HRP20120656T1 - Derivati indazolil amida za liječenje poremećaja posredovanih glukokortikoidnim receptorom - Google Patents
Derivati indazolil amida za liječenje poremećaja posredovanih glukokortikoidnim receptorom Download PDFInfo
- Publication number
- HRP20120656T1 HRP20120656T1 HRP20120656TT HRP20120656T HRP20120656T1 HR P20120656 T1 HRP20120656 T1 HR P20120656T1 HR P20120656T T HRP20120656T T HR P20120656TT HR P20120656 T HRP20120656 T HR P20120656T HR P20120656 T1 HRP20120656 T1 HR P20120656T1
- Authority
- HR
- Croatia
- Prior art keywords
- fluorophenyl
- oxy
- indazol
- propan
- phenyl
- Prior art date
Links
- YDTDKKULPWTHRV-UHFFFAOYSA-N 1H-indazol-3-amine Chemical class C1=CC=C2C(N)=NNC2=C1 YDTDKKULPWTHRV-UHFFFAOYSA-N 0.000 title 1
- 102000003676 Glucocorticoid Receptors Human genes 0.000 title 1
- 108090000079 Glucocorticoid Receptors Proteins 0.000 title 1
- 230000001404 mediated effect Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract 39
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 34
- 239000001257 hydrogen Substances 0.000 claims abstract 34
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 27
- -1 cyano, hydroxy Chemical group 0.000 claims abstract 26
- 150000001875 compounds Chemical class 0.000 claims abstract 19
- 125000005843 halogen group Chemical group 0.000 claims abstract 17
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims abstract 15
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 13
- 125000001424 substituent group Chemical group 0.000 claims abstract 13
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims abstract 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 11
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 9
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 8
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims abstract 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 7
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract 6
- 125000003118 aryl group Chemical group 0.000 claims abstract 6
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 6
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims abstract 4
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims abstract 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 4
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 4
- 125000005842 heteroatom Chemical group 0.000 claims abstract 4
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 4
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims abstract 3
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 3
- 125000002098 pyridazinyl group Chemical group 0.000 claims abstract 3
- 125000004076 pyridyl group Chemical group 0.000 claims abstract 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims abstract 3
- 125000004001 thioalkyl group Chemical group 0.000 claims abstract 3
- 125000006642 (C1-C6) cyanoalkyl group Chemical group 0.000 claims abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims abstract 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims abstract 2
- 125000001544 thienyl group Chemical group 0.000 claims abstract 2
- 125000004537 indazol-5-yl group Chemical group N1N=CC2=CC(=CC=C12)* 0.000 claims 37
- 150000002431 hydrogen Chemical group 0.000 claims 16
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 10
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 8
- 125000000172 C5-C10 aryl group Chemical group 0.000 claims 8
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 3
- 239000004202 carbamide Substances 0.000 claims 3
- YDRQCGICZKAGCQ-LMKMVOKYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(6-methoxypyridin-3-yl)propan-2-yl]cyclopropanecarboxamide Chemical compound C1=NC(OC)=CC=C1[C@H]([C@H](C)NC(=O)C1CC1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 YDRQCGICZKAGCQ-LMKMVOKYSA-N 0.000 claims 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
- 101100516568 Caenorhabditis elegans nhr-7 gene Proteins 0.000 claims 2
- 102220517591 Methyl-CpG-binding domain protein 3-like 2B_R11C_mutation Human genes 0.000 claims 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- FCNQMDSJHADDFT-WNSKOXEYSA-N azd5423 Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(F)(F)F)=C1 FCNQMDSJHADDFT-WNSKOXEYSA-N 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 239000001294 propane Substances 0.000 claims 2
- VLJNHYLEOZPXFW-UHFFFAOYSA-N pyrrolidine-2-carboxamide Chemical compound NC(=O)C1CCCN1 VLJNHYLEOZPXFW-UHFFFAOYSA-N 0.000 claims 2
- 102200001405 rs377584435 Human genes 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- LXZJZIGYMSHMQA-YPBQGGFRSA-N (2r)-2-amino-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]propanamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)[C@@H](C)N)=C1 LXZJZIGYMSHMQA-YPBQGGFRSA-N 0.000 claims 1
- HRWDKWJNLQWXTN-QLODZENZSA-N (2r)-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2-hydroxypropanamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)[C@@H](C)O)=C1 HRWDKWJNLQWXTN-QLODZENZSA-N 0.000 claims 1
- BBPYNFWLTXLUSD-DXMSMQRWSA-N (2r)-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-[4-(trifluoromethyl)phenyl]propan-2-yl]-2-hydroxypropanamide Chemical compound O([C@@H]([C@H](C)NC(=O)[C@H](O)C)C=1C=CC(=CC=1)C(F)(F)F)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 BBPYNFWLTXLUSD-DXMSMQRWSA-N 0.000 claims 1
- HRWDKWJNLQWXTN-TZPNTHKFSA-N (2s)-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2-hydroxypropanamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)[C@H](C)O)=C1 HRWDKWJNLQWXTN-TZPNTHKFSA-N 0.000 claims 1
- BBPYNFWLTXLUSD-YWTKSJFSSA-N (2s)-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-[4-(trifluoromethyl)phenyl]propan-2-yl]-2-hydroxypropanamide Chemical compound O([C@@H]([C@H](C)NC(=O)[C@@H](O)C)C=1C=CC(=CC=1)C(F)(F)F)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 BBPYNFWLTXLUSD-YWTKSJFSSA-N 0.000 claims 1
- UYXMGAVXZFLAMS-UAVUOLJFSA-N (2s)-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-2-hydroxypropanamide Chemical compound O([C@@H]([C@H](C)NC(=O)[C@@H](O)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 UYXMGAVXZFLAMS-UAVUOLJFSA-N 0.000 claims 1
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims 1
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims 1
- OBMBKMQUDOCLMJ-PPHZAIPVSA-N 1-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-3-(furan-2-ylmethyl)thiourea Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC=CC=1)C(=S)NCC1=CC=CO1 OBMBKMQUDOCLMJ-PPHZAIPVSA-N 0.000 claims 1
- DYOUBVJDXDNLBS-WNSKOXEYSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-(3-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C(=C(F)C=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 DYOUBVJDXDNLBS-WNSKOXEYSA-N 0.000 claims 1
- TYALSQCWMYLCJE-PSLXWICFSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-(3-fluoro-4-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]acetamide Chemical compound C1=C(F)C(OC)=CC=C1[C@H]([C@H](C)NC(=O)C(F)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 TYALSQCWMYLCJE-PSLXWICFSA-N 0.000 claims 1
- BVRWAYGRCQDZDD-WNSKOXEYSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-(3-fluoro-4-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C(F)C(C)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 BVRWAYGRCQDZDD-WNSKOXEYSA-N 0.000 claims 1
- HNKFDVMFQXFDNT-WNSKOXEYSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-(4-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C(=CC(F)=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 HNKFDVMFQXFDNT-WNSKOXEYSA-N 0.000 claims 1
- CYKBMQIJCSWGIT-PSLXWICFSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-(5-fluoro-2-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]acetamide Chemical compound COC1=CC=C(F)C=C1[C@H]([C@H](C)NC(=O)C(F)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 CYKBMQIJCSWGIT-PSLXWICFSA-N 0.000 claims 1
- PHYRJXQLDMWOPN-WNSKOXEYSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-(5-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C(=CC=C(F)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 PHYRJXQLDMWOPN-WNSKOXEYSA-N 0.000 claims 1
- XOGPSCMIWHWJLI-FYSMJZIKSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)-6-methylindazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]acetamide Chemical compound COC1=CC=CC([C@@H](OC=2C(=CC=3N(C=4C=CC(F)=CC=4)N=CC=3C=2)C)[C@H](C)NC(=O)C(F)(F)F)=C1 XOGPSCMIWHWJLI-FYSMJZIKSA-N 0.000 claims 1
- JOZVFROTCUPPGG-HJPURHCSSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)-6-methylindazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C(=CC=12)C)=CC=1C=NN2C1=CC=C(F)C=C1 JOZVFROTCUPPGG-HJPURHCSSA-N 0.000 claims 1
- CFIGOSQQWFWIHK-BVZFJXPGSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(2,4,5-trimethylphenyl)propan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C(=CC(C)=C(C)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 CFIGOSQQWFWIHK-BVZFJXPGSA-N 0.000 claims 1
- FTUSURRLTGETKI-WNSKOXEYSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(2-methoxyphenyl)propan-2-yl]acetamide Chemical compound COC1=CC=CC=C1[C@H]([C@H](C)NC(=O)C(F)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 FTUSURRLTGETKI-WNSKOXEYSA-N 0.000 claims 1
- YCQOQNREKKLDAX-FPTDNZKUSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-hydroxyphenyl)propan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C(O)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 YCQOQNREKKLDAX-FPTDNZKUSA-N 0.000 claims 1
- FFRVDTYVHUYEEM-OWJWWREXSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxy-4-methylsulfanylphenyl)propan-2-yl]acetamide Chemical compound C1=C(SC)C(OC)=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(F)(F)F)=C1 FFRVDTYVHUYEEM-OWJWWREXSA-N 0.000 claims 1
- NFLAABWNWRXLQK-HJPURHCSSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methylphenyl)propan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C(C)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 NFLAABWNWRXLQK-HJPURHCSSA-N 0.000 claims 1
- WAMYUDJQTHBZTP-GKVSMKOHSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methoxy-3,5-dimethylphenyl)propan-2-yl]acetamide Chemical compound C1=C(C)C(OC)=C(C)C=C1[C@H]([C@H](C)NC(=O)C(F)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 WAMYUDJQTHBZTP-GKVSMKOHSA-N 0.000 claims 1
- UCBZPSOSPPXUNI-GKVSMKOHSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-propylphenyl)propan-2-yl]acetamide Chemical compound C1=CC(CCC)=CC=C1[C@H]([C@H](C)NC(=O)C(F)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 UCBZPSOSPPXUNI-GKVSMKOHSA-N 0.000 claims 1
- PWKJVVLBXRWXFQ-QLXKLKPCSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-naphthalen-2-ylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C2C=CC=CC2=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 PWKJVVLBXRWXFQ-QLXKLKPCSA-N 0.000 claims 1
- UITKQZZSZUEHEA-NYHFZMIOSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 UITKQZZSZUEHEA-NYHFZMIOSA-N 0.000 claims 1
- BUJJKQLZSGDFSD-LMKMVOKYSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-quinolin-3-ylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C2C=CC=CC2=NC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 BUJJKQLZSGDFSD-LMKMVOKYSA-N 0.000 claims 1
