JP2013538802A5 - - Google Patents
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- JP2013538802A5 JP2013538802A5 JP2013523640A JP2013523640A JP2013538802A5 JP 2013538802 A5 JP2013538802 A5 JP 2013538802A5 JP 2013523640 A JP2013523640 A JP 2013523640A JP 2013523640 A JP2013523640 A JP 2013523640A JP 2013538802 A5 JP2013538802 A5 JP 2013538802A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- indan
- sulfonamide
- methylaminomethyl
- azetidin
- 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.)
- Pending
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- 229910052739 hydrogen Inorganic materials 0.000 claims 29
- 239000001257 hydrogen Substances 0.000 claims 29
- 150000001875 compounds Chemical class 0.000 claims 22
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 13
- 150000002431 hydrogen Chemical class 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 125000002947 alkylene group Chemical group 0.000 claims 8
- 125000006533 methyl amino methyl group Chemical group [H]N(C([H])([H])[H])C([H])([H])* 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 7
- 125000004432 carbon atom Chemical group C* 0.000 claims 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 6
- -1 1,2-ethylene Chemical group 0.000 claims 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 5
- 125000000623 heterocyclic group Chemical group 0.000 claims 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 4
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 4
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 4
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims 4
- 125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims 4
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 3
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 2
- 125000004845 (C1-C6) alkylsulfonylamino group Chemical group 0.000 claims 2
- SEPPVOUBHWNCAW-FNORWQNLSA-N (E)-4-oxonon-2-enal Chemical compound CCCCCC(=O)\C=C\C=O SEPPVOUBHWNCAW-FNORWQNLSA-N 0.000 claims 2
- JAURKIVAGLWIBP-UHFFFAOYSA-N 1h-imidazole-5-sulfonamide Chemical compound NS(=O)(=O)C1=CNC=N1 JAURKIVAGLWIBP-UHFFFAOYSA-N 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- WTAIJRFCADYYOL-UHFFFAOYSA-N n-[2-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1OCCNS(=O)(=O)C=1C=NN(C)C=1 WTAIJRFCADYYOL-UHFFFAOYSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 2
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 1
- UOMASYSEPDZKSQ-UHFFFAOYSA-N 1h-pyrazole-4-sulfonamide Chemical compound NS(=O)(=O)C=1C=NNC=1 UOMASYSEPDZKSQ-UHFFFAOYSA-N 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- 125000003320 C2-C6 alkenyloxy group Chemical group 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- HYMXQESPSIAYCN-UHFFFAOYSA-N cyclobutanesulfonamide Chemical compound NS(=O)(=O)C1CCC1 HYMXQESPSIAYCN-UHFFFAOYSA-N 0.000 claims 1
- 125000005549 heteroarylene group Chemical group 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- MRRSSJPJKZFUHO-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCC=2C=C3C(CC=4C=C(Cl)C=CC=4)C(CN4CCC4)CC3=CC=2)=C1 MRRSSJPJKZFUHO-UHFFFAOYSA-N 0.000 claims 1
- HJIVOJBYRIGNLG-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCC1=CC=C(CC(CN2CCC2)C2CC=3C=C(Cl)C=CC=3)C2=C1 HJIVOJBYRIGNLG-UHFFFAOYSA-N 0.000 claims 1
- OPWPQJIGYBBFMY-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound ClC1=CC=CC(CC2C3=CC(CCNS(=O)(=O)C4CCC4)=CC=C3CC2CN2CCC2)=C1 OPWPQJIGYBBFMY-UHFFFAOYSA-N 0.000 claims 1
- LYYGLVNCKHWOBR-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=CC(Cl)=CC=1CC1C=2C=C(CCNS(=O)(=O)CC3CC3)C(F)=CC=2CC1CN1CCC1 LYYGLVNCKHWOBR-UHFFFAOYSA-N 0.000 claims 1
- PPNGMKVCPNAVTB-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCC=2C(=CC=3CC(CN4CCC4)C(CC=4C=C(Cl)C=CC=4)C=3C=2)F)=C1 PPNGMKVCPNAVTB-UHFFFAOYSA-N 0.000 claims 1
- NHMPUCQKXJDOGK-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC(Cl)=C1 NHMPUCQKXJDOGK-UHFFFAOYSA-N 0.000 claims 1
- FEFAIFXOOMMDBC-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C=1C=CC(Cl)=CC=1CC1C=2C=C(CCNS(=O)(=O)C3CCC3)C(F)=CC=2CC1CN1CCC1 FEFAIFXOOMMDBC-UHFFFAOYSA-N 0.000 claims 1
- CPVQCCSCAAGUKO-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(CCNS(=O)(=O)CC4CC4)=CC=C3CC2CN2CCC2)=C1 CPVQCCSCAAGUKO-UHFFFAOYSA-N 0.000 claims 1
- DAOBOAKQPNOZFO-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCC=2C=C3C(CC=4C=C(F)C=CC=4)C(CN4CCC4)CC3=CC=2)=C1 DAOBOAKQPNOZFO-UHFFFAOYSA-N 0.000 claims 1
- CMGRYEDZZUJBEV-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCC1=CC=C(CC(CN2CCC2)C2CC=3C=C(F)C=CC=3)C2=C1 CMGRYEDZZUJBEV-UHFFFAOYSA-N 0.000 claims 1
- HXZOHVCEYRDFJV-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(CCNS(=O)(=O)C4CCC4)=CC=C3CC2CN2CCC2)=C1 HXZOHVCEYRDFJV-UHFFFAOYSA-N 0.000 claims 1
- QLFGDECAQYTVNZ-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound FC(F)(F)C1=CC=CC(CC2C3=CC(CCNS(=O)(=O)CC4CC4)=CC=C3CC2CN2CCC2)=C1 QLFGDECAQYTVNZ-UHFFFAOYSA-N 0.000 claims 1
- JNMGQGTXCXAYPA-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCC=2C=C3C(CC=4C=C(C=CC=4)C(F)(F)F)C(CN4CCC4)CC3=CC=2)=C1 JNMGQGTXCXAYPA-UHFFFAOYSA-N 0.000 claims 1
- LUSKFABQLZCUEO-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCC1=CC=C(CC(CN2CCC2)C2CC=3C=C(C=CC=3)C(F)(F)F)C2=C1 LUSKFABQLZCUEO-UHFFFAOYSA-N 0.000 claims 1
- KKZFMYGCELJXRJ-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound FC(F)(F)C1=CC=CC(CC2C3=CC(CCNS(=O)(=O)C4CCC4)=CC=C3CC2CN2CCC2)=C1 KKZFMYGCELJXRJ-UHFFFAOYSA-N 0.000 claims 1
- QSVDLGBDLPJIQK-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=C2CC(CN3CCC3)C(CC=3C=CC=CC=3)C2=CC=1CCNS(=O)(=O)CC1CC1 QSVDLGBDLPJIQK-UHFFFAOYSA-N 0.000 claims 1
- KCZJJAPVURKYEF-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCC=2C=C3C(CC=4C=CC=CC=4)C(CN4CCC4)CC3=CC=2)=C1 KCZJJAPVURKYEF-UHFFFAOYSA-N 0.000 claims 1
- GFZWKJXFPOWOGJ-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1CCC1S(=O)(=O)NCCC(C=C1C2CC=3C=CC=CC=3)=CC=C1CC2CN1CCC1 GFZWKJXFPOWOGJ-UHFFFAOYSA-N 0.000 claims 1
- MHTBDYCQGUNTFK-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=CC=CC=1CC1C=2C=C(CCNS(=O)(=O)CC3CC3)C(F)=CC=2CC1CN1CCC1 MHTBDYCQGUNTFK-UHFFFAOYSA-N 0.000 claims 1
