JP2018534326A5 - - Google Patents
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- 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
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- 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
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- 206010012438 Dermatitis atopic Diseases 0.000 claims description 4
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- 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
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- 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
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- 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
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
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- 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
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| US9663515B2 (en) | 2014-11-05 | 2017-05-30 | Vitae Pharmaceuticals, Inc. | Dihydropyrrolopyridine inhibitors of ROR-gamma |
| MX394388B (es) | 2015-05-15 | 2025-03-21 | Aurigene Discovery Tech Ltd | Compuestos de tetrahidroquinolinona sustituidos como moduladores de ror gamma |
| WO2017024018A1 (en) | 2015-08-05 | 2017-02-09 | Vitae Pharmaceuticals, Inc. | Modulators of ror-gamma |
| KR20180086221A (ko) | 2015-11-20 | 2018-07-30 | 비타이 파마슈티컬즈, 인코포레이티드 | Ror-감마의 조절물질 |
| TW202220968A (zh) | 2016-01-29 | 2022-06-01 | 美商維它藥物有限責任公司 | ＲＯＲ－γ調節劑 |
| BR112019000603A2 (pt) | 2016-07-14 | 2019-04-30 | Cadila Healthcare Limited | composto, composição farmacêutica, método para o tratamento de doenças e uso do composto |
| TW201815388A (zh) | 2016-07-14 | 2018-05-01 | 印度商卡迪拉保健有限公司 | 作為ＲＯＲγ調節劑之新穎化合物 |
| WO2018116285A1 (en) * | 2016-12-23 | 2018-06-28 | Glenmark Pharmaceuticals S.A. | Substituted morpholine derivatives as ror gamma modulators |
| 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 |
| 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 |
| JPWO2019088057A1 (ja) * | 2017-10-31 | 2020-09-24 | 東レ株式会社 | アニリド誘導体及びその医薬用途 |
| WO2019157417A1 (en) * | 2018-02-09 | 2019-08-15 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Heterocyclic p2y14 receptor antagonists |
| CA3088000A1 (en) | 2018-02-28 | 2019-09-06 | Japan Tobacco Inc. | Saturated-ring-fused dihydropyrimidinone or dihydrotriazinone compounds and pharmaceutical use thereof |
| 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 |
| AU2019375983A1 (en) | 2018-11-09 | 2021-06-10 | Vivace Therapeutics, Inc. | Bicyclic compounds |
| 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 |
| HUE070525T2 (hu) * | 2019-04-16 | 2025-06-28 | Vivace Therapeutics Inc | Biciklusos vegyületek |
| JP2022535980A (ja) * | 2019-06-12 | 2022-08-10 | ティーエムイーエム１６エー リミテッド | 呼吸器疾患を処置するための化合物 |
| WO2021047406A1 (zh) * | 2019-09-10 | 2021-03-18 | 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 |
| CN115297861B (zh) * | 2020-01-29 | 2024-07-12 | 福宏治疗公司 | 化合物及其用途 |
| 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 |
|---|---|---|---|---|
