JP2015519379A5

JP2015519379A5 -

Download PDF

Info

Publication number: JP2015519379A5
Authority: JP; Japan
Prior art keywords: methyl; pyridin; furo; methanesulfonyl; trifluoro
Prior art date: 2013-06-06
Legal status : Granted

Application number

JP2015516559A

Other languages

English (en)

Japanese (ja)

Other versions

JP2015519379A (ja

JP6119088B2 (ja

Filing date

2013-06-06

Publication date

2016-07-28

2013-06-06 Application filed filed Critical

2013-06-06 Priority claimed from PCT/EP2013/061653 external-priority patent/WO2013186109A1/en

2015-07-09 Publication of JP2015519379A publication Critical patent/JP2015519379A/ja

2016-07-28 Publication of JP2015519379A5 publication Critical patent/JP2015519379A5/ja

2017-04-26 Application granted granted Critical

2017-04-26 Publication of JP6119088B2 publication Critical patent/JP6119088B2/ja

Status Active legal-status Critical Current

2033-06-06 Anticipated expiration legal-status Critical

Links

150000003839 salts Chemical class 0.000 claims 9
150000001875 compounds Chemical class 0.000 claims 8
239000008194 pharmaceutical composition Substances 0.000 claims 4
-1 diastereomers Chemical class 0.000 claims 2
229910052739 hydrogen Inorganic materials 0.000 claims 2
BAQPWLJKLFPZOJ-UHFFFAOYSA-N 1,1,1-trifluoropropan-2-yl 4-[2-methyl-5-(1-methylsulfonyl-3,6-dihydro-2h-pyridin-4-yl)-3h-furo[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)C(F)(F)F)CCC1C1(C)OC2=CN=C(C=3CCN(CC=3)S(C)(=O)=O)C=C2C1 BAQPWLJKLFPZOJ-UHFFFAOYSA-N 0.000 claims 1
PUKBQZJOQPSPDM-UHFFFAOYSA-N 1,1,1-trifluoropropan-2-yl 4-[5-(1-methylsulfonyl-3,6-dihydro-2h-pyridin-4-yl)-2,3-dihydrofuro[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)C(F)(F)F)CCC1C1OC2=CN=C(C=3CCN(CC=3)S(C)(=O)=O)C=C2C1 PUKBQZJOQPSPDM-UHFFFAOYSA-N 0.000 claims 1
JVAWGGVLLSPWSU-UHFFFAOYSA-N 1,1,1-trifluoropropan-2-yl piperidine-1-carboxylate Chemical compound FC(C(C)OC(=O)N1CCCCC1)(F)F JVAWGGVLLSPWSU-UHFFFAOYSA-N 0.000 claims 1
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
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 1
PORGVKHHCKQKHJ-UHFFFAOYSA-N C1CN(C(=O)OC(C)C(F)(F)F)CCC1C1OC2=CN=C(C=3C=CC(=CC=3)S(C)(=O)=O)C=C2C1 Chemical compound C1CN(C(=O)OC(C)C(F)(F)F)CCC1C1OC2=CN=C(C=3C=CC(=CC=3)S(C)(=O)=O)C=C2C1 PORGVKHHCKQKHJ-UHFFFAOYSA-N 0.000 claims 1
MTGORWSUUZKGAP-UHFFFAOYSA-N CC1(Cc2cc(ncc2O1)-c1ccc(cc1)S(C)(=O)=O)C1CCN(CC1)C(O)=O Chemical compound CC1(Cc2cc(ncc2O1)-c1ccc(cc1)S(C)(=O)=O)C1CCN(CC1)C(O)=O MTGORWSUUZKGAP-UHFFFAOYSA-N 0.000 claims 1
102000003688 G-Protein-Coupled Receptors Human genes 0.000 claims 1
108090000045 G-Protein-Coupled Receptors Proteins 0.000 claims 1
BAQPWLJKLFPZOJ-IVZQSRNASA-N [(2r)-1,1,1-trifluoropropan-2-yl] 4-[(2r)-2-methyl-5-(1-methylsulfonyl-3,6-dihydro-2h-pyridin-4-yl)-3h-furo[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)O[C@H](C)C(F)(F)F)CCC1[C@]1(C)OC2=CN=C(C=3CCN(CC=3)S(C)(=O)=O)C=C2C1 BAQPWLJKLFPZOJ-IVZQSRNASA-N 0.000 claims 1
