HRP20110825T1 - Derivati aminotriazola kao alx agonisti - Google Patents
Derivati aminotriazola kao alx agonisti Download PDFInfo
- Publication number
- HRP20110825T1 HRP20110825T1 HR20110825T HRP20110825T HRP20110825T1 HR P20110825 T1 HRP20110825 T1 HR P20110825T1 HR 20110825 T HR20110825 T HR 20110825T HR P20110825 T HRP20110825 T HR P20110825T HR P20110825 T1 HRP20110825 T1 HR P20110825T1
- Authority
- HR
- Croatia
- Prior art keywords
- triazol
- acetyl
- ylmethyl
- phenyl
- amide
- Prior art date
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- JSIAIROWMJGMQZ-UHFFFAOYSA-N 2h-triazol-4-amine Chemical class NC1=CNN=N1 JSIAIROWMJGMQZ-UHFFFAOYSA-N 0.000 title 1
- 239000000556 agonist Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 32
- 150000003839 salts Chemical class 0.000 claims abstract 18
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 5
- 125000001424 substituent group Chemical group 0.000 claims abstract 5
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims abstract 4
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract 3
- 150000002367 halogens Chemical class 0.000 claims abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 3
- 239000001257 hydrogen Substances 0.000 claims abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 3
- 125000003118 aryl group Chemical group 0.000 claims abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 2
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 2
- 125000004076 pyridyl group Chemical group 0.000 claims abstract 2
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 2
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract 2
- -1 oxazole-2,4-diyl Chemical group 0.000 claims 14
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- 230000001404 mediated effect Effects 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 5
- 125000001543 furan-2,5-diyl group Chemical group O1C(=CC=C1*)* 0.000 claims 3
- 206010027654 Allergic conditions Diseases 0.000 claims 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 208000012902 Nervous system disease Diseases 0.000 claims 2
- 208000036110 Neuroinflammatory disease Diseases 0.000 claims 2
- 208000025966 Neurological disease Diseases 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 102000029797 Prion Human genes 0.000 claims 2
- 108091000054 Prion Proteins 0.000 claims 2
- 206010038997 Retroviral infections Diseases 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 230000008105 immune reaction Effects 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 230000003959 neuroinflammation Effects 0.000 claims 2
- 230000000414 obstructive effect Effects 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- XSUICEZSCKDPEW-UHFFFAOYSA-N (2-chlorophenyl)methyl n-[2-[(2-acetyl-1,3-oxazol-4-yl)methyl]triazol-4-yl]carbamate Chemical compound O1C(C(=O)C)=NC(CN2N=C(NC(=O)OCC=3C(=CC=CC=3)Cl)C=N2)=C1 XSUICEZSCKDPEW-UHFFFAOYSA-N 0.000 claims 1
- FYLVBEJKZMRSDZ-UHFFFAOYSA-N (2-chlorophenyl)methyl n-[2-[(2-acetyl-1,3-thiazol-5-yl)methyl]triazol-4-yl]carbamate Chemical compound S1C(C(=O)C)=NC=C1CN1N=C(NC(=O)OCC=2C(=CC=CC=2)Cl)C=N1 FYLVBEJKZMRSDZ-UHFFFAOYSA-N 0.000 claims 1
- MFBLGYZYJVWGBR-UHFFFAOYSA-N (2-chlorophenyl)methyl n-[2-[(2-acetylpyridin-4-yl)methyl]triazol-4-yl]carbamate Chemical compound C1=NC(C(=O)C)=CC(CN2N=C(NC(=O)OCC=3C(=CC=CC=3)Cl)C=N2)=C1 MFBLGYZYJVWGBR-UHFFFAOYSA-N 0.000 claims 1
- FNHPNUDBUOYZCK-UHFFFAOYSA-N (2-chlorophenyl)methyl n-[2-[(3-acetylphenyl)methyl]triazol-4-yl]carbamate Chemical compound CC(=O)C1=CC=CC(CN2N=C(NC(=O)OCC=3C(=CC=CC=3)Cl)C=N2)=C1 FNHPNUDBUOYZCK-UHFFFAOYSA-N 0.000 claims 1
- NRCRUJPWDLZULU-UHFFFAOYSA-N (2-chlorophenyl)methyl n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]carbamate Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)OCC=3C(=CC=CC=3)Cl)C=N2)=N1 NRCRUJPWDLZULU-UHFFFAOYSA-N 0.000 claims 1