| ATE128129T1 (de) | 1986-07-28 | 1995-10-15 | American Cyanamid Co | 5(und/oder6) substituierte 2-(2-imidazolin-2- yl)nicotinsäuren, ester und salze, verwendbar als herbizide mittel und zwischenverbindungen für die herstellung dieser nikotinsäuren, ester und salze. |
| 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 |
| WO1990009787A1 (en) | 1989-02-27 | 1990-09-07 | The Du Pont Merck Pharmaceutical Company | Novel sulfonamides as radiosensitizers |
| 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 |
| EP0520573A1 (en) | 1991-06-27 | 1992-12-30 | Glaxo Inc. | Cyclic imide derivatives |
| DE4121214A1 (de) | 1991-06-27 | 1993-01-14 | Bayer Ag | 7-azaisoindolinyl-chinolon- und -naphthyridoncarbonsaeure-derivate |
| US5389631A (en) | 1991-10-29 | 1995-02-14 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| US5416099A (en) | 1991-10-29 | 1995-05-16 | Merck & Co., Inc. | Fibrinogen receptor antagonists |
| US5272158A (en) | 1991-10-29 | 1993-12-21 | 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 |
| NO309272B1 (no) | 1995-03-24 | 2001-01-08 | Takeda Chemical Industries Ltd | Cykliske forbindelser, preparater inneholdende forbindelsene samt mellomprodukter for fremstilling av forbindelsene |
| US5770590A (en) | 1995-03-24 | 1998-06-23 | Takeda Chemical Industries, Ltd. | Cyclic compounds, their prudiction and use |
| IL124969A (en) | 1995-12-28 | 2002-09-12 | Fujisawa Pharmaceutical Co | History of benzimidazole, processes for their preparation and pharmaceutical preparations containing them |
| 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 |
| BR9908895A (pt) | 1998-03-19 | 2000-12-05 | Takeda Chemical Industries Ltd | Composição farmacêutica, composto, pró-medicamento, composições para antagonizar um receptor, uso de um composto, e, processos para produzir um composto, para antagonizar um receptor, para evitar ou tratar distúrbios de micção em mamìferos e distúrbios de asma, artrite reumatóide, osteoartrite, dor, tosse, sìndrome do intestino irritável ou vÈmitos em mamìferos |
| 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 |
| EP1145714A4 (en) | 1998-11-27 | 2004-12-15 | Takeda Chemical Industries Ltd | DRUGS |
| US6417207B1 (en) | 1999-05-12 | 2002-07-09 | Nitromed, Inc. | Nitrosated and nitrosylated potassium channel activators, compositions and methods of use |
| BR0012450B1 (pt) | 1999-06-23 | 2011-08-23 | benzimidazóis substituìdos. | |
| MXPA02000670A (es) | 1999-07-21 | 2002-07-02 | Astrazeneca Ab | Nuevos compuestos. |
| MXPA02000828A (es) | 1999-08-02 | 2002-07-30 | Hoffmann La Roche | Nuevos antagonistas retinoiides selectivos. |
| CA2674424C (en) | 1999-11-09 | 2012-10-02 | Abbott Laboratories | 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 |
| RU2223761C2 (ru) | 1999-12-27 | 2004-02-20 | Джапан Тобакко Инк. | Соединения с конденсированным кольцом и их использование в качестве лекарственных средств |
| 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 |
| KR100608405B1 (ko) | 2000-05-02 | 2006-08-02 | 에프. 호프만-라 로슈 아게 | 신규한 감마 선택적인 레티노이드 |
