JP2015514794A5 - - Google Patents
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- Publication number
- JP2015514794A5 JP2015514794A5 JP2015507544A JP2015507544A JP2015514794A5 JP 2015514794 A5 JP2015514794 A5 JP 2015514794A5 JP 2015507544 A JP2015507544 A JP 2015507544A JP 2015507544 A JP2015507544 A JP 2015507544A JP 2015514794 A5 JP2015514794 A5 JP 2015514794A5
- Authority
- JP
- Japan
- Prior art keywords
- methoxy
- benzenesulfonamide
- dimethylisoxazol
- isobutyl
- pharmaceutically acceptable
- 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
- 150000003839 salts Chemical class 0.000 claims 20
- 150000001875 compounds Chemical class 0.000 claims 19
- 125000005843 halogen group Chemical group 0.000 claims 10
- -1 CF 3 Chemical group 0.000 claims 7
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 125000003566 oxetanyl group Chemical group 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 3
- MBJFVCXMWMSSLW-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylpropyl)-n-(5-methylpyridin-2-yl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=CC=C(C)C=N1 MBJFVCXMWMSSLW-UHFFFAOYSA-N 0.000 claims 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 2
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 2
- 230000002757 inflammatory effect Effects 0.000 claims 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims 2
- 125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
- KPPVNWGJXFMGAM-UUILKARUSA-N (e)-2-methyl-1-(6-methyl-3,4-dihydro-2h-quinolin-1-yl)but-2-en-1-one Chemical compound CC1=CC=C2N(C(=O)C(/C)=C/C)CCCC2=C1 KPPVNWGJXFMGAM-UUILKARUSA-N 0.000 claims 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
- BITYBNILXJZPJP-UHFFFAOYSA-N 2-chloro-n-(3,5-dimethylpyridin-2-yl)-n-(2-methylpropyl)-4-(oxan-4-ylmethoxy)benzenesulfonamide Chemical compound C=1C=C(OCC2CCOCC2)C=C(Cl)C=1S(=O)(=O)N(CC(C)C)C1=NC=C(C)C=C1C BITYBNILXJZPJP-UHFFFAOYSA-N 0.000 claims 1
- XIIBUQNVEZIGQW-UHFFFAOYSA-N 4-(1-hydroxy-2-morpholin-4-ylethyl)-n-(2-methylpropyl)-n-(5-propan-2-ylpyridin-2-yl)benzenesulfonamide Chemical compound C=1C=C(C(O)CN2CCOCC2)C=CC=1S(=O)(=O)N(CC(C)C)C1=CC=C(C(C)C)C=N1 XIIBUQNVEZIGQW-UHFFFAOYSA-N 0.000 claims 1
- KHKUGENBMBXNIQ-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2,6-dimethylpyridin-3-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=CC=C(C)N=C1C KHKUGENBMBXNIQ-UHFFFAOYSA-N 0.000 claims 1
- FEKXJMYTNGIYKG-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylbutyl)-n-(5-propan-2-ylpyridin-2-yl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)CC)C1=CC=C(C(C)C)C=N1 FEKXJMYTNGIYKG-UHFFFAOYSA-N 0.000 claims 1
- YKDOMQASMPFPKM-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylpropyl)-n-(2-methyl-6-pyrrolidin-3-ylpyridin-3-yl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C(C(=N1)C)=CC=C1C1CCNC1 YKDOMQASMPFPKM-UHFFFAOYSA-N 0.000 claims 1
- CEBTYGUMWZZEAP-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylpropyl)-n-(5-propan-2-ylpyridin-2-yl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=CC=C(C(C)C)C=N1 CEBTYGUMWZZEAP-UHFFFAOYSA-N 0.000 claims 1
- KQUMQBLGKIKAKZ-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylpropyl)-n-[2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=CC=NC(C(F)(F)F)=N1 KQUMQBLGKIKAKZ-UHFFFAOYSA-N 0.000 claims 1
- MKZZICXSCAGTHZ-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylpropyl)-n-[4-(trifluoromethyl)pyrimidin-2-yl]benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC=CC(C(F)(F)F)=N1 MKZZICXSCAGTHZ-UHFFFAOYSA-N 0.000 claims 1
- ZDGOVPCGLCSEIV-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(3,5-dimethylpyrazin-2-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC=C(C)N=C1C ZDGOVPCGLCSEIV-UHFFFAOYSA-N 0.000 claims 1
