JP2018522034A5 - - Google Patents

Info

Publication number

JP2018522034A5

JP2018522034A5 JP2018504993A JP2018504993A JP2018522034A5 JP 2018522034 A5 JP2018522034 A5 JP 2018522034A5 JP 2018504993 A JP2018504993 A JP 2018504993A JP 2018504993 A JP2018504993 A JP 2018504993A JP 2018522034 A5 JP2018522034 A5 JP 2018522034A5

Authority

JP

Japan

Prior art keywords

salt

azaspiro

piperidin

compound

hydrogen

Prior art date

2016-08-03

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

Granted

Links

• Espacenet
• Global Dossier
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• 150000001875 compounds Chemical class 0.000 claims 24
• 150000003839 salts Chemical class 0.000 claims 24
• 229910052739 hydrogen Inorganic materials 0.000 claims 21
• 239000001257 hydrogen Substances 0.000 claims 21
• 150000002431 hydrogen Chemical class 0.000 claims 13
• 125000001183 hydrocarbyl group Chemical group 0.000 claims 12
• -1 cyano, hydroxy, methoxy Chemical group 0.000 claims 11
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 10
• 125000003118 aryl group Chemical group 0.000 claims 10
• 229910052731 fluorine Inorganic materials 0.000 claims 10
• 239000011737 fluorine Substances 0.000 claims 10
• 125000001153 fluoro group Chemical group F* 0.000 claims 10
• 125000005842 heteroatom Chemical group 0.000 claims 10
• 229910052760 oxygen Inorganic materials 0.000 claims 10
• 229910052717 sulfur Inorganic materials 0.000 claims 10
• 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims 9
• 229910052757 nitrogen Inorganic materials 0.000 claims 8
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 6
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 6
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 6
• 229910052794 bromium Inorganic materials 0.000 claims 6
• 229910052801 chlorine Inorganic materials 0.000 claims 6
• 239000000460 chlorine Substances 0.000 claims 6
• 229910052799 carbon Inorganic materials 0.000 claims 4
• 125000004432 carbon atom Chemical group C* 0.000 claims 4
• 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 4
• 125000000217 alkyl group Chemical group 0.000 claims 3
• 125000004093 cyano group Chemical group *C#N 0.000 claims 3
• 239000003814 drug Substances 0.000 claims 3
• RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical compound C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims 3
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
• 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 2
• 150000001721 carbon Chemical group 0.000 claims 2
• 125000000753 cycloalkyl group Chemical group 0.000 claims 2
• 125000001072 heteroaryl group Chemical group 0.000 claims 2
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
• 125000002911 monocyclic heterocycle group Chemical group 0.000 claims 2
• 125000004043 oxo group Chemical group O=* 0.000 claims 2
• 208000020016 psychiatric disease Diseases 0.000 claims 2
• 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
• AQTFKGDWFRRIHR-UHFFFAOYSA-L 3-[18-(2-carboxylatoethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethylporphyrin-21,24-diid-2-yl]propanoate;cobalt(2+);hydron Chemical compound [Co+2].[N-]1C(C=C2C(=C(C)C(C=C3C(=C(C)C(=C4)[N-]3)C=C)=N2)C=C)=C(C)C(CCC(O)=O)=C1C=C1C(CCC(O)=O)=C(C)C4=N1 AQTFKGDWFRRIHR-UHFFFAOYSA-L 0.000 claims 1
• 208000024827 Alzheimer disease Diseases 0.000 claims 1
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
• 206010067889 Dementia with Lewy bodies Diseases 0.000 claims 1
• 206010065390 Inflammatory pain Diseases 0.000 claims 1
• 201000002832 Lewy body dementia Diseases 0.000 claims 1
• RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 1
• 230000001154 acute effect Effects 0.000 claims 1
• 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
• 239000003795 chemical substances by application Substances 0.000 claims 1
• 230000001684 chronic effect Effects 0.000 claims 1
• 208000010877 cognitive disease Diseases 0.000 claims 1
• 230000001149 cognitive effect Effects 0.000 claims 1
• 230000000694 effects Effects 0.000 claims 1
• 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 1
• GKODYOLWAJKWOR-OAHLLOKOSA-N ethyl 6-[4-[(2R)-2-ethyl-5-oxopyrrolidin-1-yl]piperidin-1-yl]-2-azaspiro[3.3]heptane-2-carboxylate Chemical compound C(C)[C@H]1N(C(CC1)=O)C1CCN(CC1)C1CC2(CN(C2)C(=O)OCC)C1 GKODYOLWAJKWOR-OAHLLOKOSA-N 0.000 claims 1
• PIAGNFVSQQDWNF-MRXNPFEDSA-N ethyl 6-[4-[(2R)-4,4-difluoro-2-(hydroxymethyl)pyrrolidin-1-yl]piperidin-1-yl]-2-azaspiro[3.3]heptane-2-carboxylate Chemical compound FC1(C[C@@H](N(C1)C1CCN(CC1)C1CC2(CN(C2)C(=O)OCC)C1)CO)F PIAGNFVSQQDWNF-MRXNPFEDSA-N 0.000 claims 1
• ZVYGUQXJVNRSMW-ATNAJCNCSA-N ethyl 6-[4-[(2S)-2-ethyl-5-oxopyrrolidin-1-yl]piperidin-1-yl]-2-azaspiro[3.4]octane-2-carboxylate Chemical compound C(C)[C@@H]1N(C(CC1)=O)C1CCN(CC1)C1CC2(CN(C2)C(=O)OCC)CC1 ZVYGUQXJVNRSMW-ATNAJCNCSA-N 0.000 claims 1
• FNPNRGQANRLYMU-MYJWUSKBSA-N ethyl 6-[4-[(2S)-2-methyl-5-oxopyrrolidin-1-yl]piperidin-1-yl]-2-azaspiro[3.4]octane-2-carboxylate Chemical compound C[C@@H]1N(C(CC1)=O)C1CCN(CC1)C1CC2(CN(C2)C(=O)OCC)CC1 FNPNRGQANRLYMU-MYJWUSKBSA-N 0.000 claims 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
• 125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 claims 1
• 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 claims 1
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
• 125000002883 imidazolyl group Chemical group 0.000 claims 1
• 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
• DVZYRUCGRJANBZ-QRWMCTBCSA-N methyl 6-[4-[(2R)-2-(1,3-oxazol-5-yl)pyrrolidin-1-yl]piperidin-1-yl]-2-azaspiro[3.4]octane-2-carboxylate Chemical compound O1C=NC=C1[C@@H]1N(CCC1)C1CCN(CC1)C1CC2(CN(C2)C(=O)OC)CC1 DVZYRUCGRJANBZ-QRWMCTBCSA-N 0.000 claims 1
• 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims 1
• 230000003551 muscarinic effect Effects 0.000 claims 1
• 230000000926 neurological effect Effects 0.000 claims 1
• 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 239000000546 pharmaceutical excipient Substances 0.000 claims 1
• 125000003226 pyrazolyl group Chemical group 0.000 claims 1
• 239000000018 receptor agonist Substances 0.000 claims 1
• 229940044601 receptor agonist Drugs 0.000 claims 1
• 229920006395 saturated elastomer Polymers 0.000 claims 1
• 201000000980 schizophrenia Diseases 0.000 claims 1
• 239000000126 substance Substances 0.000 claims 1