| HK1050008A1 (zh) | 2000-05-05 | 2003-06-06 | Portola Pharmaceuticals, Inc. | 杂双环磺胺剂及以其作为血小板腺苷二磷酸(adp)受体抑制剂 |
| CA2354606C (en) | 2000-08-03 | 2005-12-06 | Pfizer Products 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 |
| ES2278016T3 (es) | 2001-04-09 | 2007-08-01 | Novartis Vaccines And Diagnostics, Inc. | Compuestos guanidino como agonistas del receptor de melanocortina 4 (mc4-r). |
| DE60231608D1 (de) | 2001-04-19 | 2009-04-30 | Eisai R&D Man Co Ltd | Cyclische amidinderivate |
| ES2289116T3 (es) | 2001-05-24 | 2008-02-01 | Eli Lilly And Company | Nuevos derivados de pirrol como agentes farmaceuticos. |
| CN1250550C (zh) | 2001-07-16 | 2006-04-12 | 盐野义制药株式会社 | 脒衍生物的制备方法 |
| US6627646B2 (en) | 2001-07-17 | 2003-09-30 | Sepracor Inc. | Norastemizole polymorphs |
| WO2003029254A1 (en) | 2001-09-28 | 2003-04-10 | Takeda Chemical Industries, Ltd. | Process for preparation of tricyclic compounds |
| JP2003171380A (ja) | 2001-09-28 | 2003-06-20 | Takeda Chem Ind Ltd | 三環性化合物の製造法 |
| EA007429B1 (ru) | 2001-10-02 | 2006-10-27 | Фармация Энд Апджон Компани | Азабициклические замещённые конденсированные гетероарильные соединения |
| 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 |
| ES2304498T3 (es) | 2002-02-04 | 2008-10-16 | F. Hoffmann-La Roche Ag | Derivados de quinolina como antagonistas de npy. |
| 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 |
| WO2003104216A1 (en) | 2002-06-10 | 2003-12-18 | Acadia Pharmaceuticals Inc. | Urotensin ii receptor modulators |
| AU2003250482A1 (en) | 2002-08-13 | 2004-02-25 | Warner-Lambert Company Llc | Phthalimide derivatives as matrix metalloproteinase inhibitors |
| EP1543001B1 (en) | 2002-09-17 | 2007-08-15 | Eli Lilly And Company | Pyrazolopyridine derivatives as tgf beta signal transduction inhibitors for the treatment of cancer |
| US8604183B2 (en) | 2002-11-05 | 2013-12-10 | Isis 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 |
| BRPI0410439A (pt) | 2003-05-19 | 2006-06-06 | Irm Llc | compostos e composições imunossupressoras |
| CN1791395B (zh) | 2003-05-19 | 2012-09-26 | Irm责任有限公司 | 免疫抑制剂化合物及组合物 |
| MY150088A (en) | 2003-05-19 | 2013-11-29 | Irm Llc | Immunosuppressant compounds and compositions |
| WO2004113330A1 (en) | 2003-05-19 | 2004-12-29 | Irm Llc | Immunosuppressant compounds and compositions |
| WO2004108133A2 (en) | 2003-06-05 | 2004-12-16 | Vertex Pharmaceuticals Incorporated | 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 |
| CA2533554A1 (en) | 2003-08-01 | 2005-02-10 | Pfizer Products Inc. | 6-membered heteroaryl compounds for the treatment of neurodegenerative disorders |
| WO2005028480A2 (en) | 2003-09-03 | 2005-03-31 | Neurogen Corporation | 5-aryl-pyrazolo[4,3-d]pyrimidines, pyridines, and pyrazines and related compounds |
| JP2007504271A (ja) | 2003-09-05 | 2007-03-01 | ニューロジェン・コーポレーション | Ｃｒｆ１受容体リガンドである、ヘテロアリール縮合ピリジン類、ピラジン類及びピリミジン類 |
| US20070088163A1 (en) | 2003-09-12 | 2007-04-19 | 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 |
| JP4768628B2 (ja) | 2003-11-19 | 2011-09-07 | アレイ バイオファーマ、インコーポレイテッド | Ｍｅｋの二環系阻害剤及びその使用方法 |
| 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 |