- UBIVTYSDUTUIPW-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCC=2C(=CC=3CC(CN4CCC4)C(CC=4C=CC=CC=4)C=3C=2)F)=C1 UBIVTYSDUTUIPW-UHFFFAOYSA-N 0.000 claims 1
- BBTKREIOUGSVSW-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC=C1 BBTKREIOUGSVSW-UHFFFAOYSA-N 0.000 claims 1
- UQZOZSNCBFQUHB-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C=1C=CC=CC=1CC1C=2C=C(CCNS(=O)(=O)C3CCC3)C(F)=CC=2CC1CN1CCC1 UQZOZSNCBFQUHB-UHFFFAOYSA-N 0.000 claims 1
- OUSUCMGLJABWLC-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(CCNS(=O)(=O)CC4CC4)=C(F)C=C3CC2CN2CCC2)=C1 OUSUCMGLJABWLC-UHFFFAOYSA-N 0.000 claims 1
- LTIOCHVYSQRXKV-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCC=2C(=CC=3CC(CN4CCC4)C(CC=4C=C(F)C=CC=4)C=3C=2)F)=C1 LTIOCHVYSQRXKV-UHFFFAOYSA-N 0.000 claims 1
- HUSHHQREZQTVHO-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(CCNS(=O)(=O)C4CCC4)=C(F)C=C3CC2CN2CCC2)=C1 HUSHHQREZQTVHO-UHFFFAOYSA-N 0.000 claims 1
- XPPKITWRLSQDPN-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=CC(C(F)(F)F)=CC=1CC1C=2C=C(CCNS(=O)(=O)CC3CC3)C(F)=CC=2CC1CN1CCC1 XPPKITWRLSQDPN-UHFFFAOYSA-N 0.000 claims 1
- VUBKCKCUJWSTDM-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCC=2C(=CC=3CC(CN4CCC4)C(CC=4C=C(C=CC=4)C(F)(F)F)C=3C=2)F)=C1 VUBKCKCUJWSTDM-UHFFFAOYSA-N 0.000 claims 1
- GBWFBDNONAVICY-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC(C(F)(F)F)=C1 GBWFBDNONAVICY-UHFFFAOYSA-N 0.000 claims 1
- QSUCCZCHOHPENO-UHFFFAOYSA-N n-[2-[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C=1C=CC(C(F)(F)F)=CC=1CC1C=2C=C(CCNS(=O)(=O)C3CCC3)C(F)=CC=2CC1CN1CCC1 QSUCCZCHOHPENO-UHFFFAOYSA-N 0.000 claims 1
- HUMJWHHLIXVZAM-UHFFFAOYSA-N n-[2-[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC=C1CCNS(=O)(=O)C1CCC1 HUMJWHHLIXVZAM-UHFFFAOYSA-N 0.000 claims 1
- IRBQXOGCTKYRGC-UHFFFAOYSA-N n-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)CC1CC1 IRBQXOGCTKYRGC-UHFFFAOYSA-N 0.000 claims 1
- JCMNRKOZYSOCEI-UHFFFAOYSA-N n-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C1=CN(C)C=N1 JCMNRKOZYSOCEI-UHFFFAOYSA-N 0.000 claims 1
- NQXFFOXRDIADOV-UHFFFAOYSA-N n-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C=1C=NN(C)C=1 NQXFFOXRDIADOV-UHFFFAOYSA-N 0.000 claims 1
- GKVOARIWLCQDQP-UHFFFAOYSA-N n-[2-[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C1CCC1 GKVOARIWLCQDQP-UHFFFAOYSA-N 0.000 claims 1
- IHEOIMLIGJHMNJ-UHFFFAOYSA-N n-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)CC1CC1 IHEOIMLIGJHMNJ-UHFFFAOYSA-N 0.000 claims 1
- WRNZPXQHINQKIH-UHFFFAOYSA-N n-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C1=CN(C)C=N1 WRNZPXQHINQKIH-UHFFFAOYSA-N 0.000 claims 1
- GWQYHLBJQCDJFK-UHFFFAOYSA-N n-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C=1C=NN(C)C=1 GWQYHLBJQCDJFK-UHFFFAOYSA-N 0.000 claims 1
- CPWAZAAZGXVHHQ-UHFFFAOYSA-N n-[2-[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C1CCC1 CPWAZAAZGXVHHQ-UHFFFAOYSA-N 0.000 claims 1
- PDFMTAJNRNIBNP-UHFFFAOYSA-N n-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C1=CN(C)C=N1 PDFMTAJNRNIBNP-UHFFFAOYSA-N 0.000 claims 1
- YUDYTCFKWNQUHB-UHFFFAOYSA-N n-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C=1C=NN(C)C=1 YUDYTCFKWNQUHB-UHFFFAOYSA-N 0.000 claims 1
- CPDYTNNINDQZPO-UHFFFAOYSA-N n-[2-[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C1CCC1 CPDYTNNINDQZPO-UHFFFAOYSA-N 0.000 claims 1
- CAJNEQCUPKJFFS-UHFFFAOYSA-N n-[2-[3-benzyl-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)CC1CC1 CAJNEQCUPKJFFS-UHFFFAOYSA-N 0.000 claims 1
- LAJKWDRQZDFTKM-UHFFFAOYSA-N n-[2-[3-benzyl-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C1=CN(C)C=N1 LAJKWDRQZDFTKM-UHFFFAOYSA-N 0.000 claims 1
- NBQZWSPERUVMPX-UHFFFAOYSA-N n-[2-[3-benzyl-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C=1C=NN(C)C=1 NBQZWSPERUVMPX-UHFFFAOYSA-N 0.000 claims 1
- JOTLECGYMTXTGG-UHFFFAOYSA-N n-[2-[3-benzyl-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC=C1CCNS(=O)(=O)C1CCC1 JOTLECGYMTXTGG-UHFFFAOYSA-N 0.000 claims 1
- DAGFYBVGDRQSOV-UHFFFAOYSA-N n-[2-[3-benzyl-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)CC1CC1 DAGFYBVGDRQSOV-UHFFFAOYSA-N 0.000 claims 1
- YBFPRARTHPUEIA-UHFFFAOYSA-N n-[2-[3-benzyl-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C1=CN(C)C=N1 YBFPRARTHPUEIA-UHFFFAOYSA-N 0.000 claims 1
- DGRYOVBOGICCJW-UHFFFAOYSA-N n-[2-[3-benzyl-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C=1C=NN(C)C=1 DGRYOVBOGICCJW-UHFFFAOYSA-N 0.000 claims 1
- IVJHKIHAOAAISN-UHFFFAOYSA-N n-[2-[3-benzyl-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C1CCC1 IVJHKIHAOAAISN-UHFFFAOYSA-N 0.000 claims 1
- CHBCLOJWKJBXPT-UHFFFAOYSA-N n-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C1=CN(C)C=N1 CHBCLOJWKJBXPT-UHFFFAOYSA-N 0.000 claims 1
- MZPLFBTZLGXVKV-UHFFFAOYSA-N n-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C=1C=NN(C)C=1 MZPLFBTZLGXVKV-UHFFFAOYSA-N 0.000 claims 1
- PQJRJKDTJQVNJR-UHFFFAOYSA-N n-[2-[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C1CCC1 PQJRJKDTJQVNJR-UHFFFAOYSA-N 0.000 claims 1
- ONBRMEUZJISBMY-UHFFFAOYSA-N n-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C1=CN(C)C=N1 ONBRMEUZJISBMY-UHFFFAOYSA-N 0.000 claims 1
- BHNNIJMKOAXYRU-UHFFFAOYSA-N n-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C=1C=NN(C)C=1 BHNNIJMKOAXYRU-UHFFFAOYSA-N 0.000 claims 1
- WPSOUBSTMJVKLK-UHFFFAOYSA-N n-[2-[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC(F)=C1CCNS(=O)(=O)C1CCC1 WPSOUBSTMJVKLK-UHFFFAOYSA-N 0.000 claims 1
- SILLXNJKJZPHNA-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound ClC1=CC=CC(CC2C3=CC(OCCNS(=O)(=O)CC4CC4)=CC=C3CC2CN2CCC2)=C1 SILLXNJKJZPHNA-UHFFFAOYSA-N 0.000 claims 1
- WLTGWJSOSQODIH-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCOC=2C=C3C(CC=4C=C(Cl)C=CC=4)C(CN4CCC4)CC3=CC=2)=C1 WLTGWJSOSQODIH-UHFFFAOYSA-N 0.000 claims 1
- VVJFOUPSQPYFOW-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCOC1=CC=C(CC(CN2CCC2)C2CC=3C=C(Cl)C=CC=3)C2=C1 VVJFOUPSQPYFOW-UHFFFAOYSA-N 0.000 claims 1
- TXVPLXZPNJYWRT-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound ClC1=CC=CC(CC2C3=CC(OCCNS(=O)(=O)C4CCC4)=CC=C3CC2CN2CCC2)=C1 TXVPLXZPNJYWRT-UHFFFAOYSA-N 0.000 claims 1