- OXBGGKFCBOZRDM-UHFFFAOYSA-N (2-chlorophenyl)methyl n-[2-[(4-acetylpyridin-2-yl)methyl]triazol-4-yl]carbamate Chemical compound CC(=O)C1=CC=NC(CN2N=C(NC(=O)OCC=3C(=CC=CC=3)Cl)C=N2)=C1 OXBGGKFCBOZRDM-UHFFFAOYSA-N 0.000 claims 1
- WLSFNTGCHGAYPH-UHFFFAOYSA-N (2-chlorophenyl)methyl n-[2-[(5-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]carbamate Chemical compound S1C(C(=O)C)=CN=C1CN1N=C(NC(=O)OCC=2C(=CC=CC=2)Cl)C=N1 WLSFNTGCHGAYPH-UHFFFAOYSA-N 0.000 claims 1
- YUFAVMQOWWSMIP-UHFFFAOYSA-N (2-chlorophenyl)methyl n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]carbamate Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)OCC=2C(=CC=CC=2)Cl)C=N1 YUFAVMQOWWSMIP-UHFFFAOYSA-N 0.000 claims 1
- LSHBAVXLLRVLNC-QPJJXVBHSA-N (e)-n-[2-[(2-acetyl-1,3-thiazol-5-yl)methyl]triazol-4-yl]-3-[4-(trifluoromethyl)phenyl]prop-2-enamide Chemical compound S1C(C(=O)C)=NC=C1CN1N=C(NC(=O)\C=C\C=2C=CC(=CC=2)C(F)(F)F)C=N1 LSHBAVXLLRVLNC-QPJJXVBHSA-N 0.000 claims 1
- MGDXUJKKYJJRBM-VOTSOKGWSA-N (e)-n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-3-[2-(trifluoromethyl)phenyl]prop-2-enamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)\C=C\C=3C(=CC=CC=3)C(F)(F)F)C=N2)=N1 MGDXUJKKYJJRBM-VOTSOKGWSA-N 0.000 claims 1
- BHYXAUCLRAABHV-AATRIKPKSA-N (e)-n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-3-[3-(trifluoromethoxy)phenyl]prop-2-enamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)\C=C\C=3C=C(OC(F)(F)F)C=CC=3)C=N2)=N1 BHYXAUCLRAABHV-AATRIKPKSA-N 0.000 claims 1
- DOLWHBIQXDXORW-QPJJXVBHSA-N (e)-n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-3-[4-(trifluoromethyl)phenyl]prop-2-enamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)\C=C\C=3C=CC(=CC=3)C(F)(F)F)C=N2)=N1 DOLWHBIQXDXORW-QPJJXVBHSA-N 0.000 claims 1
- YPPKZLKHXSUOKE-QPJJXVBHSA-N (e)-n-[2-[(5-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-3-[4-(trifluoromethyl)phenyl]prop-2-enamide Chemical compound S1C(C(=O)C)=CN=C1CN1N=C(NC(=O)\C=C\C=2C=CC(=CC=2)C(F)(F)F)C=N1 YPPKZLKHXSUOKE-QPJJXVBHSA-N 0.000 claims 1
- OIVQXPMGKOHMOU-XVNBXDOJSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-(2-chloro-4-fluorophenyl)prop-2-enamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)\C=C\C=2C(=CC(F)=CC=2)Cl)C=N1 OIVQXPMGKOHMOU-XVNBXDOJSA-N 0.000 claims 1
- PQZSFAJCIUNCJF-JXMROGBWSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-(2-methylphenyl)prop-2-enamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)\C=C\C=2C(=CC=CC=2)C)C=N1 PQZSFAJCIUNCJF-JXMROGBWSA-N 0.000 claims 1
- VNICTGRYLFRPFZ-RMKNXTFCSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-(3-methylphenyl)prop-2-enamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)\C=C\C=2C=C(C)C=CC=2)C=N1 VNICTGRYLFRPFZ-RMKNXTFCSA-N 0.000 claims 1
- RVUHHWJIWXJKME-RUDMXATFSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-(4-chlorophenyl)prop-2-enamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)\C=C\C=2C=CC(Cl)=CC=2)C=N1 RVUHHWJIWXJKME-RUDMXATFSA-N 0.000 claims 1
- RFYGOKWTXVFLBB-BJMVGYQFSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-(4-methoxyphenyl)prop-2-enamide Chemical compound C1=CC(OC)=CC=C1\C=C\C(=O)NC1=NN(CC=2OC(=CC=2)C(C)=O)N=C1 RFYGOKWTXVFLBB-BJMVGYQFSA-N 0.000 claims 1
- FZGATPKVDKETTG-JXMROGBWSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-(4-methylphenyl)prop-2-enamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)\C=C\C=2C=CC(C)=CC=2)C=N1 FZGATPKVDKETTG-JXMROGBWSA-N 0.000 claims 1
- PWENYABGCRHAKH-RMKNXTFCSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-[2-(trifluoromethyl)phenyl]prop-2-enamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)\C=C\C=2C(=CC=CC=2)C(F)(F)F)C=N1 PWENYABGCRHAKH-RMKNXTFCSA-N 0.000 claims 1