- CKQXPDNKLSSMAX-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(3,5-dimethylpyridin-2-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC=C(C)C=C1C CKQXPDNKLSSMAX-UHFFFAOYSA-N 0.000 claims 1
- XEIRXJFXSZRLLQ-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(3,6-dimethylpyrazin-2-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC(C)=CN=C1C XEIRXJFXSZRLLQ-UHFFFAOYSA-N 0.000 claims 1
- YSBUPVYCWKAIGO-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(3-ethyl-6-methylpyridin-2-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound CCC1=CC=C(C)N=C1N(CC(C)C)S(=O)(=O)C(C=C1)=CC=C1OCC1=C(C)ON=C1C YSBUPVYCWKAIGO-UHFFFAOYSA-N 0.000 claims 1
- NCGIRCPQOFDVTF-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(3-methylbutyl)-n-(5-propan-2-ylpyridin-2-yl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CCC(C)C)C1=CC=C(C(C)C)C=N1 NCGIRCPQOFDVTF-UHFFFAOYSA-N 0.000 claims 1
- YQLJZMREPNRHKG-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(4,6-dimethylpyridin-3-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=CN=C(C)C=C1C YQLJZMREPNRHKG-UHFFFAOYSA-N 0.000 claims 1
- LDVXYMLZEPGZDA-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(4,6-dimethylpyrimidin-2-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC(C)=CC(C)=N1 LDVXYMLZEPGZDA-UHFFFAOYSA-N 0.000 claims 1
- NVUFTOOTFXKGBC-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(5-ethylpyrimidin-2-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound N1=CC(CC)=CN=C1N(CC(C)C)S(=O)(=O)C(C=C1)=CC=C1OCC1=C(C)ON=C1C NVUFTOOTFXKGBC-UHFFFAOYSA-N 0.000 claims 1
- XMWZFLDYXGZLQR-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(5-fluoropyridin-2-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=CC=C(F)C=N1 XMWZFLDYXGZLQR-UHFFFAOYSA-N 0.000 claims 1
- NIWJYSZVQOPCBP-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(6-ethoxypyridazin-3-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound N1=NC(OCC)=CC=C1N(CC(C)C)S(=O)(=O)C(C=C1)=CC=C1OCC1=C(C)ON=C1C NIWJYSZVQOPCBP-UHFFFAOYSA-N 0.000 claims 1
- NSRQEEGXPBSGTM-UHFFFAOYSA-N 4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(6-methoxypyridazin-3-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound N1=NC(OC)=CC=C1N(CC(C)C)S(=O)(=O)C(C=C1)=CC=C1OCC1=C(C)ON=C1C NSRQEEGXPBSGTM-UHFFFAOYSA-N 0.000 claims 1
- PKQWGKIJTTVJBZ-HYBUGGRVSA-N 4-[[(3s,4r)-3-fluoropiperidin-4-yl]methoxy]-n-(3-methyl-5-propan-2-ylpyridin-2-yl)-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OC[C@@H]2[C@@H](CNCC2)F)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC=C(C(C)C)C=C1C PKQWGKIJTTVJBZ-HYBUGGRVSA-N 0.000 claims 1
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims 1
- 208000023275 Autoimmune disease Diseases 0.000 claims 1
- 208000023328 Basedow disease Diseases 0.000 claims 1
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 101150065749 Churc1 gene Proteins 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 201000003883 Cystic fibrosis Diseases 0.000 claims 1
- 206010012438 Dermatitis atopic Diseases 0.000 claims 1
- 208000015023 Graves' disease Diseases 0.000 claims 1
- 208000035895 Guillain-Barré syndrome Diseases 0.000 claims 1
- 208000001204 Hashimoto Disease Diseases 0.000 claims 1
- 208000030836 Hashimoto thyroiditis Diseases 0.000 claims 1
- 208000003456 Juvenile Arthritis Diseases 0.000 claims 1
- 206010059176 Juvenile idiopathic arthritis Diseases 0.000 claims 1
- 206010049567 Miller Fisher syndrome Diseases 0.000 claims 1
- 208000003435 Optic Neuritis Diseases 0.000 claims 1
- 206010033645 Pancreatitis Diseases 0.000 claims 1
- 102100038239 Protein Churchill Human genes 0.000 claims 1
- 201000001263 Psoriatic Arthritis Diseases 0.000 claims 1
