KR20090079914A - 치환된 설폰아미드 유도체 - Google Patents

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Publication number

KR20090079914A

KR20090079914A KR1020097008960A KR20097008960A KR20090079914A KR 20090079914 A KR20090079914 A KR 20090079914A KR 1020097008960 A KR1020097008960 A KR 1020097008960A KR 20097008960 A KR20097008960 A KR 20097008960A KR 20090079914 A KR20090079914 A KR 20090079914A

Authority

KR

South Korea

Prior art keywords

methoxy

piperidin

ethanone

dimethylphenylsulfonyl

piperazin

Prior art date

2006-09-29

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Ceased

Links

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• Global Dossier
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• 229940124530 sulfonamide Drugs 0.000 title claims abstract description 40
• 150000003456 sulfonamides Chemical class 0.000 title claims abstract description 40
• 238000000034 method Methods 0.000 claims abstract description 80
• 150000001875 compounds Chemical class 0.000 claims abstract description 65
• 239000003814 drug Substances 0.000 claims abstract description 19
• 238000002360 preparation method Methods 0.000 claims abstract description 18
• -1 = O Chemical group 0.000 claims description 607
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 368
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 225
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 223
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 137
• 150000003254 radicals Chemical group 0.000 claims description 126
• 125000000217 alkyl group Chemical group 0.000 claims description 114
• 125000003118 aryl group Chemical group 0.000 claims description 112
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 109
• 239000000203 mixture Substances 0.000 claims description 102
• IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 89
• 125000005842 heteroatom Chemical group 0.000 claims description 78
• 229920006395 saturated elastomer Polymers 0.000 claims description 69
• UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 68
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 68
• 125000000623 heterocyclic group Chemical group 0.000 claims description 65
• 229910052739 hydrogen Inorganic materials 0.000 claims description 64
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 57
• 229910052799 carbon Inorganic materials 0.000 claims description 55
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 45
• 125000001072 heteroaryl group Chemical group 0.000 claims description 40
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 38
• 239000002253 acid Substances 0.000 claims description 35
• PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims description 34
• 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 34
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 30
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 30
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 29
• 239000003960 organic solvent Substances 0.000 claims description 28
• NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 27
• JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 claims description 26
• 229910052757 nitrogen Inorganic materials 0.000 claims description 25
• 239000000126 substance Substances 0.000 claims description 25
• 125000004076 pyridyl group Chemical group 0.000 claims description 24
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 24
• 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 description 23
• 125000001624 naphthyl group Chemical group 0.000 claims description 23
• 125000004574 piperidin-2-yl group Chemical group N1C(CCCC1)* 0.000 claims description 23
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 22
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 22
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 21
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 21
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 20
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 20
• 229910052760 oxygen Inorganic materials 0.000 claims description 19