- NCBQWUSZCRXMJS-VMPITWQZSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-[3-(trifluoromethoxy)phenyl]prop-2-enamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)\C=C\C=2C=C(OC(F)(F)F)C=CC=2)C=N1 NCBQWUSZCRXMJS-VMPITWQZSA-N 0.000 claims 1
- ZUHLYQQMEBWNPJ-RUDMXATFSA-N (e)-n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-3-[4-(trifluoromethyl)phenyl]prop-2-enamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)\C=C\C=2C=CC(=CC=2)C(F)(F)F)C=N1 ZUHLYQQMEBWNPJ-RUDMXATFSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- UFMPXIUHPTYMKC-UHFFFAOYSA-N n-[2-(5,5-difluorohexyl)triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound CC(F)(F)CCCCN1N=CC(NC(=O)C2=C(OC=N2)C=2C=CC=CC=2)=N1 UFMPXIUHPTYMKC-UHFFFAOYSA-N 0.000 claims 1
- RHCWEMCNGUBINW-UHFFFAOYSA-N n-[2-(5-oxohexyl)triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound CC(=O)CCCCN1N=CC(NC(=O)C2=C(OC=N2)C=2C=CC=CC=2)=N1 RHCWEMCNGUBINW-UHFFFAOYSA-N 0.000 claims 1
- XFZPIECCUGYTKT-UHFFFAOYSA-N n-[2-[(2-acetyl-1,3-oxazol-5-yl)methyl]triazol-4-yl]-2-methyl-5-(3-methylphenyl)-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=NC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(C)C=CC=2)C=N1 XFZPIECCUGYTKT-UHFFFAOYSA-N 0.000 claims 1
- ATWYMKSTFMJPJC-UHFFFAOYSA-N n-[2-[(2-acetyl-1,3-oxazol-5-yl)methyl]triazol-4-yl]-2-methyl-5-[3-(trifluoromethoxy)phenyl]-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=NC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(OC(F)(F)F)C=CC=2)C=N1 ATWYMKSTFMJPJC-UHFFFAOYSA-N 0.000 claims 1
- JNVMOAXXANYVDI-UHFFFAOYSA-N n-[2-[(2-acetyl-1,3-oxazol-5-yl)methyl]triazol-4-yl]-5-(3-chlorophenyl)-2-methyl-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=NC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(Cl)C=CC=2)C=N1 JNVMOAXXANYVDI-UHFFFAOYSA-N 0.000 claims 1
- OMTOHVAPIRKBAE-UHFFFAOYSA-N n-[2-[(2-acetyl-1,3-oxazol-5-yl)methyl]triazol-4-yl]-5-(3-fluorophenyl)-2-methyl-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=NC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(F)C=CC=2)C=N1 OMTOHVAPIRKBAE-UHFFFAOYSA-N 0.000 claims 1
- BVZKBYQINUNNBB-UHFFFAOYSA-N n-[2-[(2-acetyl-1,3-oxazol-5-yl)methyl]triazol-4-yl]-5-(3-methylphenyl)-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=NC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=C(C)C=CC=2)C=N1 BVZKBYQINUNNBB-UHFFFAOYSA-N 0.000 claims 1
- TXWJCHCVHIFZCH-UHFFFAOYSA-N n-[2-[(2-acetyl-1,3-oxazol-5-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=NC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=CC=CC=2)C=N1 TXWJCHCVHIFZCH-UHFFFAOYSA-N 0.000 claims 1
- NKPFYOFRBSRXOU-UHFFFAOYSA-N n-[2-[(2-acetyl-1,3-thiazol-4-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=NC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=CC=CC=3)C=N2)=C1 NKPFYOFRBSRXOU-UHFFFAOYSA-N 0.000 claims 1
- OMZOXDMXGNILLD-UHFFFAOYSA-N n-[2-[(2-acetyl-1,3-thiazol-5-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=NC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=CC=CC=2)C=N1 OMZOXDMXGNILLD-UHFFFAOYSA-N 0.000 claims 1
- SDZZEHZRXSMTRU-UHFFFAOYSA-N n-[2-[(2-acetylpyridin-4-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound C1=NC(C(=O)C)=CC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=CC=CC=3)C=N2)=C1 SDZZEHZRXSMTRU-UHFFFAOYSA-N 0.000 claims 1
- JAMKORZRRGFSEK-UHFFFAOYSA-N n-[2-[(3-acetyl-1,2-oxazol-5-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound O1N=C(C(=O)C)C=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=CC=CC=2)C=N1 JAMKORZRRGFSEK-UHFFFAOYSA-N 0.000 claims 1
- NFYUAWYSOVOUQV-UHFFFAOYSA-N n-[2-[(3-acetylphenyl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CC=CC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=CC=CC=3)C=N2)=C1 NFYUAWYSOVOUQV-UHFFFAOYSA-N 0.000 claims 1