- MNYJSLAQJHMSJK-NYHFZMIOSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]sulfanyl-1-phenylpropan-2-yl]acetamide Chemical compound S([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 MNYJSLAQJHMSJK-NYHFZMIOSA-N 0.000 claims 1
- MFYZXYQSKBENST-HJPURHCSSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-[3-(hydroxymethyl)phenyl]indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=CC(CO)=C1 MFYZXYQSKBENST-HJPURHCSSA-N 0.000 claims 1
- BFEDEQACFCFJAW-DCFHFQCYSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-[3-(morpholin-4-ylmethyl)phenyl]indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C(C=1)=CC=CC=1CN1CCOCC1 BFEDEQACFCFJAW-DCFHFQCYSA-N 0.000 claims 1
- OOQWESKBMHHSGA-HJPURHCSSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-[4-(hydroxymethyl)phenyl]indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(CO)C=C1 OOQWESKBMHHSGA-HJPURHCSSA-N 0.000 claims 1
- SBKBPBDGBAHDBR-DCFHFQCYSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-[1-[4-(morpholin-4-ylmethyl)phenyl]indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C(C=C1)=CC=C1CN1CCOCC1 SBKBPBDGBAHDBR-DCFHFQCYSA-N 0.000 claims 1
- VCCOMXZBKRKPDV-LIRRHRJNSA-N 2,2,2-trifluoro-n-[(1r,2s)-1-phenyl-1-(1-propan-2-ylindazol-5-yl)oxypropan-2-yl]acetamide Chemical compound C1([C@H]([C@H](C)NC(=O)C(F)(F)F)OC=2C=C3C=NN(C3=CC=2)C(C)C)=CC=CC=C1 VCCOMXZBKRKPDV-LIRRHRJNSA-N 0.000 claims 1
- QTLUBQMNDOTYCD-HJPURHCSSA-N 2,2,2-trifluoro-n-[(2s,3r)-3-[1-(4-fluorophenyl)indazol-5-yl]oxy-4-phenoxybutan-2-yl]acetamide Chemical compound C([C@@H]([C@@H](NC(=O)C(F)(F)F)C)OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)OC1=CC=CC=C1 QTLUBQMNDOTYCD-HJPURHCSSA-N 0.000 claims 1
- RBMSDFZESZHPEN-QMHKHESXSA-N 2,2,2-trifluoro-n-[(2s,3r)-3-[1-(4-fluorophenyl)indazol-5-yl]oxy-4-phenylbutan-2-yl]acetamide Chemical compound C([C@H]([C@@H](NC(=O)C(F)(F)F)C)OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C1=CC=CC=C1 RBMSDFZESZHPEN-QMHKHESXSA-N 0.000 claims 1
- QTLUBQMNDOTYCD-QMHKHESXSA-N 2,2,2-trifluoro-n-[(2s,3s)-3-[1-(4-fluorophenyl)indazol-5-yl]oxy-4-phenoxybutan-2-yl]acetamide Chemical compound C([C@H]([C@@H](NC(=O)C(F)(F)F)C)OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)OC1=CC=CC=C1 QTLUBQMNDOTYCD-QMHKHESXSA-N 0.000 claims 1
- CRDWDIIHKXWSQQ-NYHFZMIOSA-N 2,2-dichloro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(Cl)Cl)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 CRDWDIIHKXWSQQ-NYHFZMIOSA-N 0.000 claims 1
- UYMWRLXAIVEVDA-OWJWWREXSA-N 2,2-difluoro-n-[(1r,2s)-1-(3-fluoro-4-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]propanamide Chemical compound C1=C(F)C(OC)=CC=C1[C@H]([C@H](C)NC(=O)C(C)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 UYMWRLXAIVEVDA-OWJWWREXSA-N 0.000 claims 1
- UHVJFBBKJBGOKY-FYSMJZIKSA-N 2,2-difluoro-n-[(1r,2s)-1-(3-fluoro-4-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]propanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C=C(F)C(C)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 UHVJFBBKJBGOKY-FYSMJZIKSA-N 0.000 claims 1
- YWJWAKBPAYXIIN-WNSKOXEYSA-N 2,2-difluoro-n-[(1r,2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]propanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C=C(F)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 YWJWAKBPAYXIIN-WNSKOXEYSA-N 0.000 claims 1
- IXKZADGELVVPFJ-FYSMJZIKSA-N 2,2-difluoro-n-[(1r,2s)-1-(4-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]propanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C(=CC(F)=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 IXKZADGELVVPFJ-FYSMJZIKSA-N 0.000 claims 1
- FQNFCCBZVJNECY-OWJWWREXSA-N 2,2-difluoro-n-[(1r,2s)-1-(5-fluoro-2-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]propanamide Chemical compound COC1=CC=C(F)C=C1[C@H]([C@H](C)NC(=O)C(C)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 FQNFCCBZVJNECY-OWJWWREXSA-N 0.000 claims 1
- XIHPNZZIAMJSLK-FYSMJZIKSA-N 2,2-difluoro-n-[(1r,2s)-1-(5-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]propanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C(=CC=C(F)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 XIHPNZZIAMJSLK-FYSMJZIKSA-N 0.000 claims 1
- UVEWSQCLOZUEHE-FYSMJZIKSA-N 2,2-difluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]propanamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(C)(F)F)=C1 UVEWSQCLOZUEHE-FYSMJZIKSA-N 0.000 claims 1
- VRYXRTFWZARTCG-XDHUDOTRSA-N 2,2-difluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methylphenyl)propan-2-yl]propanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C=C(C)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 VRYXRTFWZARTCG-XDHUDOTRSA-N 0.000 claims 1
- RCSOUEJXDMIOFH-QYBDOPJKSA-N 2,2-difluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methoxy-3,5-dimethylphenyl)propan-2-yl]propanamide Chemical compound C1=C(C)C(OC)=C(C)C=C1[C@H]([C@H](C)NC(=O)C(C)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 RCSOUEJXDMIOFH-QYBDOPJKSA-N 0.000 claims 1
- NVPMUHVJVLQBPZ-NYHFZMIOSA-N 2,2-difluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 NVPMUHVJVLQBPZ-NYHFZMIOSA-N 0.000 claims 1
- RDYBBYNTAYOISA-UHFFFAOYSA-N 2,2-dimethyl-n-[1,1,1-trifluoro-3-[1-(4-fluorophenyl)indazol-5-yl]oxy-3-phenylpropan-2-yl]propanamide Chemical compound C=1C=CC=CC=1C(C(NC(=O)C(C)(C)C)C(F)(F)F)OC(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 RDYBBYNTAYOISA-UHFFFAOYSA-N 0.000 claims 1
- IFSZWCSXWMQBGF-LMKMVOKYSA-N 2-(carbamoylamino)-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]acetamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)CNC(N)=O)=C1 IFSZWCSXWMQBGF-LMKMVOKYSA-N 0.000 claims 1
- OQNUFXRQQKFNDF-SOKVYYICSA-N 2-acetamido-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]acetamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)CNC(C)=O)=C1 OQNUFXRQQKFNDF-SOKVYYICSA-N 0.000 claims 1
- GZYMTQCOUGQVCM-ICVDZLAYSA-N 2-chloro-2-fluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)Cl)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 GZYMTQCOUGQVCM-ICVDZLAYSA-N 0.000 claims 1
- WNEUVJVQDVQURF-FYSMJZIKSA-N 2-chloro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)CCl)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 WNEUVJVQDVQURF-FYSMJZIKSA-N 0.000 claims 1
- LJHIPEZBSMOGCC-FYSMJZIKSA-N 2-fluoro-n-[(1r,2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)F)C)C=1C=C(F)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 LJHIPEZBSMOGCC-FYSMJZIKSA-N 0.000 claims 1
- YOJHLLZCTMWGNI-GKVSMKOHSA-N 2-fluoro-n-[(1r,2s)-1-(4-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)F)C)C=1C(=CC(F)=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 YOJHLLZCTMWGNI-GKVSMKOHSA-N 0.000 claims 1
- JEDIXIZJKVWEPU-LMKMVOKYSA-N 2-fluoro-n-[(1r,2s)-1-(5-fluoro-2-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methylpropanamide Chemical compound COC1=CC=C(F)C=C1[C@H]([C@H](C)NC(=O)C(C)(C)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 JEDIXIZJKVWEPU-LMKMVOKYSA-N 0.000 claims 1
- RROBBDQMERQDFH-GKVSMKOHSA-N 2-fluoro-n-[(1r,2s)-1-(5-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)F)C)C=1C(=CC=C(F)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 RROBBDQMERQDFH-GKVSMKOHSA-N 0.000 claims 1
- FRTZHSAXEDTLFY-LMKMVOKYSA-N 2-fluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]acetamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)CF)=C1 FRTZHSAXEDTLFY-LMKMVOKYSA-N 0.000 claims 1
- HEWAQKFSHRIOJF-FYSMJZIKSA-N 2-fluoro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(=O)CF)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 HEWAQKFSHRIOJF-FYSMJZIKSA-N 0.000 claims 1
- FVTWJXMFYOXOKK-UHFFFAOYSA-N 2-fluoroacetamide Chemical compound NC(=O)CF FVTWJXMFYOXOKK-UHFFFAOYSA-N 0.000 claims 1
- ZRFQKOKOACIWBR-XDHUDOTRSA-N 2-methoxy-n-[(1r,2s)-1-phenyl-1-(1-pyridin-2-ylindazol-5-yl)oxypropan-2-yl]acetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=CC=N1 ZRFQKOKOACIWBR-XDHUDOTRSA-N 0.000 claims 1
- ZYORETIVOVWMRL-AOMKIAJQSA-N 2-methoxy-n-[(1r,2s)-1-phenyl-1-(1-pyrimidin-2-ylindazol-5-yl)oxypropan-2-yl]acetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=NC=CC=N1 ZYORETIVOVWMRL-AOMKIAJQSA-N 0.000 claims 1
- GVUDOHUJMHZUDW-LMKMVOKYSA-N 3-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]imidazolidine-2,4-dione Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)N2C(NCC2=O)=O)=C1 GVUDOHUJMHZUDW-LMKMVOKYSA-N 0.000 claims 1
- CCIYEHNCOSYPMS-QYBDOPJKSA-N 4-amino-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]butanamide Chemical compound O([C@@H]([C@@H](NC(=O)CCCN)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 CCIYEHNCOSYPMS-QYBDOPJKSA-N 0.000 claims 1
- ACTKVEFUKKSDDC-JMQGSBJISA-N 4-cyano-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]thiophene-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC=C(C=2)C#N)=C1 ACTKVEFUKKSDDC-JMQGSBJISA-N 0.000 claims 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- MFWCIFCBSVXGRX-SOKVYYICSA-N 5-bromo-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]furan-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2OC(Br)=CC=2)=C1 MFWCIFCBSVXGRX-SOKVYYICSA-N 0.000 claims 1
- GUMNCOJCRSHOBC-SOKVYYICSA-N 5-bromo-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]thiophene-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC(Br)=CC=2)=C1 GUMNCOJCRSHOBC-SOKVYYICSA-N 0.000 claims 1
- LVDVWVQMOXYSHO-SOKVYYICSA-N 5-chloro-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]thiophene-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC(Cl)=CC=2)=C1 LVDVWVQMOXYSHO-SOKVYYICSA-N 0.000 claims 1
- 241001139947 Mida Species 0.000 claims 1
- 229910020008 S(O) Inorganic materials 0.000 claims 1
- RTZCKDSKMAZQQP-SOKVYYICSA-N [2-[[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methylsulfanylphenyl)propan-2-yl]amino]-2-oxoethyl] acetate Chemical compound C1=CC(SC)=CC=C1[C@H]([C@H](C)NC(=O)COC(C)=O)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 RTZCKDSKMAZQQP-SOKVYYICSA-N 0.000 claims 1
- BVUQEQICYJQPGX-QLXKLKPCSA-N [2-[[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]amino]-2-oxoethyl] acetate Chemical compound O([C@@H]([C@@H](NC(=O)COC(C)=O)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 BVUQEQICYJQPGX-QLXKLKPCSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- AIMMVWOEOZMVMS-UHFFFAOYSA-N cyclopropanecarboxamide Chemical compound NC(=O)C1CC1 AIMMVWOEOZMVMS-UHFFFAOYSA-N 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- OUZWUKMCLIBBOG-UHFFFAOYSA-N ethoxzolamide Chemical compound CCOC1=CC=C2N=C(S(N)(=O)=O)SC2=C1 OUZWUKMCLIBBOG-UHFFFAOYSA-N 0.000 claims 1
- 229950005098 ethoxzolamide Drugs 0.000 claims 1
- IFBHJIZTWMSEGK-GKVSMKOHSA-N ethyl 2-[[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]amino]-2-oxoacetate Chemical compound O([C@@H]([C@H](C)NC(=O)C(=O)OCC)C=1C=C(OC)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 IFBHJIZTWMSEGK-GKVSMKOHSA-N 0.000 claims 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000001207 fluorophenyl group Chemical group 0.000 claims 1
- 125000004245 indazol-3-yl group Chemical group [H]N1N=C(*)C2=C([H])C([H])=C([H])C([H])=C12 0.000 claims 1