• HFFXLYHRNRKAPM-UHFFFAOYSA-N 2,4,5-trichloro-n-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide Chemical class O1C(C)=CC(NS(=O)(=O)C=2C(=CC(Cl)=C(Cl)C=2)Cl)=N1 HFFXLYHRNRKAPM-UHFFFAOYSA-N 0.000 claims description 18
• PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 17
• 125000002757 morpholinyl group Chemical group 0.000 claims description 17
• 208000002193 Pain Diseases 0.000 claims description 16
• 125000001424 substituent group Chemical group 0.000 claims description 16
• RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 15
• 125000004122 cyclic group Chemical group 0.000 claims description 15
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 14
• 125000003386 piperidinyl group Chemical group 0.000 claims description 14
• 238000004519 manufacturing process Methods 0.000 claims description 12
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 12
• NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 claims description 11
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 11
• 125000003107 substituted aryl group Chemical group 0.000 claims description 11
• 229910052717 sulfur Inorganic materials 0.000 claims description 11
• FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 claims description 10
• 150000005840 aryl radicals Chemical class 0.000 claims description 10
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 10
• 229910052938 sodium sulfate Inorganic materials 0.000 claims description 10
• 235000011152 sodium sulphate Nutrition 0.000 claims description 10
• 125000004432 carbon atom Chemical group C* 0.000 claims description 9
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 9
• 230000009467 reduction Effects 0.000 claims description 9
• 150000003839 salts Chemical class 0.000 claims description 9
• 125000001544 thienyl group Chemical group 0.000 claims description 9
• 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 description 8
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 8
• QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims description 8
• CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 8
• BXOBQDOEBJELFC-UHFFFAOYSA-N acetaldehyde;dihydrochloride Chemical compound Cl.Cl.CC=O BXOBQDOEBJELFC-UHFFFAOYSA-N 0.000 claims description 8
• 150000003869 acetamides Chemical class 0.000 claims description 8
• 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims description 8
• 150000007530 organic bases Chemical class 0.000 claims description 8
• 239000003153 chemical reaction reagent Substances 0.000 claims description 7
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 7
• 125000002541 furyl group Chemical group 0.000 claims description 7
• 125000002950 monocyclic group Chemical group 0.000 claims description 7
• 238000006467 substitution reaction Methods 0.000 claims description 7
• 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 6
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 6
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 6
• PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims description 6
• LSBDFXRDZJMBSC-UHFFFAOYSA-N Amide-Phenylacetic acid Natural products NC(=O)CC1=CC=CC=C1 LSBDFXRDZJMBSC-UHFFFAOYSA-N 0.000 claims description 6
• FGLWLIQBOACUIY-UHFFFAOYSA-N C(C)=O.CN1CCC(CC1)N1CCNCC1 Chemical compound C(C)=O.CN1CCC(CC1)N1CCNCC1 FGLWLIQBOACUIY-UHFFFAOYSA-N 0.000 claims description 6
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
• 239000004480 active ingredient Substances 0.000 claims description 6
• 238000010640 amide synthesis reaction Methods 0.000 claims description 6
• 125000004429 atom Chemical group 0.000 claims description 6
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
• 125000004193 piperazinyl group Chemical group 0.000 claims description 6
• 125000005936 piperidyl group Chemical group 0.000 claims description 6
• FPIRBHDGWMWJEP-UHFFFAOYSA-N 1-hydroxy-7-azabenzotriazole Chemical compound C1=CN=C2N(O)N=NC2=C1 FPIRBHDGWMWJEP-UHFFFAOYSA-N 0.000 claims description 5
• 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims description 5
