RU2462464C2 - Замещенные сульфамидные производные - Google Patents
Замещенные сульфамидные производные Download PDFInfo
- Publication number
- RU2462464C2 RU2462464C2 RU2009115960/04A RU2009115960A RU2462464C2 RU 2462464 C2 RU2462464 C2 RU 2462464C2 RU 2009115960/04 A RU2009115960/04 A RU 2009115960/04A RU 2009115960 A RU2009115960 A RU 2009115960A RU 2462464 C2 RU2462464 C2 RU 2462464C2
- Authority
- RU
- Russia
- Prior art keywords
- methoxy
- piperidin
- ethanone
- dimethylphenylsulfonyl
- piperazin
- Prior art date
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- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 title claims abstract 15
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims abstract 6
- 102000017916 BDKRB1 Human genes 0.000 claims abstract 5
- 108060003359 BDKRB1 Proteins 0.000 claims abstract 5
- 239000002253 acid Substances 0.000 claims abstract 3
- 150000007513 acids Chemical class 0.000 claims abstract 3
- 239000000203 mixture Substances 0.000 claims abstract 3
- 150000003839 salts Chemical class 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims abstract 2
- -1 benzooxadiazolyl Chemical group 0.000 claims 261
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 130
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 20
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 19
- 125000000217 alkyl group Chemical group 0.000 claims 18
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 16
- 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 16
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 12
- 125000004574 piperidin-2-yl group Chemical group N1C(CCCC1)* 0.000 claims 11
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 10
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 9
- 125000001624 naphthyl group Chemical group 0.000 claims 8
- CJJZCWJJAZMVCJ-UHFFFAOYSA-N n-benzyl-2,5-dimethylaniline Chemical compound CC1=CC=C(C)C(NCC=2C=CC=CC=2)=C1 CJJZCWJJAZMVCJ-UHFFFAOYSA-N 0.000 claims 7
- 125000004076 pyridyl group Chemical group 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 208000002193 Pain Diseases 0.000 claims 5
- 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 125000004122 cyclic group Chemical group 0.000 claims 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 125000002757 morpholinyl group Chemical group 0.000 claims 4
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000001544 thienyl group Chemical group 0.000 claims 3
- PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims 2
- 208000000094 Chronic Pain Diseases 0.000 claims 2
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims 2
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 claims 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 230000001154 acute effect Effects 0.000 claims 2
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000005047 dihydroimidazolyl group Chemical group N1(CNC=C1)* 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 230000002981 neuropathic effect Effects 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- KZKRRZFCAYOXQE-UHFFFAOYSA-N 1$l^{2}-azinane Chemical group C1CC[N]CC1 KZKRRZFCAYOXQE-UHFFFAOYSA-N 0.000 claims 1
- SLLFVLKNXABYGI-UHFFFAOYSA-N 1,2,3-benzoxadiazole Chemical compound C1=CC=C2ON=NC2=C1 SLLFVLKNXABYGI-UHFFFAOYSA-N 0.000 claims 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- GKGOOILMOFKQOM-UHFFFAOYSA-N 1-(3,4-dihydro-1h-2,6-naphthyridin-2-yl)-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone;hydrochloride Chemical compound Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CC3=CC=NC=C3CC2)CCCC1 GKGOOILMOFKQOM-UHFFFAOYSA-N 0.000 claims 1
- VHAUCVJHIHPFAN-UHFFFAOYSA-N 1-(3-pyridin-3-ylpyrrolidin-1-yl)-2-[[1-(2,4,6-trichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC2)C=2C=NC=CC=2)CCCC1 VHAUCVJHIHPFAN-UHFFFAOYSA-N 0.000 claims 1
- GAZFASPAHGWFMS-UHFFFAOYSA-N 1-(3-pyridin-4-ylpyrrolidin-1-yl)-2-[[1-(2,4,6-trichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC2)C=2C=CN=CC=2)CCCC1 GAZFASPAHGWFMS-UHFFFAOYSA-N 0.000 claims 1
- RHKZAQHGAUTORO-UHFFFAOYSA-N 1-(4-benzyl-1,4-diazepan-1-yl)-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC=CC=3)CCC2)CCCC1 RHKZAQHGAUTORO-UHFFFAOYSA-N 0.000 claims 1
- ZDWPUHLBPLODAW-UHFFFAOYSA-N 1-(4-benzyl-1,4-diazepan-1-yl)-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC=CC=3)CCC2)CCCC1 ZDWPUHLBPLODAW-UHFFFAOYSA-N 0.000 claims 1
- ULVNVZUDWUDMTK-UHFFFAOYSA-N 1-(4-benzyl-1,4-diazepan-1-yl)-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC=CC=3)CCC2)CCCC1 ULVNVZUDWUDMTK-UHFFFAOYSA-N 0.000 claims 1
- UTYRGZCTJSLTQS-UHFFFAOYSA-N 1-(4-benzyl-1,4-diazepan-1-yl)-2-[[2-(2,4,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]ethanone Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC=CC=3)CCC2)CC2=CC=CC=C2C1 UTYRGZCTJSLTQS-UHFFFAOYSA-N 0.000 claims 1
- OVUXTRAZRQORKY-UHFFFAOYSA-N 1-(4-benzylpiperazin-1-yl)-2-[[1-(2,5-dichlorothiophen-3-yl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound S1C(Cl)=CC(S(=O)(=O)N2C(CCC2)COCC(=O)N2CCN(CC=3C=CC=CC=3)CC2)=C1Cl OVUXTRAZRQORKY-UHFFFAOYSA-N 0.000 claims 1
- SFRRCJIATFQRAU-UHFFFAOYSA-N 1-(4-benzylpiperazin-1-yl)-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC=CC=3)CC2)CCCC1 SFRRCJIATFQRAU-UHFFFAOYSA-N 0.000 claims 1
- HLWZVDXQMCCUAF-UHFFFAOYSA-N 1-(4-benzylpiperazin-1-yl)-2-[[1-(4-chloro-2,5-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(C)=CC(S(=O)(=O)N2C(CCCC2)COCC(=O)N2CCN(CC=3C=CC=CC=3)CC2)=C1C HLWZVDXQMCCUAF-UHFFFAOYSA-N 0.000 claims 1
- HMDXMZZPFPDGDD-UHFFFAOYSA-N 1-(4-benzylpiperazin-1-yl)-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC=CC=3)CC2)CCC1 HMDXMZZPFPDGDD-UHFFFAOYSA-N 0.000 claims 1
- DREQIGTWJXDODC-UHFFFAOYSA-N 1-(4-benzylpiperidin-1-yl)-2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC=3C=CC=CC=3)CC2)CCCC1 DREQIGTWJXDODC-UHFFFAOYSA-N 0.000 claims 1
- AHIKJJVWZJKDEN-UHFFFAOYSA-N 1-(4-ethylpiperazin-1-yl)-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1CN(CC)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)CCC1 AHIKJJVWZJKDEN-UHFFFAOYSA-N 0.000 claims 1
- LZILPWNGHCMHKN-UHFFFAOYSA-N 1-(4-ethylpiperazin-1-yl)-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1CN(CC)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(OC)=CC=2C)C)CCC1 LZILPWNGHCMHKN-UHFFFAOYSA-N 0.000 claims 1
- AEXAKVSCMWIFNA-UHFFFAOYSA-N 1-(4-methylpiperazin-1-yl)-2-[[1-(2,4,6-trichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)CCCC1 AEXAKVSCMWIFNA-UHFFFAOYSA-N 0.000 claims 1
- MSDFXJCWFDBDFJ-UHFFFAOYSA-N 1-(4-morpholin-4-ylpiperidin-1-yl)-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCOCC2)CCC1 MSDFXJCWFDBDFJ-UHFFFAOYSA-N 0.000 claims 1
- AJFKNZKYIKHHHC-UHFFFAOYSA-N 1-(4-piperidin-1-ylpiperidin-1-yl)-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCCC2)CCC1 AJFKNZKYIKHHHC-UHFFFAOYSA-N 0.000 claims 1
- OZKZHZGDSDWQOL-UHFFFAOYSA-N 1-(4-piperidin-1-ylpiperidin-1-yl)-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCCC2)CCCC1 OZKZHZGDSDWQOL-UHFFFAOYSA-N 0.000 claims 1
- ZVMNZWVSMJJAKH-UHFFFAOYSA-N 1-(4-pyridin-4-ylpiperazin-1-yl)-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CN=CC=2)CCC1 ZVMNZWVSMJJAKH-UHFFFAOYSA-N 0.000 claims 1
- UVLGQAGHBGDQSX-UHFFFAOYSA-N 1-(4-pyrrolidin-1-ylpiperidin-1-yl)-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCC2)CCC1 UVLGQAGHBGDQSX-UHFFFAOYSA-N 0.000 claims 1
- LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Substances CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 claims 1
- RDHDDBVBGKADLB-FIWHBWSRSA-N 1-[(3r)-3-(dimethylamino)pyrrolidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C[C@@H](CC2)N(C)C)CCCC1 RDHDDBVBGKADLB-FIWHBWSRSA-N 0.000 claims 1
- QNQOWXDUWRCXPB-MRTLOADZSA-N 1-[(3r)-3-(dimethylamino)pyrrolidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C[C@@H](CC2)N(C)C)CCC1 QNQOWXDUWRCXPB-MRTLOADZSA-N 0.000 claims 1
- MTDJYBHLNVJDKT-UHFFFAOYSA-N 1-[2-(5-bromopyridin-3-yl)piperidin-1-yl]-2-[[1-[3-(trifluoromethyl)phenyl]sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound FC(F)(F)C1=CC=CC(S(=O)(=O)N2C(CCCC2)COCC(=O)N2C(CCCC2)C=2C=C(Br)C=NC=2)=C1 MTDJYBHLNVJDKT-UHFFFAOYSA-N 0.000 claims 1
- SOWQZPBJILIBDL-UHFFFAOYSA-N 1-[2-(6-methoxypyridin-3-yl)piperidin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1=NC(OC)=CC=C1C1N(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CCCC1 SOWQZPBJILIBDL-UHFFFAOYSA-N 0.000 claims 1
- HOQUPGOXMYRORR-UHFFFAOYSA-N 1-[2-(piperidin-1-ylmethyl)pyrrolidin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)CN2CCCCC2)CCCC1 HOQUPGOXMYRORR-UHFFFAOYSA-N 0.000 claims 1
- JGKLGUIMQQHXKK-UHFFFAOYSA-N 1-[2-(pyridin-2-ylmethyl)pyrrolidin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)CC=2N=CC=CC=2)CCCC1 JGKLGUIMQQHXKK-UHFFFAOYSA-N 0.000 claims 1
- RKIKDVWRLZSCOB-UHFFFAOYSA-N 1-[2-[(3-methylpyridin-2-yl)methyl]piperidin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCCC2)CC=2C(=CC=CN=2)C)CCCC1 RKIKDVWRLZSCOB-UHFFFAOYSA-N 0.000 claims 1
- VOLGVSUBEKDANR-UHFFFAOYSA-N 1-[2-[(5-ethylpyridin-2-yl)methyl]piperidin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound N1=CC(CC)=CC=C1CC1N(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CCCC1 VOLGVSUBEKDANR-UHFFFAOYSA-N 0.000 claims 1
- XUCPTYRKOSKMTI-UHFFFAOYSA-N 1-[2-[(5-ethylpyridin-2-yl)methyl]pyrrolidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound N1=CC(CC)=CC=C1CC1N(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC(OC)=CC=2C)C)CCC1 XUCPTYRKOSKMTI-UHFFFAOYSA-N 0.000 claims 1
- WCGDRNVDUJWAFQ-UHFFFAOYSA-N 1-[2-[4-(dimethylamino)phenyl]azepan-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCCCC2)C=2C=CC(=CC=2)N(C)C)CCCC1 WCGDRNVDUJWAFQ-UHFFFAOYSA-N 0.000 claims 1
- NWWSTGVSSRNEGB-UHFFFAOYSA-N 1-[2-[4-(dimethylamino)phenyl]azepan-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCCCC2)C=2C=CC(=CC=2)N(C)C)CCC1 NWWSTGVSSRNEGB-UHFFFAOYSA-N 0.000 claims 1
- QHGCTXCLBMGEFU-UHFFFAOYSA-N 1-[2-[4-(dimethylamino)phenyl]pyrrolidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)C=2C=CC(=CC=2)N(C)C)CCCC1 QHGCTXCLBMGEFU-UHFFFAOYSA-N 0.000 claims 1
- CYURQSTYGXZBNQ-UHFFFAOYSA-N 1-[2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]acetyl]piperidin-4-one Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(=O)CC2)CCCC1 CYURQSTYGXZBNQ-UHFFFAOYSA-N 0.000 claims 1