- 230000004968 inflammatory condition Effects 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 238000005304 joining Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- KYIKLPKRKRPJAR-HJPURHCSSA-N methyl 2-[[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]amino]-2-oxoacetate Chemical compound O([C@@H]([C@H](C)NC(=O)C(=O)OC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 KYIKLPKRKRPJAR-HJPURHCSSA-N 0.000 claims 1
- LDRNDMTVWJKQNA-PPHZAIPVSA-N methyl 4-[5-[(1r,2s)-2-(furan-2-carbonylamino)-1-phenylpropoxy]indazol-1-yl]benzoate Chemical compound C1=CC(C(=O)OC)=CC=C1N1C2=CC=C(O[C@@H]([C@H](C)NC(=O)C=3OC=CC=3)C=3C=CC=CC=3)C=C2C=N1 LDRNDMTVWJKQNA-PPHZAIPVSA-N 0.000 claims 1
- DVYURSCJWUJWJH-HJPURHCSSA-N methyl n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]carbamate Chemical compound O([C@@H]([C@H](C)NC(=O)OC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 DVYURSCJWUJWJH-HJPURHCSSA-N 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- QUTWQBFIEKVDET-QLXKLKPCSA-N n'-[(1r,2s)-1-[1-(2,3-difluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-n-propan-2-yloxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C(=C(F)C=CC=2)F)[C@H](C)NC(=O)C(=O)NC(C)C)=C1 QUTWQBFIEKVDET-QLXKLKPCSA-N 0.000 claims 1
- FVQXMIGMEKDBQV-WNSKOXEYSA-N n'-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]oxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(N)=O)=C1 FVQXMIGMEKDBQV-WNSKOXEYSA-N 0.000 claims 1
- TYPDOONVJVBDKE-UHFFFAOYSA-N n'-ethyloxamide Chemical compound CCNC(=O)C(N)=O TYPDOONVJVBDKE-UHFFFAOYSA-N 0.000 claims 1
- NTFBDISZESSPRQ-BVZFJXPGSA-N n'-tert-butyl-n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-3-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]oxamide Chemical compound COC1=CC=CC([C@@H](OC=2C3=CC=CC=C3N(C=3C=CC(F)=CC=3)N=2)[C@H](C)NC(=O)C(=O)NC(C)(C)C)=C1 NTFBDISZESSPRQ-BVZFJXPGSA-N 0.000 claims 1
- GFUDASHTTZXDNQ-SHACYNPGSA-N n-[(1r,2r)-1-[6-chloro-1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-fluorophenyl)propan-2-yl]acetamide Chemical compound O([C@@H]([C@H](NC(C)=O)C)C=1C=CC(F)=CC=1)C(C(=CC=12)Cl)=CC=1C=NN2C1=CC=C(F)C=C1 GFUDASHTTZXDNQ-SHACYNPGSA-N 0.000 claims 1
- XQTMGQRERAEKFF-QLXKLKPCSA-N n-[(1r,2s)-1-(1,3-benzodioxol-5-yl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=C2OCOC2=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 XQTMGQRERAEKFF-QLXKLKPCSA-N 0.000 claims 1
- XXRHWNAPZSDPLZ-QLXKLKPCSA-N n-[(1r,2s)-1-(1,3-benzodioxol-5-yl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C2OCOC2=CC=1)C(=O)C1=NC=C(C)S1 XXRHWNAPZSDPLZ-QLXKLKPCSA-N 0.000 claims 1
- CQBALJDPBRLJCV-BTYIYWSLSA-N n-[(1r,2s)-1-(1-cyclopentylindazol-5-yl)oxy-1-phenylpropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1CCCC1 CQBALJDPBRLJCV-BTYIYWSLSA-N 0.000 claims 1
- VUMYFEIUOZGYQM-OWJWWREXSA-N n-[(1r,2s)-1-(2,3-dihydro-1-benzofuran-6-yl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C2OCCC2=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 VUMYFEIUOZGYQM-OWJWWREXSA-N 0.000 claims 1
- DTJOSIQCTDNMBS-XDHUDOTRSA-N n-[(1r,2s)-1-(2,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C(=CC(C)=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 DTJOSIQCTDNMBS-XDHUDOTRSA-N 0.000 claims 1
- XSKRZTUZVATCAP-SIBVEZHUSA-N n-[(1r,2s)-1-(2,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-fluoro-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)F)C)C=1C(=CC(C)=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 XSKRZTUZVATCAP-SIBVEZHUSA-N 0.000 claims 1
- LJQMWZKPEVHXNV-PPHZAIPVSA-N n-[(1r,2s)-1-(2,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C(=CC(C)=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 LJQMWZKPEVHXNV-PPHZAIPVSA-N 0.000 claims 1
- WRQSLVAJEFTWTG-DCFHFQCYSA-N n-[(1r,2s)-1-(2,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C(=CC(C)=CC=1)C)C(=O)C1=NC=C(C)S1 WRQSLVAJEFTWTG-DCFHFQCYSA-N 0.000 claims 1
- OMGGDNPNMDVXJQ-XDHUDOTRSA-N n-[(1r,2s)-1-(2,5-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C(=CC=C(C)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 OMGGDNPNMDVXJQ-XDHUDOTRSA-N 0.000 claims 1
- ZYCBAEZGUGOLQW-BVZFJXPGSA-N n-[(1r,2s)-1-(2,5-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-difluoropropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C(=CC=C(C)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 ZYCBAEZGUGOLQW-BVZFJXPGSA-N 0.000 claims 1
- NGZGMTNTQWYQBX-DCFHFQCYSA-N n-[(1r,2s)-1-(2,5-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C(=CC=C(C)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 NGZGMTNTQWYQBX-DCFHFQCYSA-N 0.000 claims 1
- FNODXVXFCUTVCL-SIBVEZHUSA-N n-[(1r,2s)-1-(2,5-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-fluoro-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)F)C)C=1C(=CC=C(C)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 FNODXVXFCUTVCL-SIBVEZHUSA-N 0.000 claims 1
- FUPGXMUABSOSLB-PPHZAIPVSA-N n-[(1r,2s)-1-(2,5-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C(=CC=C(C)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 FUPGXMUABSOSLB-PPHZAIPVSA-N 0.000 claims 1
- PULUWYLUKUBEDZ-DCFHFQCYSA-N n-[(1r,2s)-1-(2,5-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-3-hydroxy-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)CO)C)C=1C(=CC=C(C)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 PULUWYLUKUBEDZ-DCFHFQCYSA-N 0.000 claims 1
- KQPNFNMNLNDHDE-GKVSMKOHSA-N n-[(1r,2s)-1-(2-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C(=CC=CC=1)Cl)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 KQPNFNMNLNDHDE-GKVSMKOHSA-N 0.000 claims 1
- PHTVYDROORYOQK-LMKMVOKYSA-N n-[(1r,2s)-1-(3,4-difluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(F)C(F)=CC=1)C(=O)C1(C)CC1 PHTVYDROORYOQK-LMKMVOKYSA-N 0.000 claims 1
- HGMFBXRXQCDIOB-XMHCIUCPSA-N n-[(1r,2s)-1-(3,4-difluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C(F)C(F)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 HGMFBXRXQCDIOB-XMHCIUCPSA-N 0.000 claims 1
- FFVNTNKEMBXFDL-PSLXWICFSA-N n-[(1r,2s)-1-(3,4-difluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-difluoropropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C=C(F)C(F)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 FFVNTNKEMBXFDL-PSLXWICFSA-N 0.000 claims 1
- OTATWPABHQOBFC-LMKMVOKYSA-N n-[(1r,2s)-1-(3,4-difluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=C(F)C(F)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 OTATWPABHQOBFC-LMKMVOKYSA-N 0.000 claims 1
- KABLZLLKDRDEGG-OWJWWREXSA-N n-[(1r,2s)-1-(3,4-difluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-fluoro-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)F)C)C=1C=C(F)C(F)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 KABLZLLKDRDEGG-OWJWWREXSA-N 0.000 claims 1
- PFUHHKRQJKLFBY-MQNRADLISA-N n-[(1r,2s)-1-(3,4-difluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=C(F)C(F)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 PFUHHKRQJKLFBY-MQNRADLISA-N 0.000 claims 1
- RGSHNCJVLNCMQN-DCFHFQCYSA-N n-[(1r,2s)-1-(3,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(C)C(C)=CC=1)C(=O)C1(C)CC1 RGSHNCJVLNCMQN-DCFHFQCYSA-N 0.000 claims 1
- BZBJTOYOCVXMSG-XDHUDOTRSA-N n-[(1r,2s)-1-(3,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C(C)C(C)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 BZBJTOYOCVXMSG-XDHUDOTRSA-N 0.000 claims 1
- DNXYPHCRGIDYSA-DCFHFQCYSA-N n-[(1r,2s)-1-(3,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=C(C)C(C)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 DNXYPHCRGIDYSA-DCFHFQCYSA-N 0.000 claims 1
- DOKRFXQYUQFMGK-SIBVEZHUSA-N n-[(1r,2s)-1-(3,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-fluoro-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)F)C)C=1C=C(C)C(C)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 DOKRFXQYUQFMGK-SIBVEZHUSA-N 0.000 claims 1
- FMFFKCGCGRYWFU-PPHZAIPVSA-N n-[(1r,2s)-1-(3,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=C(C)C(C)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 FMFFKCGCGRYWFU-PPHZAIPVSA-N 0.000 claims 1
- JKXYCRXIQIONTE-DCFHFQCYSA-N n-[(1r,2s)-1-(3,4-dimethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(C)C(C)=CC=1)C(=O)C1=NC=C(C)S1 JKXYCRXIQIONTE-DCFHFQCYSA-N 0.000 claims 1
- UWLPQVPRSCYQPD-LMKMVOKYSA-N n-[(1r,2s)-1-(3-chloro-5-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(Cl)C=C(F)C=1)C(=O)C1(C)CC1 UWLPQVPRSCYQPD-LMKMVOKYSA-N 0.000 claims 1
- OOPGIRDMKDMZMX-XMHCIUCPSA-N n-[(1r,2s)-1-(3-chloro-5-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C(Cl)C=C(F)C=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 OOPGIRDMKDMZMX-XMHCIUCPSA-N 0.000 claims 1
- OCIGORFSXKFZBB-PSLXWICFSA-N n-[(1r,2s)-1-(3-chloro-5-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-difluoropropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C=C(Cl)C=C(F)C=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 OCIGORFSXKFZBB-PSLXWICFSA-N 0.000 claims 1
- VNMOYXGQXVYLIG-LMKMVOKYSA-N n-[(1r,2s)-1-(3-chloro-5-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=C(Cl)C=C(F)C=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 VNMOYXGQXVYLIG-LMKMVOKYSA-N 0.000 claims 1
- OBMGISMPKDLONN-LMKMVOKYSA-N n-[(1r,2s)-1-(3-chloro-5-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(Cl)C=C(F)C=1)C(=O)C1=NC=C(C)S1 OBMGISMPKDLONN-LMKMVOKYSA-N 0.000 claims 1
- CUMBPYQMMGRGMY-GKVSMKOHSA-N n-[(1r,2s)-1-(3-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(Cl)C=CC=1)C(=O)C1(C)CC1 CUMBPYQMMGRGMY-GKVSMKOHSA-N 0.000 claims 1
- KVOBNWYMDKJIAZ-WNSKOXEYSA-N n-[(1r,2s)-1-(3-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-difluoropropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C=C(Cl)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 KVOBNWYMDKJIAZ-WNSKOXEYSA-N 0.000 claims 1
- FRUDSMHKXGLRTJ-GKVSMKOHSA-N n-[(1r,2s)-1-(3-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=C(Cl)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 FRUDSMHKXGLRTJ-GKVSMKOHSA-N 0.000 claims 1
- WREPPFRFBLVCNA-FYSMJZIKSA-N n-[(1r,2s)-1-(3-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-fluoro-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)F)C)C=1C=C(Cl)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 WREPPFRFBLVCNA-FYSMJZIKSA-N 0.000 claims 1
- HVAFIIVSXGVCJH-GKVSMKOHSA-N n-[(1r,2s)-1-(3-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-3-hydroxy-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)CO)C)C=1C=C(Cl)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 HVAFIIVSXGVCJH-GKVSMKOHSA-N 0.000 claims 1
- ZYEADNKDSCKTTK-GKVSMKOHSA-N n-[(1r,2s)-1-(3-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(Cl)C=CC=1)C(=O)C1=NC=C(C)S1 ZYEADNKDSCKTTK-GKVSMKOHSA-N 0.000 claims 1
- HKEOAGDLAXBHBB-FYSMJZIKSA-N n-[(1r,2s)-1-(3-ethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound CCC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(F)(F)F)=C1 HKEOAGDLAXBHBB-FYSMJZIKSA-N 0.000 claims 1
- UVWRHLHMKDARPS-QYBDOPJKSA-N n-[(1r,2s)-1-(3-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C(=C(F)C=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 UVWRHLHMKDARPS-QYBDOPJKSA-N 0.000 claims 1