- 208000036824 Psoriatic arthropathy Diseases 0.000 claims 1
- 108091008773 RAR-related orphan receptors γ Proteins 0.000 claims 1
- 206010039085 Rhinitis allergic Diseases 0.000 claims 1
- 208000021386 Sjogren Syndrome Diseases 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 206010046851 Uveitis Diseases 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 208000026935 allergic disease Diseases 0.000 claims 1
- 201000010105 allergic rhinitis Diseases 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 201000008937 atopic dermatitis Diseases 0.000 claims 1
- 230000001363 autoimmune Effects 0.000 claims 1
- 206010006451 bronchitis Diseases 0.000 claims 1
- 208000019069 chronic childhood arthritis Diseases 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 208000030533 eye disease Diseases 0.000 claims 1
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 201000002215 juvenile rheumatoid arthritis Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 208000030159 metabolic disease Diseases 0.000 claims 1
- 230000002503 metabolic effect Effects 0.000 claims 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- 206010028417 myasthenia gravis Diseases 0.000 claims 1
- ZTCCNJAVWUEBJC-UHFFFAOYSA-N n-(2-cyclopropylpyrimidin-5-yl)-4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C(C=N1)=CN=C1C1CC1 ZTCCNJAVWUEBJC-UHFFFAOYSA-N 0.000 claims 1
- ODTOSIJBXMJBRZ-UHFFFAOYSA-N n-(2-methylpropyl)-4-(oxan-4-ylmethoxy)-n-(5-propan-2-ylpyridin-2-yl)benzenesulfonamide Chemical compound C=1C=C(OCC2CCOCC2)C=CC=1S(=O)(=O)N(CC(C)C)C1=CC=C(C(C)C)C=N1 ODTOSIJBXMJBRZ-UHFFFAOYSA-N 0.000 claims 1
- LWEACDNFKYDAKP-UHFFFAOYSA-N n-(3,5-dimethylpyridin-2-yl)-n-(2-methylpropyl)-4-(oxan-4-ylmethoxy)benzenesulfonamide Chemical compound C=1C=C(OCC2CCOCC2)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC=C(C)C=C1C LWEACDNFKYDAKP-UHFFFAOYSA-N 0.000 claims 1
- LROWSBKQWVBMLW-UHFFFAOYSA-N n-(3-methoxy-5-propan-2-ylpyridin-2-yl)-n-(2-methylpropyl)-4-(oxan-4-ylmethoxy)benzenesulfonamide Chemical compound COC1=CC(C(C)C)=CN=C1N(CC(C)C)S(=O)(=O)C(C=C1)=CC=C1OCC1CCOCC1 LROWSBKQWVBMLW-UHFFFAOYSA-N 0.000 claims 1
- AQRJWCFCXLPNTG-UHFFFAOYSA-N n-(3-methyl-5-prop-1-en-2-ylpyridin-2-yl)-n-(2-methylpropyl)-4-(oxan-4-ylmethoxy)benzenesulfonamide Chemical compound C=1C=C(OCC2CCOCC2)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC=C(C(C)=C)C=C1C AQRJWCFCXLPNTG-UHFFFAOYSA-N 0.000 claims 1
- LPEMIRPOQNTOOZ-UHFFFAOYSA-N n-(3-methyl-5-propan-2-ylpyridin-2-yl)-n-(2-methylpropyl)-4-(oxan-4-ylmethoxy)benzenesulfonamide Chemical compound C=1C=C(OCC2CCOCC2)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC=C(C(C)C)C=C1C LPEMIRPOQNTOOZ-UHFFFAOYSA-N 0.000 claims 1
- MHVBWCHVZNJXOJ-UHFFFAOYSA-N n-(3-methylbutan-2-yl)-4-(oxan-4-ylmethoxy)-n-(5-propan-2-ylpyridin-2-yl)benzenesulfonamide Chemical compound C=1C=C(OCC2CCOCC2)C=CC=1S(=O)(=O)N(C(C)C(C)C)C1=CC=C(C(C)C)C=N1 MHVBWCHVZNJXOJ-UHFFFAOYSA-N 0.000 claims 1
- IKCDGWIVGDKKFV-UHFFFAOYSA-N n-(5-chloro-3-methylpyridin-2-yl)-n-(2-methylpropyl)-4-(oxan-4-ylmethoxy)benzenesulfonamide Chemical compound C=1C=C(OCC2CCOCC2)C=CC=1S(=O)(=O)N(CC(C)C)C1=NC=C(Cl)C=C1C IKCDGWIVGDKKFV-UHFFFAOYSA-N 0.000 claims 1
- ZSUGXLBCMSKAHG-UHFFFAOYSA-N n-(5-chloropyridin-2-yl)-4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C1=CC=C(Cl)C=N1 ZSUGXLBCMSKAHG-UHFFFAOYSA-N 0.000 claims 1
- ALVZFNUESAMNRF-UHFFFAOYSA-N n-(6-cyclopropylpyridazin-3-yl)-4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(2-methylpropyl)benzenesulfonamide Chemical compound C=1C=C(OCC2=C(ON=C2C)C)C=CC=1S(=O)(=O)N(CC(C)C)C(N=N1)=CC=C1C1CC1 ALVZFNUESAMNRF-UHFFFAOYSA-N 0.000 claims 1