- OVKUBGLRWQZWPX-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=CC(Cl)=CC=1CC1C=2C=C(OCCNS(=O)(=O)CC3CC3)C(F)=CC=2CC1CN1CCC1 OVKUBGLRWQZWPX-UHFFFAOYSA-N 0.000 claims 1
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- PPWJCUCKUOSNGA-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCOC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC(Cl)=C1 PPWJCUCKUOSNGA-UHFFFAOYSA-N 0.000 claims 1
- HIQUUNDCNBAEHA-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound C=1C=CC(Cl)=CC=1CC1C=2C=C(OCCNS(=O)(=O)C3CCC3)C(F)=CC=2CC1CN1CCC1 HIQUUNDCNBAEHA-UHFFFAOYSA-N 0.000 claims 1
- ZRQPJJCZVOZJND-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(OCCNS(=O)(=O)CC4CC4)=CC=C3CC2CN2CCC2)=C1 ZRQPJJCZVOZJND-UHFFFAOYSA-N 0.000 claims 1
- JKESITYCJRYRKR-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCOC=2C=C3C(CC=4C=C(F)C=CC=4)C(CN4CCC4)CC3=CC=2)=C1 JKESITYCJRYRKR-UHFFFAOYSA-N 0.000 claims 1
- VOCYZMQGDBOQFK-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCOC1=CC=C(CC(CN2CCC2)C2CC=3C=C(F)C=CC=3)C2=C1 VOCYZMQGDBOQFK-UHFFFAOYSA-N 0.000 claims 1
- KSOLMCHYOVUWHP-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(OCCNS(=O)(=O)C4CCC4)=CC=C3CC2CN2CCC2)=C1 KSOLMCHYOVUWHP-UHFFFAOYSA-N 0.000 claims 1
- XCDWZBVMVKHWDA-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound FC(F)(F)C1=CC=CC(CC2C3=CC(OCCNS(=O)(=O)CC4CC4)=CC=C3CC2CN2CCC2)=C1 XCDWZBVMVKHWDA-UHFFFAOYSA-N 0.000 claims 1
- SNKBRYOPZPGDNL-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCOC=2C=C3C(CC=4C=C(C=CC=4)C(F)(F)F)C(CN4CCC4)CC3=CC=2)=C1 SNKBRYOPZPGDNL-UHFFFAOYSA-N 0.000 claims 1
- LBXGEQJIUBZPQE-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCOC1=CC=C(CC(CN2CCC2)C2CC=3C=C(C=CC=3)C(F)(F)F)C2=C1 LBXGEQJIUBZPQE-UHFFFAOYSA-N 0.000 claims 1
- NVPDWRFUBLNCSZ-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound FC(F)(F)C1=CC=CC(CC2C3=CC(OCCNS(=O)(=O)C4CCC4)=CC=C3CC2CN2CCC2)=C1 NVPDWRFUBLNCSZ-UHFFFAOYSA-N 0.000 claims 1
- JEYZZXPGAVOVGH-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=C2CC(CN3CCC3)C(CC=3C=CC=CC=3)C2=CC=1OCCNS(=O)(=O)CC1CC1 JEYZZXPGAVOVGH-UHFFFAOYSA-N 0.000 claims 1
- ZFXUAKAPRVNCNU-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCOC=2C=C3C(CC=4C=CC=CC=4)C(CN4CCC4)CC3=CC=2)=C1 ZFXUAKAPRVNCNU-UHFFFAOYSA-N 0.000 claims 1
- CUVZVUCREKVALW-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCOC1=CC=C(CC(CN2CCC2)C2CC=3C=CC=CC=3)C2=C1 CUVZVUCREKVALW-UHFFFAOYSA-N 0.000 claims 1
- QKJOCICMHAKJMT-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound C1CCC1S(=O)(=O)NCCOC(C=C1C2CC=3C=CC=CC=3)=CC=C1CC2CN1CCC1 QKJOCICMHAKJMT-UHFFFAOYSA-N 0.000 claims 1
- FEGRVJBKTOIHKX-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=CC=CC=1CC1C=2C=C(OCCNS(=O)(=O)CC3CC3)C(F)=CC=2CC1CN1CCC1 FEGRVJBKTOIHKX-UHFFFAOYSA-N 0.000 claims 1
- YXWADLSWGGJYJT-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCOC=2C(=CC=3CC(CN4CCC4)C(CC=4C=CC=CC=4)C=3C=2)F)=C1 YXWADLSWGGJYJT-UHFFFAOYSA-N 0.000 claims 1
- GSANFORHIPYYGE-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCOC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC=C1 GSANFORHIPYYGE-UHFFFAOYSA-N 0.000 claims 1
- HHIVPOSVYVVFIB-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound C=1C=CC=CC=1CC1C=2C=C(OCCNS(=O)(=O)C3CCC3)C(F)=CC=2CC1CN1CCC1 HHIVPOSVYVVFIB-UHFFFAOYSA-N 0.000 claims 1
- CNOBXNNVNXDYCH-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(OCCNS(=O)(=O)CC4CC4)=C(F)C=C3CC2CN2CCC2)=C1 CNOBXNNVNXDYCH-UHFFFAOYSA-N 0.000 claims 1
- CCFRHVAYEPGWCS-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCOC=2C(=CC=3CC(CN4CCC4)C(CC=4C=C(F)C=CC=4)C=3C=2)F)=C1 CCFRHVAYEPGWCS-UHFFFAOYSA-N 0.000 claims 1
- HABIMUYPNINLID-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCOC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC(F)=C1 HABIMUYPNINLID-UHFFFAOYSA-N 0.000 claims 1
- QQAKLBIUGMFWJA-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(OCCNS(=O)(=O)C4CCC4)=C(F)C=C3CC2CN2CCC2)=C1 QQAKLBIUGMFWJA-UHFFFAOYSA-N 0.000 claims 1
- SRPHTQOFJDDSAT-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCCOC=2C(=CC=3CC(CN4CCC4)C(CC=4C=C(C=CC=4)C(F)(F)F)C=3C=2)F)=C1 SRPHTQOFJDDSAT-UHFFFAOYSA-N 0.000 claims 1
- VPCUHECAYGHGMX-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCCOC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC(C(F)(F)F)=C1 VPCUHECAYGHGMX-UHFFFAOYSA-N 0.000 claims 1
- IJCVCJTVYXZQFB-UHFFFAOYSA-N n-[2-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound C=1C=CC(C(F)(F)F)=CC=1CC1C=2C=C(OCCNS(=O)(=O)C3CCC3)C(F)=CC=2CC1CN1CCC1 IJCVCJTVYXZQFB-UHFFFAOYSA-N 0.000 claims 1
- DAGYBQSKHXTJOE-UHFFFAOYSA-N n-[2-[[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC=C1OCCNS(=O)(=O)C1CCC1 DAGYBQSKHXTJOE-UHFFFAOYSA-N 0.000 claims 1
- IMDYIHHLPFPXJX-UHFFFAOYSA-N n-[2-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1OCCNS(=O)(=O)CC1CC1 IMDYIHHLPFPXJX-UHFFFAOYSA-N 0.000 claims 1
- NTUSAOKVLOQXKO-UHFFFAOYSA-N n-[2-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1OCCNS(=O)(=O)C1=CN(C)C=N1 NTUSAOKVLOQXKO-UHFFFAOYSA-N 0.000 claims 1
- IXSNPOQEYLCHAR-UHFFFAOYSA-N n-[2-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1OCCNS(=O)(=O)C1CCC1 IXSNPOQEYLCHAR-UHFFFAOYSA-N 0.000 claims 1
- ZYVFBNBUVODRLN-UHFFFAOYSA-N n-[2-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1OCCNS(=O)(=O)CC1CC1 ZYVFBNBUVODRLN-UHFFFAOYSA-N 0.000 claims 1
- DMVAUGIDWRTVKZ-UHFFFAOYSA-N n-[2-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1OCCNS(=O)(=O)C1=CN(C)C=N1 DMVAUGIDWRTVKZ-UHFFFAOYSA-N 0.000 claims 1
- OZIIKZONXSOOFY-UHFFFAOYSA-N n-[2-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1OCCNS(=O)(=O)C=1C=NN(C)C=1 OZIIKZONXSOOFY-UHFFFAOYSA-N 0.000 claims 1
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- VYYSXZTZNRZWTL-UHFFFAOYSA-N n-[2-[[3-benzyl-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC(F)=C1OCCNS(=O)(=O)C1=CN(C)C=N1 VYYSXZTZNRZWTL-UHFFFAOYSA-N 0.000 claims 1
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- UFYNMOXWJOZBEL-UHFFFAOYSA-N n-[2-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC(F)=C1OCCNS(=O)(=O)C1CCC1 UFYNMOXWJOZBEL-UHFFFAOYSA-N 0.000 claims 1
- WQYZGMFFHHOPMM-UHFFFAOYSA-N n-[2-[[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC(F)=C1OCCNS(=O)(=O)C1=CN(C)C=N1 WQYZGMFFHHOPMM-UHFFFAOYSA-N 0.000 claims 1