| MXPA06007213A (es) | 2003-12-23 | 2006-08-18 | Pfizer Prod Inc | Combinacion terapeutica para la mejora de la cognicion y trastornos sicoticos. |
| WO2005097129A2 (en) * | 2004-04-05 | 2005-10-20 | Takeda Pharmaceutical Company Limited | 6-azaindole compound |
| 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 |
| NZ553646A (en) | 2004-09-22 | 2010-07-30 | Janssen Pharmaceutica Nv | Inhibitors of the interaction between MDM2 and p53 |
| 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 |
| MX2007008328A (es) | 2005-01-07 | 2008-01-16 | Univ Emory | Antagonistas cxcr4 para el tratamiento de trastornos medicos. |
| SI1848694T1 (sl) | 2005-02-07 | 2010-01-29 | Hoffmann La Roche | Heterocikliäśni substituirani fenil metanoni kot inhibitorji glicinskega transporterja 1 |
| GB0504556D0 (en) | 2005-03-04 | 2005-04-13 | Pfizer Ltd | Novel pharmaceuticals |
| CA2604042C (en) | 2005-04-13 | 2016-06-21 | Astex Therapeutics Limited | Pharmaceutical compounds |
| 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 |
| WO2007036734A1 (en) | 2005-09-29 | 2007-04-05 | Glaxo Group Limited | Pyrazolo[3,4-b]pyridine compound, and its use as a pde4 inhibitor |
| WO2007055418A1 (ja) | 2005-11-10 | 2007-05-18 | Banyu Pharmaceutical Co., Ltd. | アザ置換スピロ誘導体 |
| PE20071241A1 (es) | 2006-01-17 | 2008-01-14 | Schering Corp | Compuestos derivados de hidantoina para el tratamiento de trastornos inflamatorios |
| US20080108611A1 (en) * | 2006-01-19 | 2008-05-08 | Battista Kathleen A | Substituted thienopyrimidine kinase inhibitors |
| JP5111398B2 (ja) | 2006-01-25 | 2013-01-09 | メルク・シャープ・エンド・ドーム・コーポレイション | 糖尿病の治療又は予防のためのジペプチジルペプチダーゼｉｖ阻害剤としてのアミノシクロヘキサン類 |
| WO2007097931A2 (en) | 2006-02-15 | 2007-08-30 | Merck & Co., Inc. | Aminotetrahydropyrans as dipeptidyl peptidase-iv inhibitors for the treatment or prevention of diabetes |
| US20090291857A1 (en) | 2006-02-27 | 2009-11-26 | The Board Of Trustees Of The Leland Stanford Junior University | Methods to identify inhibitors of the unfolded protein response |
| US7977351B2 (en) | 2006-03-22 | 2011-07-12 | Allergan, Inc. | Heteroaryl dihydroindolones as kinase inhibitors |
| ATE470665T1 (de) | 2006-03-22 | 2010-06-15 | Janssen Pharmaceutica Nv | Cycloalkylaminderivate als inhibitoren der wechselwirkung zwischen mdm2 und p53 |
| WO2008118122A2 (en) | 2006-05-08 | 2008-10-02 | Molecular Neuroimaging, Llc | Compounds and amyloid probes thereof for therapeutic and imaging uses |
| EA200802210A1 (ru) | 2006-05-16 | 2009-06-30 | Бёрингер Ингельхайм Интернациональ Гмбх | Замещенные пролинамиды, их получение и их применение в качестве лекарственных средств |
| 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 |
| EP2044068A4 (en) * | 2006-07-17 | 2010-07-21 | Merck Sharp & Dohme | 1-HYDROXY Naphthyridine Compounds as Anti- HIV Drugs |
| EP2051964A4 (en) | 2006-07-28 | 2012-03-07 | Univ Connecticut | INHIBITORS OF FATTY ACID AMIDHYDROLASE |
| US8389739B1 (en) | 2006-10-05 | 2013-03-05 | Orphagen Pharmaceuticals | Modulators of retinoid-related orphan receptor gamma |