- RDXCOHNJPOGUKE-QLXKLKPCSA-N n-[(1r,2s)-1-(3-fluoro-4-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound C1=C(F)C(OC)=CC=C1[C@H]([C@H](C)NC(=O)C1(C)CC1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 RDXCOHNJPOGUKE-QLXKLKPCSA-N 0.000 claims 1
- KOADHTBCAXXTST-QLXKLKPCSA-N n-[(1r,2s)-1-(3-fluoro-4-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound C1=C(F)C(OC)=CC=C1[C@H]([C@H](C)NC(=O)C(C)(C)C)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 KOADHTBCAXXTST-QLXKLKPCSA-N 0.000 claims 1
- SJMLQCMGQUPDBC-QMTYFTJSSA-N n-[(1r,2s)-1-(3-fluoro-4-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=C(F)C(OC)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 SJMLQCMGQUPDBC-QMTYFTJSSA-N 0.000 claims 1
- UPTPLPLGEWOGQO-QLXKLKPCSA-N n-[(1r,2s)-1-(3-fluoro-4-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound C1=C(F)C(OC)=CC=C1[C@H]([C@H](C)NC(=O)C=1SC(C)=CN=1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 UPTPLPLGEWOGQO-QLXKLKPCSA-N 0.000 claims 1
- QJOWMMBEBQGIRT-QYBDOPJKSA-N n-[(1r,2s)-1-(3-fluoro-4-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(F)C(C)=CC=1)C(=O)C1(C)CC1 QJOWMMBEBQGIRT-QYBDOPJKSA-N 0.000 claims 1
- XJVCBWPBHNGOOI-QLXKLKPCSA-N n-[(1r,2s)-1-(3-fluoro-4-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=C(F)C(C)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 XJVCBWPBHNGOOI-QLXKLKPCSA-N 0.000 claims 1
- FXTPJNZTTZROSJ-QYBDOPJKSA-N n-[(1r,2s)-1-(3-fluoro-4-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-3-hydroxy-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)CO)C)C=1C=C(F)C(C)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 FXTPJNZTTZROSJ-QYBDOPJKSA-N 0.000 claims 1
- NSECGRPYBXBBBX-JYFHCDHNSA-N n-[(1r,2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-3-methoxypropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)COC)COC)C=1C=C(F)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 NSECGRPYBXBBBX-JYFHCDHNSA-N 0.000 claims 1
- IPPNPSSLJDZMLP-RPLLCQBOSA-N n-[(1r,2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-3-methoxypropan-2-yl]furan-2-carboxamide Chemical compound N([C@@H](COC)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(F)C=CC=1)C(=O)C1=CC=CO1 IPPNPSSLJDZMLP-RPLLCQBOSA-N 0.000 claims 1
- WCOSFSSYTRGPQR-GKVSMKOHSA-N n-[(1r,2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(F)C=CC=1)C(=O)C1(C)CC1 WCOSFSSYTRGPQR-GKVSMKOHSA-N 0.000 claims 1
- VFYKPZHZFFOYAH-GKVSMKOHSA-N n-[(1r,2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=C(F)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 VFYKPZHZFFOYAH-GKVSMKOHSA-N 0.000 claims 1
- KYGLFMAVCOOERQ-LMKMVOKYSA-N n-[(1r,2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=C(F)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 KYGLFMAVCOOERQ-LMKMVOKYSA-N 0.000 claims 1
- DYQTXNSPRYPQTR-GKVSMKOHSA-N n-[(1r,2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-3-hydroxy-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)CO)C)C=1C=C(F)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 DYQTXNSPRYPQTR-GKVSMKOHSA-N 0.000 claims 1
- RGAWLLPWMOKQSG-XMHCIUCPSA-N n-[(1r,2s)-1-(4-chloro-3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C(F)C(Cl)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 RGAWLLPWMOKQSG-XMHCIUCPSA-N 0.000 claims 1
- ZILBWYQOVWLPFJ-WNSKOXEYSA-N n-[(1r,2s)-1-(4-chloro-3-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=C(C)C(Cl)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 ZILBWYQOVWLPFJ-WNSKOXEYSA-N 0.000 claims 1
- QXURKTLCFYYOHZ-QYBDOPJKSA-N n-[(1r,2s)-1-(4-chloro-3-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=C(C)C(Cl)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 QXURKTLCFYYOHZ-QYBDOPJKSA-N 0.000 claims 1
- MOHWRBZCCUKHFC-GKVSMKOHSA-N n-[(1r,2s)-1-(4-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC(Cl)=CC=1)C(=O)C1(C)CC1 MOHWRBZCCUKHFC-GKVSMKOHSA-N 0.000 claims 1
- XULIBDSPWFOOEN-FPTDNZKUSA-N n-[(1r,2s)-1-(4-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC(Cl)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 XULIBDSPWFOOEN-FPTDNZKUSA-N 0.000 claims 1
- SCALZRMLROKALV-WNSKOXEYSA-N n-[(1r,2s)-1-(4-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-difluoropropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(F)F)C)C=1C=CC(Cl)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 SCALZRMLROKALV-WNSKOXEYSA-N 0.000 claims 1
- RHQDASBAMULPKG-GKVSMKOHSA-N n-[(1r,2s)-1-(4-chlorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=CC(Cl)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 RHQDASBAMULPKG-GKVSMKOHSA-N 0.000 claims 1
- OTWXWHAOWBUIPC-LMKMVOKYSA-N n-[(1r,2s)-1-(4-cyclopropylsulfanylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC(SC2CC2)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 OTWXWHAOWBUIPC-LMKMVOKYSA-N 0.000 claims 1
- MHHMZLYOOFXBMN-FYSMJZIKSA-N n-[(1r,2s)-1-(4-ethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound C1=CC(CC)=CC=C1[C@H]([C@H](C)NC(=O)C(F)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 MHHMZLYOOFXBMN-FYSMJZIKSA-N 0.000 claims 1
- JBTVTEFBQUVIRK-PPHZAIPVSA-N n-[(1r,2s)-1-(4-ethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound C1=CC(CC)=CC=C1[C@H]([C@H](C)NC(=O)C(C)(C)C)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 JBTVTEFBQUVIRK-PPHZAIPVSA-N 0.000 claims 1
- HXDMNMBRPLEMSI-PPHZAIPVSA-N n-[(1r,2s)-1-(4-ethylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-methylpropanamide Chemical compound C1=CC(CC)=CC=C1[C@H]([C@H](C)NC(=O)C(C)C)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 HXDMNMBRPLEMSI-PPHZAIPVSA-N 0.000 claims 1
- GNMBSIOXDYGXIO-FYSMJZIKSA-N n-[(1r,2s)-1-(4-ethylsulfanylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound C1=CC(SCC)=CC=C1[C@H]([C@H](C)NC(=O)C(F)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 GNMBSIOXDYGXIO-FYSMJZIKSA-N 0.000 claims 1
- JGRGONQBVVOFSB-QYBDOPJKSA-N n-[(1r,2s)-1-(4-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C(=CC(F)=CC=1)C)C(=O)C1(C)CC1 JGRGONQBVVOFSB-QYBDOPJKSA-N 0.000 claims 1
- KATCWPHKRSCDCY-QYBDOPJKSA-N n-[(1r,2s)-1-(4-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C(=CC(F)=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 KATCWPHKRSCDCY-QYBDOPJKSA-N 0.000 claims 1
- INHHYSNWXVQTDE-QYBDOPJKSA-N n-[(1r,2s)-1-(4-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-3-hydroxy-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)CO)C)C=1C(=CC(F)=CC=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 INHHYSNWXVQTDE-QYBDOPJKSA-N 0.000 claims 1
- NMIDJHUQIAYVIH-QYBDOPJKSA-N n-[(1r,2s)-1-(4-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C(=CC(F)=CC=1)C)C(=O)C1=NC=C(C)S1 NMIDJHUQIAYVIH-QYBDOPJKSA-N 0.000 claims 1
- NYKYRNPYLUWTQM-MMTVBGGISA-N n-[(1r,2s)-1-(4-tert-butylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC(=CC=1)C(C)(C)C)C(=O)C1(C)CC1 NYKYRNPYLUWTQM-MMTVBGGISA-N 0.000 claims 1
- VSOHLDDGZSAAJJ-GKVSMKOHSA-N n-[(1r,2s)-1-(4-tert-butylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC(=CC=1)C(C)(C)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 VSOHLDDGZSAAJJ-GKVSMKOHSA-N 0.000 claims 1
- LAEOSLXPJNNHLP-MMTVBGGISA-N n-[(1r,2s)-1-(4-tert-butylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=CC(=CC=1)C(C)(C)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 LAEOSLXPJNNHLP-MMTVBGGISA-N 0.000 claims 1
- TXGRJANXPKBFBY-QLXKLKPCSA-N n-[(1r,2s)-1-(5-fluoro-2-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound COC1=CC=C(F)C=C1[C@H]([C@H](C)NC(=O)C1(C)CC1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 TXGRJANXPKBFBY-QLXKLKPCSA-N 0.000 claims 1
- DAXYHLQSTRLVNC-QLXKLKPCSA-N n-[(1r,2s)-1-(5-fluoro-2-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2-dimethylpropanamide Chemical compound COC1=CC=C(F)C=C1[C@H]([C@H](C)NC(=O)C(C)(C)C)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 DAXYHLQSTRLVNC-QLXKLKPCSA-N 0.000 claims 1
- FLRRTIRRSRUZPO-QLXKLKPCSA-N n-[(1r,2s)-1-(5-fluoro-2-methoxyphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound COC1=CC=C(F)C=C1[C@H]([C@H](C)NC(=O)C=1SC(C)=CN=1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 FLRRTIRRSRUZPO-QLXKLKPCSA-N 0.000 claims 1
- LULTVTUFLFQYQU-QYBDOPJKSA-N n-[(1r,2s)-1-(5-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C(=CC=C(F)C=1)C)C(=O)C1(C)CC1 LULTVTUFLFQYQU-QYBDOPJKSA-N 0.000 claims 1
- HCRFRXTYEONOSZ-QYBDOPJKSA-N n-[(1r,2s)-1-(5-fluoro-2-methylphenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C(=CC=C(F)C=1)C)C(=O)C1=NC=C(C)S1 HCRFRXTYEONOSZ-QYBDOPJKSA-N 0.000 claims 1
- QHOYQISDXKHVBX-WNSKOXEYSA-N n-[(1r,2s)-1-[1-(4-chlorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2,2,2-trifluoroacetamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(Cl)=CC=2)[C@H](C)NC(=O)C(F)(F)F)=C1 QHOYQISDXKHVBX-WNSKOXEYSA-N 0.000 claims 1
- XQQUQHOFFVJFOO-FYSMJZIKSA-N n-[(1r,2s)-1-[1-(4-chlorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2,2-difluoropropanamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(Cl)=CC=2)[C@H](C)NC(=O)C(C)(F)F)=C1 XQQUQHOFFVJFOO-FYSMJZIKSA-N 0.000 claims 1
- IBUUVCZEFTXHEA-PPHZAIPVSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)-6-methylindazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2,2-dimethylpropanamide Chemical compound COC1=CC=CC([C@@H](OC=2C(=CC=3N(C=4C=CC(F)=CC=4)N=CC=3C=2)C)[C@H](C)NC(=O)C(C)(C)C)=C1 IBUUVCZEFTXHEA-PPHZAIPVSA-N 0.000 claims 1
- RXKGTYVQAVZVAE-SIBVEZHUSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)-6-methylindazol-5-yl]oxy-1-phenylpropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=CC=CC=1)C(C(=CC=12)C)=CC=1C=NN2C1=CC=C(F)C=C1 RXKGTYVQAVZVAE-SIBVEZHUSA-N 0.000 claims 1
- VYBCECYGMNRCEQ-GKVSMKOHSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)-6-methylindazol-5-yl]oxy-1-phenylpropan-2-yl]-2-hydroxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)CO)C)C=1C=CC=CC=1)C(C(=CC=12)C)=CC=1C=NN2C1=CC=C(F)C=C1 VYBCECYGMNRCEQ-GKVSMKOHSA-N 0.000 claims 1
- IXYHHOIDMWESGG-KMRXNPHXSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(2,4,5-trimethylphenyl)propan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C(=CC(C)=C(C)C=1)C)C(=O)C1(C)CC1 IXYHHOIDMWESGG-KMRXNPHXSA-N 0.000 claims 1
- UTSAXHCVFGMKFB-KMRXNPHXSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(2,4,5-trimethylphenyl)propan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C(=CC(C)=C(C)C=1)C)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 UTSAXHCVFGMKFB-KMRXNPHXSA-N 0.000 claims 1
- HBZSHDYBQHVBBP-KMRXNPHXSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(2,4,5-trimethylphenyl)propan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C(=CC(C)=C(C)C=1)C)C(=O)C1=NC=C(C)S1 HBZSHDYBQHVBBP-KMRXNPHXSA-N 0.000 claims 1
- DLXMACPAHKTABS-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(2-methoxyphenyl)propan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound COC1=CC=CC=C1[C@H]([C@H](C)NC(=O)C1(C)CC1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 DLXMACPAHKTABS-QYBDOPJKSA-N 0.000 claims 1
- BAYPVDGAWNMNLW-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(2-methoxyphenyl)propan-2-yl]-2,2-dimethylpropanamide Chemical compound COC1=CC=CC=C1[C@H]([C@H](C)NC(=O)C(C)(C)C)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 BAYPVDGAWNMNLW-QYBDOPJKSA-N 0.000 claims 1