- IDKULFCSGKWMQX-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-oxazol-2-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=COC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=CC=CC=3)C=N2)=N1 IDKULFCSGKWMQX-UHFFFAOYSA-N 0.000 claims 1
- SKHZCMTUZFBTQR-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-2-methyl-5-(3-methylphenyl)-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC(C)=N3)C=3C=C(C)C=CC=3)C=N2)=N1 SKHZCMTUZFBTQR-UHFFFAOYSA-N 0.000 claims 1
- UYRAWYZOPXSZQL-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(SC(C)=N3)C=3C=C(C)C=CC=3)C=N2)=N1 UYRAWYZOPXSZQL-UHFFFAOYSA-N 0.000 claims 1
- RREMGLMYPSQNMS-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-2-methyl-5-[3-(trifluoromethoxy)phenyl]-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC(C)=N3)C=3C=C(OC(F)(F)F)C=CC=3)C=N2)=N1 RREMGLMYPSQNMS-UHFFFAOYSA-N 0.000 claims 1
- MNQNOEICXXFJDU-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-2-methyl-5-[3-(trifluoromethyl)phenyl]-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC(C)=N3)C=3C=C(C=CC=3)C(F)(F)F)C=N2)=N1 MNQNOEICXXFJDU-UHFFFAOYSA-N 0.000 claims 1
- XDNMMQVDZVMLJY-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-2-methyl-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC(C)=N3)C=3C=CC=CC=3)C=N2)=N1 XDNMMQVDZVMLJY-UHFFFAOYSA-N 0.000 claims 1
- HRSAVXATVWBLAV-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-(3-chlorophenyl)-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=C(Cl)C=CC=3)C=N2)=N1 HRSAVXATVWBLAV-UHFFFAOYSA-N 0.000 claims 1
- PGIZAYZETNXMKD-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-(3-chlorophenyl)-2-methyl-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC(C)=N3)C=3C=C(Cl)C=CC=3)C=N2)=N1 PGIZAYZETNXMKD-UHFFFAOYSA-N 0.000 claims 1
- LWXZPMWHQYDIAO-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-(3-fluorophenyl)-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=C(F)C=CC=3)C=N2)=N1 LWXZPMWHQYDIAO-UHFFFAOYSA-N 0.000 claims 1
- OIHGVNBAPQACFQ-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-(3-fluorophenyl)-2-methyl-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC(C)=N3)C=3C=C(F)C=CC=3)C=N2)=N1 OIHGVNBAPQACFQ-UHFFFAOYSA-N 0.000 claims 1
- QGLOSJNXLBNDQC-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-(3-methoxyphenyl)-1,3-oxazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=CO2)C(=O)NC2=NN(CC=3SC=C(N=3)C(C)=O)N=C2)=C1 QGLOSJNXLBNDQC-UHFFFAOYSA-N 0.000 claims 1
- ZKMZBJQWQOFSSW-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-(3-methoxyphenyl)-2-methyl-1,3-oxazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(C)O2)C(=O)NC2=NN(CC=3SC=C(N=3)C(C)=O)N=C2)=C1 ZKMZBJQWQOFSSW-UHFFFAOYSA-N 0.000 claims 1
- AMGJPCUPLJAPNQ-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-(4-fluorophenyl)-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=CC(F)=CC=3)C=N2)=N1 AMGJPCUPLJAPNQ-UHFFFAOYSA-N 0.000 claims 1
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- ZRDOZMPBDODCKU-UHFFFAOYSA-N n-[2-[(4-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CSC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=CC=CC=3)C=N2)=N1 ZRDOZMPBDODCKU-UHFFFAOYSA-N 0.000 claims 1
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- OOPGPOPVVCTGEL-UHFFFAOYSA-N n-[2-[(5-acetyl-1,3-thiazol-2-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CN=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=CC=CC=2)C=N1 OOPGPOPVVCTGEL-UHFFFAOYSA-N 0.000 claims 1
- FPLQRLPGDAQWOQ-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-2-(2-methoxyethyl)-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1OC(CCOC)=NC=1C(=O)NC(=N1)C=NN1CC1=CC=C(C(C)=O)O1 FPLQRLPGDAQWOQ-UHFFFAOYSA-N 0.000 claims 1
- JQDWREJMZALDCF-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-2-(methoxymethyl)-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound C=1C=CC=CC=1C=1OC(COC)=NC=1C(=O)NC(=N1)C=NN1CC1=CC=C(C(C)=O)O1 JQDWREJMZALDCF-UHFFFAOYSA-N 0.000 claims 1
