JP2019518079A5 - - Google Patents

Info

Publication number

JP2019518079A5

JP2019518079A5 JP2019516084A JP2019516084A JP2019518079A5 JP 2019518079 A5 JP2019518079 A5 JP 2019518079A5 JP 2019516084 A JP2019516084 A JP 2019516084A JP 2019516084 A JP2019516084 A JP 2019516084A JP 2019518079 A5 JP2019518079 A5 JP 2019518079A5

Authority

JP

Japan

Prior art keywords

compound

azaspiro

oxa

phenoxy

ylsulfonyl

Prior art date

2017-06-05

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
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• 150000001875 compounds Chemical class 0.000 claims 116
• PMZDQRJGMBOQBF-UHFFFAOYSA-N quinolin-4-ol Chemical compound C1=CC=C2C(O)=CC=NC2=C1 PMZDQRJGMBOQBF-UHFFFAOYSA-N 0.000 claims 40
• 239000000203 mixture Substances 0.000 claims 20
• 150000003839 salts Chemical class 0.000 claims 17
• -1 1-(hydroxymethyl)cyclopropyl Chemical group 0.000 claims 13
• QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 9
• XWQVQSXLXAXOPJ-QNGMFEMESA-N 4-[[[6-[5-chloro-2-[[4-[[(2r)-1-methoxypropan-2-yl]amino]cyclohexyl]amino]pyridin-4-yl]pyridin-2-yl]amino]methyl]oxane-4-carbonitrile Chemical compound C1CC(N[C@H](C)COC)CCC1NC1=CC(C=2N=C(NCC3(CCOCC3)C#N)C=CC=2)=C(Cl)C=N1 XWQVQSXLXAXOPJ-QNGMFEMESA-N 0.000 claims 9
• 239000008194 pharmaceutical composition Substances 0.000 claims 8
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
• XASOHFCUIQARJT-UHFFFAOYSA-N 8-methoxy-6-[7-(2-morpholin-4-ylethoxy)imidazo[1,2-a]pyridin-3-yl]-2-(2,2,2-trifluoroethyl)-3,4-dihydroisoquinolin-1-one Chemical compound C(N1C(=O)C2=C(OC)C=C(C=3N4C(=NC=3)C=C(C=C4)OCCN3CCOCC3)C=C2CC1)C(F)(F)F XASOHFCUIQARJT-UHFFFAOYSA-N 0.000 claims 5
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 4
• 229910052799 carbon Inorganic materials 0.000 claims 4
• VZYAQGTUMRXLOW-PKTZIBPZSA-N (2S)-1-[3-(2-hydroxyethylsulfonyl)phenoxy]-3-[[(3R)-8-quinolin-3-ylsulfonyl-1-oxa-8-azaspiro[4.5]decan-3-yl]amino]propan-2-ol Chemical compound OCCS(=O)(=O)c1cccc(OC[C@@H](O)CN[C@H]2COC3(C2)CCN(CC3)S(=O)(=O)c2cnc3ccccc3c2)c1 VZYAQGTUMRXLOW-PKTZIBPZSA-N 0.000 claims 3
• PVXLIOIISUUKOQ-YADHBBJMSA-N 1-ethyl-3-[[(3R)-3-[[(2S)-2-hydroxy-3-(3-methylsulfonylphenoxy)propyl]amino]-1-oxa-8-azaspiro[4.5]decan-8-yl]sulfonyl]quinolin-4-one Chemical compound CCn1cc(c(=O)c2ccccc12)S(=O)(=O)N1CCC2(C[C@H](CO2)NC[C@H](O)COc2cccc(c2)S(C)(=O)=O)CC1 PVXLIOIISUUKOQ-YADHBBJMSA-N 0.000 claims 3
• 125000000217 alkyl group Chemical group 0.000 claims 3
• YKGMKSIHIVVYKY-UHFFFAOYSA-N dabrafenib mesylate Chemical compound CS(O)(=O)=O.S1C(C(C)(C)C)=NC(C=2C(=C(NS(=O)(=O)C=3C(=CC=CC=3F)F)C=CC=2)F)=C1C1=CC=NC(N)=N1 YKGMKSIHIVVYKY-UHFFFAOYSA-N 0.000 claims 3
• 150000004677 hydrates Chemical class 0.000 claims 3
• 239000012453 solvate Substances 0.000 claims 3
• 125000004776 1-fluoroethyl group Chemical group [H]C([H])([H])C([H])(F)* 0.000 claims 2
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
• 206010019280 Heart failures Diseases 0.000 claims 2
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
• 125000001153 fluoro group Chemical group F* 0.000 claims 2
• 229910052736 halogen Inorganic materials 0.000 claims 2
• 150000002367 halogens Chemical class 0.000 claims 2
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
• 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 2
• GKKCQCNJVYYIFP-YADHBBJMSA-N (2S)-1-(3-cyclopropylsulfonylphenoxy)-3-[[(3R)-8-(1H-indol-6-ylsulfonyl)-1-oxa-8-azaspiro[4.5]decan-3-yl]amino]propan-2-ol Chemical compound C1CC1S(=O)(=O)C2=CC=CC(=C2)OC[C@H](CN[C@@H]3CC4(CCN(CC4)S(=O)(=O)C5=CC6=C(C=C5)C=CN6)OC3)O GKKCQCNJVYYIFP-YADHBBJMSA-N 0.000 claims 1
• BKRHXZUEUCCODF-RTWAWAEBSA-N 1-ethyl-8-fluoro-3-[[(3R)-3-[[(2S)-2-hydroxy-3-(3-methylsulfonylphenoxy)propyl]amino]-1-oxa-8-azaspiro[4.5]decan-8-yl]sulfonyl]quinolin-4-one Chemical compound CCn1cc(c(=O)c2cccc(F)c12)S(=O)(=O)N1CCC2(C[C@H](CO2)NC[C@H](O)COc2cccc(c2)S(C)(=O)=O)CC1 BKRHXZUEUCCODF-RTWAWAEBSA-N 0.000 claims 1
• 125000003545 alkoxy group Chemical group 0.000 claims 1
• 125000000753 cycloalkyl group Chemical group 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• 125000001188 haloalkyl group Chemical group 0.000 claims 1
• 229910052757 nitrogen Inorganic materials 0.000 claims 1
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
• 125000001424 substituent group Chemical group 0.000 claims 1