- MPEYDDVUTIDHLB-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(2-methoxyphenyl)propan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound COC1=CC=CC=C1[C@H]([C@H](C)NC(=O)C=1SC(C)=CN=1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 MPEYDDVUTIDHLB-QYBDOPJKSA-N 0.000 claims 1
- ARWKAVJBNHFKQA-AHKZPQOWSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)butan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)CC)C=1C=C(OC)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 ARWKAVJBNHFKQA-AHKZPQOWSA-N 0.000 claims 1
- FYCRSIUDXPTKAD-JYFHCDHNSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)butan-2-yl]-2-hydroxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)CO)CC)C=1C=C(OC)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 FYCRSIUDXPTKAD-JYFHCDHNSA-N 0.000 claims 1
- OKOFBKFZBXXETG-XTEPFMGCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)pentan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)CCC)C=1C=C(OC)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 OKOFBKFZBXXETG-XTEPFMGCSA-N 0.000 claims 1
- NYLRABSSLJGROT-RPLLCQBOSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)pentan-2-yl]-2-hydroxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)CO)CCC)C=1C=C(OC)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 NYLRABSSLJGROT-RPLLCQBOSA-N 0.000 claims 1
- HHCKXETZEONANU-QLXKLKPCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1,2-oxazole-3-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=NOC=C2)=C1 HHCKXETZEONANU-QLXKLKPCSA-N 0.000 claims 1
- XWKVDJPXXJDJLR-SLQAJWMNSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1,3-benzothiazole-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC3=CC=CC=C3N=2)=C1 XWKVDJPXXJDJLR-SLQAJWMNSA-N 0.000 claims 1
- NXVQYZKOQCYCOI-GKVSMKOHSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1,3-oxazole-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2OC=CN=2)=C1 NXVQYZKOQCYCOI-GKVSMKOHSA-N 0.000 claims 1
- SSSRTLVTXXEVGY-QLXKLKPCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1,3-oxazole-4-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2N=COC=2)=C1 SSSRTLVTXXEVGY-QLXKLKPCSA-N 0.000 claims 1
- RBGRWAONVSOYFP-GKVSMKOHSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1,3-thiazole-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC=CN=2)=C1 RBGRWAONVSOYFP-GKVSMKOHSA-N 0.000 claims 1
- NWUVJXKIJBDCOS-VKGTZQKMSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1,5-dimethylpyrazole-3-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=NN(C)C(C)=C2)=C1 NWUVJXKIJBDCOS-VKGTZQKMSA-N 0.000 claims 1
- WOXQCXWDFSWVNL-GEFUHLBYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1-benzothiophene-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC3=CC=CC=C3C=2)=C1 WOXQCXWDFSWVNL-GEFUHLBYSA-N 0.000 claims 1
- LBLFCUVBITZFLZ-MYUZEXMDSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1-methylimidazole-4-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2N=CN(C)C=2)=C1 LBLFCUVBITZFLZ-MYUZEXMDSA-N 0.000 claims 1
- ZSHMRFVPLVHQEL-QLXKLKPCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1-methyltriazole-4-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2N=NN(C)C=2)=C1 ZSHMRFVPLVHQEL-QLXKLKPCSA-N 0.000 claims 1
- LJAGTFUVKFQDCV-SLQAJWMNSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1h-benzimidazole-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2NC3=CC=CC=C3N=2)=C1 LJAGTFUVKFQDCV-SLQAJWMNSA-N 0.000 claims 1
- GZXAXVCEPCCXBQ-QLXKLKPCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1h-imidazole-5-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2N=CNC=2)=C1 GZXAXVCEPCCXBQ-QLXKLKPCSA-N 0.000 claims 1
- DKWNWGAKHDMDOZ-QLXKLKPCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-1h-pyrazole-5-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=NNC=C2)=C1 DKWNWGAKHDMDOZ-QLXKLKPCSA-N 0.000 claims 1
- OQGAHLUAFVPVLV-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2,2-dimethylpropanamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(C)(C)C)=C1 OQGAHLUAFVPVLV-QYBDOPJKSA-N 0.000 claims 1
- HKCVYBJKNTXYGE-VKGTZQKMSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2-(2-methoxyethoxy)acetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COCCOC)C=1C=C(OC)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 HKCVYBJKNTXYGE-VKGTZQKMSA-N 0.000 claims 1
- FHNGPUHTUWRJIA-LMKMVOKYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2-hydroxyacetamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)CO)=C1 FHNGPUHTUWRJIA-LMKMVOKYSA-N 0.000 claims 1
- HSPMUWBKTJSOGU-QLXKLKPCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=C(OC)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 HSPMUWBKTJSOGU-QLXKLKPCSA-N 0.000 claims 1
- OAJYVEUPFAMGEN-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-2-methylpropanamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(C)C)=C1 OAJYVEUPFAMGEN-QYBDOPJKSA-N 0.000 claims 1
- PEBJTQFFGULQQD-MYUZEXMDSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-3-methoxythiophene-2-carboxamide Chemical compound C1=CSC(C(=O)N[C@@H](C)[C@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)C=2C=C(OC)C=CC=2)=C1OC PEBJTQFFGULQQD-MYUZEXMDSA-N 0.000 claims 1
- VKAYQWFPVOCYJI-PPHZAIPVSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-3-methylthiophene-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=C(C=CS2)C)=C1 VKAYQWFPVOCYJI-PPHZAIPVSA-N 0.000 claims 1
- SKAIPPANMWWUCT-SLQAJWMNSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-4,5-dimethylfuran-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2OC(C)=C(C)C=2)=C1 SKAIPPANMWWUCT-SLQAJWMNSA-N 0.000 claims 1
- HQUJBNQLZYLPEY-SLQAJWMNSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-4-(trifluoromethyl)benzamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2C=CC(=CC=2)C(F)(F)F)=C1 HQUJBNQLZYLPEY-SLQAJWMNSA-N 0.000 claims 1
- NKJUMLLMTNMGPQ-QLXKLKPCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-4-methyl-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=C(N=CS2)C)=C1 NKJUMLLMTNMGPQ-QLXKLKPCSA-N 0.000 claims 1
- FSDOYDKBEJMNIY-SLQAJWMNSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-5-(methoxymethyl)thiophene-2-carboxamide Chemical compound S1C(COC)=CC=C1C(=O)N[C@@H](C)[C@@H](C=1C=C(OC)C=CC=1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 FSDOYDKBEJMNIY-SLQAJWMNSA-N 0.000 claims 1
- XXHCIZUKZPVUOM-MYUZEXMDSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-5-methyl-1,2-oxazole-3-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=NOC(C)=C2)=C1 XXHCIZUKZPVUOM-MYUZEXMDSA-N 0.000 claims 1
- KELYWULSZQMZDU-SOKVYYICSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-5-methyl-1,2-oxazole-4-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=C(ON=C2)C)=C1 KELYWULSZQMZDU-SOKVYYICSA-N 0.000 claims 1
- DYBDMWIRAGIORY-LMKMVOKYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-5-methyl-1,3,4-oxadiazole-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2OC(C)=NN=2)=C1 DYBDMWIRAGIORY-LMKMVOKYSA-N 0.000 claims 1
- TVVQXAFZBKYJEH-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC(C)=CN=2)=C1 TVVQXAFZBKYJEH-QYBDOPJKSA-N 0.000 claims 1
- CSXURSGGXNZWNP-SOKVYYICSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-5-methyl-1,3-thiazole-4-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=C(SC=N2)C)=C1 CSXURSGGXNZWNP-SOKVYYICSA-N 0.000 claims 1
- QHNOQXLEDJHUSC-VKGTZQKMSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-5-methylthiophene-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC(C)=CC=2)=C1 QHNOQXLEDJHUSC-VKGTZQKMSA-N 0.000 claims 1
- RFPBDVDZCUXTSC-GKVSMKOHSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]-n',n'-dimethyloxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(=O)N(C)C)=C1 RFPBDVDZCUXTSC-GKVSMKOHSA-N 0.000 claims 1
- YADSBMTVZPWFEA-VKGTZQKMSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]cyclopentanecarboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2CCCC2)=C1 YADSBMTVZPWFEA-VKGTZQKMSA-N 0.000 claims 1
- DHDOUQBAPCNMFL-MYUZEXMDSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]furan-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2OC=CC=2)=C1 DHDOUQBAPCNMFL-MYUZEXMDSA-N 0.000 claims 1
- IZXXGPPCXUKIJP-WRGVRERRSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]pyrazolo[1,5-a]pyridine-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=NN3C=CC=CC3=C2)=C1 IZXXGPPCXUKIJP-WRGVRERRSA-N 0.000 claims 1
- KKXVWGKDEZNTGV-VKGTZQKMSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]pyridine-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2N=CC=CC=2)=C1 KKXVWGKDEZNTGV-VKGTZQKMSA-N 0.000 claims 1
- JGBIGPRWSYNXRX-MYUZEXMDSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]pyrimidine-4-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2N=CN=CC=2)=C1 JGBIGPRWSYNXRX-MYUZEXMDSA-N 0.000 claims 1
- FRFIBGKOAMCGIE-MYUZEXMDSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]thiophene-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C=2SC=CC=2)=C1 FRFIBGKOAMCGIE-MYUZEXMDSA-N 0.000 claims 1
- BCOVPFOKPOFXMT-MYUZEXMDSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]thiophene-3-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2=CSC=C2)=C1 BCOVPFOKPOFXMT-MYUZEXMDSA-N 0.000 claims 1
- JUYZHFVETIGBAI-SIBVEZHUSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methylphenyl)propan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(C)C=CC=1)C(=O)C1(C)CC1 JUYZHFVETIGBAI-SIBVEZHUSA-N 0.000 claims 1
- SHUFRHWZNGVQAX-SIBVEZHUSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methylphenyl)propan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=C(C)C=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 SHUFRHWZNGVQAX-SIBVEZHUSA-N 0.000 claims 1
- ODPKEXLIIQYNCT-SIBVEZHUSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methylphenyl)propan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=C(C)C=CC=1)C(=O)C1=NC=C(C)S1 ODPKEXLIIQYNCT-SIBVEZHUSA-N 0.000 claims 1
- GSRARBZKOFISMP-PPHZAIPVSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methoxy-2-methylphenyl)propan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound CC1=CC(OC)=CC=C1[C@H]([C@H](C)NC(=O)C1(C)CC1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 GSRARBZKOFISMP-PPHZAIPVSA-N 0.000 claims 1
- DPRGTHGNHXUJMG-MMTVBGGISA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methoxy-3,5-dimethylphenyl)propan-2-yl]-1-methylcyclopropane-1-carboxamide Chemical compound C1=C(C)C(OC)=C(C)C=C1[C@H]([C@H](C)NC(=O)C1(C)CC1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 DPRGTHGNHXUJMG-MMTVBGGISA-N 0.000 claims 1
- FHMFWSHVOSXXBJ-MMTVBGGISA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methoxy-3,5-dimethylphenyl)propan-2-yl]-5-methyl-1,3-thiazole-2-carboxamide Chemical compound C1=C(C)C(OC)=C(C)C=C1[C@H]([C@H](C)NC(=O)C=1SC(C)=CN=1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 FHMFWSHVOSXXBJ-MMTVBGGISA-N 0.000 claims 1
- UTIAAIRJWCYRAO-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methoxyphenyl)propan-2-yl]-2,2-dimethylpropanamide Chemical compound C1=CC(OC)=CC=C1[C@H]([C@H](C)NC(=O)C(C)(C)C)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 UTIAAIRJWCYRAO-QYBDOPJKSA-N 0.000 claims 1
