JPWO2020005877A5 - - Google Patents
Download PDFInfo
- Publication number
- JPWO2020005877A5 JPWO2020005877A5 JP2020572894A JP2020572894A JPWO2020005877A5 JP WO2020005877 A5 JPWO2020005877 A5 JP WO2020005877A5 JP 2020572894 A JP2020572894 A JP 2020572894A JP 2020572894 A JP2020572894 A JP 2020572894A JP WO2020005877 A5 JPWO2020005877 A5 JP WO2020005877A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- thiazolo
- benzothiazole
- fluoro
- indazole
- Prior art date
- 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.)
- Pending
Links
- -1 phenyl-oxy Chemical group 0.000 claims 386
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 84
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 75
- 125000004939 6-pyridyl group Chemical group N1=CC=CC=C1* 0.000 claims 66
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 48
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1H-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims 32
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 27
- PBMFSQRYOILNGV-UHFFFAOYSA-N Pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims 26
- 150000001875 compounds Chemical class 0.000 claims 23
- WFJZBOIOPMOUCB-UHFFFAOYSA-N pyridazine;hydrochloride Chemical compound Cl.C1=CC=NN=C1 WFJZBOIOPMOUCB-UHFFFAOYSA-N 0.000 claims 18
- RAXXELZNTBOGNW-UHFFFAOYSA-N Imidazole Chemical compound C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 16
- 125000003545 alkoxy group Chemical group 0.000 claims 16
- 125000000217 alkyl group Chemical group 0.000 claims 16
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 15
- PUBSMDUBHLYMIX-UHFFFAOYSA-N phenol;dihydrochloride Chemical compound Cl.Cl.OC1=CC=CC=C1 PUBSMDUBHLYMIX-UHFFFAOYSA-N 0.000 claims 15
- 125000003277 amino group Chemical compound 0.000 claims 13
- WTKZEGDFNFYCGP-UHFFFAOYSA-N pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims 13
- 125000001424 substituent group Chemical group 0.000 claims 13
- 125000001072 heteroaryl group Chemical group 0.000 claims 12
- 125000000623 heterocyclic group Chemical group 0.000 claims 12
- OSHXRTVCVNSLPD-UHFFFAOYSA-N [1,3]thiazolo[4,5-c]pyridin-2-amine Chemical compound N1=CC=C2SC(N)=NC2=C1 OSHXRTVCVNSLPD-UHFFFAOYSA-N 0.000 claims 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 claims 10
- 125000004076 pyridyl group Chemical group 0.000 claims 9
- 239000011780 sodium chloride Substances 0.000 claims 8
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 7
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-Aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 claims 6
- 125000002619 bicyclic group Chemical group 0.000 claims 6
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 6
- 125000005842 heteroatoms Chemical group 0.000 claims 6
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 6
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 6
- 125000002950 monocyclic group Chemical group 0.000 claims 6
- 229910052760 oxygen Inorganic materials 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 229910052717 sulfur Inorganic materials 0.000 claims 6
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 5
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 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
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- 150000003840 hydrochlorides Chemical class 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- GEOWCLRLLWTHDN-UHFFFAOYSA-N phenyl formate Chemical compound O=COC1=CC=CC=C1 GEOWCLRLLWTHDN-UHFFFAOYSA-N 0.000 claims 4
- 125000003373 pyrazinyl group Chemical group 0.000 claims 4
- HAOKKJHTFUZWIM-UHFFFAOYSA-N pyridin-1-ium-2-amine;chloride Chemical compound Cl.NC1=CC=CC=N1 HAOKKJHTFUZWIM-UHFFFAOYSA-N 0.000 claims 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 4
- 125000000033 alkoxyamino group Chemical group 0.000 claims 3
- 125000006620 amino-(C1-C6) alkyl group Chemical group 0.000 claims 3
- 125000004122 cyclic group Chemical group 0.000 claims 3
- KYQCOXFCLRTKLS-UHFFFAOYSA-N pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims 3
- 239000012453 solvate Substances 0.000 claims 3
- UGUHFDPGDQDVGX-UHFFFAOYSA-N 1,2,3-thiadiazole Chemical compound C1=CSN=N1 UGUHFDPGDQDVGX-UHFFFAOYSA-N 0.000 claims 2
- 125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims 2
- FIPLAFRCDDWERW-UHFFFAOYSA-N [1,3]thiazolo[4,5-c]pyridine Chemical compound N1=CC=C2SC=NC2=C1 FIPLAFRCDDWERW-UHFFFAOYSA-N 0.000 claims 2
- 230000002730 additional Effects 0.000 claims 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- MYTKOOVOBCDRPN-UHFFFAOYSA-N imidazo[1,2-a]pyridine-8-carbonitrile Chemical compound N#CC1=CC=CN2C=CN=C12 MYTKOOVOBCDRPN-UHFFFAOYSA-N 0.000 claims 2
- 239000000546 pharmaceutic aid Substances 0.000 claims 2
- HYHBKLWDTGTBME-UHFFFAOYSA-N pyrazin-1-ium;chloride Chemical compound Cl.C1=CN=CC=N1 HYHBKLWDTGTBME-UHFFFAOYSA-N 0.000 claims 2
- XFTQRUTUGRCSGO-UHFFFAOYSA-N pyrazin-2-amine Chemical compound NC1=CN=CC=N1 XFTQRUTUGRCSGO-UHFFFAOYSA-N 0.000 claims 2
- CAUDLGLYRRDHAP-UHFFFAOYSA-N pyrazin-2-amine;hydrochloride Chemical compound Cl.NC1=CN=CC=N1 CAUDLGLYRRDHAP-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N trifluoroacetic acid Chemical class OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 claims 1
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 claims 1
- 125000000355 1,3-benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 125000005960 1,4-diazepanyl group Chemical group 0.000 claims 1
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-Methylimidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 claims 1
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 claims 1
- 125000005955 1H-indazolyl group Chemical group 0.000 claims 1
- ZFYUCIPARAFUGP-UHFFFAOYSA-N 1H-pyridazin-2-amine Chemical compound NN1NC=CC=C1 ZFYUCIPARAFUGP-UHFFFAOYSA-N 0.000 claims 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N 289-95-2 Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 1
- DDGWISNTVRLANS-UHFFFAOYSA-N C(#N)C1=CC(=CC2=CN(N=C12)C)C=1C=C2C(N=C(S2)C=2CCNCC=2)=C(C=1)C#N Chemical compound C(#N)C1=CC(=CC2=CN(N=C12)C)C=1C=C2C(N=C(S2)C=2CCNCC=2)=C(C=1)C#N DDGWISNTVRLANS-UHFFFAOYSA-N 0.000 claims 1