- UISYKVAALWGNQX-UHFFFAOYSA-N n-[2-[[6-fluoro-3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]oxy]ethyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC(F)=C1OCCNS(=O)(=O)C=1C=NN(C)C=1 UISYKVAALWGNQX-UHFFFAOYSA-N 0.000 claims 1
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- CLWCFCFACDAOIM-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCC1=CC=C(CC(CN2CCC2)C2CC=3C=C(Cl)C=CC=3)C2=C1 CLWCFCFACDAOIM-UHFFFAOYSA-N 0.000 claims 1
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- OPEMVNHMFYWCOZ-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-[(3-chlorophenyl)methyl]-6-fluoro-2,3-dihydro-1h-inden-5-yl]methyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=CC(Cl)=CC=1CC1C=2C=C(CNS(=O)(=O)CC3CC3)C(F)=CC=2CC1CN1CCC1 OPEMVNHMFYWCOZ-UHFFFAOYSA-N 0.000 claims 1
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- KPZZPAGZKAGPGI-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-cyclopropylmethanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(CNS(=O)(=O)CC4CC4)=CC=C3CC2CN2CCC2)=C1 KPZZPAGZKAGPGI-UHFFFAOYSA-N 0.000 claims 1
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- YTSISQJXFJHIRO-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCC1=CC=C(CC(CN2CCC2)C2CC=3C=C(C=CC=3)C(F)(F)F)C2=C1 YTSISQJXFJHIRO-UHFFFAOYSA-N 0.000 claims 1
- LJDSICCLYXTSDN-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound FC(F)(F)C1=CC=CC(CC2C3=CC(CNS(=O)(=O)C4CCC4)=CC=C3CC2CN2CCC2)=C1 LJDSICCLYXTSDN-UHFFFAOYSA-N 0.000 claims 1
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- SGCYRPBTQZFUNI-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCC1=CC=C(CC(CN2CCC2)C2CC=3C=CC=CC=3)C2=C1 SGCYRPBTQZFUNI-UHFFFAOYSA-N 0.000 claims 1
- IVHJWEQYTCTNTL-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-benzyl-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C1CCC1S(=O)(=O)NCC(C=C1C2CC=3C=CC=CC=3)=CC=C1CC2CN1CCC1 IVHJWEQYTCTNTL-UHFFFAOYSA-N 0.000 claims 1
- UPFUGLGOMIBNOW-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]methyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=CC=CC=1CC1C=2C=C(CNS(=O)(=O)CC3CC3)C(F)=CC=2CC1CN1CCC1 UPFUGLGOMIBNOW-UHFFFAOYSA-N 0.000 claims 1
- OLFPVWBKINWNNS-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCC=2C(=CC=3CC(CN4CCC4)C(CC=4C=CC=CC=4)C=3C=2)F)=C1 OLFPVWBKINWNNS-UHFFFAOYSA-N 0.000 claims 1
- PAGCIGBJDGUBKY-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC=C1 PAGCIGBJDGUBKY-UHFFFAOYSA-N 0.000 claims 1
- IMGPVVZAPHSXNW-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-3-benzyl-6-fluoro-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C=1C=CC=CC=1CC1C=2C=C(CNS(=O)(=O)C3CCC3)C(F)=CC=2CC1CN1CCC1 IMGPVVZAPHSXNW-UHFFFAOYSA-N 0.000 claims 1
- YUYMLKIKUDVHOJ-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-cyclopropylmethanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(CNS(=O)(=O)CC4CC4)=C(F)C=C3CC2CN2CCC2)=C1 YUYMLKIKUDVHOJ-UHFFFAOYSA-N 0.000 claims 1
- WUHYEZKSJDFILN-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCC=2C(=CC=3CC(CN4CCC4)C(CC=4C=C(F)C=CC=4)C=3C=2)F)=C1 WUHYEZKSJDFILN-UHFFFAOYSA-N 0.000 claims 1
- VLQIKDKYXYKKMH-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC(F)=C1 VLQIKDKYXYKKMH-UHFFFAOYSA-N 0.000 claims 1
- OXBJBVXEBXJPGZ-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[(3-fluorophenyl)methyl]-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound FC1=CC=CC(CC2C3=CC(CNS(=O)(=O)C4CCC4)=C(F)C=C3CC2CN2CCC2)=C1 OXBJBVXEBXJPGZ-UHFFFAOYSA-N 0.000 claims 1
- JQMSLGSFHOESDB-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-cyclopropylmethanesulfonamide Chemical compound C=1C=CC(C(F)(F)F)=CC=1CC1C=2C=C(CNS(=O)(=O)CC3CC3)C(F)=CC=2CC1CN1CCC1 JQMSLGSFHOESDB-UHFFFAOYSA-N 0.000 claims 1
- PJURTTFGWNGJIE-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylimidazole-4-sulfonamide Chemical compound CN1C=NC(S(=O)(=O)NCC=2C(=CC=3CC(CN4CCC4)C(CC=4C=C(C=CC=4)C(F)(F)F)C=3C=2)F)=C1 PJURTTFGWNGJIE-UHFFFAOYSA-N 0.000 claims 1
- WZMOKUMWNXZQSD-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=NN(C)C=C1S(=O)(=O)NCC(C(=C1)F)=CC2=C1CC(CN1CCC1)C2CC1=CC=CC(C(F)(F)F)=C1 WZMOKUMWNXZQSD-UHFFFAOYSA-N 0.000 claims 1
- IMHYOCPAYCKSOS-UHFFFAOYSA-N n-[[2-(azetidin-1-ylmethyl)-6-fluoro-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C=1C=CC(C(F)(F)F)=CC=1CC1C=2C=C(CNS(=O)(=O)C3CCC3)C(F)=CC=2CC1CN1CCC1 IMHYOCPAYCKSOS-UHFFFAOYSA-N 0.000 claims 1
- REAXXSYAPZOPAR-UHFFFAOYSA-N n-[[2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC=C1CNS(=O)(=O)C1CCC1 REAXXSYAPZOPAR-UHFFFAOYSA-N 0.000 claims 1
- LBIFWCKQURNXHU-UHFFFAOYSA-N n-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1CNS(=O)(=O)C1=CN(C)C=N1 LBIFWCKQURNXHU-UHFFFAOYSA-N 0.000 claims 1
- HQPRMKLFMKREFZ-UHFFFAOYSA-N n-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1CNS(=O)(=O)C=1C=NN(C)C=1 HQPRMKLFMKREFZ-UHFFFAOYSA-N 0.000 claims 1
- HARDJQYIMJIYCM-UHFFFAOYSA-N n-[[3-[(3-chlorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC=C1CNS(=O)(=O)C1CCC1 HARDJQYIMJIYCM-UHFFFAOYSA-N 0.000 claims 1
- LIDGLVOZWULGNK-UHFFFAOYSA-N n-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)CC1CC1 LIDGLVOZWULGNK-UHFFFAOYSA-N 0.000 claims 1
- YPPHLLOVZGMCEZ-UHFFFAOYSA-N n-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)C1=CN(C)C=N1 YPPHLLOVZGMCEZ-UHFFFAOYSA-N 0.000 claims 1
- VOOZPMIOHXYVKM-UHFFFAOYSA-N n-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)C=1C=NN(C)C=1 VOOZPMIOHXYVKM-UHFFFAOYSA-N 0.000 claims 1
- SGPVMCKEOHRGKN-UHFFFAOYSA-N n-[[3-[(3-chlorophenyl)methyl]-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(Cl)C=CC=3)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)C1CCC1 SGPVMCKEOHRGKN-UHFFFAOYSA-N 0.000 claims 1
- LIBAJKHJFSQBTK-UHFFFAOYSA-N n-[[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC=C1CNS(=O)(=O)C1=CN(C)C=N1 LIBAJKHJFSQBTK-UHFFFAOYSA-N 0.000 claims 1
- KZFDBXNORPIICP-UHFFFAOYSA-N n-[[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC=C1CNS(=O)(=O)C=1C=NN(C)C=1 KZFDBXNORPIICP-UHFFFAOYSA-N 0.000 claims 1
- RNOQIQKCELNDKS-UHFFFAOYSA-N n-[[3-[(3-fluorophenyl)methyl]-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(F)C=CC=3)C(CNC)CC2=CC=C1CNS(=O)(=O)C1CCC1 RNOQIQKCELNDKS-UHFFFAOYSA-N 0.000 claims 1