- FCIMXXBBOCXVRL-LMKMVOKYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methylsulfanylphenyl)propan-2-yl]-2-hydroxyacetamide Chemical compound C1=CC(SC)=CC=C1[C@H]([C@H](C)NC(=O)CO)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 FCIMXXBBOCXVRL-LMKMVOKYSA-N 0.000 claims 1
- IFCQQPAPZSVFTN-QLXKLKPCSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methylsulfanylphenyl)propan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=CC(SC)=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 IFCQQPAPZSVFTN-QLXKLKPCSA-N 0.000 claims 1
- WWWKKFOVJNHTTL-LMKMVOKYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methylsulfonylphenyl)propan-2-yl]-2-hydroxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)CO)C)C=1C=CC(=CC=1)S(C)(=O)=O)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 WWWKKFOVJNHTTL-LMKMVOKYSA-N 0.000 claims 1
- PBCKRCUAGFEUDK-MMTVBGGISA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-propylphenyl)propan-2-yl]-2,2-dimethylpropanamide Chemical compound C1=CC(CCC)=CC=C1[C@H]([C@H](C)NC(=O)C(C)(C)C)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 PBCKRCUAGFEUDK-MMTVBGGISA-N 0.000 claims 1
- UGXFIWUDUGTYFR-FYSMJZIKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-[4-(trifluoromethyl)phenyl]propan-2-yl]-1-hydroxycyclopropane-1-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC(=CC=1)C(F)(F)F)C(=O)C1(O)CC1 UGXFIWUDUGTYFR-FYSMJZIKSA-N 0.000 claims 1
- PCQDBIVQNKOKDN-OWJWWREXSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-[4-(trifluoromethyl)phenyl]propan-2-yl]-2-hydroxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)CO)C)C=1C=CC(=CC=1)C(F)(F)F)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 PCQDBIVQNKOKDN-OWJWWREXSA-N 0.000 claims 1
- USVDDASFSHKANS-LMKMVOKYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-[4-(trifluoromethyl)phenyl]propan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=CC(=CC=1)C(F)(F)F)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 USVDDASFSHKANS-LMKMVOKYSA-N 0.000 claims 1
- IOXNCRCNSPCAHN-LMKMVOKYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-[4-(trifluoromethyl)phenyl]propan-2-yl]propanamide Chemical compound O([C@@H]([C@H](C)NC(=O)CC)C=1C=CC(=CC=1)C(F)(F)F)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 IOXNCRCNSPCAHN-LMKMVOKYSA-N 0.000 claims 1
- MCRCEIUYWZNBLE-AZGAKELHSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylbutan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)CC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 MCRCEIUYWZNBLE-AZGAKELHSA-N 0.000 claims 1
- HOQZRKDYNVZZOC-WIOPSUGQSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylbutan-2-yl]-2-hydroxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)CO)CC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 HOQZRKDYNVZZOC-WIOPSUGQSA-N 0.000 claims 1
- FWNMLDIZUQELRC-AHKZPQOWSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpentan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)CCC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 FWNMLDIZUQELRC-AHKZPQOWSA-N 0.000 claims 1
- ATZZBNBEMBUHAD-JYFHCDHNSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpentan-2-yl]-2-hydroxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)CO)CCC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 ATZZBNBEMBUHAD-JYFHCDHNSA-N 0.000 claims 1
- JZIVIKFFTCIHGU-BVZFJXPGSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-2,2-dimethylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)C)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 JZIVIKFFTCIHGU-BVZFJXPGSA-N 0.000 claims 1
- KYKHSQPKRKXQFW-XDHUDOTRSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-2-hydroxy-2-methylpropanamide Chemical compound O([C@@H]([C@@H](NC(=O)C(C)(C)O)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 KYKHSQPKRKXQFW-XDHUDOTRSA-N 0.000 claims 1
- DGKMFVORYILZDU-FYSMJZIKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-2-hydroxyacetamide Chemical compound O([C@@H]([C@@H](NC(=O)CO)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 DGKMFVORYILZDU-FYSMJZIKSA-N 0.000 claims 1
- AWRRQOMNYKXVJW-GKVSMKOHSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-2-methoxyacetamide Chemical compound O([C@@H]([C@H](C)NC(=O)COC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 AWRRQOMNYKXVJW-GKVSMKOHSA-N 0.000 claims 1
- YYDVGKXZBSRNET-BVZFJXPGSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-2-methylpropanamide Chemical compound O([C@@H]([C@H](C)NC(=O)C(C)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 YYDVGKXZBSRNET-BVZFJXPGSA-N 0.000 claims 1
- RQLBLLQGEKLEHK-JRPXNJEYSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-2-phenylacetamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC=CC=1)C(=O)CC1=CC=CC=C1 RQLBLLQGEKLEHK-JRPXNJEYSA-N 0.000 claims 1
- BUFVZNUJJVOXAZ-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-3-methoxypropanamide Chemical compound O([C@@H]([C@H](C)NC(=O)CCOC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 BUFVZNUJJVOXAZ-QYBDOPJKSA-N 0.000 claims 1
- NTIWGYAIYKDWAV-FYSMJZIKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-5-methyl-1,3,4-oxadiazole-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC=CC=1)C(=O)C1=NN=C(C)O1 NTIWGYAIYKDWAV-FYSMJZIKSA-N 0.000 claims 1
- PBDVQJSHALGZGV-FYSMJZIKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]acetamide Chemical compound O([C@@H]([C@@H](NC(C)=O)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 PBDVQJSHALGZGV-FYSMJZIKSA-N 0.000 claims 1
- PBVAUALHFQEWGB-MMTVBGGISA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]benzamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 PBVAUALHFQEWGB-MMTVBGGISA-N 0.000 claims 1
- YDHPXRDVQADYFY-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]butanamide Chemical compound O([C@@H]([C@H](C)NC(=O)CCC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 YDHPXRDVQADYFY-QYBDOPJKSA-N 0.000 claims 1
- PZVBGSMYBYFZRP-QYBDOPJKSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]cyclobutanecarboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC=CC=1)C(=O)C1CCC1 PZVBGSMYBYFZRP-QYBDOPJKSA-N 0.000 claims 1
- LHGZZJGIBXDYEH-GKVSMKOHSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]cyclopropanecarboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C=1C=CC=CC=1)C(=O)C1CC1 LHGZZJGIBXDYEH-GKVSMKOHSA-N 0.000 claims 1
- MVPPFJVQZYVRTK-GKVSMKOHSA-N n-[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-phenylpropan-2-yl]propanamide Chemical compound O([C@@H]([C@H](C)NC(=O)CC)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 MVPPFJVQZYVRTK-GKVSMKOHSA-N 0.000 claims 1
- UKBXCLRTSVJLGG-RBZFPXEDSA-N n-[(1r,2s)-1-[1-(6-chloropyridazin-3-yl)indazol-5-yl]oxy-1-phenylpropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=C(Cl)N=N1 UKBXCLRTSVJLGG-RBZFPXEDSA-N 0.000 claims 1
- NIKKERZGOSHRSJ-BVZFJXPGSA-N n-[(1r,2s)-1-[1-[3-[(dimethylamino)methyl]phenyl]indazol-5-yl]oxy-1-phenylpropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC=CC=1)C(C=C1C=N2)=CC=C1N2C1=CC=CC(CN(C)C)=C1 NIKKERZGOSHRSJ-BVZFJXPGSA-N 0.000 claims 1
- UOSGTNPTWNYWGF-GKVSMKOHSA-N n-[(1r,2s)-1-[4-(ethylsulfanylmethyl)phenyl]-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2,2,2-trifluoroacetamide Chemical compound C1=CC(CSCC)=CC=C1[C@H]([C@H](C)NC(=O)C(F)(F)F)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 UOSGTNPTWNYWGF-GKVSMKOHSA-N 0.000 claims 1
- BHHHDYNUGFIMDX-MYUZEXMDSA-N n-[(1r,2s)-1-[4-(ethylsulfanylmethyl)phenyl]-1-[1-(4-fluorophenyl)indazol-5-yl]oxypropan-2-yl]-2-hydroxyacetamide Chemical compound C1=CC(CSCC)=CC=C1[C@H]([C@H](C)NC(=O)CO)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 BHHHDYNUGFIMDX-MYUZEXMDSA-N 0.000 claims 1
- GAFLJEVTHSEZIF-XMHCIUCPSA-N n-[(1r,2s)-1-[6-chloro-1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-fluorophenyl)propan-2-yl]-2,2,2-trifluoroacetamide Chemical compound O([C@@H]([C@@H](NC(=O)C(F)(F)F)C)C=1C=CC(F)=CC=1)C(C(=CC=12)Cl)=CC=1C=NN2C1=CC=C(F)C=C1 GAFLJEVTHSEZIF-XMHCIUCPSA-N 0.000 claims 1
- MTFVJNGCHVSRJN-HAWMADMCSA-N n-[(1r,2s)-1-[[3-(4-fluorophenyl)-1h-indazol-5-yl]oxy]-1-(3-methoxyphenyl)propan-2-yl]-3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxamide Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C(C=4C=CC(F)=CC=4)=NNC3=CC=2)[C@H](C)NC(=O)C2=C(C=C(S2)C(F)(F)F)O)=C1 MTFVJNGCHVSRJN-HAWMADMCSA-N 0.000 claims 1
- MDZBVUPJXYLDMJ-BVZFJXPGSA-N n-[(1r,2s)-1-phenyl-1-(1-pyridin-3-ylindazol-5-yl)oxypropan-2-yl]furan-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=NC=CC=1)C=1C=CC=CC=1)C(=O)C1=CC=CO1 MDZBVUPJXYLDMJ-BVZFJXPGSA-N 0.000 claims 1
- NVVYDBFOKXFKJQ-BVZFJXPGSA-N n-[(1r,2s)-1-phenyl-1-(1-pyridin-4-ylindazol-5-yl)oxypropan-2-yl]furan-2-carboxamide Chemical compound N([C@@H](C)[C@H](OC=1C=C2C=NN(C2=CC=1)C=1C=CN=CC=1)C=1C=CC=CC=1)C(=O)C1=CC=CO1 NVVYDBFOKXFKJQ-BVZFJXPGSA-N 0.000 claims 1
- YDRQCGICZKAGCQ-PUAOIOHZSA-N n-[(1s,2r)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(6-methoxypyridin-3-yl)propan-2-yl]cyclopropanecarboxamide Chemical compound C1=NC(OC)=CC=C1[C@@H]([C@@H](C)NC(=O)C1CC1)OC1=CC=C(N(N=C2)C=3C=CC(F)=CC=3)C2=C1 YDRQCGICZKAGCQ-PUAOIOHZSA-N 0.000 claims 1
- YJSZJXGGDUYBNI-XADRRFQNSA-N n-[(2s)-1-(3-fluorophenyl)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-3-hydroxypropan-2-yl]-2-methoxyacetamide Chemical compound C=1C=CC(F)=CC=1C([C@H](CO)NC(=O)COC)OC(C=C1C=N2)=CC=C1N2C1=CC=C(F)C=C1 YJSZJXGGDUYBNI-XADRRFQNSA-N 0.000 claims 1
- LMDAHWZRYQWPOI-AFMDSPMNSA-N n-[(2s,3r)-3-[1-(4-fluorophenyl)indazol-5-yl]oxy-4-phenylbutan-2-yl]-2,2-dimethylpropanamide Chemical compound C([C@H]([C@@H](NC(=O)C(C)(C)C)C)OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C1=CC=CC=C1 LMDAHWZRYQWPOI-AFMDSPMNSA-N 0.000 claims 1
- QEZTVRKSHNBDSD-BXKMTCNYSA-N n-[(2s,3r)-3-[1-(4-fluorophenyl)indazol-5-yl]oxy-4-phenylbutan-2-yl]-2-hydroxyacetamide Chemical compound C([C@H]([C@@H](NC(=O)CO)C)OC=1C=C2C=NN(C2=CC=1)C=1C=CC(F)=CC=1)C1=CC=CC=C1 QEZTVRKSHNBDSD-BXKMTCNYSA-N 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- SOWBFZRMHSNYGE-UHFFFAOYSA-M oxamate Chemical compound NC(=O)C([O-])=O SOWBFZRMHSNYGE-UHFFFAOYSA-M 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- RVVYLXHNVPWPLE-QYBDOPJKSA-N tert-butyl 2-[[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]amino]-2-oxoacetate Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C(=O)OC(C)(C)C)=C1 RVVYLXHNVPWPLE-QYBDOPJKSA-N 0.000 claims 1
- OFEDVMNLLWFGGY-CWNJYSJBSA-N tert-butyl 3-[[(1r,2s)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]carbamoyl]pyrrolidine-1-carboxylate Chemical compound COC1=CC=CC([C@@H](OC=2C=C3C=NN(C3=CC=2)C=2C=CC(F)=CC=2)[C@H](C)NC(=O)C2CN(CC2)C(=O)OC(C)(C)C)=C1 OFEDVMNLLWFGGY-CWNJYSJBSA-N 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004971 nitroalkyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/04—Antipruritics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/14—Drugs for dermatological disorders for baldness or alopecia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/22—Anxiolytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/14—Drugs for disorders of the endocrine system of the thyroid hormones, e.g. T3, T4
- A61P5/16—Drugs for disorders of the endocrine system of the thyroid hormones, e.g. T3, T4 for decreasing, blocking or antagonising the activity of the thyroid hormones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Immunology (AREA)