- HRPWPOBQYXUCNX-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-2-benzyl-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(CC=3C=CC=CC=3)=N2)C=2C=CC=CC=2)C=N1 HRPWPOBQYXUCNX-UHFFFAOYSA-N 0.000 claims 1
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- PDCCUFJHIOGJQH-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-2-methyl-5-(2-methylphenyl)-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C(=CC=CC=2)C)C=N1 PDCCUFJHIOGJQH-UHFFFAOYSA-N 0.000 claims 1
- ANOBVWHTPKOLJM-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-2-methyl-5-(3-methylphenyl)-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(C)C=CC=2)C=N1 ANOBVWHTPKOLJM-UHFFFAOYSA-N 0.000 claims 1
- DPMDLRAIWNTHNI-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-2-methyl-5-(3-methylphenyl)-1,3-thiazole-4-carboxamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(SC(C)=N2)C=2C=C(C)C=CC=2)C=N1 DPMDLRAIWNTHNI-UHFFFAOYSA-N 0.000 claims 1
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- GQHHZURKULRHPN-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-2-methyl-5-[3-(trifluoromethyl)phenyl]-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(C=CC=2)C(F)(F)F)C=N1 GQHHZURKULRHPN-UHFFFAOYSA-N 0.000 claims 1
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- YYBHFJFJLGTMAP-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-5-(3-chlorophenyl)-2-methyl-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(Cl)C=CC=2)C=N1 YYBHFJFJLGTMAP-UHFFFAOYSA-N 0.000 claims 1
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- BGVGIVHDLYTMPZ-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-5-(3-methoxyphenyl)-1,3-oxazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=CO2)C(=O)NC2=NN(CC=3OC(=CC=3)C(C)=O)N=C2)=C1 BGVGIVHDLYTMPZ-UHFFFAOYSA-N 0.000 claims 1
- VTZKGFZYUJSVHK-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-5-(3-methoxyphenyl)-2-methyl-1,3-oxazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=C(C)O2)C(=O)NC2=NN(CC=3OC(=CC=3)C(C)=O)N=C2)=C1 VTZKGFZYUJSVHK-UHFFFAOYSA-N 0.000 claims 1
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- UQPYDPNKHLYEOJ-UHFFFAOYSA-N n-[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]-5-(4-chlorophenyl)-1,3-oxazole-4-carboxamide Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=CC(Cl)=CC=2)C=N1 UQPYDPNKHLYEOJ-UHFFFAOYSA-N 0.000 claims 1
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- LFLITJYXNIQDIY-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-2-yl)methyl]triazol-4-yl]-2-methyl-5-[3-(trifluoromethyl)phenyl]-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(C=CC=2)C(F)(F)F)C=N1 LFLITJYXNIQDIY-UHFFFAOYSA-N 0.000 claims 1
- NZVZEELTIVCKJJ-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-2-yl)methyl]triazol-4-yl]-2-methyl-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=CC=CC=2)C=N1 NZVZEELTIVCKJJ-UHFFFAOYSA-N 0.000 claims 1
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- ZOBVUERTAFXNAQ-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-2-yl)methyl]triazol-4-yl]-5-(3-chlorophenyl)-2-methyl-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(C)=N2)C=2C=C(Cl)C=CC=2)C=N1 ZOBVUERTAFXNAQ-UHFFFAOYSA-N 0.000 claims 1
- YSAFAIUMXGXJIV-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-2-yl)methyl]triazol-4-yl]-5-(3-fluorophenyl)-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=C(F)C=CC=2)C=N1 YSAFAIUMXGXJIV-UHFFFAOYSA-N 0.000 claims 1
- YFWQBDMIDXUVSK-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-2-yl)methyl]triazol-4-yl]-5-(3-methoxyphenyl)-1,3-oxazole-4-carboxamide Chemical compound COC1=CC=CC(C2=C(N=CO2)C(=O)NC2=NN(CC=3SC(=CC=3)C(C)=O)N=C2)=C1 YFWQBDMIDXUVSK-UHFFFAOYSA-N 0.000 claims 1
