JP2019518036A5 - - Google Patents

Info

Publication number

JP2019518036A5

JP2019518036A5 JP2018565285A JP2018565285A JP2019518036A5 JP 2019518036 A5 JP2019518036 A5 JP 2019518036A5 JP 2018565285 A JP2018565285 A JP 2018565285A JP 2018565285 A JP2018565285 A JP 2018565285A JP 2019518036 A5 JP2019518036 A5 JP 2019518036A5

Authority

JP

Japan

Prior art keywords

hydroxy

dihydropyrimidine

benzenesulfonyl

butyl

methylpyridine

Prior art date

2017-06-14

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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• -1 Methylbutyl Chemical group 0.000 claims 149
• 125000000217 alkyl group Chemical group 0.000 claims 102
• JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 90
• 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 74
• 125000000623 heterocyclic group Chemical group 0.000 claims 58
• 229910052801 chlorine Inorganic materials 0.000 claims 55
• 229910052731 fluorine Inorganic materials 0.000 claims 55
• 229910052739 hydrogen Inorganic materials 0.000 claims 41
• 229910052794 bromium Inorganic materials 0.000 claims 40
• 125000004452 carbocyclyl group Chemical group 0.000 claims 26
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 23
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 22
• 229910052799 carbon Inorganic materials 0.000 claims 17
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 16
• 150000001875 compounds Chemical class 0.000 claims 16
• 150000003839 salts Chemical class 0.000 claims 15
• KLIDCXVFHGNTTM-UHFFFAOYSA-N 2,6-dimethoxyphenol Chemical group COC1=CC=CC(OC)=C1O KLIDCXVFHGNTTM-UHFFFAOYSA-N 0.000 claims 14
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 14
• 229910052757 nitrogen Inorganic materials 0.000 claims 13
• 229910052760 oxygen Inorganic materials 0.000 claims 13
• 125000003118 aryl group Chemical group 0.000 claims 11
• 125000004433 nitrogen atom Chemical group N* 0.000 claims 11
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 10
• 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 10
• 125000003342 alkenyl group Chemical group 0.000 claims 10
• ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 8
• 125000000753 cycloalkyl group Chemical group 0.000 claims 8
• KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 6
• 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 6
• 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims 5
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 5
• 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 4
• 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 4
• 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 4
• JBSLANHIBKBQGE-UHFFFAOYSA-N 2-cyclopropylacetamide Chemical compound NC(=O)CC1CC1 JBSLANHIBKBQGE-UHFFFAOYSA-N 0.000 claims 3
• LIHFGAZTVOUBRD-UHFFFAOYSA-N C(C)OCC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC(=C(C=C1)C1=C(C(=NC=C1)F)C)F)O)C(COC)C1=CC(=CC=C1)F Chemical compound C(C)OCC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC(=C(C=C1)C1=C(C(=NC=C1)F)C)F)O)C(COC)C1=CC(=CC=C1)F LIHFGAZTVOUBRD-UHFFFAOYSA-N 0.000 claims 3
• 206010019280 Heart failures Diseases 0.000 claims 3
• FXYOSXSNRGUSRW-SKCDSABHSA-N OC1=C(C(N=C(N1[C@@H](COC)C1=CC=CC=C1)C1OCCC1)=O)S(=O)(=O)C1=CC=C(C=C1)C1=C(C=NC=C1)C Chemical compound OC1=C(C(N=C(N1[C@@H](COC)C1=CC=CC=C1)C1OCCC1)=O)S(=O)(=O)C1=CC=C(C=C1)C1=C(C=NC=C1)C FXYOSXSNRGUSRW-SKCDSABHSA-N 0.000 claims 3