| US8916552B2 (en) | 2006-10-12 | 2014-12-23 | 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 |
| WO2008044029A1 (en) | 2006-10-12 | 2008-04-17 | Astex Therapeutics Limited | Pharmaceutical combinations |
| WO2008044027A2 (en) | 2006-10-12 | 2008-04-17 | Astex Therapeutics Limited | Pharmaceutical compounds having hsp90 inhibitory or modulating activity |
| JP5528807B2 (ja) | 2006-10-12 | 2014-06-25 | アステックス、セラピューティックス、リミテッド | 複合薬剤 |
| AR063311A1 (es) | 2006-10-18 | 2009-01-21 | Novartis Ag | Compuestos organicos |
| US20100016387A1 (en) | 2006-12-11 | 2010-01-21 | Avirup Bose | Method of treatment |
| WO2008083070A1 (en) | 2006-12-29 | 2008-07-10 | Neurogen Corporation | Crf1 receptor ligands comprising fused bicyclic heteroaryl moieties |
| KR20090101372A (ko) | 2007-01-08 | 2009-09-25 | 페노믹스 코포레이션 | 매크로시클릭 ｃ형 간염 프로테아제 억제제 |
| 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 |
| WO2008135524A2 (en) | 2007-05-02 | 2008-11-13 | Boehringer Ingelheim International Gmbh | Substituted anthranilamides and analogues, manufacturing and use thereof as medicaments |
| TW200902533A (en) | 2007-05-02 | 2009-01-16 | Boehringer Ingelheim Int | Carboxylic acid amides, manufacturing and use thereof as medicaments |
| WO2008141185A1 (en) | 2007-05-10 | 2008-11-20 | Constar International, Inc. | Oxygen scavenging molecules, articles containing same, and methods of their use |
| 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 |
| EP2725015A1 (en) | 2007-09-17 | 2014-04-30 | AbbVie Bahamas Ltd. | Uracil or thymine derivative for treating hepatitis c |
| US20090076275A1 (en) | 2007-09-19 | 2009-03-19 | David Robert Bolin | Diacylglycerol acyltransferase inhibitors |
| WO2009049154A1 (en) | 2007-10-11 | 2009-04-16 | Smithkline Beecham Corporation | NOVEL sEH INHIBITORS AND THEIR USE |
| WO2009052319A1 (en) | 2007-10-16 | 2009-04-23 | Northeastern University | Monoacylglycerol lipase inhibitors for modulation of cannabinoid activity |
| MX2010004246A (es) | 2007-10-18 | 2010-04-30 | Novartis Ag | Inhibidores de csf-1r para el tratamiento de cancer y de enfermedades oseas. |
| WO2009068463A2 (en) | 2007-11-29 | 2009-06-04 | F. Hoffmann-La Roche Ag | Process for the preparation of isoindole derivatives as well as a process for the preparation of their 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 |
| SI2242740T1 (sl) | 2008-02-05 | 2013-03-29 | Sanofi | SF5-derivati kot PAR1 inhibitorji, njihova priprava in uporaba kot zdravila |
| WO2009112445A1 (en) | 2008-03-10 | 2009-09-17 | Novartis Ag | Method of increasing cellular phosphatidyl choline by dgat1 inhibition |
| GB0804702D0 (en) | 2008-03-13 | 2008-04-16 | Amura Therapeutics Ltd | Compounds |
| GB0804701D0 (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 |
| US8309577B2 (en) | 2008-04-23 | 2012-11-13 | Bristol-Myers Squibb Company | Quinuclidine compounds as α-7 nicotinic acetylcholine receptor ligands |
| US7863291B2 (en) | 2008-04-23 | 2011-01-04 | Bristol-Myers Squibb Company | Quinuclidine compounds as alpha-7 nicotinic acetylcholine receptor ligands |
