JPWO2021028570A5 - - Google Patents
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- Publication number
- JPWO2021028570A5 JPWO2021028570A5 JP2022508567A JP2022508567A JPWO2021028570A5 JP WO2021028570 A5 JPWO2021028570 A5 JP WO2021028570A5 JP 2022508567 A JP2022508567 A JP 2022508567A JP 2022508567 A JP2022508567 A JP 2022508567A JP WO2021028570 A5 JPWO2021028570 A5 JP WO2021028570A5
- Authority
- JP
- Japan
- Prior art keywords
- pyran
- hydroxymethyl
- hydroxycyclohexyl
- carboxamide
- triazol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 125000001424 substituent group Chemical group 0.000 claims 17
- 150000001875 compounds Chemical class 0.000 claims 13
- 150000003839 salts Chemical class 0.000 claims 13
- 229910052736 halogen Inorganic materials 0.000 claims 12
- 150000002367 halogens Chemical class 0.000 claims 12
- -1 azetidine -1-yl Chemical group 0.000 claims 9
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 208000024172 Cardiovascular disease Diseases 0.000 claims 4
- 208000018522 Gastrointestinal disease Diseases 0.000 claims 4
- 208000016222 Pancreatic disease Diseases 0.000 claims 4
- 150000003857 carboxamides Chemical class 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 208000035475 disorder Diseases 0.000 claims 3
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 3
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 208000023275 Autoimmune disease Diseases 0.000 claims 2
- 208000029523 Interstitial Lung disease Diseases 0.000 claims 2
- 208000019693 Lung disease Diseases 0.000 claims 2
- 208000022873 Ocular disease Diseases 0.000 claims 2
- 208000020832 chronic kidney disease Diseases 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 230000002757 inflammatory effect Effects 0.000 claims 2
- 208000019423 liver disease Diseases 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- MVZDZQRFEUOLOA-UHFFFAOYSA-N oxane-2-carboxamide Chemical compound NC(=O)C1CCCCO1 MVZDZQRFEUOLOA-UHFFFAOYSA-N 0.000 claims 2
- 208000024691 pancreas disease Diseases 0.000 claims 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 208000014001 urinary system disease Diseases 0.000 claims 2
- HDHKPQLFIREENU-AUALTVSOSA-N (2R,3R,4S,5R,6R)-4-[4-(3,5-difluorophenyl)triazol-1-yl]-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-N-(3-methoxyphenyl)oxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C3=CC(F)=CC(F)=C3)=C2)[C@H](C(N([C@@H](CCCC2)[C@H]2O)C2=CC(OC)=CC=C2)=O)O[C@H](CO)[C@@H]1O HDHKPQLFIREENU-AUALTVSOSA-N 0.000 claims 1
- KELDKBBLIQRNEB-GYNXXCPKSA-N (2R,3R,4S,5R,6R)-4-[4-(3-bromo-5-fluorophenyl)triazol-1-yl]-N-(3,5-dichlorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound BrC=1C=C(C=C(C=1)F)C=1N=NN(C=1)[C@@H]1[C@H]([C@@H](O[C@@H]([C@@H]1O)CO)C(=O)N([C@@H]1[C@H](CCCC1)O)C1=CC(=CC(=C1)Cl)Cl)OC KELDKBBLIQRNEB-GYNXXCPKSA-N 0.000 claims 1
- DOVVDZZMHBFMTF-AUALTVSOSA-N (2R,3R,4S,5R,6R)-4-[4-(3-bromo-5-fluorophenyl)triazol-1-yl]-N-(3-chloro-5-cyanophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C3=CC(Br)=CC(F)=C3)=C2)[C@H](C(N([C@@H](CCCC2)[C@H]2O)C2=CC(Cl)=CC(C#N)=C2)=O)O[C@H](CO)[C@@H]1O DOVVDZZMHBFMTF-AUALTVSOSA-N 0.000 claims 1