• 125000004432 carbon atom Chemical group C* 0.000 claims 3
• 125000001072 heteroaryl group Chemical group 0.000 claims 3
• 239000008194 pharmaceutical composition Substances 0.000 claims 3
• ITQTTZVARXURQS-UHFFFAOYSA-N 3-methylpyridine Chemical compound CC1=CC=CN=C1 ITQTTZVARXURQS-UHFFFAOYSA-N 0.000 claims 2
• GZPHSAQLYPIAIN-UHFFFAOYSA-N 3-pyridinecarbonitrile Chemical compound N#CC1=CC=CN=C1 GZPHSAQLYPIAIN-UHFFFAOYSA-N 0.000 claims 2
• JYIUDGXJUSZHQV-FQEVSTJZSA-N BrC1=CC=C(C=C1)S(=O)(=O)C1=C(N=C(N(C1=O)[C@@H](CC)C=1C=C(C#N)C=CC=1)CCCC)O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C1=C(N=C(N(C1=O)[C@@H](CC)C=1C=C(C#N)C=CC=1)CCCC)O JYIUDGXJUSZHQV-FQEVSTJZSA-N 0.000 claims 2
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
• 208000024172 Cardiovascular disease Diseases 0.000 claims 2
• YYAIJJOTKIZHOS-NQCNTLBGSA-N FC1=CC=C(C=N1)C1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)C1OCCC1)=O Chemical compound FC1=CC=C(C=N1)C1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)C1OCCC1)=O YYAIJJOTKIZHOS-NQCNTLBGSA-N 0.000 claims 2
• 206010049694 Left Ventricular Dysfunction Diseases 0.000 claims 2
• 125000004093 cyano group Chemical group *C#N 0.000 claims 2
• 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 2
• 230000002107 myocardial effect Effects 0.000 claims 2
• 208000010125 myocardial infarction Diseases 0.000 claims 2
• 239000001294 propane Substances 0.000 claims 2
• GPHQHTOMRSGBNZ-UHFFFAOYSA-N pyridine-4-carbonitrile Chemical compound N#CC1=CC=NC=C1 GPHQHTOMRSGBNZ-UHFFFAOYSA-N 0.000 claims 2
• 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
• 238000007634 remodeling Methods 0.000 claims 2
• 125000001424 substituent group Chemical group 0.000 claims 2
• 238000006467 substitution reaction Methods 0.000 claims 2
• 229910052717 sulfur Inorganic materials 0.000 claims 2
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
• 125000006706 (C3-C6) carbocyclyl group Chemical group 0.000 claims 1
• DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims 1
• FFNVQNRYTPFDDP-UHFFFAOYSA-N 2-cyanopyridine Chemical compound N#CC1=CC=CC=N1 FFNVQNRYTPFDDP-UHFFFAOYSA-N 0.000 claims 1
• UXVCEKRAZBZVSL-UHFFFAOYSA-N 2-pyridin-2-ylacetamide Chemical compound NC(=O)CC1=CC=CC=N1 UXVCEKRAZBZVSL-UHFFFAOYSA-N 0.000 claims 1
• YDHIMEXEGOCNHU-UHFFFAOYSA-N 2-pyridin-3-ylacetamide Chemical compound NC(=O)CC1=CC=CN=C1 YDHIMEXEGOCNHU-UHFFFAOYSA-N 0.000 claims 1
• YEALAJQPOVKTOH-UHFFFAOYSA-N 2-pyridin-4-ylacetamide Chemical compound NC(=O)CC1=CC=NC=C1 YEALAJQPOVKTOH-UHFFFAOYSA-N 0.000 claims 1
• 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims 1
• OFDVABAUFQJWEZ-UHFFFAOYSA-N 3-pyridin-3-ylpyridine Chemical compound C1=CN=CC(C=2C=NC=CC=2)=C1 OFDVABAUFQJWEZ-UHFFFAOYSA-N 0.000 claims 1
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=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
• YRQYDSUIJPOWMI-UHFFFAOYSA-N BrC1=C(C=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)C(COC)C1=CC(=CC=C1)F)COCC)=O)F Chemical compound BrC1=C(C=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)C(COC)C1=CC(=CC=C1)F)COCC)=O)F YRQYDSUIJPOWMI-UHFFFAOYSA-N 0.000 claims 1
• MLCNCMYXMGOURI-IBGZPJMESA-N BrC1=C(C=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)COC(C)C)=O)F Chemical compound BrC1=C(C=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)COC(C)C)=O)F MLCNCMYXMGOURI-IBGZPJMESA-N 0.000 claims 1