- FDGKUYKUXOBBNK-UHFFFAOYSA-N C(=O)OC1=C(C=CC(=C1)C=1C=NNC=1)C1=CC2=C(N=N1)N=C(S2)N1CCNCC1 Chemical compound C(=O)OC1=C(C=CC(=C1)C=1C=NNC=1)C1=CC2=C(N=N1)N=C(S2)N1CCNCC1 FDGKUYKUXOBBNK-UHFFFAOYSA-N 0.000 claims 1
- HHCHFNIJJJJYOC-UHFFFAOYSA-N C(=O)OC1=C(C=CC(=C1)C=1C=NNC=1)C1=CC2=C(N=N1)N=C(S2)NC1CNCC1 Chemical compound C(=O)OC1=C(C=CC(=C1)C=1C=NNC=1)C1=CC2=C(N=N1)N=C(S2)NC1CNCC1 HHCHFNIJJJJYOC-UHFFFAOYSA-N 0.000 claims 1
- HBBKMZBGPMTCED-GOEBONIOSA-N C(=O)OC1=C(C=CC(=C1)C=1C=NNC=1)C1=CC2=C(N=N1)N=C(S2)N[C@@H]1CN(C[C@@H]1F)C Chemical compound C(=O)OC1=C(C=CC(=C1)C=1C=NNC=1)C1=CC2=C(N=N1)N=C(S2)N[C@@H]1CN(C[C@@H]1F)C HBBKMZBGPMTCED-GOEBONIOSA-N 0.000 claims 1
- HBBKMZBGPMTCED-HOCLYGCPSA-N C(=O)OC1=C(C=CC(=C1)C=1C=NNC=1)C1=CC2=C(N=N1)N=C(S2)N[C@H]1CN(C[C@@H]1F)C Chemical compound C(=O)OC1=C(C=CC(=C1)C=1C=NNC=1)C1=CC2=C(N=N1)N=C(S2)N[C@H]1CN(C[C@@H]1F)C HBBKMZBGPMTCED-HOCLYGCPSA-N 0.000 claims 1
- UJJRFNCZESXEJE-UHFFFAOYSA-N C(=O)OC1=C(C=CC(=C1)N1C=NC=C1)C1=CC2=C(N=N1)N=C(S2)N(C1CCNCC1)C Chemical compound C(=O)OC1=C(C=CC(=C1)N1C=NC=C1)C1=CC2=C(N=N1)N=C(S2)N(C1CCNCC1)C UJJRFNCZESXEJE-UHFFFAOYSA-N 0.000 claims 1
- VHVFEHIPLLXGAD-UHFFFAOYSA-N C(C)C1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1 Chemical compound C(C)C1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1 VHVFEHIPLLXGAD-UHFFFAOYSA-N 0.000 claims 1
- MIKRDMHGZWSGLV-UHFFFAOYSA-N C(C)C1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 Chemical compound C(C)C1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 MIKRDMHGZWSGLV-UHFFFAOYSA-N 0.000 claims 1
- BHWFUEFUAQQSQR-UHFFFAOYSA-N C(C)C1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 Chemical compound C(C)C1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 BHWFUEFUAQQSQR-UHFFFAOYSA-N 0.000 claims 1
- XUVSCRFTUBIEED-UHFFFAOYSA-N C1(CC1)C1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 Chemical compound C1(CC1)C1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 XUVSCRFTUBIEED-UHFFFAOYSA-N 0.000 claims 1
- JLXOTMXHYYZVOI-UHFFFAOYSA-N C12CC(CC(CCC1)N2)N(C=1SC2=NC(=CC=C2N=1)C1=CC2=CN(N=C2C(=C1)F)C)C Chemical compound C12CC(CC(CCC1)N2)N(C=1SC2=NC(=CC=C2N=1)C1=CC2=CN(N=C2C(=C1)F)C)C JLXOTMXHYYZVOI-UHFFFAOYSA-N 0.000 claims 1
- LKDJMULCGZIZFN-UHFFFAOYSA-N CC1(NCCC(C1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C Chemical compound CC1(NCCC(C1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C LKDJMULCGZIZFN-UHFFFAOYSA-N 0.000 claims 1
- MVYDMYGJRIJMHD-UHFFFAOYSA-N CC1(NCCC(C1)N(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C)C Chemical compound CC1(NCCC(C1)N(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C)C MVYDMYGJRIJMHD-UHFFFAOYSA-N 0.000 claims 1
- LVWDQBWUYURUGS-UHFFFAOYSA-N CC1=NC2=C(N1)C=C(C=C2)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 Chemical compound CC1=NC2=C(N1)C=C(C=C2)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 LVWDQBWUYURUGS-UHFFFAOYSA-N 0.000 claims 1
- ZOZPDMOUWXUJGI-UHFFFAOYSA-N CC1=NC2=C(N1)C=C(C=C2C)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 Chemical compound CC1=NC2=C(N1)C=C(C=C2C)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 ZOZPDMOUWXUJGI-UHFFFAOYSA-N 0.000 claims 1
- PNDAVVQLRSGEBM-UHFFFAOYSA-N CC1NC(CC(C1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C Chemical compound CC1NC(CC(C1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C PNDAVVQLRSGEBM-UHFFFAOYSA-N 0.000 claims 1
- NSCLAYFUHNVXIH-UHFFFAOYSA-N CC1NC(CC(C1)N(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C)C Chemical compound CC1NC(CC(C1)N(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C)C NSCLAYFUHNVXIH-UHFFFAOYSA-N 0.000 claims 1
- LGMBXWJFRSDHGN-UHFFFAOYSA-N CC=1C=2N(C=C(N=1)C)C=C(C=2)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 Chemical compound CC=1C=2N(C=C(N=1)C)C=C(C=2)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 LGMBXWJFRSDHGN-UHFFFAOYSA-N 0.000 claims 1
- DSSKNAWHVUKUDS-UHFFFAOYSA-N CC=1C=2N(C=C(N=1)C)C=C(C=2)C1=CC2=C(N=C(S2)N(C2CCNCC2)C)C(=C1)F Chemical compound CC=1C=2N(C=C(N=1)C)C=C(C=2)C1=CC2=C(N=C(S2)N(C2CCNCC2)C)C(=C1)F DSSKNAWHVUKUDS-UHFFFAOYSA-N 0.000 claims 1
- FCWYWTYFBQWBCJ-UHFFFAOYSA-N CC=1C=2N(C=C(N=1)C)C=C(C=2)C=1N=CC2=C(N=1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C Chemical compound CC=1C=2N(C=C(N=1)C)C=C(C=2)C=1N=CC2=C(N=1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C FCWYWTYFBQWBCJ-UHFFFAOYSA-N 0.000 claims 1
- NJTKOFZIFJCEIV-UHFFFAOYSA-N CC=1N=C2N(C=C(C=C2C#N)C2=CC3=C(C=N2)N=C(S3)N(C2CC(NC(C2)(C)C)(C)C)C)C=1 Chemical compound CC=1N=C2N(C=C(C=C2C#N)C2=CC3=C(C=N2)N=C(S3)N(C2CC(NC(C2)(C)C)(C)C)C)C=1 NJTKOFZIFJCEIV-UHFFFAOYSA-N 0.000 claims 1
- KGJARCQYKHPIOH-UHFFFAOYSA-N CC=1N=C2N(C=C(C=C2C#N)C2=CC3=C(C=N2)N=C(S3)NC2CC(N(C(C2)(C)C)C)(C)C)C=1 Chemical compound CC=1N=C2N(C=C(C=C2C#N)C2=CC3=C(C=N2)N=C(S3)NC2CC(N(C(C2)(C)C)C)(C)C)C=1 KGJARCQYKHPIOH-UHFFFAOYSA-N 0.000 claims 1
- RTXPORQTDMJBFJ-UHFFFAOYSA-N CC=1OC2=C(N=1)C=CC(=C2)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 Chemical compound CC=1OC2=C(N=1)C=CC(=C2)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 RTXPORQTDMJBFJ-UHFFFAOYSA-N 0.000 claims 1
- HXSIOFFWLMOXGL-UHFFFAOYSA-N CC=1OC=2C(N=1)=C(C=C(C=2)C=1N=CC2=C(N=1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N Chemical compound CC=1OC=2C(N=1)=C(C=C(C=2)C=1N=CC2=C(N=1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N HXSIOFFWLMOXGL-UHFFFAOYSA-N 0.000 claims 1
- TYTYFAKZRLEALP-UHFFFAOYSA-N CN(C1=CC2=C(N=C(S2)C2=CC3=CN(N=C3C=C2)C)C=C1)C1CCNCC1 Chemical compound CN(C1=CC2=C(N=C(S2)C2=CC3=CN(N=C3C=C2)C)C=C1)C1CCNCC1 TYTYFAKZRLEALP-UHFFFAOYSA-N 0.000 claims 1
- HSFUBIQXWDNBFL-UHFFFAOYSA-N CN(C1CCN(CC1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C Chemical compound CN(C1CCN(CC1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C HSFUBIQXWDNBFL-UHFFFAOYSA-N 0.000 claims 1
- BTSHSUHFJVIAIC-UHFFFAOYSA-N CN(C=1SC2=C(C=NC(=C2)C2=CC3=CN(N=C3C=C2)C)N=1)C1CCNCC1 Chemical compound CN(C=1SC2=C(C=NC(=C2)C2=CC3=CN(N=C3C=C2)C)N=1)C1CCNCC1 BTSHSUHFJVIAIC-UHFFFAOYSA-N 0.000 claims 1