- NBYYQVPPXQKMSW-UHFFFAOYSA-N 1-[4-(1,3,4,6,7,8,9,9a-octahydropyrido[1,2-a]pyrazin-2-yl)piperidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CC3CCCCN3CC2)CCCC1 NBYYQVPPXQKMSW-UHFFFAOYSA-N 0.000 claims 1
- VWTBGNLZRONPGD-UHFFFAOYSA-N 1-[4-(1,3,4,6,7,8,9,9a-octahydropyrido[1,2-a]pyrazin-2-yl)piperidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone;dihydrochloride Chemical compound Cl.Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CC3CCCCN3CC2)CCCC1 VWTBGNLZRONPGD-UHFFFAOYSA-N 0.000 claims 1
- RDPVEYLVIFKHMD-UHFFFAOYSA-N 1-[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=C4OCOC4=CC=3)CC2)CCCC1 RDPVEYLVIFKHMD-UHFFFAOYSA-N 0.000 claims 1
- IBTPFUOTTWKHKR-UHFFFAOYSA-N 1-[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-2-[[1-(3,4-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=C4OCOC4=CC=3)CC2)CCC1 IBTPFUOTTWKHKR-UHFFFAOYSA-N 0.000 claims 1
- KOIMLSCWNIVYAJ-UHFFFAOYSA-N 1-[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=C4OCOC4=CC=3)CC2)CCC1 KOIMLSCWNIVYAJ-UHFFFAOYSA-N 0.000 claims 1
- MKCSOGWNQOZQKO-UHFFFAOYSA-N 1-[4-(1,3-benzothiazol-2-yl)piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2SC3=CC=CC=C3N=2)CCCC1 MKCSOGWNQOZQKO-UHFFFAOYSA-N 0.000 claims 1
- WBMRWBVBGRWSLJ-UHFFFAOYSA-N 1-[4-(1,3-benzothiazol-2-yl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2SC3=CC=CC=C3N=2)CCCC1 WBMRWBVBGRWSLJ-UHFFFAOYSA-N 0.000 claims 1
- OQUQKBMEJHEDHP-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[(1-naphthalen-1-ylsulfonylpiperidin-2-yl)methoxy]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=CC=CC=C3C=CC=2)CC1 OQUQKBMEJHEDHP-UHFFFAOYSA-N 0.000 claims 1
- NVPRLGXEMFZLHL-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[(1-naphthalen-2-ylsulfonyl-3,4-dihydro-2h-quinolin-2-yl)methoxy]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(C3=CC=CC=C3CC2)S(=O)(=O)C=2C=C3C=CC=CC3=CC=2)CC1 NVPRLGXEMFZLHL-UHFFFAOYSA-N 0.000 claims 1
- XXHJFFCJDGIJDA-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[(1-naphthalen-2-ylsulfonylpiperidin-2-yl)methoxy]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C3C=CC=CC3=CC=2)CC1 XXHJFFCJDGIJDA-UHFFFAOYSA-N 0.000 claims 1
- LLLXWOFXXXVMJT-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[(1-quinolin-8-ylsulfonylpiperidin-2-yl)methoxy]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=NC=CC=C3C=CC=2)CC1 LLLXWOFXXXVMJT-UHFFFAOYSA-N 0.000 claims 1
- QIUSCDIZSGRVGX-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[(2-naphthalen-2-ylsulfonyl-3,4-dihydro-1h-isoquinolin-3-yl)methoxy]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CC3=CC=CC=C3C2)S(=O)(=O)C=2C=C3C=CC=CC3=CC=2)CC1 QIUSCDIZSGRVGX-UHFFFAOYSA-N 0.000 claims 1
- MHUUPGKTWRGBQY-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[[1-(2,4,5-trichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(Cl)=C(Cl)C=2)Cl)CC1 MHUUPGKTWRGBQY-UHFFFAOYSA-N 0.000 claims 1
- YOJXOJUIZJYACY-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)CC1 YOJXOJUIZJYACY-UHFFFAOYSA-N 0.000 claims 1
- ULNBBNQRKHOXLA-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CC1 ULNBBNQRKHOXLA-UHFFFAOYSA-N 0.000 claims 1
- KOSSXIWNGPDMGW-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[[1-(5,6,7,8-tetrahydronaphthalen-2-ylsulfonyl)piperidin-2-yl]methoxy]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C3CCCCC3=CC=2)CC1 KOSSXIWNGPDMGW-UHFFFAOYSA-N 0.000 claims 1
- VTYPCWSQRMZRRL-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[[1-[2,4,6-tri(propan-2-yl)phenyl]sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCCC1 VTYPCWSQRMZRRL-UHFFFAOYSA-N 0.000 claims 1
- GHSJMMFSCQOTTM-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[[1-[2-(trifluoromethyl)phenyl]sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)CC1 GHSJMMFSCQOTTM-UHFFFAOYSA-N 0.000 claims 1
- ACNNMIPFVRLAJD-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[[1-[3-(trifluoromethyl)phenyl]sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(C=CC=2)C(F)(F)F)CC1 ACNNMIPFVRLAJD-UHFFFAOYSA-N 0.000 claims 1
- FGSVZPVOURWQIA-UHFFFAOYSA-N 1-[4-(1h-benzimidazol-2-ylmethyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3NC4=CC=CC=C4N=3)CC2)CCCC1 FGSVZPVOURWQIA-UHFFFAOYSA-N 0.000 claims 1
- HNNYOFDDVKPGMV-UHFFFAOYSA-N 1-[4-(2-ethoxyethyl)piperazin-1-yl]-2-[[2-(2,4,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]ethanone Chemical compound C1CN(CCOCC)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CC2=CC=CC=C2C1 HNNYOFDDVKPGMV-UHFFFAOYSA-N 0.000 claims 1
- RQMBWTPMONVHOB-UHFFFAOYSA-N 1-[4-(2-fluorophenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C(=CC=CC=2)F)CCC1 RQMBWTPMONVHOB-UHFFFAOYSA-N 0.000 claims 1
- OIDUQTUKNIHTBE-UHFFFAOYSA-N 1-[4-(2-methoxyethyl)piperazin-1-yl]-2-[[2-(2,4,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]ethanone Chemical compound C1CN(CCOC)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CC2=CC=CC=C2C1 OIDUQTUKNIHTBE-UHFFFAOYSA-N 0.000 claims 1
- UQHWBTWOWDTQMS-UHFFFAOYSA-N 1-[4-(2-phenylethyl)piperazin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCC=3C=CC=CC=3)CC2)CCC1 UQHWBTWOWDTQMS-UHFFFAOYSA-N 0.000 claims 1
- TXCLBUGFTAHQLQ-UHFFFAOYSA-N 1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCCC3)CC2)CCC1 TXCLBUGFTAHQLQ-UHFFFAOYSA-N 0.000 claims 1
- BMSOLTIKXAHCCC-UHFFFAOYSA-N 1-[4-(3,4-dichlorophenyl)piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 BMSOLTIKXAHCCC-UHFFFAOYSA-N 0.000 claims 1
- FWTRRWJQERQXEH-UHFFFAOYSA-N 1-[4-(3,4-dichlorophenyl)piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1N1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 FWTRRWJQERQXEH-UHFFFAOYSA-N 0.000 claims 1
- BNPXXFHHEDQSHT-UHFFFAOYSA-N 1-[4-(3,4-dichlorophenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(Cl)C(Cl)=CC=2)CCCC1 BNPXXFHHEDQSHT-UHFFFAOYSA-N 0.000 claims 1
- QFDCFOKUZKKIBE-UHFFFAOYSA-N 1-[4-(3,4-dichlorophenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(Cl)C(Cl)=CC=2)CCC1 QFDCFOKUZKKIBE-UHFFFAOYSA-N 0.000 claims 1
- HBZPOBFSXMHWNO-UHFFFAOYSA-N 1-[4-(3,4-dihydro-1h-2,6-naphthyridin-2-yl)piperidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CC3=CC=NC=C3CC2)CCCC1 HBZPOBFSXMHWNO-UHFFFAOYSA-N 0.000 claims 1
- RMQWTWVIRAWRBB-UHFFFAOYSA-N 1-[4-(3,4-dihydro-1h-pyrrolo[1,2-a]pyrazin-2-yl)piperidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CC3=CC=CN3CC2)CCCC1 RMQWTWVIRAWRBB-UHFFFAOYSA-N 0.000 claims 1
- MWOHDUGKKQFGAW-UHFFFAOYSA-N 1-[4-(3,4-dimethylphenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(C)C(C)=CC=2)CCCC1 MWOHDUGKKQFGAW-UHFFFAOYSA-N 0.000 claims 1
- QQWWFHMBACDFQC-UHFFFAOYSA-N 1-[4-(3,4-dimethylphenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(C)C(C)=CC=2)CCC1 QQWWFHMBACDFQC-UHFFFAOYSA-N 0.000 claims 1
- IJAZSBJFMWYZCD-UHFFFAOYSA-N 1-[4-(3,5-dimethoxyphenyl)piperazin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound COC1=CC(OC)=CC(N2CCN(CC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)=C1 IJAZSBJFMWYZCD-UHFFFAOYSA-N 0.000 claims 1
- TVHAHEBJVSDIDA-UHFFFAOYSA-N 1-[4-(3,5-dimethoxyphenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(OC)C=C(OC)C=2)CCCC1 TVHAHEBJVSDIDA-UHFFFAOYSA-N 0.000 claims 1
- UWVZRKJCJDZAHZ-UHFFFAOYSA-N 1-[4-(3,5-dimethoxyphenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(OC)C=C(OC)C=2)CCC1 UWVZRKJCJDZAHZ-UHFFFAOYSA-N 0.000 claims 1
- CXAMHOOYKNNGMR-UHFFFAOYSA-N 1-[4-(3-chlorophenyl)piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC=CC(N2CCN(CC2)C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)=C1 CXAMHOOYKNNGMR-UHFFFAOYSA-N 0.000 claims 1
- CCLONGXIIMZRHJ-UHFFFAOYSA-N 1-[4-(3-chlorophenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(Cl)C=CC=2)CCCC1 CCLONGXIIMZRHJ-UHFFFAOYSA-N 0.000 claims 1
- CARNUSOCWBLXIO-UHFFFAOYSA-N 1-[4-(3-chlorophenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(Cl)C=CC=2)CCC1 CARNUSOCWBLXIO-UHFFFAOYSA-N 0.000 claims 1
- QHGDEBJCNQKKFV-UHFFFAOYSA-N 1-[4-(3-methoxyphenyl)piperazin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound COC1=CC=CC(N2CCN(CC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)=C1 QHGDEBJCNQKKFV-UHFFFAOYSA-N 0.000 claims 1
- HWQQEGAYPNCAQW-UHFFFAOYSA-N 1-[4-(4-benzyl-1,3-thiazol-2-yl)piperazin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2SC=C(CC=3C=CC=CC=3)N=2)CCCC1 HWQQEGAYPNCAQW-UHFFFAOYSA-N 0.000 claims 1
- QKYPZQVKYPRSKS-UHFFFAOYSA-N 1-[4-(4-fluorophenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CC(F)=CC=2)CCCC1 QKYPZQVKYPRSKS-UHFFFAOYSA-N 0.000 claims 1
- ORXFYXZWTNHPEB-UHFFFAOYSA-N 1-[4-(4-fluorophenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CC(F)=CC=2)CCC1 ORXFYXZWTNHPEB-UHFFFAOYSA-N 0.000 claims 1
- ZHFVCDXMPIXZAR-UHFFFAOYSA-N 1-[4-(4-fluoropiperidin-1-yl)piperidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCC(F)CC2)CCCC1 ZHFVCDXMPIXZAR-UHFFFAOYSA-N 0.000 claims 1
- NZRPPZMMHAPCNW-UHFFFAOYSA-N 1-[4-(4-methoxyphenyl)piperazin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1=CC(OC)=CC=C1N1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)CC1 NZRPPZMMHAPCNW-UHFFFAOYSA-N 0.000 claims 1
- ASDZLKAONROZLQ-UHFFFAOYSA-N 1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1CN(C)CCN1C1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)CC1 ASDZLKAONROZLQ-UHFFFAOYSA-N 0.000 claims 1
- FGTMGQCWVZCCGN-UHFFFAOYSA-N 1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(C)CCN1C1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CC1 FGTMGQCWVZCCGN-UHFFFAOYSA-N 0.000 claims 1
- KRZQWDAQYRBMFT-UHFFFAOYSA-N 1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]-2-[[2-(2,4,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]ethanone Chemical compound C1CN(C)CCN1C1CCN(C(=O)COCC2N(CC3=CC=CC=C3C2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CC1 KRZQWDAQYRBMFT-UHFFFAOYSA-N 0.000 claims 1
- PQWDROLKDOSWOR-UHFFFAOYSA-N 1-[4-(5-chloro-2-methylphenyl)piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC=C(Cl)C=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 PQWDROLKDOSWOR-UHFFFAOYSA-N 0.000 claims 1
- MOAQJFOVDHUFEY-UHFFFAOYSA-N 1-[4-(5-chloro-2-methylphenyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C(=CC=C(Cl)C=2)C)CCC1 MOAQJFOVDHUFEY-UHFFFAOYSA-N 0.000 claims 1
- DVAPHLLAGQDTGF-UHFFFAOYSA-N 1-[4-(6,8-dihydro-5h-[1,2,4]triazolo[1,5-a]pyrazin-7-yl)piperidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CC3=NC=NN3CC2)CCCC1 DVAPHLLAGQDTGF-UHFFFAOYSA-N 0.000 claims 1