• NFUNIOCQUKMIHP-SFHVURJKSA-N BrC1=C(C=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)COCC)=O)F Chemical compound BrC1=C(C=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)COCC)=O)F NFUNIOCQUKMIHP-SFHVURJKSA-N 0.000 claims 1
• JLBAOIKHYYBIBY-IBGZPJMESA-N BrC1=C(C=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C=1C=C(C#N)C=CC=1)COCC)=O)F Chemical compound BrC1=C(C=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C=1C=C(C#N)C=CC=1)COCC)=O)F JLBAOIKHYYBIBY-IBGZPJMESA-N 0.000 claims 1
• ZSTRZZVSYWWQAY-FQEVSTJZSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCC(C)C)[C@@H](COC)C1=CC=CC=C1)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCC(C)C)[C@@H](COC)C1=CC=CC=C1)=O ZSTRZZVSYWWQAY-FQEVSTJZSA-N 0.000 claims 1
• PNCSXFLAQKGRLQ-UHFFFAOYSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)C(C)C=1C=NC=CC=1)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)C(C)C=1C=NC=CC=1)=O PNCSXFLAQKGRLQ-UHFFFAOYSA-N 0.000 claims 1
• UTYZARZUHFOTGI-UHFFFAOYSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)C(C1=CC=CC=C1)C1CC1)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)C(C1=CC=CC=C1)C1CC1)=O UTYZARZUHFOTGI-UHFFFAOYSA-N 0.000 claims 1
• SJGZEFRWAPRSDW-HNNXBMFYSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)[C@@H](C)C1=C(C=CC=C1)OC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)[C@@H](C)C1=C(C=CC=C1)OC)=O SJGZEFRWAPRSDW-HNNXBMFYSA-N 0.000 claims 1
• XTRNIXPSGJFWBC-HNNXBMFYSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)[C@@H](C)C1=CC=C(C=C1)OC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)[C@@H](C)C1=CC=C(C=C1)OC)=O XTRNIXPSGJFWBC-HNNXBMFYSA-N 0.000 claims 1
• IEJJFYQNLAPUEZ-IBGZPJMESA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)[C@@H](CC)C1=CC(=CC=C1)Cl)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)[C@@H](CC)C1=CC(=CC=C1)Cl)=O IEJJFYQNLAPUEZ-IBGZPJMESA-N 0.000 claims 1
• KOBGJVUTTLVZBP-IBGZPJMESA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)[C@@H](CC)C1=CC(=CC=C1)F)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCC)[C@@H](CC)C1=CC(=CC=C1)F)=O KOBGJVUTTLVZBP-IBGZPJMESA-N 0.000 claims 1
• ICTXIKKMXLHTHJ-FQEVSTJZSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCCC)[C@@H](COC)C1=CC=CC=C1)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N(C(=NC=1O)CCCCC)[C@@H](COC)C1=CC=CC=C1)=O ICTXIKKMXLHTHJ-FQEVSTJZSA-N 0.000 claims 1
• KIQSIQIYZSDDLB-UHFFFAOYSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)C1=C(C=CC=C1OC)OC)C=1C=NC=C(C=1)C)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)C1=C(C=CC=C1OC)OC)C=1C=NC=C(C=1)C)=O KIQSIQIYZSDDLB-UHFFFAOYSA-N 0.000 claims 1
• CEYQRRWWHVEKDP-UHFFFAOYSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)C1=C(C=CC=C1OC)OC)CCCC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)C1=C(C=CC=C1OC)OC)CCCC)=O CEYQRRWWHVEKDP-UHFFFAOYSA-N 0.000 claims 1
• VDSHYKSKXXKAAK-HNNXBMFYSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](C)C1=CC=CC=C1)CCCC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](C)C1=CC=CC=C1)CCCC)=O VDSHYKSKXXKAAK-HNNXBMFYSA-N 0.000 claims 1
• HZAZPKJREHTGQH-HNNXBMFYSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](C)C=1C=C(C#N)C=CC=1)CCCC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](C)C=1C=C(C#N)C=CC=1)CCCC)=O HZAZPKJREHTGQH-HNNXBMFYSA-N 0.000 claims 1