- QEVJLOCIWZULKC-UHFFFAOYSA-N CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C(=C1)C(F)(F)F)C)C1CC(NC(C1)(C)C)(C)C Chemical compound CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C(=C1)C(F)(F)F)C)C1CC(NC(C1)(C)C)(C)C QEVJLOCIWZULKC-UHFFFAOYSA-N 0.000 claims 1
- ZVFPXBGDBFBROB-UHFFFAOYSA-N CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C1CC(NC(C1)(C)C)(C)C Chemical compound CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C1CC(NC(C1)(C)C)(C)C ZVFPXBGDBFBROB-UHFFFAOYSA-N 0.000 claims 1
- DOMCVTHUTKRIGI-UHFFFAOYSA-N CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C1CC(NCC1)C Chemical compound CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C1CC(NCC1)C DOMCVTHUTKRIGI-UHFFFAOYSA-N 0.000 claims 1
- PBBGJHVAPPTIKK-UHFFFAOYSA-N CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C1CCNCC1 Chemical compound CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C1CCNCC1 PBBGJHVAPPTIKK-UHFFFAOYSA-N 0.000 claims 1
- VCPBUFIVQAGLED-UHFFFAOYSA-N CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C1CNCC1 Chemical compound CN(C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C)C1CNCC1 VCPBUFIVQAGLED-UHFFFAOYSA-N 0.000 claims 1
- PCUKRFFNLPWFRW-UHFFFAOYSA-N CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CC(C1)NC Chemical compound CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CC(C1)NC PCUKRFFNLPWFRW-UHFFFAOYSA-N 0.000 claims 1
- UKXDFSZWEBIGCD-UHFFFAOYSA-N CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CCN(CC1)C Chemical compound CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CCN(CC1)C UKXDFSZWEBIGCD-UHFFFAOYSA-N 0.000 claims 1
- XJNHSBKLJVUDJH-UHFFFAOYSA-N CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CCN(CC1)CCC Chemical compound CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CCN(CC1)CCC XJNHSBKLJVUDJH-UHFFFAOYSA-N 0.000 claims 1
- INMPDSVVCUJDME-UHFFFAOYSA-N CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CCNCC1 Chemical compound CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CCNCC1 INMPDSVVCUJDME-UHFFFAOYSA-N 0.000 claims 1
- CKICNQXXUOVVLB-UHFFFAOYSA-N CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CN(CC1)C Chemical compound CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CN(CC1)C CKICNQXXUOVVLB-UHFFFAOYSA-N 0.000 claims 1
- UQYYYJFQQWUHEX-UHFFFAOYSA-N CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CNCC1 Chemical compound CN(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CNCC1 UQYYYJFQQWUHEX-UHFFFAOYSA-N 0.000 claims 1
- RPEWSZJFJSSQJS-UHFFFAOYSA-N CN(C=1SC2=NC(=CC=C2N=1)C1=CC2=CN(N=C2C=C1)C)C1CCNCC1 Chemical compound CN(C=1SC2=NC(=CC=C2N=1)C1=CC2=CN(N=C2C=C1)C)C1CCNCC1 RPEWSZJFJSSQJS-UHFFFAOYSA-N 0.000 claims 1
- HQYUFZBAXGGXET-UHFFFAOYSA-N CN(C=1SC=2C(=NC=C(C=2)C2=CC3=CN(N=C3C=C2)C)N=1)C1CCNCC1 Chemical compound CN(C=1SC=2C(=NC=C(C=2)C2=CC3=CN(N=C3C=C2)C)N=1)C1CCNCC1 HQYUFZBAXGGXET-UHFFFAOYSA-N 0.000 claims 1
- GRMUYKUSAWATMY-UHFFFAOYSA-N CN(C=1SC=2C(=NC=C(N=2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CCNCC1 Chemical compound CN(C=1SC=2C(=NC=C(N=2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C1CCNCC1 GRMUYKUSAWATMY-UHFFFAOYSA-N 0.000 claims 1
- PBKPPACIPISWGE-UHFFFAOYSA-N CN1C(CC(CC1)N(C=1SC2=C(C=NC(=C2)C2=CC3=CN(N=C3C(=C2)C#N)C)N=1)C)C Chemical compound CN1C(CC(CC1)N(C=1SC2=C(C=NC(=C2)C2=CC3=CN(N=C3C(=C2)C#N)C)N=1)C)C PBKPPACIPISWGE-UHFFFAOYSA-N 0.000 claims 1
- ZVTOTLYNDUJEDD-UHFFFAOYSA-N CN1C(CC(CC1)N(C=1SC2=C(C=NC(=C2)C2=CC3=CN(N=C3C(=C2)F)C)N=1)C)C Chemical compound CN1C(CC(CC1)N(C=1SC2=C(C=NC(=C2)C2=CC3=CN(N=C3C(=C2)F)C)N=1)C)C ZVTOTLYNDUJEDD-UHFFFAOYSA-N 0.000 claims 1
- LCMPNNMPADIYHP-UHFFFAOYSA-N CN1CC(CC1)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 Chemical compound CN1CC(CC1)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 LCMPNNMPADIYHP-UHFFFAOYSA-N 0.000 claims 1
- PBWJIEYITRJFRQ-UHFFFAOYSA-N CN1CCC(CC1)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 Chemical compound CN1CCC(CC1)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 PBWJIEYITRJFRQ-UHFFFAOYSA-N 0.000 claims 1
- LLUFCHLLSRFARK-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=C(C2=C(C=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)F)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=C(C2=C(C=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)F)C LLUFCHLLSRFARK-UHFFFAOYSA-N 0.000 claims 1
- JKUJHCWVKOIIJV-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1)C JKUJHCWVKOIIJV-UHFFFAOYSA-N 0.000 claims 1
- VBESCFHIMBDSJD-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1)C#N VBESCFHIMBDSJD-UHFFFAOYSA-N 0.000 claims 1
- LGKXRHCXCZONQD-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1)C(F)(F)F Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1)C(F)(F)F LGKXRHCXCZONQD-UHFFFAOYSA-N 0.000 claims 1
- LDDQMQKUNLGDIL-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C LDDQMQKUNLGDIL-UHFFFAOYSA-N 0.000 claims 1
- YQSAXNDBAFYZLJ-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N YQSAXNDBAFYZLJ-UHFFFAOYSA-N 0.000 claims 1
- JKCIAHQOIUJCEQ-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)N(C1CCNCC1)C)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)N(C1CCNCC1)C)C JKCIAHQOIUJCEQ-UHFFFAOYSA-N 0.000 claims 1
- BSSQEBGXSJNBTA-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)N(C1CCNCC1)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)N(C1CCNCC1)C)C#N BSSQEBGXSJNBTA-UHFFFAOYSA-N 0.000 claims 1
- SQBPYODAGYVQER-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)NC1CC(N(C(C1)(C)C)C)(C)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)NC1CC(N(C(C1)(C)C)C)(C)C)C#N SQBPYODAGYVQER-UHFFFAOYSA-N 0.000 claims 1
- RMNKRJIRAVIYHA-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)NC1CC(NC(C1)(C)C)(C)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)NC1CC(NC(C1)(C)C)(C)C)C#N RMNKRJIRAVIYHA-UHFFFAOYSA-N 0.000 claims 1
- NCVNTCIQVSPUNB-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)OC1CC(NC(C1)(C)C)(C)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)OC1CC(NC(C1)(C)C)(C)C)C#N NCVNTCIQVSPUNB-UHFFFAOYSA-N 0.000 claims 1