- GQSJFFNELXPQML-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-2-yl)methyl]triazol-4-yl]-5-(3-methylphenyl)-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=C(C)C=CC=2)C=N1 GQSJFFNELXPQML-UHFFFAOYSA-N 0.000 claims 1
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- KVQGRLFYHYSJAR-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-2-yl)methyl]triazol-4-yl]-5-[3-(trifluoromethoxy)phenyl]-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=C(OC(F)(F)F)C=CC=2)C=N1 KVQGRLFYHYSJAR-UHFFFAOYSA-N 0.000 claims 1
- BJCNUOJRPJQPTN-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-2-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=CC=CC=2)C=N1 BJCNUOJRPJQPTN-UHFFFAOYSA-N 0.000 claims 1
- ZBMIDLNAACRFLL-UHFFFAOYSA-N n-[2-[(5-acetylthiophen-3-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound S1C(C(=O)C)=CC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=CC=CC=3)C=N2)=C1 ZBMIDLNAACRFLL-UHFFFAOYSA-N 0.000 claims 1
- POOHNUVYZRIAOK-UHFFFAOYSA-N n-[2-[(5-methylsulfonylfuran-2-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound O1C(S(=O)(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC=N2)C=2C=CC=CC=2)C=N1 POOHNUVYZRIAOK-UHFFFAOYSA-N 0.000 claims 1
- YGTQTDAVPYQFMH-UHFFFAOYSA-N n-[2-[(6-acetylpyridin-2-yl)methyl]triazol-4-yl]-5-phenyl-1,3-oxazole-4-carboxamide Chemical compound CC(=O)C1=CC=CC(CN2N=C(NC(=O)C3=C(OC=N3)C=3C=CC=CC=3)C=N2)=N1 YGTQTDAVPYQFMH-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 210000002345 respiratory system Anatomy 0.000 claims 1
- 208000023504 respiratory system disease Diseases 0.000 claims 1
- KZPWLOPLOJLXKN-UHFFFAOYSA-N tert-butyl 3-[4-[[2-[(5-acetylfuran-2-yl)methyl]triazol-4-yl]carbamoyl]-5-phenyl-1,3-oxazol-2-yl]propanoate Chemical compound O1C(C(=O)C)=CC=C1CN1N=C(NC(=O)C2=C(OC(CCC(=O)OC(C)(C)C)=N2)C=2C=CC=CC=2)C=N1 KZPWLOPLOJLXKN-UHFFFAOYSA-N 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000004428 fluoroalkoxy group Chemical group 0.000 abstract 1
- 125000003709 fluoroalkyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
Classifications
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- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
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- 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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
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- 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
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- 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]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
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- 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
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- 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
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- 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
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
-
- 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
- C07D401/06—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 carbon chain containing only aliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
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- 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
- C07D417/06—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 carbon chain containing only aliphatic carbon atoms
-
- 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Virology (AREA)
- Pain & Pain Management (AREA)
- Tropical Medicine & Parasitology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Oncology (AREA)
- Rheumatology (AREA)
- Communicable Diseases (AREA)
- Hospice & Palliative Care (AREA)
- Molecular Biology (AREA)
- AIDS & HIV (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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IB2007055199 | 2007-12-18 | ||