- JGGOWNJZGNAZEW-UHFFFAOYSA-N n-[[3-benzyl-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC=C1CNS(=O)(=O)CC1CC1 JGGOWNJZGNAZEW-UHFFFAOYSA-N 0.000 claims 1
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- CWTQGMIRVWHJPG-UHFFFAOYSA-N n-[[3-benzyl-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-cyclopropylmethanesulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)CC1CC1 CWTQGMIRVWHJPG-UHFFFAOYSA-N 0.000 claims 1
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- IFZPHSXRMGZODL-UHFFFAOYSA-N n-[[3-benzyl-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)C=1C=NN(C)C=1 IFZPHSXRMGZODL-UHFFFAOYSA-N 0.000 claims 1
- CUBOXINSEJXILT-UHFFFAOYSA-N n-[[3-benzyl-6-fluoro-2-(methylaminomethyl)-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=CC=CC=3)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)C1CCC1 CUBOXINSEJXILT-UHFFFAOYSA-N 0.000 claims 1
- HZXXXAIAYGXRFL-UHFFFAOYSA-N n-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylimidazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)C1=CN(C)C=N1 HZXXXAIAYGXRFL-UHFFFAOYSA-N 0.000 claims 1
- OEWBRLXJNYGKKH-UHFFFAOYSA-N n-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]-1-methylpyrazole-4-sulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)C=1C=NN(C)C=1 OEWBRLXJNYGKKH-UHFFFAOYSA-N 0.000 claims 1
- MDBIREMHXPSBKR-UHFFFAOYSA-N n-[[6-fluoro-2-(methylaminomethyl)-3-[[3-(trifluoromethyl)phenyl]methyl]-2,3-dihydro-1h-inden-5-yl]methyl]cyclobutanesulfonamide Chemical compound C1=C2C(CC=3C=C(C=CC=3)C(F)(F)F)C(CNC)CC2=CC(F)=C1CNS(=O)(=O)C1CCC1 MDBIREMHXPSBKR-UHFFFAOYSA-N 0.000 claims 1
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Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2010010773A (es) | 2008-04-01 | 2011-04-11 | Abbott Gmbh & Co Kg | Tetrahidroisoquinolinas, composiciones farmaceuticas que las contienen y su uso en terapia. |
| AR075442A1 (es) | 2009-02-16 | 2011-03-30 | Abbott Gmbh & Co Kg | Derivados de aminotetralina, composiciones farmaceuticas que las contienen y sus usos en terapia |
| CA2781716A1 (en) | 2009-12-04 | 2011-06-09 | Sunovion Pharmaceuticals Inc. | Multicyclic thieno compounds and use thereof for the treatment of a neurological disorder |
| US9045459B2 (en) | 2010-08-13 | 2015-06-02 | AbbVie Deutschland GmbH & Co. KG | Phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8883839B2 (en) | 2010-08-13 | 2014-11-11 | Abbott Laboratories | Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8846743B2 (en) | 2010-08-13 | 2014-09-30 | Abbott Laboratories | Aminoindane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9051280B2 (en) | 2010-08-13 | 2015-06-09 | AbbVie Deutschland GmbH & Co. KG | Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8877794B2 (en) | 2010-08-13 | 2014-11-04 | Abbott Laboratories | Phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| WO2012088266A2 (en) | 2010-12-22 | 2012-06-28 | Incyte Corporation | Substituted imidazopyridazines and benzimidazoles as inhibitors of fgfr3 |
| US9309200B2 (en) | 2011-05-12 | 2016-04-12 | AbbVie Deutschland GmbH & Co. KG | Benzazepine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8853196B2 (en) | 2011-08-05 | 2014-10-07 | AbbVie Deutschland GmbH & Co. KG | Aminochromane, aminothiochromane and amino-1,2,3,4-tetrahydroquinoline derivatives, pharmaceutical compositions containing them, and their use in therapy |
| MX2014006004A (es) * | 2011-11-18 | 2015-04-16 | Abbvie Deutschland | Derivados de aminobenzociclohepteno, aminotetralina, aminoindano y fenalcilamina n-sustituidas, composiciones farmaceuticas que los contienen, y su uso en terapia. |
| US9365512B2 (en) | 2012-02-13 | 2016-06-14 | AbbVie Deutschland GmbH & Co. KG | Isoindoline derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9611267B2 (en) | 2012-06-13 | 2017-04-04 | Incyte Holdings Corporation | Substituted tricyclic compounds as FGFR inhibitors |
| US9388185B2 (en) | 2012-08-10 | 2016-07-12 | Incyte Holdings Corporation | Substituted pyrrolo[2,3-b]pyrazines as FGFR inhibitors |
| US9266892B2 (en) | 2012-12-19 | 2016-02-23 | Incyte Holdings Corporation | Fused pyrazoles as FGFR inhibitors |
| US9650334B2 (en) | 2013-03-15 | 2017-05-16 | Abbvie Inc. | Pyrrolidine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9656955B2 (en) | 2013-03-15 | 2017-05-23 | Abbvie Inc. | Pyrrolidine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| TWI649318B (zh) | 2013-04-19 | 2019-02-01 | 英塞特控股公司 | 作為ｆｇｆｒ抑制劑之雙環雜環 |
| MX2016004934A (es) | 2013-10-17 | 2016-12-20 | Abbvie Deutschland | Derivados de aminotetralina y aminoindano, composiciones farmaceuticas que los contienen, y su uso en terapia. |
| EP3057960B1 (en) | 2013-10-17 | 2019-02-27 | AbbVie Deutschland GmbH & Co. KG | Aminochromane, aminothiochromane and amino-1,2,3,4-tetrahydroquinoline derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9550754B2 (en) | 2014-09-11 | 2017-01-24 | AbbVie Deutschland GmbH & Co. KG | 4,5-dihydropyrazole derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US10851105B2 (en) | 2014-10-22 | 2020-12-01 | Incyte Corporation | Bicyclic heterocycles as FGFR4 inhibitors |
| WO2016134294A1 (en) | 2015-02-20 | 2016-08-25 | Incyte Corporation | Bicyclic heterocycles as fgfr4 inhibitors |
| MA41551A (fr) | 2015-02-20 | 2017-12-26 | Incyte Corp | Hétérocycles bicycliques utilisés en tant qu'inhibiteurs de fgfr4 |
| AU2016219822B2 (en) | 2015-02-20 | 2020-07-09 | Incyte Holdings Corporation | Bicyclic heterocycles as FGFR inhibitors |
| LT3319959T (lt) | 2015-07-06 | 2021-12-27 | Alkermes, Inc. | Histono deacetilazės hetero-halogeno inhibitoriai |
| WO2017007755A1 (en) | 2015-07-06 | 2017-01-12 | Rodin Therapeutics, Inc. | Heterobicyclic n-aminophenyl-amides as inhibitors of histone deacetylase |
| SG10202100751YA (en) | 2016-07-29 | 2021-03-30 | Sunovion Pharmaceuticals Inc | Compounds and compositions and uses thereof |
| AU2017301769B2 (en) | 2016-07-29 | 2022-07-28 | Pgi Drug Discovery Llc | Compounds and compositions and uses thereof |
| US10793567B2 (en) | 2017-01-11 | 2020-10-06 | Rodin Therapeutics, Inc. | Bicyclic inhibitors of histone deacetylase |