- XBZZBBOYPKTJFM-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)OC1CCNCC1)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(C=N1)N=C(S2)OC1CCNCC1)C#N XBZZBBOYPKTJFM-UHFFFAOYSA-N 0.000 claims 1
- VQMWYVLQTYHBBB-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1)C#N VQMWYVLQTYHBBB-UHFFFAOYSA-N 0.000 claims 1
- YXCBQOVZJQXDKO-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCNCC=2)C=C1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCNCC=2)C=C1)C YXCBQOVZJQXDKO-UHFFFAOYSA-N 0.000 claims 1
- POQQJVQNSKDQQK-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C)C2CC(N(CC2)C)C)C=C1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C)C2CC(N(CC2)C)C)C=C1)C POQQJVQNSKDQQK-UHFFFAOYSA-N 0.000 claims 1
- BQVHOGXGQQXULA-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C)C2CC(NC(C2)C)C)C=C1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C)C2CC(NC(C2)C)C)C=C1)C BQVHOGXGQQXULA-UHFFFAOYSA-N 0.000 claims 1
- JCCMLCFOPZPZAP-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C)C2CC(NCC2)(C)C)C=C1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C)C2CC(NCC2)(C)C)C=C1)C JCCMLCFOPZPZAP-UHFFFAOYSA-N 0.000 claims 1
- SYZQGJJHXUEKPS-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C(=C1)F)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C(=C1)F)C SYZQGJJHXUEKPS-UHFFFAOYSA-N 0.000 claims 1
- GHTLDYGBTLFWFL-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1)C GHTLDYGBTLFWFL-UHFFFAOYSA-N 0.000 claims 1
- UDXMASBRGMOWNH-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1)C#N UDXMASBRGMOWNH-UHFFFAOYSA-N 0.000 claims 1
- KGPANRTWAJCGIG-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C2CC(NCC2)C)C)C=C1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)N(C2CC(NCC2)C)C)C=C1)C KGPANRTWAJCGIG-UHFFFAOYSA-N 0.000 claims 1
- CFXBUHUFWWZVDT-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)OC2CC(NC(C2)(C)C)(C)C)C=C1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=C(S2)OC2CC(NC(C2)(C)C)(C)C)C=C1)C CFXBUHUFWWZVDT-UHFFFAOYSA-N 0.000 claims 1
- WSPPNIUZAVTNEN-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC2=C(N=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N WSPPNIUZAVTNEN-UHFFFAOYSA-N 0.000 claims 1
- MOTFHFSCLZWVAT-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC=C2C(=N1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC=C2C(=N1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N MOTFHFSCLZWVAT-UHFFFAOYSA-N 0.000 claims 1
- DKTONQPZBUXMAV-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C1=CC=C2C(=N1)SC(=N2)N(C1CCNCC1)C)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C1=CC=C2C(=N1)SC(=N2)N(C1CCNCC1)C)C DKTONQPZBUXMAV-UHFFFAOYSA-N 0.000 claims 1
- OCWIXLYPBBSOFN-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C OCWIXLYPBBSOFN-UHFFFAOYSA-N 0.000 claims 1
- WREYWIDDFHGNDH-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(=NC=1)N=C(S2)N(C1CCNCC1)C)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(=NC=1)N=C(S2)N(C1CCNCC1)C)C WREYWIDDFHGNDH-UHFFFAOYSA-N 0.000 claims 1
- HLUQIPAEARGTDV-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(=NC=1)N=C(S2)NC1CCNCC1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(=NC=1)N=C(S2)NC1CCNCC1)C HLUQIPAEARGTDV-UHFFFAOYSA-N 0.000 claims 1
- KIJDPZKOPITCJN-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(N=C(S2)C2CCNCC2)=C(C=1)O)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(N=C(S2)C2CCNCC2)=C(C=1)O)C KIJDPZKOPITCJN-UHFFFAOYSA-N 0.000 claims 1
- PHMKVKRMBMPXOP-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(N=C(S2)C=2CCNCC=2)=C(C=1)O)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1C=C2C(N=C(S2)C=2CCNCC=2)=C(C=1)O)C PHMKVKRMBMPXOP-UHFFFAOYSA-N 0.000 claims 1
- CYJGUWDPBFZDGG-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1N=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1N=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C CYJGUWDPBFZDGG-UHFFFAOYSA-N 0.000 claims 1
- MJIBEUAXDZDUKB-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1N=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1N=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N MJIBEUAXDZDUKB-UHFFFAOYSA-N 0.000 claims 1
- UTKZDALIEQJSFF-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1N=CC2=C(N=1)SC(=N2)C1CCNCC1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1N=CC2=C(N=1)SC(=N2)C1CCNCC1)C UTKZDALIEQJSFF-UHFFFAOYSA-N 0.000 claims 1
- COKHGGBSJQMOMI-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1N=CC2=C(N=1)SC(=N2)C1CCNCC1)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1N=CC2=C(N=1)SC(=N2)C1CCNCC1)C#N COKHGGBSJQMOMI-UHFFFAOYSA-N 0.000 claims 1
- DGCTYUWYDYDBNV-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1N=CC2=C(N=1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1N=CC2=C(N=1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C)C#N DGCTYUWYDYDBNV-UHFFFAOYSA-N 0.000 claims 1
- SZSHCWZGPHHXPV-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1N=CC2=C(N=1)SC(=N2)N(C1CCNCC1)C)C#N Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1N=CC2=C(N=1)SC(=N2)N(C1CCNCC1)C)C#N SZSHCWZGPHHXPV-UHFFFAOYSA-N 0.000 claims 1
- GVAZNJARQUNTJA-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C1CCNCC1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C1CCNCC1)C GVAZNJARQUNTJA-UHFFFAOYSA-N 0.000 claims 1
- TWQHQRPMDKDCJS-UHFFFAOYSA-N CN1N=C2C(=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C=1CCNCC=1)C Chemical compound CN1N=C2C(=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C=1CCNCC=1)C TWQHQRPMDKDCJS-UHFFFAOYSA-N 0.000 claims 1
- JCDCLRGHQJEUPH-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CC(NC(C2)(C)C)(C)C)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CC(NC(C2)(C)C)(C)C)C=C1 JCDCLRGHQJEUPH-UHFFFAOYSA-N 0.000 claims 1
- PRNDMJJJCKNGIA-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CC(NCC2)C)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CC(NCC2)C)C=C1 PRNDMJJJCKNGIA-UHFFFAOYSA-N 0.000 claims 1
- OPIDVLLBIFNZOX-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CCN(CC2)C)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CCN(CC2)C)C=C1 OPIDVLLBIFNZOX-UHFFFAOYSA-N 0.000 claims 1
- UMTQAXDRHNJZAC-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 UMTQAXDRHNJZAC-UHFFFAOYSA-N 0.000 claims 1