• 208000000094 Chronic Pain Diseases 0.000 claims description 5
• 230000001154 acute effect Effects 0.000 claims description 5
• 125000005418 aryl aryl group Chemical group 0.000 claims description 5
• 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 5
• DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 5
• 125000002883 imidazolyl group Chemical group 0.000 claims description 5
• 208000004296 neuralgia Diseases 0.000 claims description 5
• 208000021722 neuropathic pain Diseases 0.000 claims description 5
• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 5
• 125000000168 pyrrolyl group Chemical group 0.000 claims description 5
• IKRHCQXGNIQJOI-UHFFFAOYSA-N 2-(4-methyl-1,4-diazepan-1-yl)acetaldehyde Chemical compound CN1CCCN(CC=O)CC1 IKRHCQXGNIQJOI-UHFFFAOYSA-N 0.000 claims description 4
• 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 4
• VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims description 4
• KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
• 206010040070 Septic Shock Diseases 0.000 claims description 4
• 239000012317 TBTU Substances 0.000 claims description 4
• CLZISMQKJZCZDN-UHFFFAOYSA-N [benzotriazol-1-yloxy(dimethylamino)methylidene]-dimethylazanium Chemical compound C1=CC=C2N(OC(N(C)C)=[N+](C)C)N=NC2=C1 CLZISMQKJZCZDN-UHFFFAOYSA-N 0.000 claims description 4
• ZVDDJPSHRNMSKV-UHFFFAOYSA-N acetaldehyde;hydrochloride Chemical compound Cl.CC=O ZVDDJPSHRNMSKV-UHFFFAOYSA-N 0.000 claims description 4
• 208000005298 acute pain Diseases 0.000 claims description 4
• 229910002091 carbon monoxide Inorganic materials 0.000 claims description 4
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
• 125000001041 indolyl group Chemical group 0.000 claims description 4
• 229910052943 magnesium sulfate Inorganic materials 0.000 claims description 4
• 235000019341 magnesium sulphate Nutrition 0.000 claims description 4
• 230000002981 neuropathic effect Effects 0.000 claims description 4
• 229910001392 phosphorus oxide Inorganic materials 0.000 claims description 4
• 125000003373 pyrazinyl group Chemical group 0.000 claims description 4
• 125000002098 pyridazinyl group Chemical group 0.000 claims description 4
• 230000036303 septic shock Effects 0.000 claims description 4
• VSAISIQCTGDGPU-UHFFFAOYSA-N tetraphosphorus hexaoxide Chemical compound O1P(O2)OP3OP1OP2O3 VSAISIQCTGDGPU-UHFFFAOYSA-N 0.000 claims description 4
• LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Substances CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 claims description 3
• 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 description 3
• 201000004624 Dermatitis Diseases 0.000 claims description 3
• 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 3
• 208000012902 Nervous system disease Diseases 0.000 claims description 3
• 208000025966 Neurological disease Diseases 0.000 claims description 3
• 208000008589 Obesity Diseases 0.000 claims description 3
• 208000025747 Rheumatic disease Diseases 0.000 claims description 3
• 239000000654 additive Substances 0.000 claims description 3
• 125000003545 alkoxy group Chemical group 0.000 claims description 3
• 229940121369 angiogenesis inhibitor Drugs 0.000 claims description 3
• 239000004037 angiogenesis inhibitor Substances 0.000 claims description 3
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
• 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims description 3
• 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
• 235000020824 obesity Nutrition 0.000 claims description 3
• 239000001301 oxygen Substances 0.000 claims description 3
• 150000003141 primary amines Chemical class 0.000 claims description 3
• 230000010410 reperfusion Effects 0.000 claims description 3
• 208000023504 respiratory system disease Diseases 0.000 claims description 3
• 150000003335 secondary amines Chemical class 0.000 claims description 3
• 208000011580 syndromic disease Diseases 0.000 claims description 3
• 230000009278 visceral effect Effects 0.000 claims description 3
• 208000009935 visceral pain Diseases 0.000 claims description 3