| AU2018220509B2 (en) | 2017-02-16 | 2022-04-28 | Sumitomo Pharma America, Inc. | Methods of treating schizophrenia |
| AR111960A1 (es) | 2017-05-26 | 2019-09-04 | Incyte Corp | Formas cristalinas de un inhibidor de fgfr y procesos para su preparación |
| SG11202000669VA (en) | 2017-08-02 | 2020-02-27 | Sunovion Pharmaceuticals Inc | Isochroman compounds and uses thereof |
| EA039417B1 (ru) | 2017-08-07 | 2022-01-25 | Родин Терапеутикс, Инк. | Бициклические ингибиторы гистондеацетилазы |
| CA3091292A1 (en) | 2018-02-16 | 2019-08-22 | Sunovion Pharmaceuticals Inc. | Salts, crystal forms, and production methods thereof |
| ES2991427T3 (es) | 2018-05-04 | 2024-12-03 | Incyte Corp | Formas sólidas de un inhibidor de FGFR y procedimientos para preparar las mismas |
| TW201946630A (zh) | 2018-05-04 | 2019-12-16 | 美商英塞特公司 | Fgfr抑制劑之鹽 |
| US11628162B2 (en) | 2019-03-08 | 2023-04-18 | Incyte Corporation | Methods of treating cancer with an FGFR inhibitor |
| JP7703449B2 (ja) | 2019-03-14 | 2025-07-07 | スミトモ・ファーマ・アメリカ・インコーポレイテッド | イソクロマニル化合物の塩およびその結晶体、ならびにそれらの製造方法、治療用途および医薬組成物 |
| WO2021007269A1 (en) | 2019-07-09 | 2021-01-14 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| WO2021067374A1 (en) | 2019-10-01 | 2021-04-08 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| GEAP202415945A (en) | 2019-10-14 | 2024-04-25 | Incyte Corp | Bicyclic heterocycles as fgfr inhibitors |
| WO2021076728A1 (en) | 2019-10-16 | 2021-04-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| CA3163875A1 (en) | 2019-12-04 | 2021-06-10 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
| AU2020395185A1 (en) | 2019-12-04 | 2022-06-02 | Incyte Corporation | Derivatives of an FGFR inhibitor |
| WO2021146424A1 (en) | 2020-01-15 | 2021-07-22 | Incyte Corporation | Bicyclic heterocycles as fgfr inhibitors |
| CN115734785A (zh) | 2020-04-14 | 2023-03-03 | 桑诺维恩药品公司 | (S)-(4,5-二氢-7H-噻吩并[2,3-c]吡喃-7-基)-N-甲基甲胺用于治疗神经和精神方面的病症 |
| EP4323405A1 (en) | 2021-04-12 | 2024-02-21 | Incyte Corporation | Combination therapy comprising an fgfr inhibitor and a nectin-4 targeting agent |
| CA3220274A1 (en) | 2021-06-09 | 2022-12-15 | Incyte Corporation | Tricyclic heterocycles as fgfr inhibitors |
| AR126101A1 (es) | 2021-06-09 | 2023-09-13 | Incyte Corp | Heterociclos tricíclicos como inhibidores de fgfr |
Family Cites Families (117)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE8004002L (sv) | 1980-05-29 | 1981-11-30 | Arvidsson Folke Lars Erik | Terapeutiskt anvendbara tetralinderivat |
| EP0091241B1 (en) | 1982-04-02 | 1988-12-28 | Takeda Chemical Industries, Ltd. | Condensed pyrrolinone derivatives, and their production |
| US4789678A (en) | 1986-08-25 | 1988-12-06 | Hoechst-Roussel Pharmaceuticals, Inc. | Memory enhancing α-alkyl-4-amino-3-quinolinemethanols and 1-(4-aralkylamino-3-quinolinyl)alkanones and related compounds |
| US4927838A (en) | 1987-07-10 | 1990-05-22 | Hoffman-La Roche Inc. | Pyridine compounds which are useful in treating a disease state characterized by an excess of platelet activating factors |
| ZA885824B (en) | 1987-08-14 | 1989-04-26 | Merrell Dow Pharma | Novel antidepressants |
| DE3901814A1 (de) | 1988-07-28 | 1990-02-01 | Bayer Ag | Substituierte aminomethylzetraline sowie ihre heterocyclischen analoga |
| US5300523A (en) | 1988-07-28 | 1994-04-05 | Bayer Aktiengesellschaft | Substituted aminomethyltetralins and their heterocyclic analogues |
| WO1992006967A1 (en) | 1990-10-12 | 1992-04-30 | The Upjohn Company | Therapeutically useful 2-aminotetralin derivatives |
| US5545755A (en) | 1989-05-31 | 1996-08-13 | The Upjohn Company | Therapeutically useful 2-aminotetralin derivatives |
| DE69032725T2 (de) | 1989-05-31 | 1999-04-08 | Pharmacia & Upjohn Co., Kalamazoo, Mich. | ZNS-wirksame 8-Heterocyclyl-2-aminotetralin Derivate |
| US5071875A (en) | 1989-09-25 | 1991-12-10 | Northwestern University | Substituted 2-amidotetralins as melatonin agonists and antagonists |
| WO1992019234A2 (en) | 1991-04-26 | 1992-11-12 | The Upjohn Company | Method of treating/preventing substance abuse using 1-alkyl-5(substituted oxy)-2-aminotetralins |
| JPH05213884A (ja) | 1991-06-14 | 1993-08-24 | Upjohn Co:The | 新規な４−アミノキノリン類およびこれを有効成分とする高血圧・鬱血性心不全の予防・治療剤 |
| GB9127306D0 (en) | 1991-12-23 | 1992-02-19 | Boots Co Plc | Therapeutic agents |
| MY115155A (en) | 1993-09-09 | 2003-04-30 | Upjohn Co | Substituted oxazine and thiazine oxazolidinone antimicrobials. |
| EP1019385B1 (en) | 1995-09-15 | 2004-01-14 | PHARMACIA & UPJOHN COMPANY | Aminoaryl oxazolidinone n-oxides |
| SI1014966T1 (sl) | 1996-05-31 | 2006-10-31 | Allelix Neuroscience Inc | Zdravilo za zdravljenje nevroloskih in nevripsihiatricnih bolezni |
| US6083986A (en) | 1996-07-26 | 2000-07-04 | Icagen, Inc. | Potassium channel inhibitors |
| WO1998049158A1 (en) * | 1997-04-30 | 1998-11-05 | Warner-Lambert Company | Peripherally selective kappa opioid agonists |
| US6057357A (en) * | 1997-04-30 | 2000-05-02 | Warner-Lambert Company | Peripherally selective kappa opioid agonists |
| AU7552198A (en) | 1997-06-11 | 1998-12-30 | Sankyo Company Limited | Benzylamine derivatives |
| US20030220234A1 (en) | 1998-11-02 | 2003-11-27 | Selvaraj Naicker | Deuterated cyclosporine analogs and their use as immunodulating agents |
| TW555757B (en) * | 1998-07-31 | 2003-10-01 | Akzo Nobel Nv | Aminomethylcarboxylic acid derivatives |
| DE69922676T2 (de) | 1998-10-07 | 2005-12-15 | Ortho-Mcneil Pharmaceutical, Inc. | N-aralkylaminotetraline als neuropeptid-y-y5-rezeptorliganden |
| US6958333B1 (en) | 1999-07-26 | 2005-10-25 | Banyu Pharmaceutical Co., Ltd. | Biarylurea derivatives |
| MXPA02000927A (es) | 1999-07-28 | 2003-07-14 | Johnson & Johnson | Amina y derivados de amida como ligandos para el receptor del neuropeptido y y5 utiles en el tratamiento de obesidad y otros trastornos. |
| GB9918037D0 (en) | 1999-07-30 | 1999-09-29 | Biochemie Gmbh | Organic compounds |
| US6426364B1 (en) | 1999-11-01 | 2002-07-30 | Nps Allelix Corp. | Diaryl-enynes |
| JP4850332B2 (ja) | 2000-10-18 | 2012-01-11 | 東京エレクトロン株式会社 | デュアルダマシン構造のエッチング方法 |
| DE60205234T2 (de) | 2001-03-27 | 2006-05-24 | Actelion Pharmaceuticals Ltd. | 1,2,3,4-tetrahydroisochinolin-derivate als urotensin ii rezeptor-antagonisten |
