JP2005272450A5 - - Google Patents

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Publication number

JP2005272450A5

JP2005272450A5 JP2005046713A JP2005046713A JP2005272450A5 JP 2005272450 A5 JP2005272450 A5 JP 2005272450A5 JP 2005046713 A JP2005046713 A JP 2005046713A JP 2005046713 A JP2005046713 A JP 2005046713A JP 2005272450 A5 JP2005272450 A5 JP 2005272450A5

Authority

JP

Japan

Prior art keywords

dichlorophenyl

ethyl

trifluoromethyl

bis

morpholin

Prior art date

2005-02-23

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.)

Withdrawn

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• -1 3-isopropyloxyphenyl Chemical group 0.000 claims 98
• 150000001875 compounds Chemical class 0.000 claims 36
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 27
• 125000001309 chloro group Chemical group Cl* 0.000 claims 10
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 10
• 229910052801 chlorine Inorganic materials 0.000 claims 9
• 125000005809 3,4,5-trimethoxyphenyl group Chemical group [H]C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1* 0.000 claims 8
• 229940077388 benzenesulfonate Drugs 0.000 claims 8
• 125000005843 halogen group Chemical group 0.000 claims 8
• 125000004430 oxygen atom Chemical group O* 0.000 claims 8
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 7
• HMZCOYZAAMTFAN-NDEPHWFRSA-N 2-[(2r)-2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl 4-chlorobenzenesulfonate Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N2C[C@](CCOS(=O)(=O)C=3C=CC(Cl)=CC=3)(OCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 HMZCOYZAAMTFAN-NDEPHWFRSA-N 0.000 claims 6
• 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 6
• 125000001153 fluoro group Chemical group F* 0.000 claims 4
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
• XXIYGTRCEMDPLY-MHZLTWQESA-N 2-[(2r)-4-[2-[3,5-bis(trifluoromethyl)phenyl]acetyl]-2-(3,4-dichlorophenyl)morpholin-2-yl]ethyl 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OCC[C@]1(C=2C=C(Cl)C(Cl)=CC=2)OCCN(C(=O)CC=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)C1 XXIYGTRCEMDPLY-MHZLTWQESA-N 0.000 claims 2
• HMZCOYZAAMTFAN-UHFFFAOYSA-N 2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl 4-chlorobenzenesulfonate Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N2CC(CCOS(=O)(=O)C=3C=CC(Cl)=CC=3)(OCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 HMZCOYZAAMTFAN-UHFFFAOYSA-N 0.000 claims 2
• WPMMXPHWSPLONS-UHFFFAOYSA-N 2-[3-(3,4-dichlorophenyl)-1-(3,4,5-trimethoxybenzoyl)piperidin-3-yl]ethyl 4-chlorobenzenesulfonate Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N2CC(CCOS(=O)(=O)C=3C=CC(Cl)=CC=3)(CCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 WPMMXPHWSPLONS-UHFFFAOYSA-N 0.000 claims 2
• XHWLBBDUCJSFCK-UHFFFAOYSA-N 2-[4-[2-[3,5-bis(trifluoromethyl)phenyl]acetyl]-2-(3,4-dichlorophenyl)morpholin-2-yl]ethyl 4-chlorobenzenesulfonate Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(CC(=O)N2CC(CCOS(=O)(=O)C=3C=CC(Cl)=CC=3)(OCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 XHWLBBDUCJSFCK-UHFFFAOYSA-N 0.000 claims 2
• KTTOYHIVEFKYGP-UHFFFAOYSA-N 2-[4-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dichlorophenyl)morpholin-2-yl]ethyl 4-chlorobenzenesulfonate Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2CC(CCOS(=O)(=O)C=3C=CC(Cl)=CC=3)(OCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 KTTOYHIVEFKYGP-UHFFFAOYSA-N 0.000 claims 2
• NXEDTZGUAGKMJS-UHFFFAOYSA-N ethyl 4-chlorobenzenesulfonate Chemical compound CCOS(=O)(=O)C1=CC=C(Cl)C=C1 NXEDTZGUAGKMJS-UHFFFAOYSA-N 0.000 claims 2