- AFHHPWWZEPFSGL-VHUHOHQYSA-N (2R,3R,4S,5R,6R)-4-[4-(3-bromo-5-fluorophenyl)triazol-1-yl]-N-(3-cyano-5-methylphenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound CC1=CC(N([C@@H](CCCC2)[C@H]2O)C([C@@H]([C@@H]([C@H]2N3N=NC(C4=CC(Br)=CC(F)=C4)=C3)OC)O[C@H](CO)[C@@H]2O)=O)=CC(C#N)=C1 AFHHPWWZEPFSGL-VHUHOHQYSA-N 0.000 claims 1
- XNGLQGCBTVIZLT-GYNXXCPKSA-N (2R,3R,4S,5R,6R)-4-[4-(3-chloro-5-fluorophenyl)triazol-1-yl]-N-(3,4-difluorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound ClC=1C=C(C=C(C=1)F)C=1N=NN(C=1)[C@@H]1[C@H]([C@@H](O[C@@H]([C@@H]1O)CO)C(=O)N([C@@H]1[C@H](CCCC1)O)C1=CC(=C(C=C1)F)F)OC XNGLQGCBTVIZLT-GYNXXCPKSA-N 0.000 claims 1
- APTMHDWIQCLBAD-UTULUGIISA-N (2R,3R,4S,5R,6R)-4-[4-(4-bromo-2,3-difluorophenyl)triazol-1-yl]-N-(3,5-dichlorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C(C=CC(Br)=C3F)=C3F)=C2)[C@H](C(N([C@@H](CCCC2)[C@H]2O)C2=CC(Cl)=CC(Cl)=C2)=O)O[C@H](CO)[C@@H]1O APTMHDWIQCLBAD-UTULUGIISA-N 0.000 claims 1
- KUBBWGHHNYVYEC-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-4-[4-(4-bromo-3,5-difluorophenyl)triazol-1-yl]-N-(3,4-difluorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C(C=C3F)=CC(F)=C3Br)=C2)[C@H](C(N([C@@H](CCCC2)[C@H]2O)C(C=C2)=CC(F)=C2F)=O)O[C@H](CO)[C@@H]1O KUBBWGHHNYVYEC-ZSACPDSWSA-N 0.000 claims 1
- YMKABGHLMQRPNH-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-4-[4-(4-bromo-3,5-difluorophenyl)triazol-1-yl]-N-(3,5-dichlorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C(C=C3F)=CC(F)=C3Br)=C2)[C@H](C(N([C@@H](CCCC2)[C@H]2O)C2=CC(Cl)=CC(Cl)=C2)=O)O[C@H](CO)[C@@H]1O YMKABGHLMQRPNH-ZSACPDSWSA-N 0.000 claims 1
- IBQWVTLNUKVEFU-AUALTVSOSA-N (2R,3R,4S,5R,6R)-4-[4-(4-bromo-3-fluorophenyl)triazol-1-yl]-N-(3-chloro-5-cyanophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C(C=C3)=CC(F)=C3Br)=C2)[C@H](C(N([C@@H](CCCC2)[C@H]2O)C2=CC(Cl)=CC(C#N)=C2)=O)O[C@H](CO)[C@@H]1O IBQWVTLNUKVEFU-AUALTVSOSA-N 0.000 claims 1
- GRNTWSWXNFXVAQ-BZLQYKELSA-N (2R,3R,4S,5R,6R)-4-[4-(4-chloro-1,3-thiazol-2-yl)triazol-1-yl]-3,5-dihydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-N-[[2-(trifluoromethyl)phenyl]methyl]oxane-2-carboxamide Chemical compound OC[C@H]([C@@H]([C@@H]([C@H]1O)N2N=NC(C3=NC(Cl)=CS3)=C2)O)O[C@H]1C(N(CC1=C(C(F)(F)F)C=CC=C1)[C@@H](CCCC1)[C@H]1O)=O GRNTWSWXNFXVAQ-BZLQYKELSA-N 0.000 claims 1
- RVSSQQJZINCYQD-FJPNESEMSA-N (2R,3R,4S,5R,6R)-4-[4-(4-cyano-3-fluorophenyl)triazol-1-yl]-N-(3-cyano-5-methylphenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound CC1=CC(N([C@@H](CCCC2)[C@H]2O)C([C@@H]([C@@H]([C@H]2N3N=NC(C(C=C4)=CC(F)=C4C#N)=C3)OC)O[C@H](CO)[C@@H]2O)=O)=CC(C#N)=C1 RVSSQQJZINCYQD-FJPNESEMSA-N 0.000 claims 1
- LFCXVXAPKLLJBR-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-N-(3,4-dichlorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound ClC=1C=C(C=CC=1Cl)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O LFCXVXAPKLLJBR-ZSACPDSWSA-N 0.000 claims 1
- FKWDWUIWWLYBIS-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-N-(3,4-difluorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound FC=1C=C(C=CC=1F)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O FKWDWUIWWLYBIS-ZSACPDSWSA-N 0.000 claims 1