| GB0809776D0 (en) | 2008-05-29 | 2008-07-09 | Amura Therapeutics Ltd | Compounds |
| CN102137843A (zh) | 2008-07-01 | 2011-07-27 | 健泰科生物技术公司 | 作为mek激酶抑制剂的异吲哚酮衍生物及其使用方法 |
| 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 |
| US20110230472A1 (en) | 2008-08-29 | 2011-09-22 | Shionogi & Co., Ltd. | Ring-fused azole derivative having pi3k-inhibiting activity |
| WO2010033350A1 (en) | 2008-09-16 | 2010-03-25 | Merck & Co., Inc. | Sulfonamide derivative metabotropic glutamate r4 ligands |
| US20100125087A1 (en) | 2008-11-14 | 2010-05-20 | Astrazeneca Ab | New compounds 575 |
| WO2010056194A1 (en) | 2008-11-14 | 2010-05-20 | Astrazeneca Ab | 5h-pyrrolo [ 3, 4-b] pyridin derivatives and their use |
| 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 |
| ES2406131T3 (es) | 2009-01-28 | 2013-06-05 | Bayer Intellectual Property Gmbh | Derivados fungicidas de N-cicloalquil-N-biciclometileno-carboxamina |
| 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 |
| RU2012136451A (ru) | 2010-01-28 | 2014-03-10 | Президент Энд Феллоуз Оф Гарвард Колледж | Композиции и способы улучшения активности протеасомы |
| 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 |
| CA2801182A1 (en) | 2010-06-16 | 2011-12-22 | Metabolex, 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 |
| CN103119035B (zh) | 2010-09-27 | 2015-09-30 | 雅培股份有限两合公司 | 杂环化合物和它们作为糖原合成酶激酶-3抑制剂的用途 |
| 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 |
| CA2816753A1 (en) | 2010-11-08 | 2012-05-18 | Lycera Corporation | N- sulfonylated tetrahydroquinolines and related bicyclic compounds inhibition of rory activity and the treatment of diseases |
| AR083817A1 (es) | 2010-11-10 | 2013-03-27 | Gruenenthal Gmbh | Derivados de carboxamida y urea heteroaromaticos sustituidos como ligandos del receptor vanilloide |
| 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 |
| US9090568B2 (en) | 2011-03-14 | 2015-07-28 | Impact Therapeutics, Inc. | Quinazolinediones and their use |
| CN103635458B (zh) | 2011-03-25 | 2016-10-19 | 艾伯维公司 | Trpv1拮抗剂 |
| 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 |
| TWI532728B (zh) | 2011-04-28 | 2016-05-11 | 日本煙草產業股份有限公司 | 醯胺化合物及其醫藥用途 |
| 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 |
| WO2013019682A1 (en) | 2011-07-29 | 2013-02-07 | Tempero Pharmaceuticals, Inc. | Compounds and methods |
| US20140155419A1 (en) | 2011-07-29 | 2014-06-05 | Erkan Baloglu | Compounds and methods |
| WO2013018695A1 (ja) | 2011-07-29 | 2013-02-07 | 武田薬品工業株式会社 | 複素環化合物 |
| EP2747560A4 (en) | 2011-07-29 | 2015-02-25 | Tempero Pharmaceuticals Inc | CONNECTIONS AND METHODS |
| WO2013029338A1 (en) | 2011-09-01 | 2013-03-07 | Glaxo Group Limited | Novel compounds |
| WO2013042782A1 (ja) | 2011-09-22 | 2013-03-28 | 武田薬品工業株式会社 | 縮合複素環化合物 |
| GB201116641D0 (en) | 2011-09-27 | 2011-11-09 | Glaxo Group Ltd | Novel compounds |
| US20140256767A1 (en) | 2011-10-31 | 2014-09-11 | The Broad Institute, Inc. | Direct inhibitors of keap1-nrf2 interaction as antioxidant inflammation modulators |