- CGOMKTXIFYIWLO-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CC(NCC=2)C)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CC(NCC=2)C)C=C1 CGOMKTXIFYIWLO-UHFFFAOYSA-N 0.000 claims 1
- CTMSOFOKNIMUGF-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCN(CC=2)C)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCN(CC=2)C)C=C1 CTMSOFOKNIMUGF-UHFFFAOYSA-N 0.000 claims 1
- WLOUJWQFVVZLGB-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCNC(C=2)C)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCNC(C=2)C)C=C1 WLOUJWQFVVZLGB-UHFFFAOYSA-N 0.000 claims 1
- NHDBSOQUJUNNJD-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCNCC=2)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCNCC=2)C=C1 NHDBSOQUJUNNJD-UHFFFAOYSA-N 0.000 claims 1
- XSDFGHQRMSELRZ-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCNCCC=2)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)C=2CCNCCC=2)C=C1 XSDFGHQRMSELRZ-UHFFFAOYSA-N 0.000 claims 1
- BTEDMKYHAOWQLQ-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)N2CCC(CC2)N)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)N2CCC(CC2)N)C=C1 BTEDMKYHAOWQLQ-UHFFFAOYSA-N 0.000 claims 1
- YAZWLZFRHVKPIF-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)N2CCNCC2)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)N2CCNCC2)C=C1 YAZWLZFRHVKPIF-UHFFFAOYSA-N 0.000 claims 1
- MELUIWQGFCNMFD-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)NC2CCNCC2)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)NC2CCNCC2)C=C1 MELUIWQGFCNMFD-UHFFFAOYSA-N 0.000 claims 1
- NOHTVQQNEASQKZ-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)OC2CC(NC(C2)(C)C)(C)C)C=C1 Chemical compound CN1N=C2C=CC(=CC2=C1)C1=CC2=C(N=C(S2)OC2CC(NC(C2)(C)C)(C)C)C=C1 NOHTVQQNEASQKZ-UHFFFAOYSA-N 0.000 claims 1
- HESHRAUOILLFFU-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C=1C=C2C(=NC=1)N=C(S2)NC1CCNCC1 Chemical compound CN1N=C2C=CC(=CC2=C1)C=1C=C2C(=NC=1)N=C(S2)NC1CCNCC1 HESHRAUOILLFFU-UHFFFAOYSA-N 0.000 claims 1
- HTMSBGNZFJDULR-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C1CCN(CC1)C Chemical compound CN1N=C2C=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C1CCN(CC1)C HTMSBGNZFJDULR-UHFFFAOYSA-N 0.000 claims 1
- BVPXTUAIEMCARN-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C1CCNCC1 Chemical compound CN1N=C2C=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C1CCNCC1 BVPXTUAIEMCARN-UHFFFAOYSA-N 0.000 claims 1
- DQGHPFKTXALUJN-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C=1CCN(CC=1)C Chemical compound CN1N=C2C=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C=1CCN(CC=1)C DQGHPFKTXALUJN-UHFFFAOYSA-N 0.000 claims 1
- GUSXUQCDCIJVQA-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C=1CCNCC=1 Chemical compound CN1N=C2C=CC(=CC2=C1)C=1SC2=C(N=1)C=CC(=C2)C=1CCNCC=1 GUSXUQCDCIJVQA-UHFFFAOYSA-N 0.000 claims 1
- KJYQTUIXRKKTJY-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C=1SC=2C(=NC=C(C=2)C2CCNCC2)N=1 Chemical compound CN1N=C2C=CC(=CC2=C1)C=1SC=2C(=NC=C(C=2)C2CCNCC2)N=1 KJYQTUIXRKKTJY-UHFFFAOYSA-N 0.000 claims 1
- CSXIGAPKNDLHCE-UHFFFAOYSA-N CN1N=C2C=CC(=CC2=C1)C=1SC=2C(=NC=C(C=2)C=2CCNCC=2)N=1 Chemical compound CN1N=C2C=CC(=CC2=C1)C=1SC=2C(=NC=C(C=2)C=2CCNCC=2)N=1 CSXIGAPKNDLHCE-UHFFFAOYSA-N 0.000 claims 1
- NHHGAHWICOIZKP-CJNGLKHVSA-N CN1[C@@H](C[C@H](CC1)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C)C Chemical compound CN1[C@@H](C[C@H](CC1)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C)C NHHGAHWICOIZKP-CJNGLKHVSA-N 0.000 claims 1
- NHHGAHWICOIZKP-BBRMVZONSA-N CN1[C@H](C[C@H](CC1)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C)C Chemical compound CN1[C@H](C[C@H](CC1)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C)C NHHGAHWICOIZKP-BBRMVZONSA-N 0.000 claims 1
- FSXOUUBOUZSWCW-LAIYQSPOSA-N C[C@]12CC(CC(CC1)(N2)C)N(C=1SC=2N=C(N=CC=2N=1)C1=CC2=CN(N=C2C(=C1)F)C)C Chemical compound C[C@]12CC(CC(CC1)(N2)C)N(C=1SC=2N=C(N=CC=2N=1)C1=CC2=CN(N=C2C(=C1)F)C)C FSXOUUBOUZSWCW-LAIYQSPOSA-N 0.000 claims 1
- WZRSAIQAQCXEPI-QHKATEKVSA-N C[C@]12CC(CC(CC1)(N2)C)N(C=1SC=2N=C(N=CC=2N=1)C=1C=C2C(N=C(O2)C)=C(C=1)C#N)C Chemical compound C[C@]12CC(CC(CC1)(N2)C)N(C=1SC=2N=C(N=CC=2N=1)C=1C=C2C(N=C(O2)C)=C(C=1)C#N)C WZRSAIQAQCXEPI-QHKATEKVSA-N 0.000 claims 1
- VETDZZTYTWHOJT-UHFFFAOYSA-N ClC1=CC(=CC2=C1N=C(S2)C=1CCNCC=1)C1=CC2=CN(N=C2C(=C1)C#N)C Chemical compound ClC1=CC(=CC2=C1N=C(S2)C=1CCNCC=1)C1=CC2=CN(N=C2C(=C1)C#N)C VETDZZTYTWHOJT-UHFFFAOYSA-N 0.000 claims 1
- GGPSIVONUKRKHX-UHFFFAOYSA-N ClC1=CC(=CC2=C1N=C(S2)C=1CCNCC=1)C1=CC2=CN(N=C2C(=C1)F)C Chemical compound ClC1=CC(=CC2=C1N=C(S2)C=1CCNCC=1)C1=CC2=CN(N=C2C(=C1)F)C GGPSIVONUKRKHX-UHFFFAOYSA-N 0.000 claims 1
- BMQJPZWFTREIHG-UHFFFAOYSA-N FC1(CCNCC1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C Chemical compound FC1(CCNCC1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C BMQJPZWFTREIHG-UHFFFAOYSA-N 0.000 claims 1
- KHNLXSCKFZHFQR-UHFFFAOYSA-N FC1=C(C=C(C(=C1)C=1C=NNC=1)F)C1=CC2=C(N=N1)N=C(S2)N(C1CCNCC1)C Chemical compound FC1=C(C=C(C(=C1)C=1C=NNC=1)F)C1=CC2=C(N=N1)N=C(S2)N(C1CCNCC1)C KHNLXSCKFZHFQR-UHFFFAOYSA-N 0.000 claims 1
- SLCTVVGIZHHYEN-UHFFFAOYSA-N FC1=C(C=CC(=C1F)C=1C=NNC=1)C=1N=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C Chemical compound FC1=C(C=CC(=C1F)C=1C=NNC=1)C=1N=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C SLCTVVGIZHHYEN-UHFFFAOYSA-N 0.000 claims 1
- BUYLTNOPSBEBFO-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC(=C(C=C1)F)OC Chemical compound FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC(=C(C=C1)F)OC BUYLTNOPSBEBFO-UHFFFAOYSA-N 0.000 claims 1
- PYNBBVBQRJHREH-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=C(N=C(O2)C)C=C1 Chemical compound FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=C(N=C(O2)C)C=C1 PYNBBVBQRJHREH-UHFFFAOYSA-N 0.000 claims 1
- HNACPNWXPDXIKA-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=CN(N=C2C(=C1)C#N)C Chemical compound FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=CN(N=C2C(=C1)C#N)C HNACPNWXPDXIKA-UHFFFAOYSA-N 0.000 claims 1