- NJBOBYBCFSELBJ-GYNXXCPKSA-N (2R,3R,4S,5R,6R)-N-(3,5-dichlorophenyl)-4-[4-(3,4-dichlorophenyl)triazol-1-yl]-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound ClC=1C=C(C=C(C=1)Cl)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C=C1)Cl)Cl)O)CO)[C@@H]1[C@H](CCCC1)O NJBOBYBCFSELBJ-GYNXXCPKSA-N 0.000 claims 1
- PYHQQBYQDSQWRY-GYNXXCPKSA-N (2R,3R,4S,5R,6R)-N-(3,5-dichlorophenyl)-4-[4-(3-fluorophenyl)triazol-1-yl]-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound ClC=1C=C(C=C(C=1)Cl)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=CC=C1)F)O)CO)[C@@H]1[C@H](CCCC1)O PYHQQBYQDSQWRY-GYNXXCPKSA-N 0.000 claims 1
- WOBWXDKUVDAWLX-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-N-(3-bromo-4-fluorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound BrC=1C=C(C=CC=1F)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O WOBWXDKUVDAWLX-ZSACPDSWSA-N 0.000 claims 1
- DZRNWFZAPOUDRV-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-N-(3-bromo-5-chlorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound BrC=1C=C(C=C(C=1)Cl)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O DZRNWFZAPOUDRV-ZSACPDSWSA-N 0.000 claims 1
- SMDHCXRUFROOEP-AUALTVSOSA-N (2R,3R,4S,5R,6R)-N-(3-bromo-5-cyanophenyl)-4-[4-(3-fluorophenyl)triazol-1-yl]-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound BrC=1C=C(C=C(C=1)C#N)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=CC=C1)F)O)CO)[C@@H]1[C@H](CCCC1)O SMDHCXRUFROOEP-AUALTVSOSA-N 0.000 claims 1
- JMJROZFMPIJWSU-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-N-(3-bromo-5-fluorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound BrC=1C=C(C=C(C=1)F)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O JMJROZFMPIJWSU-ZSACPDSWSA-N 0.000 claims 1
- WDGQNKLYVUCDBV-HQWDDLGBSA-N (2R,3R,4S,5R,6R)-N-(3-chlorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycycloheptyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C(C=C3F)=CC(F)=C3F)=C2)[C@H](C(N([C@@H](CCCCC2)[C@H]2O)C2=CC(Cl)=CC=C2)=O)O[C@H](CO)[C@@H]1O WDGQNKLYVUCDBV-HQWDDLGBSA-N 0.000 claims 1
- BPPORBRZIZKSHG-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-N-(3-chlorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C(C=C3F)=CC(F)=C3F)=C2)[C@H](C(N([C@@H](CCCC2)[C@H]2O)C2=CC(Cl)=CC=C2)=O)O[C@H](CO)[C@@H]1O BPPORBRZIZKSHG-ZSACPDSWSA-N 0.000 claims 1
- BXJBMVBDYQOELI-HQWDDLGBSA-N (2R,3R,4S,5R,6R)-N-(3-cyano-5-fluorophenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound C(#N)C=1C=C(C=C(C=1)F)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O BXJBMVBDYQOELI-HQWDDLGBSA-N 0.000 claims 1
- YIGOAPNQKXCSLE-VHUHOHQYSA-N (2R,3R,4S,5R,6R)-N-(3-cyano-5-methoxyphenyl)-4-[4-(3,4-dichlorophenyl)triazol-1-yl]-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxyoxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C(C=C3)=CC(Cl)=C3Cl)=C2)[C@H](C(N([C@@H](CCCC2)[C@H]2O)C2=CC(C#N)=CC(OC)=C2)=O)O[C@H](CO)[C@@H]1O YIGOAPNQKXCSLE-VHUHOHQYSA-N 0.000 claims 1
- JZHWHWISSPNZLI-BDSQORHDSA-N (2R,3R,4S,5R,6R)-N-(5-bromo-2-methylphenyl)-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound BrC=1C=CC(=C(C=1)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O)C JZHWHWISSPNZLI-BDSQORHDSA-N 0.000 claims 1
- HGCLBNUBXKZREE-SRVCNZEVSA-N (2R,3R,4S,5R,6R)-N-[(2,6-dimethoxyphenyl)methyl]-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound COC1=C(CN(C(=O)[C@@H]2O[C@@H]([C@@H]([C@@H]([C@H]2OC)N2N=NC(=C2)C2=CC(=C(C(=C2)F)F)F)O)CO)[C@@H]2[C@H](CCCC2)O)C(=CC=C1)OC HGCLBNUBXKZREE-SRVCNZEVSA-N 0.000 claims 1