| WO2013064231A1 (en) | 2011-10-31 | 2013-05-10 | Phenex Pharmaceuticals Ag | SEVEN-MEMBERED SULFONAMIDES AS MODULATORS OF RAR-RELATED ORPHAN RECEPTOR-GAMMA (RORγ, NR1F3) |
| US9309227B2 (en) | 2011-11-22 | 2016-04-12 | The Scripps Research Institute | N-biphenylmethylbenzimidazole modulators of PPARG |
| US20140249196A1 (en) | 2011-11-22 | 2014-09-04 | Theodore Mark Kamenecka | N-benzylbenzimidazole modulators of pparg |
| CA2856946C (en) | 2011-12-02 | 2016-08-02 | Phenex Pharmaceuticals Ag | Pyrrolo carboxamides as modulators of orphan nuclear receptor rar-related orphan receptor-gamma (rory, nr1f3) activity and for the treatment of chronic inflammatory and autoimmunediseases |
| 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 |
| US9567328B2 (en) | 2011-12-21 | 2017-02-14 | 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 |
| CN104379559B (zh) | 2012-04-27 | 2016-11-09 | 葛兰素集团有限公司 | 化合物 |
| GB201207406D0 (en) | 2012-04-27 | 2012-06-13 | Glaxo Group Ltd | Novel compounds |
| WO2013166013A1 (en) | 2012-04-30 | 2013-11-07 | Anderson Gaweco | Ror modulators and their uses |
| 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 |
| KR20150007300A (ko) | 2012-05-08 | 2015-01-20 | 머크 샤프 앤드 돔 코포레이션 | Ror감마 활성의 억제를 위한 테트라히드로나프티리딘 및 관련 비시클릭 화합물 및 질환의 치료 |
| WO2013169864A2 (en) | 2012-05-08 | 2013-11-14 | Lycera Corporation | TETRAHYDRO[1,8]NAPHTHYRIDINE SULFONAMIDE AND RELATED COMPOUNDS FOR USE AS AGONISTS OF RORƴ AND THE TREATMENT OF DISEASE |
| KR101742954B1 (ko) | 2012-05-31 | 2017-06-02 | 페넥스 파마슈티컬스 아게 | 고아 핵 수용체 ror[감마]의 조절제로서의 카복사미드 또는 설폰아미드가 치환된 티아졸 및 관련된 유도체 |
| TW201414704A (zh) | 2012-07-02 | 2014-04-16 | Biogen Idec Inc | 作爲ＲＯＲ－γ受體之反向促效劑之含聯芳化合物 |
| TW201408652A (zh) | 2012-07-11 | 2014-03-01 | Hoffmann La Roche | 作爲ＲＯＲｃ調節劑之芳基磺內醯胺衍生物 |
| 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 |
| WO2014028669A1 (en) | 2012-08-15 | 2014-02-20 | Biogen Idec Ma Inc. | Novel compounds for modulation of ror-gamma activity |
| WO2014026329A1 (en) | 2012-08-15 | 2014-02-20 | Merck Sharp & Dohme Corp. | N-alkylated indole and indazole compounds as rorgammat inhibitors and uses thereof |
| WO2014026327A1 (en) | 2012-08-15 | 2014-02-20 | Merck Sharp & Dohme Corp. | 4-heteroaryl substituted benzoic acid 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 |
| HUE031733T2 (en) | 2012-09-21 | 2017-07-28 | Sanofi Sa | Benzimidazole carboxylic acid amide derivatives for the treatment of metabolic or cardiovascular diseases |
| WO2014062938A1 (en) | 2012-10-19 | 2014-04-24 | Bristol-Myers Squibb Company | Rory modulators |
| SG11201504200TA (en) * | 2012-12-06 | 2015-06-29 | Glaxo Group Ltd | 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 |
| JP6346904B2 (ja) | 2013-01-10 | 2018-06-20 | ベナトルクス ファーマシューティカルズ，インク． | ベータ−ラクタマーゼ阻害剤 |
| WO2014179564A1 (en) * | 2013-05-01 | 2014-11-06 | Vitae Pharmaceuticals, Inc. | Thiazalopyrrolidine inhibitors of ror-gamma |
| EP3027616B1 (en) * | 2013-07-30 | 2018-01-10 | Boehringer Ingelheim International GmbH | Azaindole compounds as modulators of rorc |