VGKJXVPMWIUCJY-IQMFZBJNSA-N [(2r)-1,1,1-trifluoropropan-2-yl] 4-[(2r)-2-methyl-5-(4-methylsulfonylphenyl)-3h-furo[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)O[C@H](C)C(F)(F)F)CCC1[C@]1(C)OC2=CN=C(C=3C=CC(=CC=3)S(C)(=O)=O)C=C2C1 VGKJXVPMWIUCJY-IQMFZBJNSA-N 0.000 claims 1
PUKBQZJOQPSPDM-AUUYWEPGSA-N [(2r)-1,1,1-trifluoropropan-2-yl] 4-[(2r)-5-(1-methylsulfonyl-3,6-dihydro-2h-pyridin-4-yl)-2,3-dihydrofuro[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)O[C@H](C)C(F)(F)F)CCC1[C@@H]1OC2=CN=C(C=3CCN(CC=3)S(C)(=O)=O)C=C2C1 PUKBQZJOQPSPDM-AUUYWEPGSA-N 0.000 claims 1
PORGVKHHCKQKHJ-JLTOFOAXSA-N [(2r)-1,1,1-trifluoropropan-2-yl] 4-[(2r)-5-(4-methylsulfonylphenyl)-2,3-dihydrofuro[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)O[C@H](C)C(F)(F)F)CCC1[C@@H]1OC2=CN=C(C=3C=CC(=CC=3)S(C)(=O)=O)C=C2C1 PORGVKHHCKQKHJ-JLTOFOAXSA-N 0.000 claims 1
BAQPWLJKLFPZOJ-OYHNWAKOSA-N [(2s)-1,1,1-trifluoropropan-2-yl] 4-[(2r)-2-methyl-5-(1-methylsulfonyl-3,6-dihydro-2h-pyridin-4-yl)-3h-furo[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)O[C@@H](C)C(F)(F)F)CCC1[C@]1(C)OC2=CN=C(C=3CCN(CC=3)S(C)(=O)=O)C=C2C1 BAQPWLJKLFPZOJ-OYHNWAKOSA-N 0.000 claims 1
PUKBQZJOQPSPDM-IFXJQAMLSA-N [(2s)-1,1,1-trifluoropropan-2-yl] 4-[(2r)-5-(1-methylsulfonyl-3,6-dihydro-2h-pyridin-4-yl)-2,3-dihydrofuro[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)O[C@@H](C)C(F)(F)F)CCC1[C@@H]1OC2=CN=C(C=3CCN(CC=3)S(C)(=O)=O)C=C2C1 PUKBQZJOQPSPDM-IFXJQAMLSA-N 0.000 claims 1
PORGVKHHCKQKHJ-VBKZILBWSA-N [(2s)-1,1,1-trifluoropropan-2-yl] 4-[(2r)-5-(4-methylsulfonylphenyl)-2,3-dihydrofuro[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)O[C@@H](C)C(F)(F)F)CCC1[C@@H]1OC2=CN=C(C=3C=CC(=CC=3)S(C)(=O)=O)C=C2C1 PORGVKHHCKQKHJ-VBKZILBWSA-N 0.000 claims 1
BAQPWLJKLFPZOJ-NYHFZMIOSA-N [(2s)-1,1,1-trifluoropropan-2-yl] 4-[(2s)-2-methyl-5-(1-methylsulfonyl-3,6-dihydro-2h-pyridin-4-yl)-3h-furo[2,3-c]pyridin-2-yl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)O[C@@H](C)C(F)(F)F)CCC1[C@@]1(C)OC2=CN=C(C=3CCN(CC=3)S(C)(=O)=O)C=C2C1 BAQPWLJKLFPZOJ-NYHFZMIOSA-N 0.000 claims 1
230000003213 activating effect Effects 0.000 claims 1
201000010099 disease Diseases 0.000 claims 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
239000003814 drug Substances 0.000 claims 1
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
230000001404 mediated effect Effects 0.000 claims 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
229940124597 therapeutic agent Drugs 0.000 claims 1
0 *C(C1)(C(CC2)CCN2C(O*)=O)Oc(cn2)c1cc2[Al] Chemical compound *C(C1)(C(CC2)CCN2C(O*)=O)Oc(cn2)c1cc2[Al] 0.000 description 1

JP2015516559A 2012-06-12 2013-06-06 ２，３−ジヒドロ−フロ［２，３−ｃ］ピリジン−２−イル−ピペリジン誘導体、それらを含む医薬組成物及びその使用 Active JP6119088B2 (ja)