IB2008054369 | 2008-10-23 | ||
PCT/IB2008/055375 WO2009077990A1 (en) | 2007-12-18 | 2008-12-17 | Aminotriazole derivatives as alx agonists |
Publications (1)
Publication Number | Publication Date |
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HRP20110825T1 true HRP20110825T1 (hr) | 2011-12-31 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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HR20110825T HRP20110825T1 (hr) | 2007-12-18 | 2011-11-10 | Derivati aminotriazola kao alx agonisti |
Country Status (26)
Country | Link |
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US (1) | US8536209B2 (ru) |
EP (1) | EP2225231B1 (ru) |
JP (1) | JP4656674B2 (ru) |
KR (1) | KR101213007B1 (ru) |
CN (1) | CN101903378B (ru) |
AR (1) | AR069801A1 (ru) |
AT (1) | ATE520689T1 (ru) |
AU (1) | AU2008337097B2 (ru) |
BR (1) | BRPI0821115A8 (ru) |
CA (1) | CA2706839C (ru) |
CY (1) | CY1112465T1 (ru) |
DK (1) | DK2225231T3 (ru) |
HK (1) | HK1144158A1 (ru) |
HR (1) | HRP20110825T1 (ru) |
IL (1) | IL206399A (ru) |
MA (1) | MA31949B1 (ru) |
MX (1) | MX2010006241A (ru) |
MY (1) | MY153985A (ru) |
NZ (1) | NZ586735A (ru) |
PL (1) | PL2225231T3 (ru) |
PT (1) | PT2225231E (ru) |
RU (1) | RU2492167C2 (ru) |
SI (1) | SI2225231T1 (ru) |
TW (1) | TWI434685B (ru) |
WO (1) | WO2009077990A1 (ru) |
ZA (1) | ZA201005080B (ru) |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AR069650A1 (es) | 2007-12-14 | 2010-02-10 | Actelion Pharmaceuticals Ltd | Derivados de aminopirazol como agonistas no peptidicos del receptor alx humano |
WO2010134014A1 (en) | 2009-05-18 | 2010-11-25 | Actelion Pharmaceuticals Ltd | Bridged spiro [2.4] heptane derivatives as alx receptor and/or fprl2 agonists |
NZ597453A (en) * | 2009-06-09 | 2013-03-28 | Actelion Pharmaceuticals Ltd | Fluorinated aminotriazole derivatives as alxr agonists |
US8674111B2 (en) | 2009-06-12 | 2014-03-18 | Actelion Pharmaceuticals Ltd. | Oxazole and thiazole derivatives as ALX receptor agonists |
ES2553635T3 (es) | 2010-11-17 | 2015-12-10 | Actelion Pharmaceuticals Ltd. | Derivados de éster spiro[2.4]heptano puenteados |
AR084172A1 (es) * | 2010-12-07 | 2013-04-24 | Actelion Pharmaceuticals Ltd | Derivados aminotriazol hidroxilados como agonistas del receptor alx |
AR084173A1 (es) * | 2010-12-07 | 2013-04-24 | Actelion Pharmaceuticals Ltd | Derivados oxazolil-metileter como agonistas del receptor alx |
WO2012152741A1 (de) | 2011-05-10 | 2012-11-15 | Bayer Intellectual Property Gmbh | Bicyclische (thio)carbonylamidine |
WO2013022766A1 (en) | 2011-08-05 | 2013-02-14 | Flynn Gary A | Preparation and methods of use for ortho-aryl 5- membered heteroaryl-carboxamide containing multi-targeted kinase inhibitors |
CN102558117B (zh) * | 2011-12-15 | 2014-10-08 | 北京金骄生物质化工有限公司 | 一种利用废弃生物质制备5-硝基-2-糠酸酯的方法 |
CN104284887B (zh) | 2012-05-16 | 2016-06-22 | 埃科特莱茵药品有限公司 | 作为alx受体激动剂的经1-(对-甲苯基)环丙基取代的桥联螺[2.4]庚烷衍生物 |
MA37618B1 (fr) | 2012-05-16 | 2017-08-31 | Actelion Pharmaceuticals Ltd | Dérivés pontés fluorés de spiro[2.4]heptane en tant qu'agonistes de récepteur alx |
CN104334544B (zh) | 2012-06-04 | 2016-10-19 | 埃科特莱茵药品有限公司 | 苯并咪唑脯氨酸衍生物 |
EA201500399A1 (ru) | 2012-10-10 | 2015-09-30 | Актелион Фармасьютиклз Лтд. | Антагонисты рецептора орексина, которые представляют собой производные [орто-би-(гетеро)арил]-[2-(мета-би-(гетеро)арил)пирролидин-1-ил]метанона |
KR20150090249A (ko) * | 2012-12-03 | 2015-08-05 | 에프. 호프만-라 로슈 아게 | 치환된 트라이아졸 및 이미다졸 화합물 |
CA2902135A1 (en) | 2013-03-12 | 2014-09-18 | Actelion Pharmaceuticals Ltd | Azetidine amide derivatives as orexin receptor antagonists |
AR096686A1 (es) | 2013-06-25 | 2016-01-27 | Actelion Pharmaceuticals Ltd | Derivados de espiro[2.4]heptano puenteados sustituidos con difluoroetil-oxazol como agonistas del receptor de alx |