- VRWSRXYCFALXIS-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=CN(N=C2C(=C1)CN)C Chemical compound FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=CN(N=C2C(=C1)CN)C VRWSRXYCFALXIS-UHFFFAOYSA-N 0.000 claims 1
- YVYGVFARQTUKLS-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=CN(N=C2C(=C1)F)C Chemical compound FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=CN(N=C2C(=C1)F)C YVYGVFARQTUKLS-UHFFFAOYSA-N 0.000 claims 1
- DSOXHFKFVCJRAI-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=CN(N=C2C=C1)C Chemical compound FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=CC2=CN(N=C2C=C1)C DSOXHFKFVCJRAI-UHFFFAOYSA-N 0.000 claims 1
- CIONRBKPDFLBSI-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=NC=2N(C=C1)N=C(C=2)C Chemical compound FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C1=NC=2N(C=C1)N=C(C=2)C CIONRBKPDFLBSI-UHFFFAOYSA-N 0.000 claims 1
- UQFIAPWATWREHS-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C=1C=CC=2C(N=1)=CN(N=2)C Chemical compound FC1=CC(=CC2=C1N=C(S2)C1CCNCC1)C=1C=CC=2C(N=1)=CN(N=2)C UQFIAPWATWREHS-UHFFFAOYSA-N 0.000 claims 1
- UDFFLOJGYWYOHM-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C=1CCNCC=1)C1=CC2=CN(N=C2C(=C1)C#N)C Chemical compound FC1=CC(=CC2=C1N=C(S2)C=1CCNCC=1)C1=CC2=CN(N=C2C(=C1)C#N)C UDFFLOJGYWYOHM-UHFFFAOYSA-N 0.000 claims 1
- SDDFKFZEDNHUIH-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)C=1CCNCC=1)C1=CC2=CN(N=C2C=C1)C Chemical compound FC1=CC(=CC2=C1N=C(S2)C=1CCNCC=1)C1=CC2=CN(N=C2C=C1)C SDDFKFZEDNHUIH-UHFFFAOYSA-N 0.000 claims 1
- FHMOWQQNIKTQRA-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C1=CC2=CN(N=C2C(=C1)C#N)C Chemical compound FC1=CC(=CC2=C1N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C)C1=CC2=CN(N=C2C(=C1)C#N)C FHMOWQQNIKTQRA-UHFFFAOYSA-N 0.000 claims 1
- KSLNDWLPKAQAAE-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)N(C1CCNCC1)C)C1=NC=2N(C=C1)N=C(C=2)C Chemical compound FC1=CC(=CC2=C1N=C(S2)N(C1CCNCC1)C)C1=NC=2N(C=C1)N=C(C=2)C KSLNDWLPKAQAAE-UHFFFAOYSA-N 0.000 claims 1
- FLUWVBKPSUFJAX-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)OC1CCNCC1)C1=CC2=CN(N=C2C(=C1)C#N)C Chemical compound FC1=CC(=CC2=C1N=C(S2)OC1CCNCC1)C1=CC2=CN(N=C2C(=C1)C#N)C FLUWVBKPSUFJAX-UHFFFAOYSA-N 0.000 claims 1
- GGLFRHCVUCSKBZ-UHFFFAOYSA-N FC1=CC(=CC2=C1N=C(S2)OC1CCNCC1)C1=CC2=CN(N=C2C(=C1)F)C Chemical compound FC1=CC(=CC2=C1N=C(S2)OC1CCNCC1)C1=CC2=CN(N=C2C(=C1)F)C GGLFRHCVUCSKBZ-UHFFFAOYSA-N 0.000 claims 1
- FGIYRLAIMNCSIA-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1 Chemical compound FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)C1CCNCC1 FGIYRLAIMNCSIA-UHFFFAOYSA-N 0.000 claims 1
- BPHHQNKETRHGOB-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C Chemical compound FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C BPHHQNKETRHGOB-UHFFFAOYSA-N 0.000 claims 1
- JWVGZJGEVQULFU-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)N(C1CCNCC1)C Chemical compound FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)N(C1CCNCC1)C JWVGZJGEVQULFU-UHFFFAOYSA-N 0.000 claims 1
- GPWMDRPVPZQPEL-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)NC1CC(N(C(C1)(C)C)C)(C)C Chemical compound FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)NC1CC(N(C(C1)(C)C)C)(C)C GPWMDRPVPZQPEL-UHFFFAOYSA-N 0.000 claims 1
- HKERYCKOJZXBLT-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)OC1CCNCC1 Chemical compound FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(C=N1)N=C(S2)OC1CCNCC1 HKERYCKOJZXBLT-UHFFFAOYSA-N 0.000 claims 1
- XTNVXICWBFIUMZ-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 Chemical compound FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)C2CCNCC2)C=C1 XTNVXICWBFIUMZ-UHFFFAOYSA-N 0.000 claims 1
- DXTRHMUFUQZBHW-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 Chemical compound FC1=CC(=CC2=CN(N=C12)C)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 DXTRHMUFUQZBHW-UHFFFAOYSA-N 0.000 claims 1
- KVRNOMPOFKLMRE-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C1=CC=C2C(=N1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C Chemical compound FC1=CC(=CC2=CN(N=C12)C)C1=CC=C2C(=N1)SC(=N2)N(C1CC(NC(C1)(C)C)(C)C)C KVRNOMPOFKLMRE-UHFFFAOYSA-N 0.000 claims 1
- FAHVVMBXMYGKSG-UHFFFAOYSA-N FC1=CC(=CC2=CN(N=C12)C)C=1N=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C Chemical compound FC1=CC(=CC2=CN(N=C12)C)C=1N=C2C(=NC=1)N=C(S2)N(C1CC(NC(C1)(C)C)(C)C)C FAHVVMBXMYGKSG-UHFFFAOYSA-N 0.000 claims 1
- PURNZFCETFQESR-UHFFFAOYSA-N FC1=NNC=C1C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)N(C1CCNCC1)C Chemical compound FC1=NNC=C1C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)N(C1CCNCC1)C PURNZFCETFQESR-UHFFFAOYSA-N 0.000 claims 1
- NXUHVKLYQJXFKO-UHFFFAOYSA-N FC1=NNC=C1C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)N(C1CNCC1)C Chemical compound FC1=NNC=C1C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)N(C1CNCC1)C NXUHVKLYQJXFKO-UHFFFAOYSA-N 0.000 claims 1
- PDAJSGMFDOPMGC-DZGCQCFKSA-N F[C@@H]1[C@@H](CN(C1)C)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 Chemical compound F[C@@H]1[C@@H](CN(C1)C)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 PDAJSGMFDOPMGC-DZGCQCFKSA-N 0.000 claims 1
- UNMMMJYHCNWTLE-HOCLYGCPSA-N F[C@@H]1[C@H](CN(C1)C)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C Chemical compound F[C@@H]1[C@H](CN(C1)C)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C UNMMMJYHCNWTLE-HOCLYGCPSA-N 0.000 claims 1
- PDAJSGMFDOPMGC-ZFWWWQNUSA-N F[C@@H]1[C@H](CN(C1)C)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 Chemical compound F[C@@H]1[C@H](CN(C1)C)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 PDAJSGMFDOPMGC-ZFWWWQNUSA-N 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N Hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- GJNOHSCBUFXPJP-UHFFFAOYSA-N N1(C=NC=C1)C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)N(C1CCN(CC1)C)C Chemical compound N1(C=NC=C1)C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)N(C1CCN(CC1)C)C GJNOHSCBUFXPJP-UHFFFAOYSA-N 0.000 claims 1
- KNCOZIJRCOKEDA-UHFFFAOYSA-N N1(C=NC=C1)C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)N(C1CCNCC1)C Chemical compound N1(C=NC=C1)C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)N(C1CCNCC1)C KNCOZIJRCOKEDA-UHFFFAOYSA-N 0.000 claims 1