- GUQZOXLIBKDAQP-UHFFFAOYSA-N 1-[4-(6,8-dihydro-5h-imidazo[1,2-a]pyrazin-7-yl)piperidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CC3=NC=CN3CC2)CCCC1 GUQZOXLIBKDAQP-UHFFFAOYSA-N 0.000 claims 1
- KGATXCDHEGAKTQ-UHFFFAOYSA-N 1-[4-(6-chloro-1,3-benzothiazol-2-yl)piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound S1C2=CC(Cl)=CC=C2N=C1N(CC1)CCN1C(=O)COCC1CCCCN1S(=O)(=O)C1=C(Cl)C=CC=C1Cl KGATXCDHEGAKTQ-UHFFFAOYSA-N 0.000 claims 1
- WZNDVCZYXZCQNO-UHFFFAOYSA-N 1-[4-(6-fluoro-3,4-dihydro-1h-isoquinolin-2-yl)piperidin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CC3=CC=C(F)C=C3CC2)CCCC1 WZNDVCZYXZCQNO-UHFFFAOYSA-N 0.000 claims 1
- CKLBRXUCOFQEEN-UHFFFAOYSA-N 1-[4-(6-methyl-1h-benzimidazol-2-yl)piperidin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound N=1C2=CC(C)=CC=C2NC=1C(CC1)CCN1C(=O)COCC1CCCCN1S(=O)(=O)C1=C(C)C=C(C)C=C1C CKLBRXUCOFQEEN-UHFFFAOYSA-N 0.000 claims 1
- YDOHIUDFWJJGSD-UHFFFAOYSA-N 1-[4-(cyclohexylmethyl)piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC3CCCCC3)CC2)CCCC1 YDOHIUDFWJJGSD-UHFFFAOYSA-N 0.000 claims 1
- VILUFDZSNZPRCA-UHFFFAOYSA-N 1-[4-(cyclohexylmethyl)piperazin-1-yl]-2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC3CCCCC3)CC2)CCCC1 VILUFDZSNZPRCA-UHFFFAOYSA-N 0.000 claims 1
- SSMSQYZBYYSMMW-UHFFFAOYSA-N 1-[4-(cyclohexylmethyl)piperazin-1-yl]-2-[[1-(3,4-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC3CCCCC3)CC2)CCC1 SSMSQYZBYYSMMW-UHFFFAOYSA-N 0.000 claims 1
- GHAYWJMTOHSIHE-UHFFFAOYSA-N 1-[4-(cyclohexylmethyl)piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC3CCCCC3)CC2)CCC1 GHAYWJMTOHSIHE-UHFFFAOYSA-N 0.000 claims 1
- CYGBZNANDPSJRB-UHFFFAOYSA-N 1-[4-[(1,5-dimethylpyrazol-4-yl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC3=C(N(C)N=C3)C)CC2)CCCC1 CYGBZNANDPSJRB-UHFFFAOYSA-N 0.000 claims 1
- XXQZCDXBZLCBBT-UHFFFAOYSA-N 1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]-2-[[1-(2,4,6-trimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(C)CCC1CN1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CC1 XXQZCDXBZLCBBT-UHFFFAOYSA-N 0.000 claims 1
- FOHHNKPUGCCKQR-UHFFFAOYSA-N 1-[4-[(2-fluorophenyl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C(=CC=CC=3)F)CC2)CCCC1 FOHHNKPUGCCKQR-UHFFFAOYSA-N 0.000 claims 1
- CNGYKBBPOJAYBT-UHFFFAOYSA-N 1-[4-[(2-fluorophenyl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C(=CC=CC=3)F)CC2)CCC1 CNGYKBBPOJAYBT-UHFFFAOYSA-N 0.000 claims 1
- AHNGQZVURKNFIL-UHFFFAOYSA-N 1-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1CN1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 AHNGQZVURKNFIL-UHFFFAOYSA-N 0.000 claims 1
- BNYKQXUKHTXKHP-UHFFFAOYSA-N 1-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1CN1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 BNYKQXUKHTXKHP-UHFFFAOYSA-N 0.000 claims 1
- JALIVNRYQNNEIY-UHFFFAOYSA-N 1-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=C(Cl)C(Cl)=CC=3)CC2)CCCC1 JALIVNRYQNNEIY-UHFFFAOYSA-N 0.000 claims 1
- KPDQTWQKCPLDJO-UHFFFAOYSA-N 1-[4-[(3,4-dichlorophenyl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=C(Cl)C(Cl)=CC=3)CC2)CCC1 KPDQTWQKCPLDJO-UHFFFAOYSA-N 0.000 claims 1
- CWYIPDPFVFWNDB-UHFFFAOYSA-N 1-[4-[(4-bromophenyl)methyl]piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC(Br)=CC=3)CC2)CCCC1 CWYIPDPFVFWNDB-UHFFFAOYSA-N 0.000 claims 1
- MQEALGADWDWVDX-UHFFFAOYSA-N 1-[4-[(4-bromophenyl)methyl]piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC(Br)=CC=3)CC2)CCC1 MQEALGADWDWVDX-UHFFFAOYSA-N 0.000 claims 1
- QRKGKZJPNNYYLE-UHFFFAOYSA-N 1-[4-[(4-bromophenyl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC(Br)=CC=3)CC2)CCCC1 QRKGKZJPNNYYLE-UHFFFAOYSA-N 0.000 claims 1
- PISIDUJDDAWECE-UHFFFAOYSA-N 1-[4-[(4-bromophenyl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC(Br)=CC=3)CC2)CCC1 PISIDUJDDAWECE-UHFFFAOYSA-N 0.000 claims 1
- RFWDSLPOIZRPTQ-UHFFFAOYSA-N 1-[4-[(4-chloro-2-phenyl-1h-imidazol-5-yl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC3=C(NC(=N3)C=3C=CC=CC=3)Cl)CC2)CCCC1 RFWDSLPOIZRPTQ-UHFFFAOYSA-N 0.000 claims 1
- OTSISIMQNGHKRJ-UHFFFAOYSA-N 1-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1=CC(Cl)=CC=C1CN1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 OTSISIMQNGHKRJ-UHFFFAOYSA-N 0.000 claims 1
- FZFUBOJYAFVEPV-UHFFFAOYSA-N 1-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1=CC(Cl)=CC=C1CN1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 FZFUBOJYAFVEPV-UHFFFAOYSA-N 0.000 claims 1
- QSTGKAYPKISDIS-UHFFFAOYSA-N 1-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC(Cl)=CC=3)CC2)CCCC1 QSTGKAYPKISDIS-UHFFFAOYSA-N 0.000 claims 1
- GXBZFTYQFYNJRP-UHFFFAOYSA-N 1-[4-[(4-chlorophenyl)methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC(Cl)=CC=3)CC2)CCC1 GXBZFTYQFYNJRP-UHFFFAOYSA-N 0.000 claims 1
- ASTUSRKPFRBHLR-UHFFFAOYSA-N 1-[4-[2-(2,5-dimethylpyrrol-1-yl)ethyl]piperazin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC=C(C)N1CCN1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)CC1 ASTUSRKPFRBHLR-UHFFFAOYSA-N 0.000 claims 1
- MFCJXOUCJHSLDD-UHFFFAOYSA-N 1-[4-[2-(2,5-dimethylpyrrol-1-yl)ethyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCN3C(=CC=C3C)C)CC2)CCCC1 MFCJXOUCJHSLDD-UHFFFAOYSA-N 0.000 claims 1
- FAOIOUYTOPUIMZ-UHFFFAOYSA-N 1-[4-[2-(2,5-dimethylpyrrol-1-yl)ethyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCN3C(=CC=C3C)C)CC2)CCC1 FAOIOUYTOPUIMZ-UHFFFAOYSA-N 0.000 claims 1
- VJUAGTKWXSLKMG-UHFFFAOYSA-N 1-[4-[2-(2,5-dimethylpyrrol-1-yl)ethyl]piperazin-1-yl]-2-[[1-(4-methoxyphenyl)sulfonyl-2,3-dihydroindol-2-yl]methoxy]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C2=CC=CC=C2CC1COCC(=O)N1CCN(CCN2C(=CC=C2C)C)CC1 VJUAGTKWXSLKMG-UHFFFAOYSA-N 0.000 claims 1
- AHVUZZHWIYEYGN-UHFFFAOYSA-N 1-[4-[2-[di(propan-2-yl)amino]ethyl]piperazin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(CCN(C(C)C)C(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)CCCC1 AHVUZZHWIYEYGN-UHFFFAOYSA-N 0.000 claims 1
- JWSIEOHTOUYGGD-UHFFFAOYSA-N 1-[4-[2-[di(propan-2-yl)amino]ethyl]piperazin-1-yl]-2-[[1-(2,4,6-trichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound C1CN(CCN(C(C)C)C(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(Cl)=CC=2Cl)Cl)CCC1 JWSIEOHTOUYGGD-UHFFFAOYSA-N 0.000 claims 1
- QIGKDVXGXQYLJE-UHFFFAOYSA-N 1-[4-[2-[di(propan-2-yl)amino]ethyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCN(C(C)C)C(C)C)CC2)CCCC1 QIGKDVXGXQYLJE-UHFFFAOYSA-N 0.000 claims 1
- MNBSLSJORSJMEK-UHFFFAOYSA-N 1-[4-[2-[di(propan-2-yl)amino]ethyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCN(C(C)C)C(C)C)CC2)CCC1 MNBSLSJORSJMEK-UHFFFAOYSA-N 0.000 claims 1
- HTDBTGSRBLBJLI-UHFFFAOYSA-N 1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]-2-[[1-[3-(trifluoromethyl)phenyl]sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound C1CN(CCCN(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C=C(C=CC=2)C(F)(F)F)CCCC1 HTDBTGSRBLBJLI-UHFFFAOYSA-N 0.000 claims 1
- IOURMDWSMIBLAY-UHFFFAOYSA-N 1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]-2-[[2-(2,4,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]ethanone Chemical compound C1CN(CCCN(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CC2=CC=CC=C2C1 IOURMDWSMIBLAY-UHFFFAOYSA-N 0.000 claims 1
- XMCFLLJPDLYIEU-UHFFFAOYSA-N 1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]-2-[[2-(4-methoxy-2,3,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]ethanone Chemical compound CC1=C(C)C(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCCN(C)C)CC2)CC2=CC=CC=C2C1 XMCFLLJPDLYIEU-UHFFFAOYSA-N 0.000 claims 1
- HLZXEYCBHJHXPK-UHFFFAOYSA-N 1-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]-2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound ClC1=CC(C(F)(F)F)=CN=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 HLZXEYCBHJHXPK-UHFFFAOYSA-N 0.000 claims 1
- AOZOFDZMXHRZTJ-UHFFFAOYSA-N 1-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C(=CC(=CN=2)C(F)(F)F)Cl)CCCC1 AOZOFDZMXHRZTJ-UHFFFAOYSA-N 0.000 claims 1
- JQPBEYYDKBPGQW-UHFFFAOYSA-N 1-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C(=CC(=CN=2)C(F)(F)F)Cl)CCC1 JQPBEYYDKBPGQW-UHFFFAOYSA-N 0.000 claims 1
- PMJFHPJDXODGKN-UHFFFAOYSA-N 1-[4-[[2-(4-fluoro-n-methylanilino)pyrimidin-5-yl]methyl]piperazin-1-yl]-2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=NC(=NC=3)N(C)C=3C=CC(F)=CC=3)CC2)CCCC1 PMJFHPJDXODGKN-UHFFFAOYSA-N 0.000 claims 1
- FPIRBHDGWMWJEP-UHFFFAOYSA-N 1-hydroxy-7-azabenzotriazole Chemical compound C1=CN=C2N(O)N=NC2=C1 FPIRBHDGWMWJEP-UHFFFAOYSA-N 0.000 claims 1
- OACUQXUBWLSNCA-UHFFFAOYSA-N 2-[(1-isoquinolin-5-ylsulfonylpiperidin-2-yl)methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=CC=NC=C3C=CC=2)CC1 OACUQXUBWLSNCA-UHFFFAOYSA-N 0.000 claims 1
- PXIVXNFODWNGIJ-UHFFFAOYSA-N 2-[(1-naphthalen-1-ylsulfonylpiperidin-2-yl)methoxy]-1-(4-pyrrolidin-1-ylpiperidin-1-yl)ethanone Chemical compound C1CCCN(S(=O)(=O)C=2C3=CC=CC=C3C=CC=2)C1COCC(=O)N(CC1)CCC1N1CCCC1 PXIVXNFODWNGIJ-UHFFFAOYSA-N 0.000 claims 1
- ZULBQDJWDOCBTH-UHFFFAOYSA-N 2-[2-[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]ethoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(CCOCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCCC1 ZULBQDJWDOCBTH-UHFFFAOYSA-N 0.000 claims 1
- HYJVAKPUVOTFJS-UHFFFAOYSA-N 2-[2-[1-(4-methoxyphenyl)sulfonylpiperidin-2-yl]ethoxy]-1-[4-(2-phenylethyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C(CCOCC(=O)N2CCN(CCC=3C=CC=CC=3)CC2)CCCC1 HYJVAKPUVOTFJS-UHFFFAOYSA-N 0.000 claims 1
- HIJWMGDWFFFPRM-UHFFFAOYSA-N 2-[2-[1-(4-methoxyphenyl)sulfonylpiperidin-2-yl]ethoxy]-1-[4-(2-piperidin-1-ylethyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C(CCOCC(=O)N2CCN(CCN3CCCCC3)CC2)CCCC1 HIJWMGDWFFFPRM-UHFFFAOYSA-N 0.000 claims 1
- LUAVBURLSJTNNK-UHFFFAOYSA-N 2-[2-[1-(4-methoxyphenyl)sulfonylpiperidin-2-yl]ethoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C(CCOCC(=O)N2CCC(CCN3CCCCC3)CC2)CCCC1 LUAVBURLSJTNNK-UHFFFAOYSA-N 0.000 claims 1
- SNDNJDXVHDHFSQ-UHFFFAOYSA-N 2-[4-[2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]acetyl]piperazin-1-yl]pyridine-3-carbonitrile Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C(=CC=CN=2)C#N)CCCC1 SNDNJDXVHDHFSQ-UHFFFAOYSA-N 0.000 claims 1