| AU2756602A (en) | 2001-04-25 | 2002-10-31 | Pfizer Products Inc. | Methods and kits for treating depression or preventing deterioration of cognitive function |
| US6831193B2 (en) | 2001-05-18 | 2004-12-14 | Abbott Laboratories | Trisubstituted-N-[(1S)-1,2,3,4-Tetrahydro-1-naphthalenyl]benzamides which inhibit P2X3 and P2X2/3 containing receptors |
| ATE305917T1 (de) | 2001-08-16 | 2005-10-15 | Pfizer Prod Inc | Difluormethylen aromatische ether und ihre verwendung als inhibitoren des glycin-typ-1- transporters |
| DE10149370A1 (de) | 2001-10-06 | 2003-04-10 | Merck Patent Gmbh | Pyrazolderivate |
| AU2002343557A1 (en) | 2001-11-21 | 2003-06-10 | Pharmacia And Upjohn Company | Substituted aryl 1,4-pyrazine derivatives |
| MXPA04005989A (es) | 2001-12-20 | 2004-09-27 | Lundbeck & Co As H | Derivados de ariloxifenilo y arilsulfanilfenilo. |
| GB0130696D0 (en) | 2001-12-21 | 2002-02-06 | Smithkline Beecham Plc | Chemical Compounds |
| DE10210779A1 (de) | 2002-03-12 | 2003-10-09 | Merck Patent Gmbh | Cyclische Amide |
| DE10217006A1 (de) | 2002-04-16 | 2003-11-06 | Merck Patent Gmbh | Substituierte Indole |
| FR2838739B1 (fr) | 2002-04-19 | 2004-05-28 | Sanofi Synthelabo | Derives de n-[phenyl(piperidin-2-yl)methyl)benzamide, leur preparation et leur application en therapeutique |
| US6984647B2 (en) | 2002-05-17 | 2006-01-10 | Janssen Pharmaceutica N.V. | Aminotetralin-derived urea modulators of vanilloid VR1 receptor |
| DE60330485D1 (de) | 2002-07-15 | 2010-01-21 | Merck & Co Inc | Zur behandlung von diabetes |
| FR2842804B1 (fr) | 2002-07-29 | 2004-09-03 | Sanofi Synthelabo | Derives de n-[phenyl(piperidin-2-yl)methyl]benzamide, leur preparation et leur application en therapeutique |
| FR2842805A1 (fr) | 2002-07-29 | 2004-01-30 | Sanofi Synthelabo | Derives de n-[phenyl(piperidin-2-yl)methyl]benzamide,leur preparation et leur application et therapeutique |
| US20040152741A1 (en) | 2002-09-09 | 2004-08-05 | Nps Allelix Corporation | Arylglycine derivatives and their use as glycine transport inhibitors |
| US7084154B2 (en) | 2003-02-11 | 2006-08-01 | Pharmacopeia Drug Disclovery, Inc. | 2-(aminomethyl) arylamide analgesics |
| BRPI0407543A (pt) | 2003-02-17 | 2006-02-14 | Hoffmann La Roche | derivados de piperidina-benzenossulfonamida |
| EP1613597B1 (en) | 2003-03-07 | 2007-11-07 | Eli Lilly and Company | 6-substituted nicotinamide derivatives as opioid receptor antagonists |
| DE10315570A1 (de) | 2003-04-05 | 2004-10-14 | Merck Patent Gmbh | Triazolderivate |
| CN100439330C (zh) | 2003-04-30 | 2008-12-03 | H.隆德贝克有限公司 | 芳族羟苯基和芳族硫基苯基衍生物 |
| JP2004359633A (ja) | 2003-06-06 | 2004-12-24 | Bayer Cropscience Ag | イソインドリノン誘導体の殺虫剤としての利用 |
| GB0314479D0 (en) | 2003-06-20 | 2003-07-23 | Glaxo Group Ltd | Compounds |
| GB0314478D0 (en) | 2003-06-20 | 2003-07-23 | Glaxo Group Ltd | Compounds |
| GB0314476D0 (en) | 2003-06-20 | 2003-07-23 | Glaxo Group Ltd | Compounds |
| AU2004263306B2 (en) | 2003-08-11 | 2010-04-22 | F. Hoffmann-La Roche Ag | Piperazine with or-substituted phenyl group and their use as GLYT1 inhibitors |
| DK1663232T3 (da) | 2003-09-09 | 2008-02-04 | Hoffmann La Roche | Benzimidazolderivater som human chymase-inhibitorer |
| JP4563387B2 (ja) | 2003-09-09 | 2010-10-13 | エフ．ホフマン−ラ ロシュ アーゲー | 精神病の処置のためのグリシン取り込み阻害剤としての１−ベンゾイル−ピペラジン誘導体 |
| FR2861076B1 (fr) | 2003-10-17 | 2006-01-06 | Sanofi Synthelabo | Derives de n-heterocyclymethylbenzamide, leur preparation et leur application en therapeutique |
| FR2861071B1 (fr) | 2003-10-17 | 2006-01-06 | Sanofi Synthelabo | Derives de n-[phenyl(alkylpiperidin-2-yl) methyl]benzamide, leur prepartation et leur application en therapeutique |
| FR2861070B1 (fr) | 2003-10-17 | 2006-01-06 | Sanofi Synthelabo | Derives de n-[phenyl(pyrrolidin-2-yl)methyl]benzamide et n-[(azepan-2-yl)phenylmethyl]benzamide, leur preparation et leur application en therapeutique |
| FR2861073B1 (fr) | 2003-10-17 | 2006-01-06 | Sanofi Synthelabo | Derives de n-[heteroaryl(piperidin-2-yl)methyl]benzamide, leur preparation et leur application en therapeutique |
| FR2861074B1 (fr) | 2003-10-17 | 2006-04-07 | Sanofi Synthelabo | Derives de n-[phenyl(piperidin-2-yl)methyl]benzamide, leur preparation et leur application en therapeutique |
| MXPA06004305A (es) | 2003-10-23 | 2006-06-05 | Hoffmann La Roche | Derivados de triaza-espiropiperidina para uso como inhibidores del transformador de glicina 1 en tratamiento de enfermedades neurologicas y neuropsiquiatricas. |
| US20070105902A1 (en) | 2003-11-12 | 2007-05-10 | Lindsley Craig W | 4-Phenyl piperdine sulfonyl glycine transporter inhibitors |
| GB0326840D0 (en) | 2003-11-18 | 2003-12-24 | Glaxo Group Ltd | Compounds |
| GB0329362D0 (en) | 2003-12-18 | 2004-01-21 | Glaxo Group Ltd | Compounds |
| WO2005058317A1 (en) | 2003-12-18 | 2005-06-30 | Glaxo Group Limited | Glycine transporter-1 inhibirors |
| WO2005058885A2 (en) | 2003-12-18 | 2005-06-30 | Glaxo Group Limited | Piperidine derivatives and their use as glycine transporter inhibitors |
| EP1737850B1 (en) | 2004-04-19 | 2007-10-03 | Symed Labs Limited | A novel process for the preparation of linezolid and related compounds |
| EP1745018A1 (en) * | 2004-04-29 | 2007-01-24 | Merck & Co., Inc. | Azetidine glycine transporter inhibitors |
| DE102004030099A1 (de) | 2004-06-22 | 2006-01-12 | Grünenthal GmbH | Gesättigte und ungesättigte 3-Pyridyl-benzocycloalkylmethyl-amine als Serotonin- und/oder Noradrenalin-Reuptake-Hemmer und/oder µ-Opioidrezeptor-Modulatoren |
| US7429661B2 (en) | 2004-07-20 | 2008-09-30 | Symed Labs Limited | Intermediates for linezolid and related compounds |
| EP1793359A4 (en) | 2004-08-31 | 2010-05-19 | Panasonic Corp | CONTENT PROCESSING SENDING DEVICE, METHOD THEREFOR AND PROGRAM |
| US20060074105A1 (en) | 2004-09-20 | 2006-04-06 | Serenex, Inc. | Substituted quinoline and quinazoline inhibitors of quinone reductase 2 |
| JP2008514702A (ja) | 2004-09-29 | 2008-05-08 | エーエムアール テクノロジー インコーポレイテッド | 新規シクロスポリン類似体およびそれらの薬学的使用 |