- VUYOURVRRXKCDI-UHFFFAOYSA-N n-(6-methoxypyridin-2-yl)-n-(2-methylpropyl)-4-(pyridin-4-ylmethoxy)benzenesulfonamide Chemical compound COC1=CC=CC(N(CC(C)C)S(=O)(=O)C=2C=CC(OCC=3C=CN=CC=3)=CC=2)=N1 VUYOURVRRXKCDI-UHFFFAOYSA-N 0.000 claims 1
- XZRSNLVAVQFMLA-UHFFFAOYSA-N n-(cyclobutylmethyl)-4-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-n-(5-propan-2-ylpyridin-2-yl)benzenesulfonamide Chemical compound N1=CC(C(C)C)=CC=C1N(S(=O)(=O)C=1C=CC(OCC2=C(ON=C2C)C)=CC=1)CC1CCC1 XZRSNLVAVQFMLA-UHFFFAOYSA-N 0.000 claims 1
- 208000008795 neuromyelitis optica Diseases 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 230000002685 pulmonary effect Effects 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 210000003786 sclera Anatomy 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 1
- 0 *c(cc1)c(C*=C)cc1S(N(*)*)(=O)=O Chemical compound *c(cc1)c(C*=C)cc1S(N(*)*)(=O)=O 0.000 description 8
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1207406.8A GB201207406D0 (en) | 2012-04-27 | 2012-04-27 | Novel compounds |
| GB1207406.8 | 2012-04-27 | ||
| PCT/EP2013/058667 WO2013160419A1 (en) | 2012-04-27 | 2013-04-25 | Novel compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015514794A JP2015514794A (ja) | 2015-05-21 |
| JP2015514794A5 true JP2015514794A5 (OSRAM) | 2016-06-09 |
| JP6180509B2 JP6180509B2 (ja) | 2017-08-16 |
Family
ID=46330458
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015507544A Expired - Fee Related JP6180509B2 (ja) | 2012-04-27 | 2013-04-25 | 新規化合物 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US9242972B2 (OSRAM) |
| EP (1) | EP2841430A1 (OSRAM) |
| JP (1) | JP6180509B2 (OSRAM) |
| GB (1) | GB201207406D0 (OSRAM) |
| WO (1) | WO2013160419A1 (OSRAM) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2014012989A (es) | 2012-04-27 | 2015-01-22 | Glaxo Group Ltd | Compuestos novedosos. |
| PE20151144A1 (es) | 2012-12-06 | 2015-08-02 | Glaxo Group Ltd | Moduladores de la orphan receptor gamma retinoides relacionados (ror - gamma) para uso en el tratamiento de las enfermedades autoinmunes e inflamatorias |
| CN104530014B (zh) * | 2013-12-25 | 2018-03-20 | 中国科学院广州生物医药与健康研究院 | 2‑氧代‑1,2‑二氢苯并[cd]吲哚‑6‑磺酰胺类化合物及其组合物和应用 |
| EA031804B1 (ru) | 2014-02-03 | 2019-02-28 | Вайтаи Фармасьютиклз, Инк. | Дигидропирролопиридиновые ингибиторы ror-гамма |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2064336B (en) | 1979-12-06 | 1984-03-14 | Glaxo Group Ltd | Device for dispensing medicaments |
| DE3274065D1 (de) | 1981-07-08 | 1986-12-11 | Draco Ab | Powder inhalator |
| GB2169265B (en) | 1982-10-08 | 1987-08-12 | Glaxo Group Ltd | Pack for medicament |
| IT1203660B (it) | 1982-10-08 | 1989-02-15 | Glaxo Group Ltd | Dispositivi per somministrare farmaci a pazienti e confezione di blister per essi |
| GB2178965B (en) | 1985-07-30 | 1988-08-03 | Glaxo Group Ltd | Devices for administering medicaments to patients |
| GB9004781D0 (en) | 1990-03-02 | 1990-04-25 | Glaxo Group Ltd | Device |
| BRPI0212455B8 (pt) | 2001-09-14 | 2021-05-25 | Glaxo Group Ltd | composto derivado de fenetanolamina para o tratamento de doenças respiratórias, formulação farmacêutica, combinação, e, uso do mesmo |
| WO2006038594A1 (ja) * | 2004-10-04 | 2006-04-13 | Ono Pharmaceutical Co., Ltd. | Ｎ型カルシウムチャネル阻害薬 |
| GB201116641D0 (en) * | 2011-09-27 | 2011-11-09 | Glaxo Group Ltd | Novel compounds |
-
2012
- 2012-04-27 GB GBGB1207406.8A patent/GB201207406D0/en not_active Ceased
-
2013
- 2013-04-25 JP JP2015507544A patent/JP6180509B2/ja not_active Expired - Fee Related
- 2013-04-25 US US14/394,113 patent/US9242972B2/en not_active Expired - Fee Related
- 2013-04-25 EP EP13720869.0A patent/EP2841430A1/en not_active Withdrawn
- 2013-04-25 WO PCT/EP2013/058667 patent/WO2013160419A1/en not_active Ceased
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