatory response |
| US9216988B2 (en) | 2011-12-22 | 2015-12-22 | Genentech, Inc. | Benzyl sulfonamide derivatives as RORc modulators |
| US20130190356A1 (en) | 2011-12-22 | 2013-07-25 | Genentech, Inc. | Benzyl sulfonamide derivatives as rorc modulators |
| WO2013100027A1 (ja) | 2011-12-28 | 2013-07-04 | 武田薬品工業株式会社 | 複素環化合物 |
| US9321750B2 (en) | 2012-04-20 | 2016-04-26 | Innov17 Llc | ROR modulators and their uses |
| UY34765A (es) | 2012-04-27 | 2013-11-29 | Glaxo Group Ltd | Compuestos novedosos. |
| GB201207406D0 (en) | 2012-04-27 | 2012-06-13 | Glaxo Group Ltd | Novel compounds |
| EP2844259A4 (en) | 2012-04-30 | 2015-11-11 | Anderson Gaweco | MMR MODULATORS AND USES THEREOF |
| RU2014149136A (ru) | 2012-05-08 | 2016-07-10 | Мерк Шарп И Доум Корп. | ТЕТРАГИДРОНАФТИРИДИНОВЫЕ И РОДСТВЕННЫЕ БИЦИКЛИЧЕСКИЕ СОЕДИНЕНИЯ ДЛЯ ИНГИБИРОВАНИЯ RORγ АКТИВНОСТИ И ЛЕЧЕНИЯ ЗАБОЛЕВАНИЯ |
| US9266827B2 (en) | 2012-05-08 | 2016-02-23 | Merck Sharp & Dohme Corp. | Bicyclic sulfone compounds for inhibition of RORgamma activity and the treatment of disease |
| JP6242868B2 (ja) | 2012-05-08 | 2017-12-06 | リセラ・コーポレイションＬｙｃｅｒａ Ｃｏｒｐｏｒａｔｉｏｎ | ＲＯＲγのアゴニストとしての使用のためおよび疾患の処置のためのテトラヒドロ［１，８］ナフチリジンスルホンアミドおよび関連化合物 |
| JP6225178B2 (ja) | 2012-05-31 | 2017-11-01 | フェネックス ファーマシューティカルス アーゲー | オーファン核内受容体ＲＯＲγの調整剤としてのカルボキサミドまたはスルホンアミド置換されたチアゾールおよび関連する誘導体 |
| AR091654A1 (es) | 2012-07-02 | 2015-02-18 | Biogen Idec Inc | COMPUESTOS QUE CONTIENEN BIARILO COMO AGONISTAS INVERSOS DE RECEPTORES ROR-g |
| AR092348A1 (es) | 2012-07-11 | 2015-04-15 | Hoffmann La Roche | DERIVADOS DE ARIL-SULTAMO COMO MODULADORES DE RORc |
| WO2014026327A1 (en) | 2012-08-15 | 2014-02-20 | Merck Sharp & Dohme Corp. | 4-heteroaryl substituted benzoic acid compounds as rorgammat inhibitors and uses thereof |
| WO2014026329A1 (en) | 2012-08-15 | 2014-02-20 | Merck Sharp & Dohme Corp. | N-alkylated indole and indazole compounds as rorgammat inhibitors and uses thereof |
| WO2014028669A1 (en) | 2012-08-15 | 2014-02-20 | Biogen Idec Ma Inc. | Novel compounds for modulation of ror-gamma activity |
| WO2014026328A1 (en) | 2012-08-15 | 2014-02-20 | Merck Sharp & Dohme Corp. | 3-cyclohexenyl substituted indole and indazole compounds as rorgammat inhibitors and uses thereof |
| WO2014026330A1 (en) | 2012-08-15 | 2014-02-20 | Merck Sharp & Dohme Corp. | 3-AMINOCYCLOALKYL COMPOUNDS AS RORgammaT INHIBITORS AND USES THEREOF |
| US9156796B2 (en) | 2012-09-21 | 2015-10-13 | Sanofi | Benzoimidazole-carboxylic acid amide derivatives as APJ receptor modulators |
| US10035790B2 (en) | 2012-10-19 | 2018-07-31 | Exelixis, Inc. | RORγ modulators |
| EP3219711A1 (en) | 2012-12-06 | 2017-09-20 | Glaxo Group Limited | Modulators of the retinoid-related orphan receptor gamma (ror-gamma) for use in the treatment of autoimmune and inflammatory diseases |
| WO2013171729A2 (en) | 2013-01-08 | 2013-11-21 | Glenmark Pharmaceuticals S.A. | Aryl and heteroaryl amide compounds as rorgamat modulator |
| ES2730013T3 (es) | 2013-01-10 | 2019-11-07 | Venatorx Pharmaceuticals Inc | Inhibidores de betalactamasa |
| WO2014179564A1 (en) | 2013-05-01 | 2014-11-06 | Vitae Pharmaceuticals, Inc. | Thiazalopyrrolidine inhibitors of ror-gamma |
| US9745297B2 (en) | 2013-07-30 | 2017-08-29 | Boehringer Ingelheim International Gmbh | Compounds as modulators of RORC |
| JP6501782B2 (ja) * | 2013-09-05 | 2019-04-17 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ｒｏｒガンマのモジュレーターとしての二環式化合物 |
| TWI652014B (zh) | 2013-09-13 | 2019-03-01 | 美商艾佛艾姆希公司 | 雜環取代之雙環唑殺蟲劑 |
| JP6378774B2 (ja) * | 2013-11-05 | 2018-08-22 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | 自己免疫疾患を処置するためのＲＯＲｃモジュレーターとしての５，６，７，８−テトラヒドロ−５，８−メタノシンノリン誘導体 |
| WO2015083130A1 (en) * | 2013-12-06 | 2015-06-11 | Aurigene Discovery Technologies Limited | Fused pyridine and pyrimidine derivatives as ror gamma modulators |