| CA2590316A1 (en) | 2004-12-15 | 2006-06-22 | F. Hoffmann-La Roche Ag | Bi- and tricyclic substituted phenyl methanones as glycine transporter i (glyt-1) inhibitors for the treatment of alzheimer's disease |
| JP5055493B2 (ja) * | 2004-12-21 | 2012-10-24 | メルク シャープ エンド ドーム リミテッド | Ｇｌｙｔ１阻害薬としてのピペリジンおよびアゼチジン誘導体 |
| CN101119968B (zh) | 2005-02-07 | 2011-08-31 | 弗·哈夫曼-拉罗切有限公司 | 作为甘氨酸转运蛋白1抑制剂的杂环取代的苯基甲酮衍生物 |
| WO2006102760A1 (en) | 2005-04-01 | 2006-10-05 | Methylgene Inc. | Inhibitors of histone deacetylase |
| WO2006121767A2 (en) | 2005-05-06 | 2006-11-16 | Apath, Llc | 4-aminoquinoline compounds for treating virus-related conditions |
| TW200716636A (en) | 2005-05-31 | 2007-05-01 | Speedel Experimenta Ag | Heterocyclic spiro-compounds |
| ZA200800440B (en) | 2005-07-15 | 2009-12-30 | Amr Technology Inc | Aryl-and heteroaryl-substituted tetrahydrobenzazepines and use thereof to block reuptake of norepinephrine, dopamine, and serotonin |
| US7514068B2 (en) | 2005-09-14 | 2009-04-07 | Concert Pharmaceuticals Inc. | Biphenyl-pyrazolecarboxamide compounds |
| AU2006320423B2 (en) | 2005-12-01 | 2012-06-21 | Elan Pharmaceuticals, Inc. | 5-(arylsulfonyl)-pyrazolopiperidines |
| JP2009539884A (ja) | 2006-06-12 | 2009-11-19 | メルク フロスト カナダ リミテツド | ステアロイル−コエンザイムａデルタ−９デサチュラーゼのインヒビターとしてのアゼチジン誘導体 |
| GB0619176D0 (en) | 2006-09-29 | 2006-11-08 | Lectus Therapeutics Ltd | Ion channel modulators & uses thereof |
| US8796267B2 (en) | 2006-10-23 | 2014-08-05 | Concert Pharmaceuticals, Inc. | Oxazolidinone derivatives and methods of use |
| KR101222412B1 (ko) | 2007-02-15 | 2013-01-15 | 에프. 호프만-라 로슈 아게 | Ｔａａｒ1 리간드로서의 2-아미노옥사졸린 |
| KR20100012031A (ko) | 2007-04-19 | 2010-02-04 | 콘서트 파마슈티컬즈, 인크. | 중수소화된 모르폴리닐 화합물 |
| US7531685B2 (en) | 2007-06-01 | 2009-05-12 | Protia, Llc | Deuterium-enriched oxybutynin |
| CN101679295A (zh) | 2007-06-06 | 2010-03-24 | 帝斯曼知识产权资产管理有限公司 | 新颖的被5-取代的乙内酰脲 |
| US8420670B2 (en) | 2007-08-22 | 2013-04-16 | Abbott Laboratories | 4-benzylaminoquinolines, pharmaceutical compositions containing them, and their use in therapy |
| US20090131485A1 (en) | 2007-09-10 | 2009-05-21 | Concert Pharmaceuticals, Inc. | Deuterated pirfenidone |
| US20090118238A1 (en) | 2007-09-17 | 2009-05-07 | Protia, Llc | Deuterium-enriched alendronate |
| US20090088416A1 (en) | 2007-09-26 | 2009-04-02 | Protia, Llc | Deuterium-enriched lapaquistat |
| US20090082471A1 (en) | 2007-09-26 | 2009-03-26 | Protia, Llc | Deuterium-enriched fingolimod |
| WO2009045476A1 (en) | 2007-10-02 | 2009-04-09 | Concert Pharmaceuticals, Inc. | Pyrimidinedione derivatives |
| US20090105338A1 (en) | 2007-10-18 | 2009-04-23 | Protia, Llc | Deuterium-enriched gabexate mesylate |
| WO2009051782A1 (en) | 2007-10-18 | 2009-04-23 | Concert Pharmaceuticals Inc. | Deuterated etravirine |
| US20090131363A1 (en) | 2007-10-26 | 2009-05-21 | Harbeson Scott L | Deuterated darunavir |
| MX2010010773A (es) | 2008-04-01 | 2011-04-11 | Abbott Gmbh & Co Kg | Tetrahidroisoquinolinas, composiciones farmaceuticas que las contienen y su uso en terapia. |
| WO2010020548A1 (en) | 2008-08-20 | 2010-02-25 | F. Hoffmann-La Roche Ag | Glyt1 receptor antagonists |
| CN103396402A (zh) | 2008-09-02 | 2013-11-20 | 赛诺菲-安万特 | 取代的氨基茚满及其类似物以及其医药用途 |
| DE102008047162A1 (de) | 2008-09-15 | 2010-03-25 | Institut Für Solarenergieforschung Gmbh | Rückkontaktsolarzelle mit integrierter Bypass-Diode sowie Herstellungsverfahren hierfür |
| TW201038569A (en) | 2009-02-16 | 2010-11-01 | Abbott Gmbh & Co Kg | Heterocyclic compounds, pharmaceutical compositions containing them, and their use in therapy |
| AR075442A1 (es) | 2009-02-16 | 2011-03-30 | Abbott Gmbh & Co Kg | Derivados de aminotetralina, composiciones farmaceuticas que las contienen y sus usos en terapia |
| EP2246331A1 (en) | 2009-04-24 | 2010-11-03 | Westfälische Wilhelms-Universität Münster | NR2B-selective NMDA-receptor antagonists |
| WO2010138901A1 (en) | 2009-05-29 | 2010-12-02 | Biogen Idec Ma Inc | Carboxylic acid-containing compounds, derivatives thereof, and related methods of use |
| US9051280B2 (en) | 2010-08-13 | 2015-06-09 | AbbVie Deutschland GmbH & Co. KG | Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8846743B2 (en) | 2010-08-13 | 2014-09-30 | Abbott Laboratories | Aminoindane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9045459B2 (en) | 2010-08-13 | 2015-06-02 | AbbVie Deutschland GmbH & Co. KG | Phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8877794B2 (en) | 2010-08-13 | 2014-11-04 | Abbott Laboratories | Phenalkylamine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8883839B2 (en) | 2010-08-13 | 2014-11-11 | Abbott Laboratories | Tetraline and indane derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US9309200B2 (en) | 2011-05-12 | 2016-04-12 | AbbVie Deutschland GmbH & Co. KG | Benzazepine derivatives, pharmaceutical compositions containing them, and their use in therapy |
| US8853196B2 (en) | 2011-08-05 | 2014-10-07 | AbbVie Deutschland GmbH & Co. KG | Aminochromane, aminothiochromane and amino-1,2,3,4-tetrahydroquinoline derivatives, pharmaceutical compositions containing them, and their use in therapy |
| MX2014006004A (es) | 2011-11-18 | 2015-04-16 | Abbvie Deutschland | Derivados de aminobenzociclohepteno, aminotetralina, aminoindano y fenalcilamina n-sustituidas, composiciones farmaceuticas que los contienen, y su uso en terapia. |
| US9365512B2 (en) | 2012-02-13 | 2016-06-14 | AbbVie Deutschland GmbH & Co. KG | Isoindoline derivatives, pharmaceutical compositions containing them, and their use in therapy |
-
2011
- 2011-08-10 US US13/207,160 patent/US8883839B2/en not_active Expired - Fee Related
- 2011-08-11 TW TW100128727A patent/TW201210582A/zh unknown
- 2011-08-12 CA CA2806658A patent/CA2806658A1/en not_active Abandoned
- 2011-08-12 JP JP2013523640A patent/JP2013538802A/ja active Pending
- 2011-08-12 EP EP11749147.2A patent/EP2709987A1/en not_active Withdrawn
- 2011-08-12 MX MX2013001786A patent/MX2013001786A/es not_active Application Discontinuation
- 2011-08-12 CN CN2011800399726A patent/CN103180299A/zh active Pending
- 2011-08-12 WO PCT/EP2011/063975 patent/WO2012020133A1/en not_active Ceased
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