- QCPCAGLXHDUXCA-UHFFFAOYSA-N 2-[4-[2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]acetyl]-1,4-diazepan-1-yl]pyridine-3-carbonitrile Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCC2)C=2C(=CC=CN=2)C#N)CCC1 QCPCAGLXHDUXCA-UHFFFAOYSA-N 0.000 claims 1
- IFVGRTTZJWKEPY-UHFFFAOYSA-N 2-[4-[2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]acetyl]piperazin-1-yl]pyridine-3-carbonitrile Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C(=CC=CN=2)C#N)CCC1 IFVGRTTZJWKEPY-UHFFFAOYSA-N 0.000 claims 1
- BWQFHVQHCZBNHA-GHVWMZMZSA-N 2-[[(2r)-1-(2-chloro-6-methylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COC[C@@H]2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2C)Cl)CC1 BWQFHVQHCZBNHA-GHVWMZMZSA-N 0.000 claims 1
- KSVJCVQLQYOACA-PPLJNSMQSA-N 2-[[(2r)-1-(4-methoxy-2,3,6-trimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.CC1=C(C)C(OC)=CC(C)=C1S(=O)(=O)N1[C@@H](COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCC1 KSVJCVQLQYOACA-PPLJNSMQSA-N 0.000 claims 1
- BWQFHVQHCZBNHA-FGJQBABTSA-N 2-[[(2s)-1-(2-chloro-6-methylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COC[C@H]2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2C)Cl)CC1 BWQFHVQHCZBNHA-FGJQBABTSA-N 0.000 claims 1
- PSZQVVVOIIPHQE-FTBISJDPSA-N 2-[[(2s)-1-(2-chloro-6-methylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone;hydrochloride Chemical compound Cl.CC1=CC=CC(Cl)=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCC(CCN3CCCC3)CC2)CCC1 PSZQVVVOIIPHQE-FTBISJDPSA-N 0.000 claims 1
- CAWSROYGZOKUNC-IKXQUJFKSA-N 2-[[(2s)-1-(2-chloro-6-methylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1CN1CCN(C(=O)COC[C@H]2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2C)Cl)CC1 CAWSROYGZOKUNC-IKXQUJFKSA-N 0.000 claims 1
- LTPFFIWXMIAQEI-FTBISJDPSA-N 2-[[(2s)-1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-4-yloxypiperidin-1-yl)ethanone;hydrochloride Chemical compound Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCC(CC2)OC=2C=CN=CC=2)CCCC1 LTPFFIWXMIAQEI-FTBISJDPSA-N 0.000 claims 1
- PWVUJTOPRDSRMG-JIDHJSLPSA-N 2-[[(2s)-1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone;hydrochloride Chemical compound Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCC(CCN3CCCC3)CC2)CCC1 PWVUJTOPRDSRMG-JIDHJSLPSA-N 0.000 claims 1
- FUDFZLURKHNCDS-DEOSSOPVSA-N 2-[[(2s)-1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCN(CC3CCN(C)CC3)CC2)CCC1 FUDFZLURKHNCDS-DEOSSOPVSA-N 0.000 claims 1
- KYYZWHKZTRSNRK-VWLOTQADSA-N 2-[[(3s)-2-(2,4-dichlorophenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COC[C@H]2N(CC3=CC=CC=C3C2)S(=O)(=O)C=2C(=CC(Cl)=CC=2)Cl)CC1 KYYZWHKZTRSNRK-VWLOTQADSA-N 0.000 claims 1
- VMJFPEVVOFWGNY-LJAQVGFWSA-N 2-[[(3s)-2-(4-methoxy-2,6-dimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCC(CCN3CCCC3)CC2)CC2=CC=CC=C2C1 VMJFPEVVOFWGNY-LJAQVGFWSA-N 0.000 claims 1
- CJVGQWCRKVMNMD-LJAQVGFWSA-N 2-[[(3s)-2-(4-methoxy-2,6-dimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCN(CC3CCN(C)CC3)CC2)CC2=CC=CC=C2C1 CJVGQWCRKVMNMD-LJAQVGFWSA-N 0.000 claims 1
- UCIPJYNUZCZOTQ-SANMLTNESA-N 2-[[(3s)-2-(4-methoxyphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CC2=CC=CC=C2C1 UCIPJYNUZCZOTQ-SANMLTNESA-N 0.000 claims 1
- UYVWHJGJBRYSTN-MHZLTWQESA-N 2-[[(3s)-2-(4-methoxyphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCC(CCN3CCCC3)CC2)CC2=CC=CC=C2C1 UYVWHJGJBRYSTN-MHZLTWQESA-N 0.000 claims 1
- GLPGOQRYDGWWAZ-LPCSYZHESA-N 2-[[(3s)-2-(4-methoxyphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1=CC(OC)=CC=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCN(CC3CCN(C)CC3)CC2)CC2=CC=CC=C2C1 GLPGOQRYDGWWAZ-LPCSYZHESA-N 0.000 claims 1
- OCQQZRXTIMFUNJ-UHFFFAOYSA-N 2-[[1-(1-benzothiophen-2-ylsulfonyl)piperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2SC3=CC=CC=C3C=2)CC1 OCQQZRXTIMFUNJ-UHFFFAOYSA-N 0.000 claims 1
- KUNOECHYRSAZOR-UHFFFAOYSA-N 2-[[1-(1-benzothiophen-3-ylsulfonyl)piperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=CC=CC=C3SC=2)CC1 KUNOECHYRSAZOR-UHFFFAOYSA-N 0.000 claims 1
- SLPCXDZOIZWXTJ-UHFFFAOYSA-N 2-[[1-(1-benzothiophen-3-ylsulfonyl)piperidin-2-yl]methoxy]-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethanone Chemical compound C1CN(C)CCN1C1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=CC=CC=C3SC=2)CC1 SLPCXDZOIZWXTJ-UHFFFAOYSA-N 0.000 claims 1
- FNKPVVYCVDCGEU-UHFFFAOYSA-N 2-[[1-(1-benzothiophen-3-ylsulfonyl)piperidin-2-yl]methoxy]-1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1CN1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=CC=CC=C3SC=2)CC1 FNKPVVYCVDCGEU-UHFFFAOYSA-N 0.000 claims 1
- UEPPUVUZZILNMX-UHFFFAOYSA-N 2-[[1-(2,3-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=C(Cl)C=CC=2)Cl)CC1 UEPPUVUZZILNMX-UHFFFAOYSA-N 0.000 claims 1
- GSCOJOOTAKPQOG-UHFFFAOYSA-N 2-[[1-(2,5-dichlorothiophen-3-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C2=C(SC(Cl)=C2)Cl)CC1 GSCOJOOTAKPQOG-UHFFFAOYSA-N 0.000 claims 1
- YTNDCRYTJVKJDU-UHFFFAOYSA-N 2-[[1-(2,5-dimethylthiophen-3-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C2=C(SC(C)=C2)C)CC1 YTNDCRYTJVKJDU-UHFFFAOYSA-N 0.000 claims 1
- LVGAVVPJUDXUEA-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(2-pyridin-3-ylpyrrolidin-1-yl)ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)C=2C=NC=CC=2)CCCC1 LVGAVVPJUDXUEA-UHFFFAOYSA-N 0.000 claims 1
- CKGCRLMJEJYQPA-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(3-pyridin-4-ylpyrrolidin-1-yl)ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC2)C=2C=CN=CC=2)CCCC1 CKGCRLMJEJYQPA-UHFFFAOYSA-N 0.000 claims 1
- ZHYJSGFEPXEITC-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-methyl-1,4-diazepan-1-yl)ethanone Chemical compound C1CN(C)CCCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CCCC1 ZHYJSGFEPXEITC-UHFFFAOYSA-N 0.000 claims 1
- GMTFPXMRYMTELC-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-piperidin-1-ylpiperidin-1-yl)ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCCC2)CCCC1 GMTFPXMRYMTELC-UHFFFAOYSA-N 0.000 claims 1
- PKCHCYXPVJYLQN-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-2-ylpiperazin-1-yl)ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2N=CC=CC=2)CCCC1 PKCHCYXPVJYLQN-UHFFFAOYSA-N 0.000 claims 1
- KXGMBNVYRZIXLM-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-4-ylpiperazin-1-yl)ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CN=CC=2)CCCC1 KXGMBNVYRZIXLM-UHFFFAOYSA-N 0.000 claims 1
- YEYXKMIHQVKBKF-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyrrolidin-1-ylpiperidin-1-yl)ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCC2)CCCC1 YEYXKMIHQVKBKF-UHFFFAOYSA-N 0.000 claims 1
- MQYPOFBEOOYHEU-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[2-(pyridin-2-ylmethyl)pyrrolidin-1-yl]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)CC=2N=CC=CC=2)CCCC1 MQYPOFBEOOYHEU-UHFFFAOYSA-N 0.000 claims 1
- OACYPNOMTJCOIL-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[2-[(4,6-dimethylpyridin-2-yl)methyl]pyrrolidin-1-yl]ethanone Chemical compound CC1=CC(C)=NC(CC2N(CCC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)=C1 OACYPNOMTJCOIL-UHFFFAOYSA-N 0.000 claims 1
- PGKOEGAHHJIBMA-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[2-[(6-methylpyridin-2-yl)methyl]piperidin-1-yl]ethanone Chemical compound CC1=CC=CC(CC2N(CCCC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)=N1 PGKOEGAHHJIBMA-UHFFFAOYSA-N 0.000 claims 1
- BWVGRRKUOXQLRI-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[2-[(6-methylpyridin-2-yl)methyl]pyrrolidin-1-yl]ethanone Chemical compound CC1=CC=CC(CC2N(CCC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)=N1 BWVGRRKUOXQLRI-UHFFFAOYSA-N 0.000 claims 1
- LAOQNIXJKBRRGO-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[2-[4-(dimethylamino)phenyl]pyrrolidin-1-yl]ethanone Chemical compound C1=CC(N(C)C)=CC=C1C1N(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CCC1 LAOQNIXJKBRRGO-UHFFFAOYSA-N 0.000 claims 1
- MHWNLPQLUCVWJJ-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 MHWNLPQLUCVWJJ-UHFFFAOYSA-N 0.000 claims 1
- ISKIIZUVOZWDIQ-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 ISKIIZUVOZWDIQ-UHFFFAOYSA-N 0.000 claims 1
- VLAPRQCGIKLFQJ-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-fluorophenyl)piperazin-1-yl]ethanone Chemical compound FC1=CC=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 VLAPRQCGIKLFQJ-UHFFFAOYSA-N 0.000 claims 1
- XLMQPRGESAWMBS-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-hydroxyethyl)piperazin-1-yl]ethanone Chemical compound C1CN(CCO)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CCCC1 XLMQPRGESAWMBS-UHFFFAOYSA-N 0.000 claims 1
- GARFXKYWXCWEKO-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound COC1=CC=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 GARFXKYWXCWEKO-UHFFFAOYSA-N 0.000 claims 1
- CCJNUCXLJWMZNL-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCCC3)CC2)CCCC1 CCJNUCXLJWMZNL-UHFFFAOYSA-N 0.000 claims 1
- ZORXFAZPCVKVHB-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(3,4-dimethylphenyl)piperazin-1-yl]ethanone Chemical compound C1=C(C)C(C)=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 ZORXFAZPCVKVHB-UHFFFAOYSA-N 0.000 claims 1
- ZWIFDPRVGYPPRI-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(3,5-dichloropyridin-2-yl)piperazin-1-yl]ethanone Chemical compound ClC1=CC(Cl)=CN=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 ZWIFDPRVGYPPRI-UHFFFAOYSA-N 0.000 claims 1
- UGLLUFKYOJRVQX-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(3-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound COC1=CC=CC(N2CCN(CC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)=C1 UGLLUFKYOJRVQX-UHFFFAOYSA-N 0.000 claims 1
- UJEQKKHGFIQGBC-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-fluorophenyl)piperazin-1-yl]ethanone Chemical compound C1=CC(F)=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 UJEQKKHGFIQGBC-UHFFFAOYSA-N 0.000 claims 1
- BAHYFOTXVDQCEL-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 BAHYFOTXVDQCEL-UHFFFAOYSA-N 0.000 claims 1
- KVCMTEVQLGMJEK-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethanone Chemical compound C1CN(C)CCN1C1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 KVCMTEVQLGMJEK-UHFFFAOYSA-N 0.000 claims 1
- XFLMBMJDGOISPS-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[(2-fluorophenyl)methyl]piperazin-1-yl]ethanone Chemical compound FC1=CC=CC=C1CN1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 XFLMBMJDGOISPS-UHFFFAOYSA-N 0.000 claims 1