- DICHZJARVSPLAF-HQWDDLGBSA-N (2R,3R,4S,5R,6R)-N-[(3-chlorophenyl)methyl]-5-hydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-3-methoxy-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound CO[C@H]([C@H]1N2N=NC(C(C=C3F)=CC(F)=C3F)=C2)[C@H](C(N(CC2=CC(Cl)=CC=C2)[C@@H](CCCC2)[C@H]2O)=O)O[C@H](CO)[C@@H]1O DICHZJARVSPLAF-HQWDDLGBSA-N 0.000 claims 1
- IPYBRUHZEQBGIC-KOQSOGARSA-N (2R,3R,4S,5R,6R)-N-[(5-chloro-1,3-thiazol-2-yl)methyl]-3,5-dihydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound ClC1=CN=C(S1)CN(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1O)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O IPYBRUHZEQBGIC-KOQSOGARSA-N 0.000 claims 1
- CAMUEHMCHNLLRH-ZSACPDSWSA-N (2R,3R,4S,5R,6R)-N-benzyl-3,5-dihydroxy-N-[(1S,2S)-2-hydroxycyclohexyl]-6-(hydroxymethyl)-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]oxane-2-carboxamide Chemical compound C(C1=CC=CC=C1)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1O)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O CAMUEHMCHNLLRH-ZSACPDSWSA-N 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 208000030090 Acute Disease Diseases 0.000 claims 1
- 208000009304 Acute Kidney Injury Diseases 0.000 claims 1
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- NIPPPKNWFOKTOT-AZPOKZHRSA-N S1C=NC2=C1C=C(C=C2)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O Chemical compound S1C=NC2=C1C=C(C=C2)N(C(=O)[C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1OC)N1N=NC(=C1)C1=CC(=C(C(=C1)F)F)F)O)CO)[C@@H]1[C@H](CCCC1)O NIPPPKNWFOKTOT-AZPOKZHRSA-N 0.000 claims 1
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| CN114206893A (zh) | 2019-08-09 | 2022-03-18 | 爱杜西亚药品有限公司 | (杂)芳基-甲基-硫代-β-D-吡喃半乳糖苷衍生物 |
| EP4010348B1 (en) | 2019-08-09 | 2023-12-20 | Idorsia Pharmaceuticals Ltd | (2-acetamidyl)thio-beta-d-galactopyranoside derivatives |
| CA3148365A1 (en) | 2019-08-29 | 2021-03-04 | Martin Bolli | Alpha-d-galactopyranoside derivatives |
| CA3161794A1 (en) * | 2019-12-24 | 2021-07-01 | John L. Magnani | Galectin-3 inhibiting c-glycoside ketones, ethers, and alcohols |
| ES3014851T3 (en) | 2020-10-06 | 2025-04-25 | Idorsia Pharmaceuticals Ltd | Spiro derivatives of alpha-d-galactopyranosides |
| KR20230104190A (ko) | 2020-11-02 | 2023-07-07 | 이도르시아 파마슈티컬스 리미티드 | 갈렉틴-3 억제 2-히드록시시클로알칸-1-카르바모일 유도체 |
| KR20230145111A (ko) * | 2021-02-09 | 2023-10-17 | 이도르시아 파마슈티컬스 리미티드 | 히드록시헤테로시클로알칸-카르바모일 유도체 |
| PL4301748T3 (pl) | 2021-03-03 | 2025-09-08 | Idorsia Pharmaceuticals Ltd | Triazolilo-metylo podstawione pochodne alfa-d-galaktopiranozydu |
| WO2022189459A2 (en) * | 2021-03-10 | 2022-09-15 | Galecto Biotech Ab | Novel galactoside inhibitor of galectins |
| JP2024517936A (ja) * | 2021-05-14 | 2024-04-23 | グリコミメティクス， インコーポレイテッド | ガレクチン－３阻害性ｃ－グリコシド |
| WO2022250976A1 (en) * | 2021-05-28 | 2022-12-01 | Glycomimetics, Inc. | Galectin-3 inhibiting c-glycoside oximes |
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| SE0100172D0 (sv) | 2001-01-22 | 2001-01-22 | Ulf Nilsson | New inhibitors against galectins |