• 125000006704 (C5-C6) cycloalkyl group Chemical group 0.000 claims description 2
• SLLFVLKNXABYGI-UHFFFAOYSA-N 1,2,3-benzoxadiazole Chemical group C1=CC=C2ON=NC2=C1 SLLFVLKNXABYGI-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• YREDJAXBVYZSHP-UHFFFAOYSA-N 1-(4-benzyl-1,4-diazepan-1-yl)-2-[[2-(2,4-dichlorophenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]ethanone Chemical compound ClC1=CC(Cl)=CC=C1S(=O)(=O)N1C(COCC(=O)N2CCN(CC=3C=CC=CC=3)CCC2)CC2=CC=CC=C2C1 YREDJAXBVYZSHP-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• TVTFKGKDSMJQEF-UHFFFAOYSA-N 1-(4-methoxyphenyl)sulfonylindole Chemical compound C1=CC(OC)=CC=C1S(=O)(=O)N1C2=CC=CC=C2C=C1 TVTFKGKDSMJQEF-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• SKJVKUHWDKQIRY-UHFFFAOYSA-N 1-(4-pyrrolidin-1-ylpiperidin-1-yl)ethanone Chemical compound C1CN(C(=O)C)CCC1N1CCCC1 SKJVKUHWDKQIRY-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• ANGCEQCVSZCOAI-UHFFFAOYSA-N 1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]-2-[[2-(2,4,6-trimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]ethanone Chemical compound C1CN(C)CCC1N1CCN(C(=O)COCC2N(CC3=CC=CC=C3C2)S(=O)(=O)C=2C(=CC(C)=CC=2C)C)CC1 ANGCEQCVSZCOAI-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• BAJJANHBJXBUEW-UHFFFAOYSA-N 1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1CN1CCN(C(C)=O)CC1 BAJJANHBJXBUEW-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
• IJYSFZMTLIUWPO-UHFFFAOYSA-N 2-(4-pyrimidin-2-ylpiperazin-1-yl)ethanol Chemical compound C1CN(CCO)CCN1C1=NC=CC=N1 IJYSFZMTLIUWPO-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• UXSWIBKVBPIZIN-UHFFFAOYSA-N 2-[3-(4-methylphenyl)-1H-pyrazol-5-yl]acetamide Chemical compound C1(=CC=C(C=C1)C1=CC(=NN1)CC(=O)N)C UXSWIBKVBPIZIN-UHFFFAOYSA-N 0.000 claims description 2
• OONOSFHFLIHSTA-UHFFFAOYSA-N 2-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanol Chemical compound C1CN(C)CCC1N1CCN(CCO)CC1 OONOSFHFLIHSTA-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• BMZPVCINEPYQHN-UHFFFAOYSA-N 2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]acetaldehyde Chemical compound FC(F)(F)C1=CC=CC(N2CCN(CC=O)CC2)=C1 BMZPVCINEPYQHN-UHFFFAOYSA-N 0.000 claims description 2
• IYPNBCMTLUSTPF-UHFFFAOYSA-N 2-[4-[4-(trifluoromethyl)phenyl]piperazin-1-yl]acetaldehyde Chemical compound C1=CC(C(F)(F)F)=CC=C1N1CCN(CC=O)CC1 IYPNBCMTLUSTPF-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• UMITVAXORSDTRI-PPLJNSMQSA-N 2-[[(2r)-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)N1[C@@H](COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCCC1 UMITVAXORSDTRI-PPLJNSMQSA-N 0.000 claims description 2
• 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 description 2
• KZVNIKYCSXCRHL-QFIPXVFZSA-N 2-[[(2s)-1-(4-methoxy-2,6-dimethylphenyl)sulfonylazetidin-2-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CC1 KZVNIKYCSXCRHL-QFIPXVFZSA-N 0.000 claims description 2
• 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 description 2
• LLRDYAYGXUHNPL-DEOSSOPVSA-N 2-[[(2s)-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)N1[C@H](COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCCC1 LLRDYAYGXUHNPL-DEOSSOPVSA-N 0.000 claims description 2
• UIKZSCPKJQADCD-QHCPKHFHSA-N 2-[[(2s)-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)N1[C@H](COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CCC1 UIKZSCPKJQADCD-QHCPKHFHSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• QQAGXSRGXNDASA-SANMLTNESA-N 2-[[(3s)-2-(2,4-dichlorophenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl]ethanone Chemical compound C1CN(C)CCC1CN1CCN(C(=O)COC[C@H]2N(CC3=CC=CC=C3C2)S(=O)(=O)C=2C(=CC(Cl)=CC=2)Cl)CC1 QQAGXSRGXNDASA-SANMLTNESA-N 0.000 claims description 2