- VFHVQHSQJKDTJA-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]ethanone Chemical compound C1=CC(C)=CC=C1CN1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 VFHVQHSQJKDTJA-UHFFFAOYSA-N 0.000 claims 1
- USIISHYGQBRBKE-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[2-(2,5-dimethylpyrrol-1-yl)ethyl]piperazin-1-yl]ethanone Chemical compound CC1=CC=C(C)N1CCN1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 USIISHYGQBRBKE-UHFFFAOYSA-N 0.000 claims 1
- BCBFSBZZSNGJNF-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[2-[di(propan-2-yl)amino]ethyl]piperazin-1-yl]ethanone Chemical compound C1CN(CCN(C(C)C)C(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CCCC1 BCBFSBZZSNGJNF-UHFFFAOYSA-N 0.000 claims 1
- DDERZQUZWVBXKO-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]ethanone Chemical compound C1CN(CCCN(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CCCC1 DDERZQUZWVBXKO-UHFFFAOYSA-N 0.000 claims 1
- BMTJQPUPRRSMLF-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethanone Chemical compound FC(F)(F)C1=CC=CC(N2CCN(CC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)=C1 BMTJQPUPRRSMLF-UHFFFAOYSA-N 0.000 claims 1
- XPZHGECYUIYGPC-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]ethanone Chemical compound N1=CC(C(F)(F)F)=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 XPZHGECYUIYGPC-UHFFFAOYSA-N 0.000 claims 1
- MNZKPJYBASWHKI-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-n-[[4-(dimethylamino)phenyl]methyl]-n-propan-2-ylacetamide Chemical compound C1CCCN(S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)C1COCC(=O)N(C(C)C)CC1=CC=C(N(C)C)C=C1 MNZKPJYBASWHKI-UHFFFAOYSA-N 0.000 claims 1
- HMIRULGUTAEAIY-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-piperidin-1-ylpiperidin-1-yl)ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCCC2)CCC1 HMIRULGUTAEAIY-UHFFFAOYSA-N 0.000 claims 1
- YWXMQMWQAZOTPW-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[2-(pyridin-4-ylmethyl)piperidin-1-yl]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCCC2)CC=2C=CN=CC=2)CCC1 YWXMQMWQAZOTPW-UHFFFAOYSA-N 0.000 claims 1
- LHGKPFKYTIKKFZ-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 LHGKPFKYTIKKFZ-UHFFFAOYSA-N 0.000 claims 1
- PWNCORRJYFEMJP-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-phenylethyl)piperazin-1-yl]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCC=3C=CC=CC=3)CC2)CCC1 PWNCORRJYFEMJP-UHFFFAOYSA-N 0.000 claims 1
- DBORZRAKMDGUPJ-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound ClC1=CC=CC(Cl)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCCC3)CC2)CCC1 DBORZRAKMDGUPJ-UHFFFAOYSA-N 0.000 claims 1
- JVSVMDFBQALZMW-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(3,4-dimethylphenyl)piperazin-1-yl]ethanone Chemical compound C1=C(C)C(C)=CC=C1N1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 JVSVMDFBQALZMW-UHFFFAOYSA-N 0.000 claims 1
- DDGFUZJAWNZEMQ-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(3-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound COC1=CC=CC(N2CCN(CC2)C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)=C1 DDGFUZJAWNZEMQ-UHFFFAOYSA-N 0.000 claims 1
- ZJKDJGFRJYETKI-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(4-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1N1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 ZJKDJGFRJYETKI-UHFFFAOYSA-N 0.000 claims 1
- LTKRKWDRHQYZMD-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethanone Chemical compound C1CN(C)CCN1C1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 LTKRKWDRHQYZMD-UHFFFAOYSA-N 0.000 claims 1
- JDRCUGRXNAMVEJ-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1CN1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 JDRCUGRXNAMVEJ-UHFFFAOYSA-N 0.000 claims 1
- BDMIDZCLVDBCBX-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[2-(2,5-dimethylpyrrol-1-yl)ethyl]piperazin-1-yl]ethanone Chemical compound CC1=CC=C(C)N1CCN1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 BDMIDZCLVDBCBX-UHFFFAOYSA-N 0.000 claims 1
- QMJBANSRJAVMQV-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[2-(dimethylamino)ethyl]piperazin-1-yl]ethanone Chemical compound C1CN(CCN(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CCC1 QMJBANSRJAVMQV-UHFFFAOYSA-N 0.000 claims 1
- RLCQKMHDOMCUMR-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]ethanone Chemical compound C1CN(CCCN(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CCC1 RLCQKMHDOMCUMR-UHFFFAOYSA-N 0.000 claims 1
- POGIAEQSZUKXRJ-UHFFFAOYSA-N 2-[[1-(2-chloro-6-methylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2C)Cl)CC1 POGIAEQSZUKXRJ-UHFFFAOYSA-N 0.000 claims 1
- WLQQDMJBDHXXKA-UHFFFAOYSA-N 2-[[1-(2-chloronaphthalen-1-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=CC=CC=C3C=CC=2Cl)CC1 WLQQDMJBDHXXKA-UHFFFAOYSA-N 0.000 claims 1
- XVCLMSJGFRXVAQ-UHFFFAOYSA-N 2-[[1-(2-chlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2)Cl)CC1 XVCLMSJGFRXVAQ-UHFFFAOYSA-N 0.000 claims 1
- RAFNGJGFAUCMJK-UHFFFAOYSA-N 2-[[1-(2-methylnaphthalen-1-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=CC=CC=C3C=CC=2C)CC1 RAFNGJGFAUCMJK-UHFFFAOYSA-N 0.000 claims 1
- AUPQRROPFURMHZ-UHFFFAOYSA-N 2-[[1-(2-methylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2)C)CC1 AUPQRROPFURMHZ-UHFFFAOYSA-N 0.000 claims 1
- MUYSWUOSVMZKDP-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonyl-2,3-dihydroindol-2-yl]methoxy]-n-[[4-(pyrrolidin-1-ylmethyl)phenyl]methyl]acetamide Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C2=CC=CC=C2CC1COCC(=O)NCC(C=C1)=CC=C1CN1CCCC1 MUYSWUOSVMZKDP-UHFFFAOYSA-N 0.000 claims 1
- HEIOHUOYPPRFMI-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-phenylpiperazin-1-yl)ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CC=CC=2)CCCC1 HEIOHUOYPPRFMI-UHFFFAOYSA-N 0.000 claims 1
- UFSZGVCKUMOUAT-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyrrolidin-1-ylpiperidin-1-yl)ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCC2)CCCC1 UFSZGVCKUMOUAT-UHFFFAOYSA-N 0.000 claims 1
- DMSXORBRUMEPND-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[2-(piperidin-1-ylmethyl)morpholin-4-yl]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CC(CN3CCCCC3)OCC2)CCCC1 DMSXORBRUMEPND-UHFFFAOYSA-N 0.000 claims 1
- PKJWWLBEKVAPKL-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CC1 PKJWWLBEKVAPKL-UHFFFAOYSA-N 0.000 claims 1
- NXCXCMATZDALAR-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-fluorophenyl)piperazin-1-yl]ethanone Chemical compound FC1=CC=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CC1 NXCXCMATZDALAR-UHFFFAOYSA-N 0.000 claims 1
- ILBBMTNOWMCBTH-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-methoxyethyl)piperazin-1-yl]ethanone Chemical compound C1CN(CCOC)CCN1C(=O)COCC1N(S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CCCC1 ILBBMTNOWMCBTH-UHFFFAOYSA-N 0.000 claims 1
- URZWFYPYXWPEMZ-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperazin-1-yl]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCN3CCCCC3)CC2)CCCC1 URZWFYPYXWPEMZ-UHFFFAOYSA-N 0.000 claims 1
- NTVYCZCMTHSLFV-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCCC3)CC2)CCCC1 NTVYCZCMTHSLFV-UHFFFAOYSA-N 0.000 claims 1
- DUUKGBRBIHLAPX-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(3-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound COC1=CC=CC(N2CCN(CC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)=C1 DUUKGBRBIHLAPX-UHFFFAOYSA-N 0.000 claims 1
- XJFFODIQDCOASF-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-fluorophenyl)piperazin-1-yl]ethanone Chemical compound C1=CC(F)=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CC1 XJFFODIQDCOASF-UHFFFAOYSA-N 0.000 claims 1
- GNVPZKORYHYGDK-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CC1 GNVPZKORYHYGDK-UHFFFAOYSA-N 0.000 claims 1
- QHUHTTIJVAOQAR-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethanone Chemical compound C1CN(C)CCN1C1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CC1 QHUHTTIJVAOQAR-UHFFFAOYSA-N 0.000 claims 1
- AFKSSRWBNOYWPG-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]ethanone Chemical compound C1CN(CCCN(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CCCC1 AFKSSRWBNOYWPG-UHFFFAOYSA-N 0.000 claims 1
- XXDIJNZIGPCEHM-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-phenylpiperazin-1-yl)ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CC=CC=2)CCC1 XXDIJNZIGPCEHM-UHFFFAOYSA-N 0.000 claims 1
- UOWYLXDUOGRUFT-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CC1 UOWYLXDUOGRUFT-UHFFFAOYSA-N 0.000 claims 1
- NZRWZLHRCXRLKJ-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperazin-1-yl]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCN3CCCCC3)CC2)CCC1 NZRWZLHRCXRLKJ-UHFFFAOYSA-N 0.000 claims 1
- RTQMUXXDEKODJQ-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCCC3)CC2)CCC1 RTQMUXXDEKODJQ-UHFFFAOYSA-N 0.000 claims 1
- GXVIHLVTFQKUCQ-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]ethanone Chemical compound C1CN(CCCN(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)CCC1 GXVIHLVTFQKUCQ-UHFFFAOYSA-N 0.000 claims 1
- UDYLPETXTYRNCF-UHFFFAOYSA-N 2-[[1-(3-bromophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-4-ylpiperazin-1-yl)ethanone Chemical compound BrC1=CC=CC(S(=O)(=O)N2C(CCCC2)COCC(=O)N2CCN(CC2)C=2C=CN=CC=2)=C1 UDYLPETXTYRNCF-UHFFFAOYSA-N 0.000 claims 1
- RZXLFXSAIYIFBO-UHFFFAOYSA-N 2-[[1-(3-bromophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(Br)C=CC=2)CC1 RZXLFXSAIYIFBO-UHFFFAOYSA-N 0.000 claims 1
- PPVAODBCWPENLS-UHFFFAOYSA-N 2-[[1-(3-bromophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound BrC1=CC=CC(S(=O)(=O)N2C(CCCC2)COCC(=O)N2CCC(CCN3CCCC3)CC2)=C1 PPVAODBCWPENLS-UHFFFAOYSA-N 0.000 claims 1
- FDLIAFFQTFXWLD-UHFFFAOYSA-N 2-[[1-(4-bromo-2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(Br)=CC=2Cl)Cl)CC1 FDLIAFFQTFXWLD-UHFFFAOYSA-N 0.000 claims 1
- NDBFGWQIDYZNDG-UHFFFAOYSA-N 2-[[1-(4-bromo-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-4-ylpiperazin-1-yl)ethanone Chemical compound CC1=CC(Br)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CN=CC=2)CCCC1 NDBFGWQIDYZNDG-UHFFFAOYSA-N 0.000 claims 1
- YBTHOGNTRBLSMU-UHFFFAOYSA-N 2-[[1-(4-bromo-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(Br)=CC=2C)C)CC1 YBTHOGNTRBLSMU-UHFFFAOYSA-N 0.000 claims 1