- Neurology (AREA)
- Pulmonology (AREA)
- Physical Education & Sports Medicine (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Cardiology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Dermatology (AREA)
- Endocrinology (AREA)
- Oncology (AREA)
- Pain & Pain Management (AREA)
- Obesity (AREA)
- Psychiatry (AREA)
- Urology & Nephrology (AREA)
- Child & Adolescent Psychology (AREA)
- Epidemiology (AREA)
- Ophthalmology & Optometry (AREA)
- Vascular Medicine (AREA)
- Transplantation (AREA)
- Gastroenterology & Hepatology (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US87118406P | 2006-12-21 | 2006-12-21 | |
US94174507P | 2007-06-04 | 2007-06-04 | |
US97852607P | 2007-10-09 | 2007-10-09 | |
PCT/SE2007/001136 WO2008076048A1 (en) | 2006-12-21 | 2007-12-20 | Indazolyl ester and amide derivatives for the treatment of glucocorticoid receptor mediated disorders |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20120656T1 true HRP20120656T1 (hr) | 2012-09-30 |
Family
ID=39536557
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20120656TT HRP20120656T1 (hr) | 2006-12-21 | 2012-08-13 | Derivati indazolil amida za liječenje poremećaja posredovanih glukokortikoidnim receptorom |
Country Status (37)
Country | Link |
---|---|
US (4) | US7728030B2 (ru) |
EP (1) | EP2102169B1 (ru) |
JP (2) | JP5119267B2 (ru) |
KR (1) | KR20090091354A (ru) |
CN (1) | CN101611015B (ru) |
AR (1) | AR064505A1 (ru) |
AU (1) | AU2007334659B2 (ru) |
CA (1) | CA2673277A1 (ru) |
CL (1) | CL2007003804A1 (ru) |
CR (1) | CR10875A (ru) |
CY (1) | CY1113269T1 (ru) |
DK (1) | DK2102169T3 (ru) |
DO (1) | DOP2009000148A (ru) |
EA (1) | EA016895B1 (ru) |
EC (1) | ECSP099452A (ru) |
ES (1) | ES2387584T3 (ru) |
GT (1) | GT200900175A (ru) |
HK (2) | HK1133651A1 (ru) |
HR (1) | HRP20120656T1 (ru) |
IL (1) | IL198880A (ru) |
JO (1) | JO2754B1 (ru) |
MA (1) | MA31087B1 (ru) |
MX (1) | MX2009006540A (ru) |
MY (1) | MY153270A (ru) |
NO (1) | NO20092723L (ru) |
NZ (1) | NZ577186A (ru) |
PE (1) | PE20081838A1 (ru) |
PL (1) | PL2102169T3 (ru) |
PT (1) | PT2102169E (ru) |
RS (1) | RS52411B (ru) |
SA (1) | SA07280740B1 (ru) |
SV (1) | SV2009003305A (ru) |
TN (1) | TN2009000250A1 (ru) |
TW (1) | TWI417094B (ru) |
UY (1) | UY30824A1 (ru) |
WO (1) | WO2008076048A1 (ru) |
ZA (1) | ZA200903654B (ru) |
Families Citing this family (42)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2866886B1 (fr) * | 2004-02-26 | 2007-08-31 | Sanofi Synthelabo | Derives d'aryl-et d'heteroaryl-akylcarbamates, leur preparation et leur application en therapeutique |
TW200829578A (en) | 2006-11-23 | 2008-07-16 | Astrazeneca Ab | Chemical compounds 537 |
JO2754B1 (en) | 2006-12-21 | 2014-03-15 | استرازينكا ايه بي | Amylendazoleil derivatives for the treatment of glucocorticoid-mediated disorders |
TWI445705B (zh) | 2008-05-20 | 2014-07-21 | Astrazeneca Ab | 經苯基及苯并二基取代之吲唑衍生物 |
WO2009142588A1 (en) * | 2008-05-20 | 2009-11-26 | Astrazeneca Ab | Combination of (a) a chemokine receptor 1 (ccr1) antagonist and (b) glucocorticoid receptor modulator |
WO2009142589A1 (en) * | 2008-05-20 | 2009-11-26 | Astrazeneca Ab | Combination of (a) glucocorticoid receptor modulator and (b) a muscarinic antagonist |
WO2009142568A1 (en) * | 2008-05-20 | 2009-11-26 | Astrazeneca Ab | Combination of (a) glucocorticoid receptor modulator and (b) a b2-agonist |
WO2010008341A1 (en) * | 2008-07-16 | 2010-01-21 | Astrazeneca Ab | A combination of (a) glucocorticoid receptor modulator and (b) a muscarinic antagonist |
WO2010138421A1 (en) * | 2009-05-27 | 2010-12-02 | Merck Sharp & Dohme Corp. | HEXAHYDROCYCLOPENTYL[f]INDAZOLE REVERSED AMIDES AND DERIVATIVES AS SELECTIVE GLUCOCORTICOID RECEPTOR MODULATORS |
US9284301B2 (en) | 2010-03-25 | 2016-03-15 | Merck Sharp & Dohme Corp. | Soluble guanylate cyclase activators |
GB201016912D0 (en) | 2010-10-07 | 2010-11-24 | Astrazeneca Ab | Novel combination |
GB201021979D0 (en) | 2010-12-23 | 2011-02-02 | Astrazeneca Ab | New compound |
GB201021992D0 (en) | 2010-12-23 | 2011-02-02 | Astrazeneca Ab | Compound |
JP2014527955A (ja) | 2011-06-29 | 2014-10-23 | アストラゼネカ・アクチエボラーグAstrazeneca Aktiebolag | 糖質コルチコイド介在性障害の処置のための、インダゾリルアミド誘導体の結晶形 |
WO2015058021A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
CA2925952A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
BR112016008070B8 (pt) | 2013-10-17 | 2022-08-23 | Dow Agrosciences Llc | Compostos pesticidas, e seus processos de preparação |
WO2015058026A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
CN105636443A (zh) | 2013-10-17 | 2016-06-01 | 美国陶氏益农公司 | 制备杀虫化合物的方法 |
JP2016539092A (ja) | 2013-10-17 | 2016-12-15 | ダウ アグロサイエンシィズ エルエルシー | 有害生物防除性化合物の製造方法 |
CA2925914A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
KR20170038785A (ko) | 2014-07-31 | 2017-04-07 | 다우 아그로사이언시즈 엘엘씨 | 3-(3-클로로-1h-피라졸-1-일)피리딘의 제조 방법 |
US9249122B1 (en) | 2014-07-31 | 2016-02-02 | Dow Agrosciences Llc | Process for the preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine |
JP2017523168A (ja) | 2014-07-31 | 2017-08-17 | ダウ アグロサイエンシィズ エルエルシー | 3−(3−クロロ−1h−ピラゾール−1−イル)ピリジンの製造方法 |
JP2017525703A (ja) | 2014-08-19 | 2017-09-07 | ダウ アグロサイエンシィズ エルエルシー | 3−(3−クロロ−1h−ピラゾール−1−イル)ピリジンの調製方法 |
BR112017004613A2 (pt) | 2014-09-12 | 2017-12-05 | Dow Agrosciences Llc | processo para a preparação de 3-(3-cloro-1h-pirazol-1-il)piridina |
FR3026105B1 (fr) * | 2014-09-24 | 2019-04-19 | Greenpharma | Composition contenant au moins un inhibiteur de certaines chimiokines, son procede d'obtention et son utilisation dermocosmetique ou pharmaceutique |
SG11201702225VA (en) * | 2014-09-26 | 2017-04-27 | Astrazeneca Ab | 1-alkyl-6-oxo-1,6-dihydropyridin-3-yl compounds and use as sgrm modulators |
DK3350175T3 (da) | 2015-09-15 | 2020-02-03 | Leo Pharma As | Ikke-steroidale glucocorticoidreceptormodulatorer til lokal lægemiddelafgivelse |
WO2017161518A1 (en) | 2016-03-23 | 2017-09-28 | Astrazeneca Ab | New physical form |
CN110325036B (zh) | 2016-12-29 | 2021-10-26 | 美国陶氏益农公司 | 用于制备杀虫化合物的方法 |
JP2020503336A (ja) | 2016-12-29 | 2020-01-30 | ダウ アグロサイエンシィズ エルエルシー | 殺有害生物化合物の調製方法 |
WO2019121606A1 (en) | 2017-12-18 | 2019-06-27 | Grünenthal GmbH | Substituted pyrrolidine amides i |
TW201927769A (zh) | 2017-12-18 | 2019-07-16 | 德商歌林達有限公司 | 經取代之吡咯啶醯胺ii |
US20200223840A1 (en) | 2019-01-11 | 2020-07-16 | Gruenenthal Gmbh | Substituted pyrrolidine amides iii |
CN113382730A (zh) | 2019-01-22 | 2021-09-10 | 阿克里斯生物医药有限公司 | 用于治疗受损的皮肤伤口愈合的选择性糖皮质激素受体修饰剂 |
EP3986886A2 (en) | 2019-06-19 | 2022-04-27 | Grünenthal GmbH | Substituted pyrrolidine amides v |
EP3986885B1 (en) | 2019-06-19 | 2023-05-03 | Grünenthal GmbH | Substituted pyrrolidine amides iv |
US20230167068A1 (en) * | 2019-12-31 | 2023-06-01 | Medshine Discovery Inc. | Benzopyrazole compound |
EP4178954A1 (en) | 2020-07-09 | 2023-05-17 | Grünenthal GmbH | Substituted pyrrolidine amines and amides as mediator of the glucocortoid receptor |
EP4365171A1 (en) * | 2021-06-28 | 2024-05-08 | Medshine Discovery Inc. | Crystal form of triazolopyridine-substituted indazole compound and preparation method therefor |
KR102571432B1 (ko) * | 2023-02-08 | 2023-08-29 | 주식회사 에스씨엘테라퓨틱스 | 인다졸릴에스테르 및 아미드 유도체를 포함하는 암 치료용 조성물 |
Family Cites Families (76)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3992441A (en) * | 1972-12-26 | 1976-11-16 | Pfizer Inc. | Sulfamylbenzoic acids |
DE3000377A1 (de) * | 1980-01-07 | 1981-07-09 | Boehringer Mannheim Gmbh, 6800 Mannheim | Neue sulfonamide, verfahren zu deren herstellung sowie diese verbindungen enthaltende arzneimittel |
DE3514696A1 (de) | 1985-04-24 | 1986-11-06 | Bayer Ag, 5090 Leverkusen | N-indolylethyl-sulfonsaeureamide, verfahren zu ihrer herstellung und ihre verwendung |
DE3535167A1 (de) * | 1985-10-02 | 1987-04-09 | Boehringer Mannheim Gmbh | Neue sulfonyl-phenyl(alkyl)amine, verfahren zu ihrer herstellung sowie arzneimittel |
DE3632329A1 (de) | 1986-09-24 | 1988-03-31 | Bayer Ag | Substituierte phenylsulfonamide |
TW224462B (ru) | 1992-02-24 | 1994-06-01 | Squibb & Sons Inc | |
NZ247440A (en) | 1992-05-06 | 1995-04-27 | Squibb & Sons Inc | Phenyl sulphonamide derivatives, preparation and pharmaceutical compositions thereof |
CA2114981A1 (en) | 1993-02-09 | 1994-08-10 | Kazumi Ogata | Quinolonecarboxylic acid derivatives |
DE4323916A1 (de) | 1993-07-16 | 1995-01-19 | Basf Ag | Substituierte 2-Phenylpyridine |
US5834462A (en) | 1993-07-26 | 1998-11-10 | Eisai Co., Ltd. | Tricyclic heterocyclic sulfonamide and sulfonic ester derivatives |
GB9504854D0 (en) * | 1994-03-31 | 1995-04-26 | Zeneca Ltd | Nitrogen derivatives |
US5545669A (en) | 1994-06-02 | 1996-08-13 | Adams; Jerry L. | Anti-inflammatory compounds |
GB9417532D0 (en) | 1994-08-31 | 1994-10-19 | Zeneca Ltd | Aromatic compounds |
WO1996036595A1 (en) | 1995-05-19 | 1996-11-21 | Chiroscience Limited | 3,4-disubstituted-phenylsulphonamides and their therapeutic use |
TW523506B (en) | 1996-12-18 | 2003-03-11 | Ono Pharmaceutical Co | Sulfonamide or carbamide derivatives and drugs containing the same as active ingredients |
TW542822B (en) | 1997-01-17 | 2003-07-21 | Ajinomoto Kk | Benzamidine derivatives |
CO4980885A1 (es) | 1997-12-29 | 2000-11-27 | Ortho Mcneil Pharm Inc | Compuestos de trifenilpropanamida utiles en el tratamiento de inflamaciones y metodos para preparar dicho compuesto |
ES2317688T3 (es) | 1998-01-29 | 2009-04-16 | Amgen Inc. | Moduladores ppar-gamma. |
DE19856475A1 (de) * | 1998-11-27 | 2000-05-31 | Schering Ag | Nichtsteroidale Entzündungshemmer |
KR20020002501A (ko) | 1999-05-13 | 2002-01-09 | 시오노 요시히코 | 당뇨병의 예방 또는 치료약 |
US6569885B1 (en) | 1999-12-23 | 2003-05-27 | Icos Corporation | Cyclic AMP-specific phosphodiesterase inhibitors |
ES2230353T3 (es) | 2000-09-11 | 2005-05-01 | Pfizer Products Inc. | Derivados de resorcinol. |
FR2815030A1 (fr) | 2000-10-05 | 2002-04-12 | Lipha | Derives nitroso de la diphenylamine, compositions pharmaceutiques les contenant et leur utilisation pour la preparation de medicaments |
EP1427707A1 (en) * | 2001-09-19 | 2004-06-16 | Pharmacia Corporation | Substituted indazole compounds for the treatment of inflammation |
CA2460594A1 (en) | 2001-10-01 | 2003-04-10 | Taisho Pharmaceutical Co., Ltd. | Mch receptor antagonists |
MXPA04004830A (es) | 2001-11-22 | 2004-07-30 | Ono Pharmaceutical Co | Compuestos derivados de piperidin-2-ona, y composiciones farmaceuticas que los contienen como ingredientes activos. |
BR0307599A (pt) | 2002-03-13 | 2005-02-01 | Janssen Pharmaceutica Nv | Derivados de sulfonilamino como inibidores de histona deacetilase |
US7282591B2 (en) | 2002-04-11 | 2007-10-16 | Merck & Co., Inc. | 1h-benzo{f}indazol-5-yl derivatives as selective glucocorticoid receptor modulators |
EP2402310A1 (en) | 2002-05-24 | 2012-01-04 | Millennium Pharmaceuticals, Inc. | CCR9 inhibitors and methods of use thereof |
NL1021182C2 (nl) * | 2002-07-30 | 2004-02-03 | Xpar Vision B V | Analysesysteem en werkwijze voor het analyseren en controleren van een productieproces voor glasproducten. |