| KR20160101162A (ko) | 2013-12-24 | 2016-08-24 | 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 | 코르티스타틴 유사체 및 그의 합성 및 용도 |
| JP2015124178A (ja) * | 2013-12-26 | 2015-07-06 | 東レ株式会社 | 環状アミン誘導体及びその医薬用途 |
| WO2015101928A1 (en) | 2013-12-31 | 2015-07-09 | Aurigene Discovery Technologies Limited | Fused thiophene and thiazole derivatives as ror gamma modulators |
| SG11201606080SA (en) | 2014-02-03 | 2016-08-30 | Vitae Pharmaceuticals Inc | Dihydropyrrolopyridine inhibitors of ror-gamma |
| ES2734700T3 (es) | 2014-02-03 | 2019-12-11 | Basf Se | Compuestos de ciclopenteno y ciclopentadieno para controlar pestes invertebradas |
| JO3512B1 (ar) | 2014-03-26 | 2020-07-05 | Astex Therapeutics Ltd | مشتقات كينوكسالين مفيدة كمعدلات لإنزيم fgfr كيناز |
| HUE046820T2 (hu) | 2014-03-26 | 2020-03-30 | Hoffmann La Roche | Biciklusos vegyületek autotaxin (ATX) és lizofoszfatidsav (LPA) termelésgátlókként |
| EA032357B1 (ru) | 2014-03-26 | 2019-05-31 | Ф. Хоффманн-Ля Рош Аг | Конденсированные [1,4]диазепиновые соединения в качестве ингибиторов продукции аутотаксина (atx) и лизофосфатидиловой кислоты (lpa) |
| MX2016012540A (es) | 2014-03-26 | 2017-01-09 | Basf Se | Compuestos de [1,2,4]triazol e imidazol sustituidos, como fungicidas. |
| KR20160146701A (ko) | 2014-04-16 | 2016-12-21 | 그렌마크 파머수티칼스 에스. 아. | Ror 감마 조절물질로서의 아릴 및 헤테로아릴 에테르 화합물 |
| CN107074852B (zh) | 2014-10-14 | 2019-08-16 | 生命医药有限责任公司 | ROR-γ的二氢吡咯并吡啶抑制剂 |
| CA2965336A1 (en) * | 2014-10-22 | 2016-04-28 | The Board Of Regents Of The University Of Texas System | Small-molecule inhibitors targeting discoidin domain receptor 1 and uses thereof |
| US9663515B2 (en) | 2014-11-05 | 2017-05-30 | Vitae Pharmaceuticals, Inc. | Dihydropyrrolopyridine inhibitors of ROR-gamma |
| WO2016144351A1 (en) | 2015-03-11 | 2016-09-15 | E. I. Du Pont De Nemours And Company | Heterocycle-substituted bicyclic azole pesticides |
| US10301261B2 (en) | 2015-08-05 | 2019-05-28 | Vitae Pharmaceuticals, Llc | Substituted indoles as modulators of ROR-gamma |
| EP3377482B1 (en) | 2015-11-20 | 2021-05-12 | Vitae Pharmaceuticals, LLC | Modulators of ror-gamma |
| TWI757266B (zh) | 2016-01-29 | 2022-03-11 | 美商維它藥物有限責任公司 | ＲＯＲ－γ調節劑 |
| US9481674B1 (en) | 2016-06-10 | 2016-11-01 | Vitae Pharmaceuticals, Inc. | Dihydropyrrolopyridine inhibitors of ROR-gamma |
| WO2019018975A1 (en) | 2017-07-24 | 2019-01-31 | Vitae Pharmaceuticals, Inc. | INHIBITORS OF ROR GAMMA |
| MA49685A (fr) | 2017-07-24 | 2021-04-14 | Vitae Pharmaceuticals Llc | INHIBITEURS DE ROR gamma |
-
2016
- 2016-11-17 EP EP16816023.2A patent/EP3377482B1/en active Active
- 2016-11-17 MX MX2018006223A patent/MX385332B/es unknown
- 2016-11-17 US US15/776,836 patent/US11008340B2/en active Active
- 2016-11-17 JP JP2018526160A patent/JP6914257B2/ja not_active Expired - Fee Related
- 2016-11-17 KR KR1020187017452A patent/KR20180086221A/ko not_active Withdrawn
- 2016-11-17 MA MA053943A patent/MA53943A/fr unknown
- 2016-11-17 CA CA3005658A patent/CA3005658A1/en not_active Abandoned
- 2016-11-17 EP EP21163201.3A patent/EP3868750A1/en not_active Withdrawn
- 2016-11-17 RU RU2018121946A patent/RU2018121946A/ru unknown
- 2016-11-17 BR BR112018010018A patent/BR112018010018A2/pt not_active IP Right Cessation
- 2016-11-17 CN CN201680078466.0A patent/CN108463458B/zh not_active Expired - Fee Related
- 2016-11-17 AU AU2016355710A patent/AU2016355710B2/en not_active Ceased
- 2016-11-17 WO PCT/US2016/062422 patent/WO2017087608A1/en not_active Ceased
-
2018
- 2018-05-16 IL IL259421A patent/IL259421B/en active IP Right Grant
- 2018-05-18 MX MX2021009673A patent/MX2021009673A/es unknown
- 2018-05-20 SA SA518391624A patent/SA518391624B1/ar unknown
-
2021
- 2021-05-31 IL IL283582A patent/IL283582A/en unknown