- QLTLSTDYGQGDHT-UHFFFAOYSA-N N1(CCNCC1)C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 Chemical compound N1(CCNCC1)C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 QLTLSTDYGQGDHT-UHFFFAOYSA-N 0.000 claims 1
- AEKMJOCLDYLNRK-UHFFFAOYSA-N N1=CC=C2SC(N)=NC2=N1 Chemical compound N1=CC=C2SC(N)=NC2=N1 AEKMJOCLDYLNRK-UHFFFAOYSA-N 0.000 claims 1
- TZJBQDLCDFHHNB-UHFFFAOYSA-N N1CC(C1)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C Chemical compound N1CC(C1)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C TZJBQDLCDFHHNB-UHFFFAOYSA-N 0.000 claims 1
- MACUKHPDJFPASL-UHFFFAOYSA-N N1CCC(CC1)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 Chemical compound N1CCC(CC1)NC=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 MACUKHPDJFPASL-UHFFFAOYSA-N 0.000 claims 1
- UVVXKCVCRHBAHK-UHFFFAOYSA-N N1CCC(CCC1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C Chemical compound N1CCC(CCC1)C=1SC2=C(N=1)C=CC(=C2)C1=CC2=CN(N=C2C=C1)C UVVXKCVCRHBAHK-UHFFFAOYSA-N 0.000 claims 1
- GARDRQLMPWPBNF-UHFFFAOYSA-N N1N=CC(=C1)C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)NC1CNCC1 Chemical compound N1N=CC(=C1)C=1C=CC(=C(C=1)O)C1=CC2=C(N=N1)N=C(S2)NC1CNCC1 GARDRQLMPWPBNF-UHFFFAOYSA-N 0.000 claims 1
- RDNKWONEJBCEFB-UHFFFAOYSA-N N1N=CC(=C1)C=1C=CC(=C(C=1)O)C=1SC2=C(C=NC(=C2)C=2CC(NC(C=2)(C)C)(C)C)N=1 Chemical compound N1N=CC(=C1)C=1C=CC(=C(C=1)O)C=1SC2=C(C=NC(=C2)C=2CC(NC(C=2)(C)C)(C)C)N=1 RDNKWONEJBCEFB-UHFFFAOYSA-N 0.000 claims 1
- PBOKZSRCQRUJNW-UHFFFAOYSA-N N1N=CC2=CC(=CC=C12)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 Chemical compound N1N=CC2=CC(=CC=C12)C1=CC2=C(N=C(S2)N(C2CC(NC(C2)(C)C)(C)C)C)C=C1 PBOKZSRCQRUJNW-UHFFFAOYSA-N 0.000 claims 1
- NSFSKUWCAVCBMA-GJZGRUSLSA-N OC[C@H]1NCC[C@@H](C1)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C Chemical compound OC[C@H]1NCC[C@@H](C1)N(C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1)C NSFSKUWCAVCBMA-GJZGRUSLSA-N 0.000 claims 1
- HEIZPACCIHXHKV-UHFFFAOYSA-N [1,3]thiazolo[4,5-b]pyrazine Chemical compound C1=CN=C2SC=NC2=N1 HEIZPACCIHXHKV-UHFFFAOYSA-N 0.000 claims 1
- DOLPEIBEKXLENB-MLGOLLRUSA-N [C@H]12CNCC[C@@H]2CN1C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 Chemical compound [C@H]12CNCC[C@@H]2CN1C=1SC2=C(N=NC(=C2)C2=C(C=C(C=C2)C=2C=NNC=2)O)N=1 DOLPEIBEKXLENB-MLGOLLRUSA-N 0.000 claims 1
- DVXBPURNDGTXII-UHFFFAOYSA-N [Cl-].S1C=[NH+]C=2C=NC=CC=21 Chemical compound [Cl-].S1C=[NH+]C=2C=NC=CC=21 DVXBPURNDGTXII-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000003725 azepanyl group Chemical group 0.000 claims 1
- 125000002393 azetidinyl group Chemical group 0.000 claims 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 1
- ZXRCAYWYTOIRQS-UHFFFAOYSA-N hydron;phenol;chloride Chemical compound Cl.OC1=CC=CC=C1 ZXRCAYWYTOIRQS-UHFFFAOYSA-N 0.000 claims 1
- GCRUEXFJNQVIJM-UHFFFAOYSA-N hydron;pyridazin-3-amine;chloride Chemical compound Cl.NC1=CC=CN=N1 GCRUEXFJNQVIJM-UHFFFAOYSA-N 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
- 238000004519 manufacturing process Methods 0.000 claims 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M methanoate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- OXDLBBKNAAFZNI-UHFFFAOYSA-N phenol;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC1=CC=CC=C1 OXDLBBKNAAFZNI-UHFFFAOYSA-N 0.000 claims 1
- 150000002989 phenols Chemical compound 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- HDOWRFHMPULYOA-UHFFFAOYSA-N piperidin-4-ol Chemical compound OC1CCNCC1 HDOWRFHMPULYOA-UHFFFAOYSA-N 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- LETVJWLLIMJADE-UHFFFAOYSA-N pyridazin-3-amine Chemical compound NC1=CC=CN=N1 LETVJWLLIMJADE-UHFFFAOYSA-N 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridine hydrochloride Substances [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 claims 1
- 125000004943 pyrimidin-6-yl group Chemical group N1=CN=CC=C1* 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201862690540P | 2018-06-27 | 2018-06-27 | |
| US62/690,540 | 2018-06-27 | ||
| PCT/US2019/038895 WO2020005877A1 (en) | 2018-06-27 | 2019-06-25 | Heteroaryl compounds for treating huntington's disease |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2021528466A JP2021528466A (ja) | 2021-10-21 |
| JPWO2020005877A5 true JPWO2020005877A5 (de) | 2022-06-21 |
Family
ID=67185796
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020572894A Pending JP2021528466A (ja) | 2018-06-27 | 2019-06-25 | ハンチントン病を処置するためのヘテロアリール化合物 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20210284660A1 (de) |
| EP (1) | EP3814345A1 (de) |
| JP (1) | JP2021528466A (de) |
| KR (1) | KR20210038845A (de) |
| CN (1) | CN112805280A (de) |
| AU (2) | AU2019294482B2 (de) |
| BR (1) | BR112020026534A2 (de) |
| CA (1) | CA3104516A1 (de) |
| EA (1) | EA202092899A1 (de) |
| IL (1) | IL279714A (de) |
| MX (1) | MX2020014315A (de) |
| SG (1) | SG11202012869SA (de) |
| WO (1) | WO2020005877A1 (de) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2021001091A (es) | 2015-12-10 | 2022-04-26 | Ptc Therapeutics Inc | Compuestos para usarse en el tratamiento o mejoramiento de la enfermedad de huntington. |
| US11407753B2 (en) | 2017-06-05 | 2022-08-09 | Ptc Therapeutics, Inc. | Compounds for treating Huntington's disease |
| BR112019027719A2 (pt) | 2017-06-28 | 2020-07-28 | Ptc Therapeutics, Inc. | métodos para tratar a doença de huntington |
| US11382918B2 (en) | 2017-06-28 | 2022-07-12 | Ptc Therapeutics, Inc. | Methods for treating Huntington's Disease |
| EP3661509A4 (de) | 2017-08-04 | 2021-01-13 | Skyhawk Therapeutics, Inc. | Verfahren und zusammensetzungen zur modulierung der spleissung |
| JP7399870B2 (ja) | 2018-03-27 | 2023-12-18 | ピーティーシー セラピューティクス， インコーポレイテッド | ハンチントン病を処置するための化合物 |
| JP7421507B2 (ja) | 2018-06-27 | 2024-01-24 | ピーティーシー セラピューティクス， インコーポレイテッド | ハンチントン病を処置するためのヘテロ環式およびヘテロアリール化合物 |
| EP3814360A1 (de) | 2018-06-27 | 2021-05-05 | PTC Therapeutics, Inc. | Heteroarylverbindungen zur behandlung von morbus huntington |