- KFWPECDKNVGUNC-UHFFFAOYSA-N 2-[[1-(4-bromo-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(Br)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCC3)CC2)CCCC1 KFWPECDKNVGUNC-UHFFFAOYSA-N 0.000 claims 1
- NDGSUKNCWJHFNS-UHFFFAOYSA-N 2-[[1-(4-bromophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-4-ylpiperazin-1-yl)ethanone Chemical compound C1=CC(Br)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CN=CC=2)CCCC1 NDGSUKNCWJHFNS-UHFFFAOYSA-N 0.000 claims 1
- AKOGHCIHZXOWEB-UHFFFAOYSA-N 2-[[1-(4-bromophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=CC(Br)=CC=2)CC1 AKOGHCIHZXOWEB-UHFFFAOYSA-N 0.000 claims 1
- OWGJBVYCBNBQLF-UHFFFAOYSA-N 2-[[1-(4-bromophenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound C1=CC(Br)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCC3)CC2)CCCC1 OWGJBVYCBNBQLF-UHFFFAOYSA-N 0.000 claims 1
- ZBOKZWGMRHPJMX-UHFFFAOYSA-N 2-[[1-(4-chloro-2,5-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(Cl)=C(C)C=2)C)CC1 ZBOKZWGMRHPJMX-UHFFFAOYSA-N 0.000 claims 1
- KWSQMJUOHLAGPT-UHFFFAOYSA-N 2-[[1-(4-fluoro-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(F)=CC=2C)C)CC1 KWSQMJUOHLAGPT-UHFFFAOYSA-N 0.000 claims 1
- UDEIQBPOHFPVPQ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonyl-3,4-dihydro-2h-quinolin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C2=CC=CC=C2CCC1COCC(=O)N1CCN(C2CCN(C)CC2)CC1 UDEIQBPOHFPVPQ-UHFFFAOYSA-N 0.000 claims 1
- SIXPUEWATAUFSY-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(2-pyridin-2-ylpyrrolidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)C=2N=CC=CC=2)CCCC1 SIXPUEWATAUFSY-UHFFFAOYSA-N 0.000 claims 1
- LGKQILBLPCLPQJ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(3-pyridin-2-ylpyrrolidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC2)C=2N=CC=CC=2)CCCC1 LGKQILBLPCLPQJ-UHFFFAOYSA-N 0.000 claims 1
- QOPJEJDHHHBTQJ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(3-pyridin-3-ylpyrrolidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC2)C=2C=NC=CC=2)CCCC1 QOPJEJDHHHBTQJ-UHFFFAOYSA-N 0.000 claims 1
- XAPOWQDTWLGEFQ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(3-pyridin-4-ylpyrrolidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC2)C=2C=CN=CC=2)CCCC1 XAPOWQDTWLGEFQ-UHFFFAOYSA-N 0.000 claims 1
- XIFFKZLEMPJMIO-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-methyl-1,4-diazepan-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(C)CCC2)CCCC1 XIFFKZLEMPJMIO-UHFFFAOYSA-N 0.000 claims 1
- NPXLKXQFFZWOOU-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-methyl-2-phenylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CN(C)CC2)C=2C=CC=CC=2)CCCC1 NPXLKXQFFZWOOU-UHFFFAOYSA-N 0.000 claims 1
- XVRZWBSVBVXZQT-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(C)CC2)CCCC1 XVRZWBSVBVXZQT-UHFFFAOYSA-N 0.000 claims 1
- LICUTKCPCUDLAZ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-propan-2-ylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C(C)C)CCCC1 LICUTKCPCUDLAZ-UHFFFAOYSA-N 0.000 claims 1
- KSCYVKROTITUFA-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-2-ylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2N=CC=CC=2)CCCC1 KSCYVKROTITUFA-UHFFFAOYSA-N 0.000 claims 1
- WZXZBHFTMOYBNX-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-3-yloxypiperidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)OC=2C=NC=CC=2)CCCC1 WZXZBHFTMOYBNX-UHFFFAOYSA-N 0.000 claims 1
- VESRQTXLMFEYIP-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-3-ylpiperidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)C=2C=NC=CC=2)CCCC1 VESRQTXLMFEYIP-UHFFFAOYSA-N 0.000 claims 1
- GZKIGMYXVNTBBM-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-pyridin-4-ylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CN=CC=2)CCCC1 GZKIGMYXVNTBBM-UHFFFAOYSA-N 0.000 claims 1
- XPHONIPGKDSMHB-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-thieno[3,2-d]pyrimidin-4-ylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=3SC=CC=3N=CN=2)CCCC1 XPHONIPGKDSMHB-UHFFFAOYSA-N 0.000 claims 1
- PIKDMGHZKYOAFK-NQCNTLBGSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[(2s)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2[C@@H](CCC2)CN2CCCC2)CCCC1 PIKDMGHZKYOAFK-NQCNTLBGSA-N 0.000 claims 1
- RLAMHAIURGTGCD-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[2-(2-morpholin-4-ylethyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCCC2)CCN2CCOCC2)CCCC1 RLAMHAIURGTGCD-UHFFFAOYSA-N 0.000 claims 1
- OWVFXMCGQMQWIR-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[2-(piperidin-1-ylmethyl)pyrrolidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)CN2CCCCC2)CCCC1 OWVFXMCGQMQWIR-UHFFFAOYSA-N 0.000 claims 1
- WTPDHSVNURPTNC-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[3-(pyridin-3-ylmethyl)pyrrolidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC=3C=NC=CC=3)CC2)CCCC1 WTPDHSVNURPTNC-UHFFFAOYSA-N 0.000 claims 1
- LLRDYAYGXUHNPL-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCCC1 LLRDYAYGXUHNPL-UHFFFAOYSA-N 0.000 claims 1
- UMITVAXORSDTRI-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCCC1 UMITVAXORSDTRI-UHFFFAOYSA-N 0.000 claims 1
- UWCSEGWAHSGKHB-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-phenylethyl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCC=3C=CC=CC=3)CC2)CCCC1 UWCSEGWAHSGKHB-UHFFFAOYSA-N 0.000 claims 1
- RFTPUXZEALPYFT-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCCC3)CC2)CCCC1 RFTPUXZEALPYFT-UHFFFAOYSA-N 0.000 claims 1
- MUQNUVONPPPVSI-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone;hydrochloride Chemical compound Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCC3)CC2)CCCC1 MUQNUVONPPPVSI-UHFFFAOYSA-N 0.000 claims 1
- RZJHLXIJXQALCY-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(3-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound COC1=CC=CC(N2CCN(CC2)C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(OC)=CC=2C)C)=C1 RZJHLXIJXQALCY-UHFFFAOYSA-N 0.000 claims 1
- ZCEPOFUXFOFFTP-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(OC)=CC=2C)C)CC1 ZCEPOFUXFOFFTP-UHFFFAOYSA-N 0.000 claims 1
- AEOVOMDMQMWOMG-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methylcyclohexyl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C2CCC(C)CC2)CCCC1 AEOVOMDMQMWOMG-UHFFFAOYSA-N 0.000 claims 1
- LFYFOBQBVZSOCA-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCN(C)CC2)CCCC1 LFYFOBQBVZSOCA-UHFFFAOYSA-N 0.000 claims 1
- IYLBAWXSOJYSGE-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethanone;hydrochloride Chemical compound Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCN(C)CC2)CCCC1 IYLBAWXSOJYSGE-UHFFFAOYSA-N 0.000 claims 1
- MNWBXUFPFMBVCM-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-methylpiperazine-1-carbonyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)C(=O)N2CCN(C)CC2)CCCC1 MNWBXUFPFMBVCM-UHFFFAOYSA-N 0.000 claims 1
- VMQJRETWXBKFCY-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-phenyl-1,3-thiazol-2-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2SC=C(N=2)C=2C=CC=CC=2)CCCC1 VMQJRETWXBKFCY-UHFFFAOYSA-N 0.000 claims 1
- UZJDDZVZJPMLLO-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(4-pyrrolidin-1-ylquinazolin-7-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C3N=CN=C(C3=CC=2)N2CCCC2)CCCC1 UZJDDZVZJPMLLO-UHFFFAOYSA-N 0.000 claims 1
- QGGOSLIWWJJMBY-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(6-methyl-1h-benzimidazol-2-yl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)C=2NC3=CC=C(C)C=C3N=2)CCCC1 QGGOSLIWWJJMBY-UHFFFAOYSA-N 0.000 claims 1
- JOPUPNMLOFADAU-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(oxan-4-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C2CCOCC2)CCCC1 JOPUPNMLOFADAU-UHFFFAOYSA-N 0.000 claims 1
- CNGDSEMFVCVCSQ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(pyridin-4-yloxymethyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(COC=3C=CN=CC=3)CC2)CCCC1 CNGDSEMFVCVCSQ-UHFFFAOYSA-N 0.000 claims 1
- FVEWTRXIOKBQTQ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(quinoxalin-6-ylmethyl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=C4N=CC=NC4=CC=3)CC2)CCCC1 FVEWTRXIOKBQTQ-UHFFFAOYSA-N 0.000 claims 1
- LWAYZMSDMUMDJN-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC3CCN(C)CC3)CC2)CCCC1 LWAYZMSDMUMDJN-UHFFFAOYSA-N 0.000 claims 1
- ZZDNLDUTLRSLPM-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[(2,4,6-trimethylphenyl)methyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C(=CC(C)=CC=3C)C)CC2)CCCC1 ZZDNLDUTLRSLPM-UHFFFAOYSA-N 0.000 claims 1
- UIJRMPZZFZKFTL-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1CN1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(OC)=CC=2C)C)CC1 UIJRMPZZFZKFTL-UHFFFAOYSA-N 0.000 claims 1
- AKSWBLREBFJHIL-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC(C)=CC=3)CC2)CCCC1 AKSWBLREBFJHIL-UHFFFAOYSA-N 0.000 claims 1
- XSLBOIWHAGEFLV-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[2-(1-methylpiperidin-4-yl)ethyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCC3CCN(C)CC3)CC2)CCCC1 XSLBOIWHAGEFLV-UHFFFAOYSA-N 0.000 claims 1
- LDKPNYLZDKRBON-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(C=CC=2)C(F)(F)F)CCCC1 LDKPNYLZDKRBON-UHFFFAOYSA-N 0.000 claims 1
- UZGKIRIPJZTYCD-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[4-(trifluoromethyl)cyclohexyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C2CCC(CC2)C(F)(F)F)CCCC1 UZGKIRIPJZTYCD-UHFFFAOYSA-N 0.000 claims 1
- BTIKBJIRZHCRQZ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2N=CC(=CC=2)C(F)(F)F)CCCC1 BTIKBJIRZHCRQZ-UHFFFAOYSA-N 0.000 claims 1
- XSQDKLHRQSDUDL-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[6-(4-methylpiperazin-1-yl)-3,4-dihydro-1h-isoquinolin-2-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CC3=CC=C(C=C3CC2)N2CCN(C)CC2)CCCC1 XSQDKLHRQSDUDL-UHFFFAOYSA-N 0.000 claims 1
- JTMCFGGKUMGQHJ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-piperazin-1-ylethanone;hydrochloride Chemical compound Cl.CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCNCC2)CCCC1 JTMCFGGKUMGQHJ-UHFFFAOYSA-N 0.000 claims 1
- AISAHQZGLHPBAW-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-n-[(4-morpholin-4-ylphenyl)methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(=CC=2)N2CCOCC2)CCCC1 AISAHQZGLHPBAW-UHFFFAOYSA-N 0.000 claims 1