US20050113450A1 (en) | 2002-08-23 | 2005-05-26 | Atli Thorarensen | Antibacterial agents |
JP4619786B2 (ja) * | 2002-08-29 | 2011-01-26 | ベーリンガー インゲルハイム ファーマシューティカルズ インコーポレイテッド | 炎症性、アレルギー性及び増殖性疾患の治療において糖質コルチコイドミメティックスとして使用するための3−(スルホンアミドエチル)−インドール誘導体 |
US6894061B2 (en) | 2002-12-04 | 2005-05-17 | Wyeth | Substituted dihydrophenanthridinesulfonamides |
AU2004212985B2 (en) | 2003-02-20 | 2010-10-14 | Encysive Pharmaceuticals Inc. | Phenylenediamine urotensin-II receptor antagonists and CCR-9 antagonists |
GB0308466D0 (en) | 2003-04-11 | 2003-05-21 | Novartis Ag | Organic compounds |
US20040235892A1 (en) * | 2003-05-22 | 2004-11-25 | Yujia Dai | Indazole and benzisoxazole kinase inhibitors |
US7297709B2 (en) * | 2003-05-22 | 2007-11-20 | Abbott Laboratories | Indazole, benzisoxazole, and benzisothiazole kinase inhibitors |
CN1798733A (zh) | 2003-06-10 | 2006-07-05 | 凯利普西斯公司 | 作为组蛋白脱乙酰基酶抑制剂的疾病治疗用羰基化合物 |
EP1643960A2 (en) | 2003-07-02 | 2006-04-12 | Merck & Co., Inc. | Arylsulfonamide derivatives |
BRPI0417687A (pt) | 2003-12-19 | 2007-04-03 | Pfizer | derivados de benzenossulfonilamino-piridin-2-ila e compostos relacionados como inibidores de 11-beta-hidroxiesteróide desidrogenase tipo 1 (11-beta-hsd-1) para o tratamento de diabetes e obesidade |
JP2005263787A (ja) | 2004-02-17 | 2005-09-29 | Ishihara Sangyo Kaisha Ltd | アミド系化合物又はその塩、並びにそれらを含有するサイトカイン産生抑制剤 |
US20050250820A1 (en) | 2004-03-08 | 2005-11-10 | Amgen Inc. | Therapeutic modulation of PPARgamma activity |
DE102004028862A1 (de) * | 2004-06-15 | 2005-12-29 | Merck Patent Gmbh | 3-Aminoindazole |
SE0402635D0 (sv) | 2004-10-29 | 2004-10-29 | Astrazeneca Ab | Chemical compounds |
US20090093485A1 (en) | 2004-10-29 | 2009-04-09 | Astrazeneca Ab | Novel Sulphonamide Derivatives as Glucocorticoid Receptor Modulators for the Treatment of Inflammatory Diseases |
WO2006108699A1 (en) * | 2005-04-14 | 2006-10-19 | Glaxo Group Limited | Indazoles as glucocorticoid receptor ligands |
BRPI0611620A2 (pt) * | 2005-06-10 | 2009-01-13 | Boehringer Ingelheim Int | mimÉticos de glicocorticàide, mÉtodos de fazÊ-los, composiÇÕes farmacÊuticas e usos dos mesmos |
US7888381B2 (en) | 2005-06-14 | 2011-02-15 | Bristol-Myers Squibb Company | Modulators of glucocorticoid receptor, AP-1, and/or NF-κB activity, and use thereof |
TW200815361A (en) * | 2005-10-20 | 2008-04-01 | Astrazeneca Ab | Chemical compounds |
GB0522880D0 (en) | 2005-11-09 | 2005-12-21 | Glaxo Group Ltd | Novel compounds |
WO2007114763A1 (en) | 2006-03-31 | 2007-10-11 | Astrazeneca Ab | Sulphonamide derivates as modulators of the glucocorticoid receptor |
BRPI0710240A2 (pt) * | 2006-04-20 | 2011-08-09 | Glaxo Group Ltd | composto, uso de um composto, método para o tratamento de um paciente humano ou animal com uma condição ou doença, composição farmacêutica, combinação, e, processo para a preparação de um composto |
EP2043646B1 (en) | 2006-07-14 | 2012-05-16 | Eli Lilly And Company | (E)-N-{3-(8-Chloro-11H-10-oxa-1-aza- dibenzo[a,d]cyclohepten-5-ylidene)-propyl]-phenyl} -methanesulfonamide as a GLUCOCORTICOID RECEPTOR MODULATOR AND METHODS OF USE |
GB0620385D0 (en) | 2006-10-13 | 2006-11-22 | Glaxo Group Ltd | Novel compounds |
GB0620406D0 (en) | 2006-10-13 | 2006-11-22 | Glaxo Group Ltd | Novel compounds |
WO2008051532A1 (en) | 2006-10-23 | 2008-05-02 | Merck & Co., Inc. | 2-[1-phenyl-5-hydroxy or methoxy-4alpha-methyl-hexahydroclopenta[f]indazol-5-yl]ethyl phenyl derivatives as glucocorticoid receptor ligands |
WO2008057857A1 (en) | 2006-11-01 | 2008-05-15 | Bristol-Myers Squibb Company | MODULATORS OF GLUCOCORTICOID RECEPTOR, AP-1, AND/OR NF-ϰB ACTIVITY AND USE THEREOF |
EP2094692B1 (en) | 2006-11-01 | 2012-11-28 | Bristol-Myers Squibb Company | Modulators of glucocorticoid receptor, ap-1 and/or nf-kappab activity and use thereof |
TW200829578A (en) | 2006-11-23 | 2008-07-16 | Astrazeneca Ab | Chemical compounds 537 |
KR20090097908A (ko) | 2006-12-06 | 2009-09-16 | 베링거 인겔하임 인터내셔날 게엠베하 | 글루코코르티코이드 모사물, 이의 제조 방법, 이의 약제학적 조성물 및 용도 |
JO2754B1 (en) | 2006-12-21 | 2014-03-15 | استرازينكا ايه بي | Amylendazoleil derivatives for the treatment of glucocorticoid-mediated disorders |
WO2008079073A1 (en) | 2006-12-22 | 2008-07-03 | Astrazeneca Ab | Indazolyl sulphonamide derivatives for the treatment of glucocorticoid receptor mediated disorders |
CA2683653A1 (en) | 2007-04-10 | 2008-10-16 | Boehringer Ingelheim International Gmbh | Glucocorticoid mimetics, methods of making them, pharmaceutical compositions, and uses thereof |
EP2136634A4 (en) | 2007-04-10 | 2011-07-06 | Boehringer Ingelheim Int | MIMETIC GLUCOCORTICOID SUBSTANCES, PREPARATION METHODS THEREOF, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF |
GB0708858D0 (en) | 2007-05-08 | 2007-06-13 | Glaxo Group Ltd | Novel compounds |
GB0720546D0 (en) | 2007-10-19 | 2007-11-28 | Glaxo Group Ltd | Novel compounds |
GB0720556D0 (en) | 2007-10-19 | 2007-11-28 | Glaxo Group Ltd | Novel compounds |
GB0720557D0 (en) | 2007-10-19 | 2007-11-28 | Glaxo Group Ltd | Novel compounds |
GB0720544D0 (en) | 2007-10-19 | 2007-11-28 | Glaxo Group Ltd | Novel compounds |
GB0720549D0 (en) | 2007-10-19 | 2007-11-28 | Glaxo Group Ltd | Novel compounds |
GB0722211D0 (en) | 2007-11-12 | 2007-12-27 | Glaxo Group Ltd | Novel compounds |
GB0724254D0 (en) | 2007-12-12 | 2008-01-23 | Glaxo Group Ltd | Novel compounds |
AU2009217493B2 (en) | 2008-02-26 | 2013-06-13 | Merck Sharp & Dohme Corp. | Hexahydrocyclopentyl[f]indazole carboxamides and derivatives thereof as selective glucocorticoid receptor modulators |
AU2009220458A1 (en) | 2008-03-06 | 2009-09-11 | Merck Sharp & Dohme Corp. | Hexahydrocyclopentyl[f]findazole sulfonamides and derivates thereof as selective glucocorticoid receptor modulators |
TWI445705B (zh) | 2008-05-20 | 2014-07-21 | Astrazeneca Ab | 經苯基及苯并二基取代之吲唑衍生物 |
WO2010008341A1 (en) * | 2008-07-16 | 2010-01-21 | Astrazeneca Ab | A combination of (a) glucocorticoid receptor modulator and (b) a muscarinic antagonist |
-
2007
- 2007-12-17 JO JO2007553A patent/JO2754B1/en active
- 2007-12-20 DK DK07852132.5T patent/DK2102169T3/da active
- 2007-12-20 UY UY30824A patent/UY30824A1/es not_active Application Discontinuation
- 2007-12-20 MY MYPI20092610A patent/MY153270A/en unknown
- 2007-12-20 EP EP07852132A patent/EP2102169B1/en active Active
- 2007-12-20 ES ES07852132T patent/ES2387584T3/es active Active
- 2007-12-20 JP JP2009542710A patent/JP5119267B2/ja not_active Expired - Fee Related
- 2007-12-20 TW TW096148902A patent/TWI417094B/zh not_active IP Right Cessation
- 2007-12-20 EA EA200900658A patent/EA016895B1/ru not_active IP Right Cessation
- 2007-12-20 RS RS20120358A patent/RS52411B/en unknown
- 2007-12-20 NZ NZ577186A patent/NZ577186A/en not_active IP Right Cessation
- 2007-12-20 MX MX2009006540A patent/MX2009006540A/es active IP Right Grant
- 2007-12-20 KR KR1020097015234A patent/KR20090091354A/ko not_active Application Discontinuation
- 2007-12-20 WO PCT/SE2007/001136 patent/WO2008076048A1/en active Application Filing
- 2007-12-20 CA CA002673277A patent/CA2673277A1/en not_active Abandoned
- 2007-12-20 US US12/005,066 patent/US7728030B2/en not_active Expired - Fee Related
- 2007-12-20 PT PT07852132T patent/PT2102169E/pt unknown
- 2007-12-20 PL PL07852132T patent/PL2102169T3/pl unknown
- 2007-12-20 CN CN200780051662XA patent/CN101611015B/zh not_active Expired - Fee Related
- 2007-12-20 AU AU2007334659A patent/AU2007334659B2/en not_active Ceased
- 2007-12-21 CL CL200703804A patent/CL2007003804A1/es unknown
- 2007-12-21 AR ARP070105870A patent/AR064505A1/es not_active Application Discontinuation
- 2007-12-29 SA SA7280740A patent/SA07280740B1/ar unknown
-
2008
- 2008-01-02 PE PE2008000011A patent/PE20081838A1/es not_active Application Discontinuation
-
2009
- 2009-05-21 IL IL198880A patent/IL198880A/en not_active IP Right Cessation
- 2009-05-26 ZA ZA2009/03654A patent/ZA200903654B/en unknown
- 2009-06-19 TN TNP2009000250A patent/TN2009000250A1/fr unknown
- 2009-06-19 CR CR10875A patent/CR10875A/es unknown
- 2009-06-19 GT GT200900175A patent/GT200900175A/es unknown
- 2009-06-19 DO DO2009000148A patent/DOP2009000148A/es unknown
- 2009-06-19 SV SV2009003305A patent/SV2009003305A/es active IP Right Grant
- 2009-06-23 EC EC2009009452A patent/ECSP099452A/es unknown
- 2009-07-09 MA MA32078A patent/MA31087B1/fr unknown
- 2009-07-17 NO NO20092723A patent/NO20092723L/no not_active Application Discontinuation
- 2009-12-21 US US12/643,504 patent/US20100197644A1/en not_active Abandoned
-
2010
- 2010-02-11 HK HK10101575.9A patent/HK1133651A1/xx not_active IP Right Cessation
- 2010-04-22 HK HK10103947.6A patent/HK1136568A1/xx not_active IP Right Cessation
- 2010-12-02 US US12/959,027 patent/US8143290B2/en not_active Expired - Fee Related
-
2012
- 2012-03-23 US US13/429,177 patent/US20120252770A1/en not_active Abandoned
- 2012-08-13 HR HRP20120656TT patent/HRP20120656T1/hr unknown
- 2012-08-13 CY CY20121100730T patent/CY1113269T1/el unknown
- 2012-08-23 JP JP2012184346A patent/JP2012224647A/ja active Pending
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HRP20120656T1 (hr) | Derivati indazolil amida za liječenje poremećaja posredovanih glukokortikoidnim receptorom | |
RU2454405C2 (ru) | Производные 3-пиридинкарбоксамида и 2-пиразинкарбоксамида в качестве агентов, повышающих уровень лвп-холестерина | |
RU2312860C2 (ru) | Циклические ингибиторы протеинтирозинкиназ | |
HRP20180335T1 (hr) | Kondenzirani derivati imidazola korisni kao ido inhibitori | |
HRP20130128T1 (hr) | Supstituirani aromatski derivati karboksamida i ureje kao ligandi vaniloidnog receptora | |
JP4726486B2 (ja) | 2−(3−アミノアリール)アミノ−4−アリール−チアゾールおよびそれらのc−kit阻害薬としての使用法 | |
HRP20210143T1 (hr) | 2-heteroaril-3-okso-2,3-dihidropiridazin-4-karboksamidi za liječenje raka | |
JP2013538801A5 (ru) | ||
PE20110063A1 (es) | DERIVADOS DE [1, 2, 4]TRIAZOLO[1, 5-a]PIRIDINA COMO INHIBIDORES DE JAK | |
HRP20060100T3 (en) | Diaryl and arylheteroaryl urea derivatives as modulators of the 5-ht2a serotonin receptor useful for the prophylaxis and treatment of disorders related thereto | |
IL264982B (en) | Hetero(aryl)cyclopropylamine compounds as lsd1 inhibitors | |
JP2007519754A5 (ru) | ||
HRP20201430T1 (hr) | Spojevi 6-heterociklil-4-morfolin-4-ilpiridin-2-ona korisni za liječenje karcinoma i dijabetesa | |
SI3106463T1 (en) | Compounds of substituted pyrazolo (1,5-) pyrimidine as inhibitors of TRK kinase | |
RS50698B (sr) | 3-FENIL-PIRAZOL DERIVATI KAO MODULATORI 5-HT-2a SEROTONIN RECEPTORA KORISNI ZA LEČENJE SA TIM POVEZANIH POREMEĆAJA | |
RU2008141510A (ru) | Новые соединения | |
JP2016528201A5 (ru) | ||
AR089134A1 (es) | Arilos y heteroarilos biciclicos inhibidores de los canales de sodio | |
CA2526430A1 (en) | Indazole, benzisoxazole, and benzisothiazole kinase inhibitors | |
JP2015517981A5 (ru) | ||
HRP20130106T1 (hr) | Imidazotriazini i imidazopirimidini kao inhibitori kinaze | |
JP2013505903A5 (ru) | ||
CA2582029A1 (en) | Aryl nitrogen-containing bicyclic compounds and methods of use | |
JP2014511869A5 (ru) | ||
PE20091974A1 (es) | Derivados de indazoles sustituidos con fenil o piridinilo |