EP3022188B1 (en) | 2013-07-18 | 2017-06-07 | Actelion Pharmaceuticals Ltd | Piperazine substituted bridged spiro[2.4]heptane derivatives as alx receptor agonists |
AR097279A1 (es) | 2013-08-09 | 2016-03-02 | Actelion Pharmaceuticals Ltd | Derivados de benzimidazolil-metil urea como agonistas del receptor de alx |
ES2752733T3 (es) | 2013-11-28 | 2020-04-06 | Kyorin Seiyaku Kk | Derivados de urea deuterados o marcados isotópicamente o sales farmacológicamente aceptables de los mismos útiles como agonistas de FPRL-1 |
UA116053C2 (uk) | 2013-12-04 | 2018-01-25 | Ідорсія Фармасьютікалз Лтд | Застосування похідних бензоімідазолу-проліну |
ES2791340T3 (es) | 2015-05-27 | 2020-11-03 | Kyorin Seiyaku Kk | Derivado de urea o sal farmacológicamente aceptable del mismo |
CN107849049B (zh) | 2015-05-27 | 2021-03-16 | 杏林制药株式会社 | 脲衍生物或其药用盐 |
KR20180081528A (ko) * | 2015-11-24 | 2018-07-16 | 브리스톨-마이어스 스큅 컴퍼니 | 심장 질환의 치료를 위한 포르밀-펩타이드 수용체 2/리폭신 a4 수용체 (fpr2/alx) 타겟팅 |
EA202092094A1 (ru) | 2018-03-05 | 2020-12-10 | Бристол-Маерс Сквибб Компани | Фенилпирролидиноновые агонисты формилпептидного рецептора 2 |
US11629143B2 (en) | 2020-10-01 | 2023-04-18 | Vibliome Therapeutics, Llc | HipK4 inhibitors and uses thereof |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS62234018A (ja) | 1986-04-02 | 1987-10-14 | Rooto Seiyaku Kk | 糖尿病併発症治療剤 |
WO2003035006A2 (en) | 2001-10-26 | 2003-05-01 | Government Of The United States Of America, As Represented By The Secretary, Department Of Health And Human Services, The | Amyloid ss is a ligand for fpr class receptors |
US20050164305A1 (en) | 2002-04-03 | 2005-07-28 | Bayer Healthcare Ag | Diagnostics and therapeutics for diseases associated with n-formyl peptide receptor like 1 (fprl1) |
AU2004290368A1 (en) * | 2003-11-07 | 2005-05-26 | Acadia Pharmaceuticals Inc. | Use of the lipoxin receptor, FPRL1, as a tool for identifying compounds effective in the treatment of pain and inflammation |
EP1751120A4 (en) * | 2004-05-25 | 2010-05-05 | Metabolex Inc | SUBSTITUTED TRIAZOLE AS PPAR MODULATORS AND MANUFACTURING METHOD THEREFOR |
DK1828148T3 (da) * | 2004-12-13 | 2010-05-17 | Leo Pharma As | Triazolsubstituerede aminobenzophenonforbindelser |
AU2006312083A1 (en) * | 2005-11-03 | 2007-05-18 | Merck Sharp & Dohme Corp. | Histone deacetylase inhibitors with aryl-pyrazolyl motifs |
JP2009535393A (ja) * | 2006-05-01 | 2009-10-01 | ファイザー・プロダクツ・インク | 置換2−アミノ縮合複素環式化合物 |
KR101599715B1 (ko) | 2007-08-21 | 2016-03-08 | 세노믹스, 인코포레이티드 | 인간 t2r 쓴맛 수용체 및 이의 용도 |
AR069650A1 (es) | 2007-12-14 | 2010-02-10 | Actelion Pharmaceuticals Ltd | Derivados de aminopirazol como agonistas no peptidicos del receptor alx humano |
WO2010134014A1 (en) | 2009-05-18 | 2010-11-25 | Actelion Pharmaceuticals Ltd | Bridged spiro [2.4] heptane derivatives as alx receptor and/or fprl2 agonists |
NZ597453A (en) | 2009-06-09 | 2013-03-28 | Actelion Pharmaceuticals Ltd | Fluorinated aminotriazole derivatives as alxr agonists |
US8674111B2 (en) | 2009-06-12 | 2014-03-18 | Actelion Pharmaceuticals Ltd. | Oxazole and thiazole derivatives as ALX receptor agonists |
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2008
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- 2008-12-17 MY MYPI2010002834A patent/MY153985A/en unknown
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- 2008-12-17 KR KR1020107015871A patent/KR101213007B1/ko not_active IP Right Cessation
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- 2008-12-17 AU AU2008337097A patent/AU2008337097B2/en not_active Ceased
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- 2008-12-17 RU RU2010129272/04A patent/RU2492167C2/ru not_active IP Right Cessation
- 2008-12-17 US US12/809,545 patent/US8536209B2/en not_active Expired - Fee Related
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