| EP3041821B1 (en) | 2013-09-05 | 2018-05-30 | Boehringer Ingelheim International GmbH | Bicylic compounds as modulators of rorgamma |
| 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 |
| CN105705492B (zh) * | 2013-11-05 | 2019-11-05 | 豪夫迈·罗氏有限公司 | 作为rorc调节剂用于治疗自身免疫性疾病的5,6,7,8-四氢-5,8-亚甲基噌啉衍生物 |
| WO2015083130A1 (en) | 2013-12-06 | 2015-06-11 | Aurigene Discovery Technologies Limited | Fused pyridine and pyrimidine derivatives as ror gamma modulators |
| AU2014369834B2 (en) | 2013-12-24 | 2018-12-20 | President And Fellows Of Harvard College | Cortistatin analogues and syntheses and uses thereof |
| 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 |
| RS59007B1 (sr) | 2014-02-03 | 2019-08-30 | Vitae Pharmaceuticals Llc | Dihidropirolopiridinski inhibitori ror-gama |
| EP3102563B1 (en) | 2014-02-03 | 2019-04-10 | Basf Se | Cyclopentene and cyclopentadiene compounds for controlling invertebrate pests |
| US9815798B2 (en) | 2014-03-26 | 2017-11-14 | Basf Se | Substituted [1,2,4]triazole and imidazole compounds as fungicides |
| KR20160128428A (ko) | 2014-03-26 | 2016-11-07 | 에프. 호프만-라 로슈 아게 | 오토탁신(atx) 및 리소포스파티드산(lpa) 생성 억제제로서의 축합형 [1,4]다이아제핀 화합물 |
| CN106103446B (zh) | 2014-03-26 | 2019-07-30 | 豪夫迈·罗氏有限公司 | 作为自分泌运动因子(atx)和溶血磷脂酸(lpa)生产抑制剂的二环化合物 |
| JO3512B1 (ar) | 2014-03-26 | 2020-07-05 | Astex Therapeutics Ltd | مشتقات كينوكسالين مفيدة كمعدلات لإنزيم fgfr كيناز |
| MX2016013518A (es) | 2014-04-16 | 2017-01-23 | Glenmark Pharmaceuticals Sa | Compuestos de aril y heteroaril eter como moduladores de ror gamma. |
| EA031967B1 (ru) | 2014-10-14 | 2019-03-29 | Вайтаи Фармасьютиклз, Инк. | ДИГИДРОПИРРОЛОПИРИДИНОВЫЕ ИНГИБИТОРЫ ROR-γ |
| 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 |
| WO2017024018A1 (en) | 2015-08-05 | 2017-02-09 | Vitae Pharmaceuticals, Inc. | Modulators of ror-gamma |
| KR20180086221A (ko) | 2015-11-20 | 2018-07-30 | 비타이 파마슈티컬즈, 인코포레이티드 | Ror-감마의 조절물질 |
| TW202220968A (zh) | 2016-01-29 | 2022-06-01 | 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 |
| 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 |
-
2016
- 2016-11-17 KR KR1020187017452A patent/KR20180086221A/ko not_active Withdrawn
- 2016-11-17 EP EP21163201.3A patent/EP3868750A1/en not_active Withdrawn
- 2016-11-17 WO PCT/US2016/062422 patent/WO2017087608A1/en not_active Ceased
- 2016-11-17 CA CA3005658A patent/CA3005658A1/en not_active Abandoned
- 2016-11-17 MA MA053943A patent/MA53943A/fr unknown
- 2016-11-17 US US15/776,836 patent/US11008340B2/en active Active
- 2016-11-17 MX MX2018006223A patent/MX385332B/es unknown
- 2016-11-17 AU AU2016355710A patent/AU2016355710B2/en not_active Ceased
- 2016-11-17 JP JP2018526160A patent/JP6914257B2/ja not_active Expired - Fee Related
- 2016-11-17 EP EP16816023.2A patent/EP3377482B1/en active Active
- 2016-11-17 BR BR112018010018A patent/BR112018010018A2/pt not_active IP Right Cessation
- 2016-11-17 RU RU2018121946A patent/RU2018121946A/ru unknown
- 2016-11-17 CN CN201680078466.0A patent/CN108463458B/zh not_active Expired - Fee Related
-
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
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