• XSNNXHQYXWAXBF-FQEVSTJZSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC(=CC=C1)OC)CCCC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC(=CC=C1)OC)CCCC)=O XSNNXHQYXWAXBF-FQEVSTJZSA-N 0.000 claims 1
• XATHXCMCOSJXFV-FQEVSTJZSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC=CC=C1)C1CCCC1)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC=CC=C1)C1CCCC1)=O XATHXCMCOSJXFV-FQEVSTJZSA-N 0.000 claims 1
• QBGYQHUCXLGUBE-IBGZPJMESA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC=CC=C1)CCCC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC=CC=C1)CCCC)=O QBGYQHUCXLGUBE-IBGZPJMESA-N 0.000 claims 1
• KHYVMTOVGQECGP-IBGZPJMESA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC=CC=C1)COC(C)C)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC=CC=C1)COC(C)C)=O KHYVMTOVGQECGP-IBGZPJMESA-N 0.000 claims 1
• NOKMZCSBSYDVMT-SFHVURJKSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC=CC=C1)COCC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](CC)C1=CC=CC=C1)COCC)=O NOKMZCSBSYDVMT-SFHVURJKSA-N 0.000 claims 1
• WDRICWAQYHQOBP-IBGZPJMESA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC(=CC(=C1)F)F)COC(C)C)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC(=CC(=C1)F)F)COC(C)C)=O WDRICWAQYHQOBP-IBGZPJMESA-N 0.000 claims 1
• WTEPWTJQHJSSHK-SFHVURJKSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC(=CC(=C1)F)F)COCC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC(=CC(=C1)F)F)COCC)=O WTEPWTJQHJSSHK-SFHVURJKSA-N 0.000 claims 1
• NLESKUUPUYVBDF-OYKVQYDMSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)C1OCCC1)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)C1OCCC1)=O NLESKUUPUYVBDF-OYKVQYDMSA-N 0.000 claims 1
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• INXHDIJFOGYOPY-SFHVURJKSA-N BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)CCC)=O Chemical compound BrC1=CC=C(C=C1)S(=O)(=O)C=1C(N=C(N(C=1O)[C@@H](COC)C1=CC=CC=C1)CCC)=O INXHDIJFOGYOPY-SFHVURJKSA-N 0.000 claims 1
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• CSHWNTWCMSGQPL-VWLOTQADSA-N C1(CC1)CC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC=C(C=C1)C=1C(=NC(=CC=1)F)C)O)[C@@H](CC)C=1C=C(C#N)C=CC=1 Chemical compound C1(CC1)CC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC=C(C=C1)C=1C(=NC(=CC=1)F)C)O)[C@@H](CC)C=1C=C(C#N)C=CC=1 CSHWNTWCMSGQPL-VWLOTQADSA-N 0.000 claims 1
• IYYSSLIPGVEWHY-DEOSSOPVSA-N C1(CC1)CC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC=C(C=C1)C=1C(=NC(=CC=1)F)C)O)[C@@H](COC)C1=CC=CC=C1 Chemical compound C1(CC1)CC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC=C(C=C1)C=1C(=NC(=CC=1)F)C)O)[C@@H](COC)C1=CC=CC=C1 IYYSSLIPGVEWHY-DEOSSOPVSA-N 0.000 claims 1
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• CCPDVWOLGDVAQD-VWLOTQADSA-N C1(CC1)CC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC=C(C=C1)C=1C(=NC=CC=1)C)O)[C@@H](COC)C1=CC=CC=C1 Chemical compound C1(CC1)CC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC=C(C=C1)C=1C(=NC=CC=1)C)O)[C@@H](COC)C1=CC=CC=C1 CCPDVWOLGDVAQD-VWLOTQADSA-N 0.000 claims 1
• CTLXDCOIYDFTME-QHCPKHFHSA-N C1(CC1)CC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC=C(C=C1)C=1C=NC(=CC=1)F)O)[C@@H](COC)C1=CC=CC=C1 Chemical compound C1(CC1)CC=1N(C(=C(C(N=1)=O)S(=O)(=O)C1=CC=C(C=C1)C=1C=NC(=CC=1)F)O)[C@@H](COC)C1=CC=CC=C1 CTLXDCOIYDFTME-QHCPKHFHSA-N 0.000 claims 1