- ICIAHGAURAQOKD-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-n-[(4-piperidin-1-ylphenyl)methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(=CC=2)N2CCCCC2)CCCC1 ICIAHGAURAQOKD-UHFFFAOYSA-N 0.000 claims 1
- YGFOFBBCWGLPPA-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-n-[[4-(morpholin-4-ylmethyl)phenyl]methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(CN3CCOCC3)=CC=2)CCCC1 YGFOFBBCWGLPPA-UHFFFAOYSA-N 0.000 claims 1
- ZZFZQLNVQXXZFA-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(2-pyridin-2-ylpyrrolidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)C=2N=CC=CC=2)CCC1 ZZFZQLNVQXXZFA-UHFFFAOYSA-N 0.000 claims 1
- KTTPAFKRNUWRMV-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(3-pyridin-3-ylpyrrolidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC2)C=2C=NC=CC=2)CCC1 KTTPAFKRNUWRMV-UHFFFAOYSA-N 0.000 claims 1
- VZWMFQUWXLCJSF-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(3-pyridin-4-ylpyrrolidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CC(CC2)C=2C=CN=CC=2)CCC1 VZWMFQUWXLCJSF-UHFFFAOYSA-N 0.000 claims 1
- UESINPUZYLDXGW-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-methyl-1,4-diazepan-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(C)CCC2)CCC1 UESINPUZYLDXGW-UHFFFAOYSA-N 0.000 claims 1
- SLDHUCCFQSCFCA-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-methyl-2-phenylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CN(C)CC2)C=2C=CC=CC=2)CCC1 SLDHUCCFQSCFCA-UHFFFAOYSA-N 0.000 claims 1
- AAOVTNVEMLDWDF-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-morpholin-4-ylpiperidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCOCC2)CCC1 AAOVTNVEMLDWDF-UHFFFAOYSA-N 0.000 claims 1
- IYYPFCIJSUJPGT-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-phenylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CC=CC=2)CCC1 IYYPFCIJSUJPGT-UHFFFAOYSA-N 0.000 claims 1
- ILDAHFOQQVTKPP-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-piperidin-1-ylpiperidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCCC2)CCC1 ILDAHFOQQVTKPP-UHFFFAOYSA-N 0.000 claims 1
- NISGFTLDZPUFPE-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-pyridin-2-ylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2N=CC=CC=2)CCC1 NISGFTLDZPUFPE-UHFFFAOYSA-N 0.000 claims 1
- BBWDOFWWOYPZOU-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-pyridin-4-ylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CN=CC=2)CCC1 BBWDOFWWOYPZOU-UHFFFAOYSA-N 0.000 claims 1
- MRZOBEGIVGKNSX-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-pyrimidin-2-ylpiperazin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2N=CC=CN=2)CCC1 MRZOBEGIVGKNSX-UHFFFAOYSA-N 0.000 claims 1
- IZIOGLGFHDPLCQ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-(4-pyrrolidin-1-ylpiperidin-1-yl)ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCC2)CCC1 IZIOGLGFHDPLCQ-UHFFFAOYSA-N 0.000 claims 1
- OFILZQKTYXCLNK-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[2-(pyridin-2-ylmethyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCCC2)CC=2N=CC=CC=2)CCC1 OFILZQKTYXCLNK-UHFFFAOYSA-N 0.000 claims 1
- RSFZTTGMADSZKR-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[2-(pyridin-2-ylmethyl)pyrrolidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)CC=2N=CC=CC=2)CCC1 RSFZTTGMADSZKR-UHFFFAOYSA-N 0.000 claims 1
- FSRXPTHBZDBKLF-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[2-[(6-methylpyridin-2-yl)methyl]pyrrolidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)CC=2N=C(C)C=CC=2)CCC1 FSRXPTHBZDBKLF-UHFFFAOYSA-N 0.000 claims 1
- UIKZSCPKJQADCD-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCC1 UIKZSCPKJQADCD-UHFFFAOYSA-N 0.000 claims 1
- HWLHJJUCWPEZOW-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C(=CC=CC=2)OC)CCC1 HWLHJJUCWPEZOW-UHFFFAOYSA-N 0.000 claims 1
- VMNRBUYRTOXASJ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCCC3)CC2)CCC1 VMNRBUYRTOXASJ-UHFFFAOYSA-N 0.000 claims 1
- KLQDJZKFAIJFSQ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(2-pyrrolidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCC3)CC2)CCC1 KLQDJZKFAIJFSQ-UHFFFAOYSA-N 0.000 claims 1
- SKGNJEZACQHIFT-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(4-methoxyphenyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1N1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC(OC)=CC=2C)C)CC1 SKGNJEZACQHIFT-UHFFFAOYSA-N 0.000 claims 1
- FECYEYLAEYMPIH-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCN(C)CC2)CCC1 FECYEYLAEYMPIH-UHFFFAOYSA-N 0.000 claims 1
- GQXOBUCJBARQIZ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(6-methyl-1h-benzimidazol-2-yl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)C=2NC3=CC=C(C)C=C3N=2)CCC1 GQXOBUCJBARQIZ-UHFFFAOYSA-N 0.000 claims 1
- PYPIROWRDGZTMD-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[(2,4,6-trimethylphenyl)methyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C(=CC(C)=CC=3C)C)CC2)CCC1 PYPIROWRDGZTMD-UHFFFAOYSA-N 0.000 claims 1
- BUIMMZXJEMDWQE-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC(C)=CC=3)CC2)CCC1 BUIMMZXJEMDWQE-UHFFFAOYSA-N 0.000 claims 1
- QTENUJORZUTCJY-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=C(C=CC=2)C(F)(F)F)CCC1 QTENUJORZUTCJY-UHFFFAOYSA-N 0.000 claims 1
- UZXKZOTZCJIBIT-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[5-(trifluoromethyl)pyridin-2-yl]piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2N=CC(=CC=2)C(F)(F)F)CCC1 UZXKZOTZCJIBIT-UHFFFAOYSA-N 0.000 claims 1
- PTZKJRQFXYITLN-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-n-[(4-piperidin-1-ylphenyl)methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(=CC=2)N2CCCCC2)CCC1 PTZKJRQFXYITLN-UHFFFAOYSA-N 0.000 claims 1
- VJIYEIOUTWJALC-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-n-[[4-(morpholin-4-ylmethyl)phenyl]methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(CN3CCOCC3)=CC=2)CCC1 VJIYEIOUTWJALC-UHFFFAOYSA-N 0.000 claims 1
- JCNJPTIZBKJLFG-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-n-[[4-[(4-methylpiperazin-1-yl)methyl]phenyl]methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(CN3CCN(C)CC3)=CC=2)CCC1 JCNJPTIZBKJLFG-UHFFFAOYSA-N 0.000 claims 1
- JNZIAZUHHUZRPW-UHFFFAOYSA-N 2-[[1-(4-methoxynaphthalen-1-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C12=CC=CC=C2C(OC)=CC=C1S(=O)(=O)N1CCCCC1COCC(=O)N(CC1)CCN1C1CCN(C)CC1 JNZIAZUHHUZRPW-UHFFFAOYSA-N 0.000 claims 1
- GGHKHUSJZWJTCU-UHFFFAOYSA-N 2-[[1-(4-methoxyphenyl)sulfonyl-2,3-dihydroindol-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C2=CC=CC=C2CC1COCC(=O)N1CCC(CCN2CCCCC2)CC1 GGHKHUSJZWJTCU-UHFFFAOYSA-N 0.000 claims 1
- DRNQLEFHCTVUAW-UHFFFAOYSA-N 2-[[1-(4-methoxyphenyl)sulfonyl-3,4-dihydro-2h-quinolin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C2=CC=CC=C2CCC1COCC(=O)N1CCN(C2CCN(C)CC2)CC1 DRNQLEFHCTVUAW-UHFFFAOYSA-N 0.000 claims 1
- IQUAYBSZCLFKRW-UHFFFAOYSA-N 2-[[1-(4-methoxyphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-phenoxyethyl)piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CCOC=3C=CC=CC=3)CC2)CCCC1 IQUAYBSZCLFKRW-UHFFFAOYSA-N 0.000 claims 1
- PRRDTXGMJPFIGP-UHFFFAOYSA-N 2-[[1-(4-methoxyphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(2-piperidin-1-ylethyl)piperidin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CCN3CCCCC3)CC2)CCCC1 PRRDTXGMJPFIGP-UHFFFAOYSA-N 0.000 claims 1
- DWSCICRDEQYCJJ-UHFFFAOYSA-N 2-[[1-(4-methoxyphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-[(3-methylphenyl)methyl]piperazin-1-yl]ethanone Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=C(C)C=CC=3)CC2)CCCC1 DWSCICRDEQYCJJ-UHFFFAOYSA-N 0.000 claims 1
- ILUQDFYZUSHLPC-UHFFFAOYSA-N 2-[[1-(4-methylnaphthalen-1-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C3=CC=CC=C3C(C)=CC=2)CC1 ILUQDFYZUSHLPC-UHFFFAOYSA-N 0.000 claims 1
- QZCLATZXJHZAIC-UHFFFAOYSA-N 2-[[1-(5-chloro-1,3-dimethylpyrazol-4-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C2=C(N(C)N=C2C)Cl)CC1 QZCLATZXJHZAIC-UHFFFAOYSA-N 0.000 claims 1
- YYOWEGGUPQCWCW-UHFFFAOYSA-N 2-[[1-(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2N3C=CSC3=NC=2Cl)CC1 YYOWEGGUPQCWCW-UHFFFAOYSA-N 0.000 claims 1
- PIKVQEHHYKBMFM-UHFFFAOYSA-N 2-[[1-(6-methoxynaphthalen-2-yl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1=CC2=CC(OC)=CC=C2C=C1S(=O)(=O)N1CCCCC1COCC(=O)N(CC1)CCN1C1CCN(C)CC1 PIKVQEHHYKBMFM-UHFFFAOYSA-N 0.000 claims 1
- YPEMDPKOZGLXHY-UHFFFAOYSA-N 2-[[1-[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]piperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C2=C(C3=CC(Cl)=CC=C3S2)C)CC1 YPEMDPKOZGLXHY-UHFFFAOYSA-N 0.000 claims 1
- ONQVMPZXUDVJJD-UHFFFAOYSA-N 2-[[1-[2,5-bis(trifluoromethyl)phenyl]sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=C(C=2)C(F)(F)F)C(F)(F)F)CC1 ONQVMPZXUDVJJD-UHFFFAOYSA-N 0.000 claims 1
- HYVIFJGWBRWWEM-UHFFFAOYSA-N 2-[[1-[2,6-dichloro-4-(trifluoromethyl)phenyl]sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(=CC=2Cl)C(F)(F)F)Cl)CC1 HYVIFJGWBRWWEM-UHFFFAOYSA-N 0.000 claims 1
- ZEIUJVRVPZWDIL-UHFFFAOYSA-N 2-[[1-[2,6-dichloro-4-(trifluoromethyl)phenyl]sulfonylpyrrolidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC(=CC=2Cl)C(F)(F)F)Cl)CC1 ZEIUJVRVPZWDIL-UHFFFAOYSA-N 0.000 claims 1
- BCEPZPKQTIPJPA-UHFFFAOYSA-N 2-[[1-[2,6-dichloro-4-(trifluoromethyl)phenyl]sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[3-(dimethylamino)propyl]piperazin-1-yl]ethanone Chemical compound C1CN(CCCN(C)C)CCN1C(=O)COCC1N(S(=O)(=O)C=2C(=CC(=CC=2Cl)C(F)(F)F)Cl)CCC1 BCEPZPKQTIPJPA-UHFFFAOYSA-N 0.000 claims 1
- RUPKBWYDAWARFQ-UHFFFAOYSA-N 2-[[1-[2-chloro-4-(trifluoromethyl)phenyl]sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC(=CC=2)C(F)(F)F)Cl)CC1 RUPKBWYDAWARFQ-UHFFFAOYSA-N 0.000 claims 1
- OIRNMSFCUTUEFX-UHFFFAOYSA-N 2-[[1-[3-(2-methylphenoxy)phenyl]sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(OC=3C(=CC=CC=3)C)C=CC=2)CC1 OIRNMSFCUTUEFX-UHFFFAOYSA-N 0.000 claims 1
- HAMKYJMIDWHTPZ-UHFFFAOYSA-N 2-[[1-[4-chloro-3-(trifluoromethyl)phenyl]sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C=C(C(Cl)=CC=2)C(F)(F)F)CC1 HAMKYJMIDWHTPZ-UHFFFAOYSA-N 0.000 claims 1
- JKDYEARPBSWSMT-UHFFFAOYSA-N 2-[[1-[5-(dimethylamino)naphthalen-1-yl]sulfonylpiperidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone;dihydrochloride Chemical compound Cl.Cl.C1=CC=C2C(N(C)C)=CC=CC2=C1S(=O)(=O)N1CCCCC1COCC(=O)N(CC1)CCN1C1CCN(C)CC1 JKDYEARPBSWSMT-UHFFFAOYSA-N 0.000 claims 1