• 125000004312 morpholin-2-yl group Chemical group [H]N1C([H])([H])C([H])([H])OC([H])(*)C1([H])[H] 0.000 claims 2
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
• JDHXRAPGVSUPJX-UHFFFAOYSA-N 2-[1-[3,5-bis(trifluoromethyl)benzoyl]-3-(3,4-dichlorophenyl)piperidin-3-yl]ethyl 2-nitrobenzenesulfonate Chemical compound [O-][N+](=O)C1=CC=CC=C1S(=O)(=O)OCCC1(C=2C=C(Cl)C(Cl)=CC=2)CN(C(=O)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)CCC1 JDHXRAPGVSUPJX-UHFFFAOYSA-N 0.000 claims 1
• CNYAFSTZQZRSFW-UHFFFAOYSA-N 2-[1-[3,5-bis(trifluoromethyl)benzoyl]-3-(3,4-dichlorophenyl)piperidin-3-yl]ethyl 4-chlorobenzenesulfonate Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C(=O)N2CC(CCOS(=O)(=O)C=3C=CC(Cl)=CC=3)(CCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 CNYAFSTZQZRSFW-UHFFFAOYSA-N 0.000 claims 1
• PGEAWSLVKKUFPW-UHFFFAOYSA-N 2-[1-[3,5-bis(trifluoromethyl)benzoyl]-3-(3,4-dichlorophenyl)piperidin-3-yl]ethyl 4-nitrobenzenesulfonate Chemical compound C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)OCCC1(C=2C=C(Cl)C(Cl)=CC=2)CN(C(=O)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)CCC1 PGEAWSLVKKUFPW-UHFFFAOYSA-N 0.000 claims 1
• YPHGVDSTLDOWAE-UHFFFAOYSA-N 2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl 2-nitrobenzenesulfonate Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N2CC(CCOS(=O)(=O)C=3C(=CC=CC=3)[N+]([O-])=O)(OCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 YPHGVDSTLDOWAE-UHFFFAOYSA-N 0.000 claims 1
• XUXDTLXFJPDHLJ-UHFFFAOYSA-N 2-[2-(3,4-dichlorophenyl)-4-(3,4,5-trimethoxybenzoyl)morpholin-2-yl]ethyl 4-nitrobenzenesulfonate Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N2CC(CCOS(=O)(=O)C=3C=CC(=CC=3)[N+]([O-])=O)(OCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 XUXDTLXFJPDHLJ-UHFFFAOYSA-N 0.000 claims 1
• VZIKHPVFGGDYQG-UHFFFAOYSA-N 2-[3-(3,4-dichlorophenyl)-1-(3,4,5-trimethoxybenzoyl)piperidin-3-yl]ethyl 2-nitrobenzenesulfonate Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N2CC(CCOS(=O)(=O)C=3C(=CC=CC=3)[N+]([O-])=O)(CCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 VZIKHPVFGGDYQG-UHFFFAOYSA-N 0.000 claims 1
• YFGDFGRGGFMIQY-UHFFFAOYSA-N 2-[3-(3,4-dichlorophenyl)-1-(3,4,5-trimethoxybenzoyl)piperidin-3-yl]ethyl 4-nitrobenzenesulfonate Chemical compound COC1=C(OC)C(OC)=CC(C(=O)N2CC(CCOS(=O)(=O)C=3C=CC(=CC=3)[N+]([O-])=O)(CCC2)C=2C=C(Cl)C(Cl)=CC=2)=C1 YFGDFGRGGFMIQY-UHFFFAOYSA-N 0.000 claims 1
• UHBYBMFAHGGBEP-UHFFFAOYSA-N 2-[4-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dichlorophenyl)morpholin-2-yl]ethyl 2-nitrobenzenesulfonate Chemical compound [O-][N+](=O)C1=CC=CC=C1S(=O)(=O)OCCC1(C=2C=C(Cl)C(Cl)=CC=2)OCCN(C(=O)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)C1 UHBYBMFAHGGBEP-UHFFFAOYSA-N 0.000 claims 1
• QWNCPFNPEHVJBR-UHFFFAOYSA-N 2-[4-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dichlorophenyl)morpholin-2-yl]ethyl 4-nitrobenzenesulfonate Chemical compound C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)OCCC1(C=2C=C(Cl)C(Cl)=CC=2)OCCN(C(=O)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)C1 QWNCPFNPEHVJBR-UHFFFAOYSA-N 0.000 claims 1
• 229910014033 C-OH Inorganic materials 0.000 claims 1
• 229910014570 C—OH Inorganic materials 0.000 claims 1
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
• HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims 1
• 239000000203 mixture Substances 0.000 claims 1
• 150000003839 salts Chemical class 0.000 claims 1
• 239000002904 solvent Substances 0.000 claims 1