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• FFGHWBVNJLJRLP-MHZLTWQESA-N C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C1=C(C(=NC=C1)F)C)=O)CC1CC1 Chemical compound C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C1=C(C(=NC=C1)F)C)=O)CC1CC1 FFGHWBVNJLJRLP-MHZLTWQESA-N 0.000 claims 1
• HJDBJGRKHATQBJ-NDEPHWFRSA-N C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C1=C(C=NC=C1)C)=O)CC1CC1 Chemical compound C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C1=C(C=NC=C1)C)=O)CC1CC1 HJDBJGRKHATQBJ-NDEPHWFRSA-N 0.000 claims 1
• WIGKRVHDESXDIO-NDEPHWFRSA-N C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C1=C(C=NC=C1)C)=O)COC(C)C Chemical compound C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C1=C(C=NC=C1)C)=O)COC(C)C WIGKRVHDESXDIO-NDEPHWFRSA-N 0.000 claims 1
• UXFISTOKSYLXIC-NDEPHWFRSA-N C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C=1C(=NC=CC=1)C)=O)CC1CC1 Chemical compound C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C=1C(=NC=CC=1)C)=O)CC1CC1 UXFISTOKSYLXIC-NDEPHWFRSA-N 0.000 claims 1
• KJFUBASYSUYJBB-MHZLTWQESA-N C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C=1C(N(C=CC=1)C)=O)=O)CC1CC1 Chemical compound C1(CC1)[C@@H](C=1C=C(C#N)C=CC=1)N1C(=NC(C(=C1O)S(=O)(=O)C1=CC=C(C=C1)C=1C(N(C=CC=1)C)=O)=O)CC1CC1 KJFUBASYSUYJBB-MHZLTWQESA-N 0.000 claims 1
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• JQTXHPAKIFYIKA-UHFFFAOYSA-N CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1=CC=C(C=C1)C(=O)N1CCOCC1 Chemical compound CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1=CC=C(C=C1)C(=O)N1CCOCC1 JQTXHPAKIFYIKA-UHFFFAOYSA-N 0.000 claims 1
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• MIODGGXXCNYOSH-UHFFFAOYSA-N CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1=CC=C(C=C1)C1=CC(OCOC)=CC=C1 Chemical compound CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1=CC=C(C=C1)C1=CC(OCOC)=CC=C1 MIODGGXXCNYOSH-UHFFFAOYSA-N 0.000 claims 1
• HKPCFAMPYFFFEX-UHFFFAOYSA-N CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1=CC=C(C=C1)C1=CC=C(CN(C)C)C=C1 Chemical compound CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1=CC=C(C=C1)C1=CC=C(CN(C)C)C=C1 HKPCFAMPYFFFEX-UHFFFAOYSA-N 0.000 claims 1
• KZHCYJFOBFMANU-UHFFFAOYSA-N CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1=CC=C(C=C1)C1=CC=C(N=C1)C#N Chemical compound CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1=CC=C(C=C1)C1=CC=C(N=C1)C#N KZHCYJFOBFMANU-UHFFFAOYSA-N 0.000 claims 1
• HOTLBPWMRVVTIN-UHFFFAOYSA-N CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1CCN(CC1)C(=O)CC(F)(F)F Chemical compound CCCCC1=NC(=O)C(=C(O)N1C1=C(OC)C=CC=C1OC)S(=O)(=O)C1CCN(CC1)C(=O)CC(F)(F)F HOTLBPWMRVVTIN-UHFFFAOYSA-N 0.000 claims 1
• HPTYBKOVILHYTE-NDEPHWFRSA-N CCCCC1=NC(=O)C(=C(O)N1[C@@H](C(C)C)C1=CC(=CC=C1)C#N)S(=O)(=O)C1=CC=C(C=C1)C1=C(C)N=C(F)C=C1 Chemical compound CCCCC1=NC(=O)C(=C(O)N1[C@@H](C(C)C)C1=CC(=CC=C1)C#N)S(=O)(=O)C1=CC=C(C=C1)C1=C(C)N=C(F)C=C1 HPTYBKOVILHYTE-NDEPHWFRSA-N 0.000 claims 1
• BFXDLPGOADRSRT-FQEVSTJZSA-N CCCCC1=NC(=O)C(=C(O)N1[C@@H](C)C1=CC=C(OC)C=C1)S(=O)(=O)C1=CC=C(C=C1)C1=C(C)N=CC=C1 Chemical compound CCCCC1=NC(=O)C(=C(O)N1[C@@H](C)C1=CC=C(OC)C=C1)S(=O)(=O)C1=CC=C(C=C1)C1=C(C)N=CC=C1 BFXDLPGOADRSRT-FQEVSTJZSA-N 0.000 claims 1
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