| SE0401301D0 (sv) * | 2004-05-21 | 2004-05-21 | Forskarpatent I Syd Ab | Novel 3-triazolyl-galactoside inhibitors of galectins |
| SE0401300D0 (sv) | 2004-05-21 | 2004-05-21 | Forskarpatent I Syd Ab | Novel Galactoside Inhibitors of Galectins |
| US8828971B2 (en) | 2012-10-10 | 2014-09-09 | Galectin Therapeutics, Inc. | Galactose-pronged carbohydrate compounds for the treatment of diabetic nephropathy and associated disorders |
| JP2015535233A (ja) | 2012-10-31 | 2015-12-10 | ガレクト・バイオテック・エイビイ | ガレクチン−３のガラクトシド阻害剤及び肺線維症のためのその使用 |
| WO2014078655A1 (en) | 2012-11-15 | 2014-05-22 | Tufts University | Methods, compositions and kits for treating, modulating, or preventing ocular angiogenesis or fibrosis in a subject using a galectin protein inhibitor |
| JP6904906B2 (ja) * | 2015-01-30 | 2021-07-21 | ガレクト・バイオテック・エイビイ | ガレクチンの新規なガラクトシド阻害剤 |
| KR101974793B1 (ko) | 2015-07-06 | 2019-05-02 | 길리애드 사이언시즈, 인코포레이티드 | Cot 조정제 및 그의 사용 방법 |
| CA3025867A1 (en) | 2016-07-12 | 2018-01-18 | Galecto Biotech Ab | Alpha-d-galactoside inhibitors of galectins |
| CA3062648A1 (en) * | 2017-05-12 | 2018-11-15 | Galectin Sciences, Llc | Compounds for the prevention and treatment of diseases and the use thereof |
| US20200061095A1 (en) * | 2017-05-12 | 2020-02-27 | Galectin Sciences, Llc | Compounds for the Treatment of Systemic Insulin Resistance Disorders and the Use Thereof |
| WO2019067702A1 (en) * | 2017-09-27 | 2019-04-04 | Bristol-Myers Squibb Company | INHIBITORS WITH SMALL MOLECULES OF GALECTIN-3 |
| WO2019075045A1 (en) | 2017-10-11 | 2019-04-18 | Bristol-Myers Squibb Company | INHIBITORS WITH SMALL MOLECULES OF GALECTIN-3 |
| AU2018361991A1 (en) | 2017-10-31 | 2020-05-14 | Galectin Sciences, Llc | Selenogalactoside compounds for the treatment of systemic insulin resistance disorders and the use thereof |
| CN113366007A (zh) | 2018-10-15 | 2021-09-07 | 格莱克特生物技术公司 | 半乳糖凝集素的半乳糖苷抑制剂 |
| JP2022508719A (ja) | 2018-10-15 | 2022-01-19 | ガレクト バイオテック エービー | ガレクチンのガラクトシド阻害剤のプロドラッグ |
| JP7486484B2 (ja) | 2018-11-21 | 2024-05-17 | ガレクト バイオテック エービー | ガレクチンのα－Ｄ－ガラクトシド阻害剤 |
| EP3953349A1 (en) | 2019-04-10 | 2022-02-16 | Bristol-Myers Squibb Company | Small molecule inhibitors of galectin-3 |
| CA3141436A1 (en) | 2019-07-03 | 2021-01-07 | Fredrik Zetterberg | Novel galactoside inhibitor of galectins |
| CN114450282A (zh) | 2019-07-05 | 2022-05-06 | 格莱克特生物技术公司 | 半乳糖凝集素的新型半乳糖苷抑制剂 |
| EP4010348B1 (en) | 2019-08-09 | 2023-12-20 | Idorsia Pharmaceuticals Ltd | (2-acetamidyl)thio-beta-d-galactopyranoside derivatives |
| CN114206893A (zh) | 2019-08-09 | 2022-03-18 | 爱杜西亚药品有限公司 | (杂)芳基-甲基-硫代-β-D-吡喃半乳糖苷衍生物 |
| CA3148365A1 (en) | 2019-08-29 | 2021-03-04 | Martin Bolli | Alpha-d-galactopyranoside derivatives |
| ES3014851T3 (en) | 2020-10-06 | 2025-04-25 | Idorsia Pharmaceuticals Ltd | Spiro derivatives of alpha-d-galactopyranosides |
| KR20230104190A (ko) | 2020-11-02 | 2023-07-07 | 이도르시아 파마슈티컬스 리미티드 | 갈렉틴-3 억제 2-히드록시시클로알칸-1-카르바모일 유도체 |
| KR20230145111A (ko) | 2021-02-09 | 2023-10-17 | 이도르시아 파마슈티컬스 리미티드 | 히드록시헤테로시클로알칸-카르바모일 유도체 |
| PL4301748T3 (pl) | 2021-03-03 | 2025-09-08 | Idorsia Pharmaceuticals Ltd | Triazolilo-metylo podstawione pochodne alfa-d-galaktopiranozydu |
-
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