| KR20210135241A (ko) | 2019-02-05 | 2021-11-12 | 스카이호크 테라퓨틱스, 인코포레이티드 | 스플라이싱을 조절하는 방법 및 조성물 |
| CN113677344A (zh) | 2019-02-06 | 2021-11-19 | 斯基霍克疗法公司 | 用于调节剪接的方法和组合物 |
| US11129829B2 (en) | 2019-06-17 | 2021-09-28 | Skyhawk Therapeutics, Inc. | Methods for modulating splicing |
| CA3156848A1 (en) | 2019-11-01 | 2021-05-06 | Novartis Ag | The use of a splicing modulator for a treatment slowing progression of huntington's disease |
| EP4142717A4 (de) * | 2020-04-28 | 2024-05-29 | Kymera Therapeutics Inc | Irak-hemmer und verwendungen davon |
| TW202208358A (zh) | 2020-05-13 | 2022-03-01 | 美商Ｃｈｄｉ基金會股份有限公司 | 用於治療亨汀頓舞蹈症之htt調節劑 |
| TW202216710A (zh) | 2020-07-02 | 2022-05-01 | 美商雷密克斯醫療公司 | 調節剪接之化合物及方法 |
| JP2023532331A (ja) | 2020-07-02 | 2023-07-27 | リミックス セラピューティクス インコーポレイテッド | 核酸をスプライシングするため及び増殖性疾患を処置するための修飾因子としての５－［５－（ピペリジン－４－イル）チエノ［３，２－ｃ］ピラゾール－２－イル］インダゾール誘導体及び関連する化合物並びにスプライシングを調節するための化合物及び方法 |
| JP2024510487A (ja) * | 2021-03-17 | 2024-03-07 | エフ． ホフマン－ラ ロシュ アーゲー | 新規なチアジアゾロピリミドン誘導体 |
| KR20230157367A (ko) * | 2021-03-17 | 2023-11-16 | 에프. 호프만-라 로슈 아게 | 신규 티아졸로피리미디논 유도체 |
| CN116997555A (zh) * | 2021-03-17 | 2023-11-03 | 豪夫迈·罗氏有限公司 | 新颖噻吩并嘧啶酮衍生物 |
| TW202304446A (zh) | 2021-03-29 | 2023-02-01 | 瑞士商諾華公司 | 剪接調節子用於減慢杭丁頓氏舞蹈症進展的治療之用途 |
| CN116262758A (zh) * | 2021-12-15 | 2023-06-16 | 上海博悦生物科技有限公司 | 7-甲基噻唑并[5,4-d]嘧啶类化合物、制备方法及其用途 |
| WO2023225244A1 (en) * | 2022-05-20 | 2023-11-23 | Biogen Ma Inc. | Heterocyclic compounds for treating huntington's disease |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7423133B2 (en) * | 2002-08-23 | 2008-09-09 | The Board Of Trustees Of The Leland Stanford Junior University | Fluorescent glycosides and methods for their use |
| US7473784B2 (en) * | 2005-08-01 | 2009-01-06 | Bristol-Myers Squibb Company | Benzothiazole and azabenzothiazole compounds useful as kinase inhibitors |
| AU2007229492B2 (en) * | 2006-03-28 | 2011-11-03 | High Point Pharmaceuticals, Llc | Benzothiazoles having histamine H3 receptor activity |
| US8153813B2 (en) * | 2007-12-20 | 2012-04-10 | Abbott Laboratories | Benzothiazole and benzooxazole derivatives and methods of use |
| WO2009114874A2 (en) * | 2008-03-14 | 2009-09-17 | Intellikine, Inc. | Benzothiazole kinase inhibitors and methods of use |
| WO2009126635A1 (en) * | 2008-04-09 | 2009-10-15 | Abbott Laboratories | 2-amino-benzothiazole derivates useful as inhibitors of rock kinases |
| WO2010024903A1 (en) * | 2008-08-29 | 2010-03-04 | Yangbo Feng | BENZO[d]OXAZOLES AND BENZO[d]THIAZOLES AS KINASE INHIBITORS |
| WO2010071819A1 (en) * | 2008-12-19 | 2010-06-24 | Schering Corporation | Bicyclic heterocyclic derivatives and methods of use thereof |
| WO2011140160A1 (en) * | 2010-05-06 | 2011-11-10 | Bristol-Myers Squibb Company | Bicyclic heteroaryl compounds as gpr119 modulators |
| EP2560008B1 (de) * | 2011-08-18 | 2016-11-30 | Korea Institute of Science and Technology | Pharmazeutische Zusammensetzungen zum Verhindern oder Behandeln einer regenerativen Hirnerkrankung und Verfahren zum Screening davon |
| WO2016087417A1 (de) * | 2014-12-02 | 2016-06-09 | Bayer Cropscience Aktiengesellschaft | Bicyclische verbindungen als schädlingsbekämpfungsmittel |
| CN107635984B (zh) * | 2015-03-11 | 2021-04-13 | Fmc公司 | 杂环取代的二环唑杀有害生物剂 |
| MX2021001091A (es) * | 2015-12-10 | 2022-04-26 | Ptc Therapeutics Inc | Compuestos para usarse en el tratamiento o mejoramiento de la enfermedad de huntington. |
| KR102646115B1 (ko) * | 2016-03-11 | 2024-03-12 | 에이씨 이뮨 에스에이 | 진단 및 치료를 위한 바이사이클릭 화합물 |
| US10526345B2 (en) * | 2016-04-08 | 2020-01-07 | Mankind Pharma Ltd. | Compounds as GPR119 agonists |
| CN109689649B (zh) * | 2016-07-14 | 2022-07-19 | 百时美施贵宝公司 | 经二环杂芳基取代的化合物 |
-
2019
- 2019-06-25 CN CN201980050967.1A patent/CN112805280A/zh active Pending
- 2019-06-25 KR KR1020207036998A patent/KR20210038845A/ko unknown
- 2019-06-25 EP EP19736947.3A patent/EP3814345A1/de active Pending
- 2019-06-25 SG SG11202012869SA patent/SG11202012869SA/en unknown
- 2019-06-25 MX MX2020014315A patent/MX2020014315A/es unknown
- 2019-06-25 WO PCT/US2019/038895 patent/WO2020005877A1/en unknown
- 2019-06-25 JP JP2020572894A patent/JP2021528466A/ja active Pending
- 2019-06-25 AU AU2019294482A patent/AU2019294482B2/en active Active
- 2019-06-25 EA EA202092899A patent/EA202092899A1/ru unknown
- 2019-06-25 US US17/254,828 patent/US20210284660A1/en active Pending
- 2019-06-25 BR BR112020026534-9A patent/BR112020026534A2/pt unknown
- 2019-06-25 CA CA3104516A patent/CA3104516A1/en active Pending
-
2020
- 2020-12-23 IL IL279714A patent/IL279714A/en unknown
-
2022
- 2022-07-28 AU AU2022209304A patent/AU2022209304A1/en not_active Abandoned
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPWO2020005877A5 (de) | ||
| JP7399869B2 (ja) | ハンチントン病を処置するための化合物 | |
| JP2020522570A5 (de) | ||
| AU2019203444B2 (en) | Bicyclic lactams and methods of use thereof | |
| JPWO2020005873A5 (de) | ||
| JPWO2019191229A5 (de) | ||
| JPWO2019191092A5 (de) | ||
| KR101812357B1 (ko) | Ｃｄｋ4/6의 억제제로서의 피롤로피리미딘 화합물 | |
| HRP20210177T1 (hr) | Supstituirani spojevi pirazolo[1,5-a]piridina kao inhibitori ret kinaze | |
| JP2021503004A5 (de) | ||
| JP2015504057A5 (de) | ||
| CN112805280A (zh) | 用于治疗亨廷顿氏病的杂芳基化合物 | |
| JP2014506929A5 (de) | ||
| WO2020005882A1 (en) | Heteroaryl compounds for treating huntington's disease | |
| EP3969446A1 (de) | Verbindungen zur behandlung von morbus huntington | |
| HRP20151232T1 (hr) | Derivati 2,3-dihidro-1h-inden-1-il-2,7-diazaspiro[3.6]nonana i njihova upotreba kao antagonista ili inverznih agonista grelinskog receptora | |
| JP2011500774A5 (de) | ||
| JP2015537010A5 (de) | ||
| JP2015508075A5 (de) | ||
| JP2011511034A5 (de) | ||
| RU2015122895A (ru) | Пуриновые ингибиторы человеческой фосфатидилинозит 3-киназы дельта | |
| HUE032770T2 (en) | New NK-3 receptor selective antagonist compounds, pharmaceutical compositions and methods for use in NK-3 receptor mediated disorders | |
| CA2649521A1 (en) | Novel piperazine compound, and use thereof as hcv polymerase inhibitor | |
| IL297044A (en) | Compounds for the treatment of Huntington's disease | |
| JPWO2020231977A5 (de) |