• QPHAHMLCQKOAKH-NDEPHWFRSA-N 2-[[(3s)-2-(4-methoxy-2,6-dimethylphenyl)sulfonyl-3,4-dihydro-1h-isoquinolin-3-yl]methoxy]-1-[4-(1-methylpiperidin-4-yl)piperazin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1[C@H](COCC(=O)N2CCN(CC2)C2CCN(C)CC2)CC2=CC=CC=C2C1 QPHAHMLCQKOAKH-NDEPHWFRSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• XXZLWZDFSFQHHA-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-2-yl]methoxy]-1-(4-methyl-2-phenylpiperazin-1-yl)ethanone Chemical compound C1N(C)CCN(C(=O)COCC2N(CCCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)C1C1=CC=CC=C1 XXZLWZDFSFQHHA-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• UESZWIFJYPZNIF-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpiperidin-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)CCCC1 UESZWIFJYPZNIF-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• XTNKOQZUVQJVSA-UHFFFAOYSA-N 2-[[1-(2,6-dichlorophenyl)sulfonylpyrrolidin-2-yl]methoxy]-1-[4-[(4-methylphenyl)methyl]piperazin-1-yl]ethanone Chemical compound C1=CC(C)=CC=C1CN1CCN(C(=O)COCC2N(CCC2)S(=O)(=O)C=2C(=CC=CC=2Cl)Cl)CC1 XTNKOQZUVQJVSA-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• WTUZAFAXPJPQQE-UHFFFAOYSA-N 2-[[1-(3,4-dichlorophenyl)sulfonyl-3,4-dihydro-2h-quinolin-2-yl]methoxy]-n-[2-[4-(dimethylamino)cyclohexyl]ethyl]-n-methylacetamide Chemical compound C1CC(N(C)C)CCC1CCN(C)C(=O)COCC1N(S(=O)(=O)C=2C=C(Cl)C(Cl)=CC=2)C2=CC=CC=C2CC1 WTUZAFAXPJPQQE-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• UAUYATHVIBOUCQ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-1-[4-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]ethanone Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)N2CCC(CC2)C=2ON=C(N=2)C=2C=CN=CC=2)CCCC1 UAUYATHVIBOUCQ-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• ICIAHGAURAQOKD-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-n-[(4-piperidin-1-ylphenyl)methyl]acetamide Chemical class CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(=CC=2)N2CCCCC2)CCCC1 ICIAHGAURAQOKD-UHFFFAOYSA-N 0.000 claims description 2
• CQDMRHKIXSUIKJ-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-n-[[4-(4-methylpiperazin-1-yl)phenyl]methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(=CC=2)N2CCN(C)CC2)CCCC1 CQDMRHKIXSUIKJ-UHFFFAOYSA-N 0.000 claims description 2
• MOBCJMICSVHIGO-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-2-yl]methoxy]-n-[[4-(piperidin-1-ylmethyl)phenyl]methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(CN3CCCCC3)=CC=2)CCCC1 MOBCJMICSVHIGO-UHFFFAOYSA-N 0.000 claims description 2
• HRRMWWPNTFAUMI-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpiperidin-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)CCCC1 HRRMWWPNTFAUMI-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• XZJWTNIOMDPOGU-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-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)CCC1 XZJWTNIOMDPOGU-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• PTZKJRQFXYITLN-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-n-[(4-piperidin-1-ylphenyl)methyl]acetamide Chemical class CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(=CC=2)N2CCCCC2)CCC1 PTZKJRQFXYITLN-UHFFFAOYSA-N 0.000 claims description 2
• SVOGONNVHGTWCG-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-n-[[4-(4-methylpiperazin-1-yl)phenyl]methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(=CC=2)N2CCN(C)CC2)CCC1 SVOGONNVHGTWCG-UHFFFAOYSA-N 0.000 claims description 2
• VJIYEIOUTWJALC-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-n-[[4-(morpholin-4-ylmethyl)phenyl]methyl]acetamide Chemical class CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(CN3CCOCC3)=CC=2)CCC1 VJIYEIOUTWJALC-UHFFFAOYSA-N 0.000 claims description 2
• IVLDNZUXGWOMGR-UHFFFAOYSA-N 2-[[1-(4-methoxy-2,6-dimethylphenyl)sulfonylpyrrolidin-2-yl]methoxy]-n-[[4-(piperidin-1-ylmethyl)phenyl]methyl]acetamide Chemical compound CC1=CC(OC)=CC(C)=C1S(=O)(=O)N1C(COCC(=O)NCC=2C=CC(CN3CCCCC3)=CC=2)CCC1 IVLDNZUXGWOMGR-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• HCVHNQVLPHOJHJ-UHFFFAOYSA-N 2-[[1-[(4-chloro-2,1,3-benzoxadiazol-7-yl)sulfonyl]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=NON=C3C(Cl)=CC=2)CC1 HCVHNQVLPHOJHJ-UHFFFAOYSA-N 0.000 claims description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
• 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 description 2
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