- NIGQMSMPVPQERS-UHFFFAOYSA-N 2-[[2-(2,4-dichlorophenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[2-(piperidin-1-ylmethyl)pyrrolidin-1-yl]ethanone Chemical compound ClC1=CC(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)CN2CCCCC2)CC2=CC=CC=C2C1 NIGQMSMPVPQERS-UHFFFAOYSA-N 0.000 claims 1
- VBXXRCXQRGYVLX-UHFFFAOYSA-N 2-[[2-(2,4-dichlorophenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]ethanone Chemical compound C1CN(C)CCN1C1CCN(C(=O)COCC2N(CC3=CC=CC=C3C2)S(=O)(=O)C=2C(=CC(Cl)=CC=2)Cl)CC1 VBXXRCXQRGYVLX-UHFFFAOYSA-N 0.000 claims 1
- BSJPFRSGBCVQOF-UHFFFAOYSA-N 2-[[2-(3,4-dichlorophenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-(4-pyrrolidin-1-ylpiperidin-1-yl)ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)N2CCCC2)CC2=CC=CC=C2C1 BSJPFRSGBCVQOF-UHFFFAOYSA-N 0.000 claims 1
- XXEKXOGWQNCSPI-UHFFFAOYSA-N 2-[[2-(3,4-dichlorophenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[2-(piperidin-1-ylmethyl)pyrrolidin-1-yl]ethanone Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2C(CCC2)CN2CCCCC2)CC2=CC=CC=C2C1 XXEKXOGWQNCSPI-UHFFFAOYSA-N 0.000 claims 1
- JJPIRFYIRMJZEA-UHFFFAOYSA-N 2-[[2-(3,4-dichlorophenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-n,n-bis[2-(diethylamino)ethyl]acetamide Chemical compound CCN(CC)CCN(CCN(CC)CC)C(=O)COCC1CC2=CC=CC=C2CN1S(=O)(=O)C1=CC=C(Cl)C(Cl)=C1 JJPIRFYIRMJZEA-UHFFFAOYSA-N 0.000 claims 1
- OESUPQKBQDLSNE-UHFFFAOYSA-N 2-[[2-(4-methoxy-2,3,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-(4-phenylpiperazin-1-yl)ethanone Chemical compound CC1=C(C)C(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C=2C=CC=CC=2)CC2=CC=CC=C2C1 OESUPQKBQDLSNE-UHFFFAOYSA-N 0.000 claims 1
- SEYJJAFTBNAUJX-UHFFFAOYSA-N 2-[[2-(4-methoxy-2,3,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[2-[(6-methylpyridin-2-yl)methyl]piperidin-1-yl]ethanone Chemical compound CC1=C(C)C(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2C(CCCC2)CC=2N=C(C)C=CC=2)CC2=CC=CC=C2C1 SEYJJAFTBNAUJX-UHFFFAOYSA-N 0.000 claims 1
- SZRPRIZZIWWKCG-UHFFFAOYSA-N 2-[[2-(4-methoxy-2,3,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound CC1=C(C)C(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CC2=CC=CC=C2C1 SZRPRIZZIWWKCG-UHFFFAOYSA-N 0.000 claims 1
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- YNAVUWVOSKDBBP-UHFFFAOYSA-N C1NCCOC1 Chemical compound C1NCCOC1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/06—Antimigraine agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Neurosurgery (AREA)
- Hematology (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Oncology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Rheumatology (AREA)
- Communicable Diseases (AREA)
- Child & Adolescent Psychology (AREA)
- Dermatology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Hydrogenated Pyridines (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
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| DE102006046743.4 | 2006-09-29 | ||
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| PL (1) | PL2066659T3 (enExample) |
| PT (1) | PT2066659E (enExample) |
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| WO (1) | WO2008040492A1 (enExample) |
| ZA (1) | ZA200902915B (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DE102007020493A1 (de) * | 2007-04-30 | 2008-11-06 | Grünenthal GmbH | Substituierte Amid-Derivate |
| CA2712266A1 (en) | 2008-01-17 | 2009-07-23 | Gruenenthal Gmbh | Substituted sulfonamide derivatives |
| US8318769B2 (en) * | 2008-04-08 | 2012-11-27 | Gruenethal Gmbh | Substituted sulfonamide compounds |
| TW201022267A (en) | 2008-10-23 | 2010-06-16 | Gruenenthal Gmbh | Substituierte pyrimidin-und triazin-derivate |
| JP2012506883A (ja) | 2008-10-29 | 2012-03-22 | グリュネンタール・ゲゼルシャフト・ミト・ベシュレンクテル・ハフツング | 置換されたスピロアミン |
| TW201020247A (en) | 2008-11-06 | 2010-06-01 | Gruenenthal Gmbh | Substituierte disulfonamide |
| TW201031665A (en) | 2009-02-04 | 2010-09-01 | Gruenenthal Gmbh | Substituted indole-compound |
| TW201030007A (en) | 2009-02-06 | 2010-08-16 | Gruenenthal Gmbh | Substituted spiro-amides as b1r modulators |
| TW201035102A (en) * | 2009-03-04 | 2010-10-01 | Gruenethal Gmbh | Sulfonylated tetrahydroazolopyrazines and their use as medicinal products |
| TW201038572A (en) | 2009-03-25 | 2010-11-01 | Gruenenthal Gmbh | Substituted spiro-amide compounds |
| CA2764622A1 (en) | 2009-06-08 | 2010-12-16 | Stefan Schunk | Substituted benzimidazoles, benzothiazoles and benzoxazoles |
| IN2012CN09242A (enExample) | 2010-04-05 | 2015-08-21 | Shionogi & Co | |
| MX2013002446A (es) | 2010-09-03 | 2013-04-08 | Gruenenthal Gmbh | Derivados de tetrahidropirrolopirazina sustituidos. |
| TW201217312A (en) | 2010-09-22 | 2012-05-01 | Gruenenthal Gmbh | Substituted benzamide compounds |
| CN106748627A (zh) * | 2016-11-14 | 2017-05-31 | 苏州市罗森助剂有限公司 | 一种一锅法制备3,5‑二甲基溴苯的方法 |
| CA2965062A1 (en) * | 2017-04-25 | 2018-10-25 | Nova Chemicals Corporation | Complex comprising odh unit with integrated oxygen separation module |
| KR101798840B1 (ko) | 2017-05-17 | 2017-11-17 | 주식회사 레고켐 바이오사이언스 | 신규 오토탁신 저해 화합물 및 이를 함유하는 약제학적 조성물 |
| CN109810031B (zh) * | 2017-11-21 | 2023-10-17 | 乳源瑶族自治县东阳光生物科技有限公司 | 非罗考昔中间体的制备方法 |
| WO2023028056A1 (en) | 2021-08-24 | 2023-03-02 | Genentech, Inc. | 3-amino piperidyl sodium channel inhibitors |
| CN116253667B (zh) * | 2022-12-27 | 2024-08-30 | 煤炭科学研究总院有限公司 | 一种聚集诱导发光材料及其制备方法 |
Citations (2)
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| RU2272026C2 (ru) * | 2000-06-30 | 2006-03-20 | Ф.Хоффманн-Ля Рош Аг | Производные сульфонилпирролидина |
| WO2006071775A2 (en) * | 2004-12-29 | 2006-07-06 | Elan Pharmaceuticals, Inc. | Novel compounds useful for bradykinin b1 receptor antagonism |
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| DK0835659T3 (da) * | 1996-10-14 | 2005-04-18 | Aventis Pharma Gmbh | Anvendelse af ikke-peptidiske antagonister for bradykinin til fremstilling af lægemidler til behandling og forebyggelse af Alzheimer's sygdom |
| FR2790260B1 (fr) * | 1999-02-26 | 2001-05-04 | Fournier Ind & Sante | Nouveaux composes de n-(benzenesulfonamide), procede de preparation et utilisation en therapeutique |
| US20040171614A1 (en) * | 2002-02-06 | 2004-09-02 | Schering-Plough Corporation | Novel gamma secretase inhibitors |
| TW200302717A (en) * | 2002-02-06 | 2003-08-16 | Schering Corp | Novel gamma secretase inhibitors |
| US7256186B2 (en) * | 2002-02-06 | 2007-08-14 | Schering Corporation | Gamma secretase inhibitors |
| JP2006522835A (ja) * | 2003-04-10 | 2006-10-05 | アムジェン インコーポレイテッド | 環状アミン誘導体およびブラジキニンによって媒介される炎症関連障害の処置におけるそれらの使用 |
| WO2005068448A1 (en) * | 2003-08-29 | 2005-07-28 | Ionix Pharmaceuticals Limited | Sulfonamides antagonising n-type calcium channels |
| CN1674594A (zh) * | 2004-03-23 | 2005-09-28 | 松下电器产业株式会社 | 器械控制装置、电器械、器械设置地点的设定系统、设定方法及程序 |
| CA2567343A1 (en) * | 2004-05-20 | 2005-12-01 | Elan Pharmaceuticals, Inc. | N-cyclic sulfonamido inhibitors of gamma secretase |
| EP1769092A4 (en) | 2004-06-29 | 2008-08-06 | Europ Nickel Plc | IMPROVED LIXIVIATION OF BASE METALS |
| DE102005013967A1 (de) * | 2004-11-05 | 2006-10-05 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Bradykinin-B1-Antagonisten, Verfahren zu deren Herstellung sowie deren Verwendung als Arzneimittel |
| MX2007016203A (es) | 2005-06-29 | 2008-03-10 | Compumedics Ltd | Ensamble de sensor con puente conductivo. |
| WO2007101007A2 (en) * | 2006-02-23 | 2007-09-07 | Neurogen Corporation | Aryl sulfonyl heterocycles |
| TW200801513A (en) * | 2006-06-29 | 2008-01-01 | Fermiscan Australia Pty Ltd | Improved process |
| WO2008024692A1 (en) * | 2006-08-23 | 2008-02-28 | Neurogen Corporation | N-oxide aryl sulfones and sulfoxides |
| DE102007020493A1 (de) * | 2007-04-30 | 2008-11-06 | Grünenthal GmbH | Substituierte Amid-Derivate |
| CA2712266A1 (en) * | 2008-01-17 | 2009-07-23 | Gruenenthal Gmbh | Substituted sulfonamide derivatives |
| TW200940528A (en) * | 2008-03-05 | 2009-10-01 | Gruenenthal Gmbh | Substituted sulfonamide derivatives |
| CA2720735A1 (en) * | 2008-04-08 | 2009-10-15 | Gruenenthal Gmbh | Substituted sulfonamide derivatives |
| US8318769B2 (en) * | 2008-04-08 | 2012-11-27 | Gruenethal Gmbh | Substituted sulfonamide compounds |
| TW200944530A (en) * | 2008-04-09 | 2009-11-01 | Gruenenthal Chemie | Substituted sulfonamide derivatives |
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- 2007-09-27 HR HRP20130958TT patent/HRP20130958T1/hr unknown
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- 2007-09-27 PL PL07818500T patent/PL2066659T3/pl unknown
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2009
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2013
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2272026C2 (ru) * | 2000-06-30 | 2006-03-20 | Ф.Хоффманн-Ля Рош Аг | Производные сульфонилпирролидина |
| WO2006071775A2 (en) * | 2004-12-29 | 2006-07-06 | Elan Pharmaceuticals, Inc. | Novel compounds useful for bradykinin b1 receptor antagonism |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101553481A (zh) | 2009-10-07 |
| US20100317644A1 (en) | 2010-12-16 |
| NO20091299L (no) | 2009-04-29 |
| EP2066659B1 (de) | 2013-08-28 |
| ZA200902915B (en) | 2010-02-24 |
| BRPI0714764A2 (pt) | 2014-12-30 |
| JP2010504930A (ja) | 2010-02-18 |
| PL2066659T3 (pl) | 2014-01-31 |
| DK2066659T3 (da) | 2013-12-09 |
| NZ575566A (en) | 2011-05-27 |
| ES2436020T3 (es) | 2013-12-26 |
| JP5405303B2 (ja) | 2014-02-05 |
| IL197814A0 (en) | 2009-12-24 |
| EP2066659A1 (de) | 2009-06-10 |
| WO2008040492A1 (de) | 2008-04-10 |
| HRP20130958T1 (hr) | 2013-11-22 |
| PT2066659E (pt) | 2013-11-07 |
| CY1114669T1 (el) | 2016-10-05 |
| AU2007304475A1 (en) | 2008-04-10 |
| US20100324009A1 (en) | 2010-12-23 |
| RU2009115960A (ru) | 2010-11-10 |
| CO6170358A2 (es) | 2010-06-18 |
| SI2066659T1 (sl) | 2013-10-30 |
| CA2664810A1 (en) | 2008-04-10 |
| US20080153843A1 (en) | 2008-06-26 |
| HK1132266A1 (en) | 2010-02-19 |
| AU2007304475B2 (en) | 2012-07-26 |
| MX2009003382A (es) | 2009-04-08 |
| US8435978B2 (en) | 2013-05-07 |
| EP2383267A1 (de) | 2011-11-02 |
| KR20090079914A (ko) | 2009-07-22 |
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