ZA200503501B - Benzofuran compounds, compositions and methods for treatment and prophylaxis of hepatitis C viral infections and associated diseases - Google Patents
Benzofuran compounds, compositions and methods for treatment and prophylaxis of hepatitis C viral infections and associated diseases Download PDFInfo
- Publication number
- ZA200503501B ZA200503501B ZA200503501A ZA200503501A ZA200503501B ZA 200503501 B ZA200503501 B ZA 200503501B ZA 200503501 A ZA200503501 A ZA 200503501A ZA 200503501 A ZA200503501 A ZA 200503501A ZA 200503501 B ZA200503501 B ZA 200503501B
- Authority
- ZA
- South Africa
- Prior art keywords
- phenyl
- benzofuran
- fluoro
- carboxylic acid
- acid methylamide
- Prior art date
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- 238000011282 treatment Methods 0.000 title claims description 27
- 239000000203 mixture Substances 0.000 title claims description 19
- 238000011321 prophylaxis Methods 0.000 title claims description 13
- 230000009385 viral infection Effects 0.000 title claims description 13
- 201000010099 disease Diseases 0.000 title claims description 12
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims description 12
- 208000036142 Viral infection Diseases 0.000 title claims description 11
- 208000005176 Hepatitis C Diseases 0.000 title claims description 9
- 238000000034 method Methods 0.000 title description 13
- 150000001907 coumarones Chemical class 0.000 title description 2
- -1 alkyl radical Chemical class 0.000 claims description 409
- MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 claims description 206
- 150000003254 radicals Chemical class 0.000 claims description 132
- 150000001875 compounds Chemical class 0.000 claims description 106
- 125000003545 alkoxy group Chemical group 0.000 claims description 68
- 125000000217 alkyl group Chemical group 0.000 claims description 63
- 229910052736 halogen Inorganic materials 0.000 claims description 62
- 150000002367 halogens Chemical class 0.000 claims description 62
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 49
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 46
- 125000001424 substituent group Chemical group 0.000 claims description 46
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 44
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 38
- 125000003118 aryl group Chemical group 0.000 claims description 37
- 239000002253 acid Substances 0.000 claims description 36
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 36
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 35
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 34
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 31
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 31
- 229910052739 hydrogen Inorganic materials 0.000 claims description 31
- 239000001257 hydrogen Substances 0.000 claims description 31
- 108010050904 Interferons Proteins 0.000 claims description 27
- 102000014150 Interferons Human genes 0.000 claims description 27
- 150000003839 salts Chemical class 0.000 claims description 26
- 150000003857 carboxamides Chemical class 0.000 claims description 25
- 229940079322 interferon Drugs 0.000 claims description 23
- 125000003342 alkenyl group Chemical group 0.000 claims description 20
- 229940124530 sulfonamide Drugs 0.000 claims description 20
- 150000003456 sulfonamides Chemical class 0.000 claims description 20
- 125000003368 amide group Chemical group 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- 208000015181 infectious disease Diseases 0.000 claims description 16
- 125000001072 heteroaryl group Chemical group 0.000 claims description 15
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 13
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 13
- 125000005241 heteroarylamino group Chemical group 0.000 claims description 13
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 12
- 125000004043 oxo group Chemical group O=* 0.000 claims description 10
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 9
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 9
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 9
- 239000003443 antiviral agent Substances 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 125000001769 aryl amino group Chemical group 0.000 claims description 8
- VBRUONUESYTIDA-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(methanesulfonamido)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(C)(=O)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 VBRUONUESYTIDA-UHFFFAOYSA-N 0.000 claims description 7
- 239000013543 active substance Substances 0.000 claims description 7
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 7
- 125000004414 alkyl thio group Chemical group 0.000 claims description 7
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 7
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims description 7
- 125000001188 haloalkyl group Chemical group 0.000 claims description 7
- 208000010710 hepatitis C virus infection Diseases 0.000 claims description 7
- 125000005182 hydroxyalkylcarbonyl group Chemical group 0.000 claims description 7
- 239000003112 inhibitor Substances 0.000 claims description 7
- UEPJRBCLGFJXBX-UHFFFAOYSA-N 1-(acetylsulfonylamino)-3-carbamoylurea Chemical compound CC(=O)S(=O)(=O)NNC(=O)NC(N)=O UEPJRBCLGFJXBX-UHFFFAOYSA-N 0.000 claims description 6
- MWHLWDOXNNGIDG-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[2-methoxyethyl(methyl)amino]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)CCOC)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 MWHLWDOXNNGIDG-UHFFFAOYSA-N 0.000 claims description 6
- UMWLCSKKWVHGOE-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 UMWLCSKKWVHGOE-UHFFFAOYSA-N 0.000 claims description 6
- KTURDABAZVTNIG-UHFFFAOYSA-N 5-hydroxy-n-methyl-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(O)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 KTURDABAZVTNIG-UHFFFAOYSA-N 0.000 claims description 6
- VGLAKBPROWKMNV-UHFFFAOYSA-N 5-methoxy-n-methyl-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 VGLAKBPROWKMNV-UHFFFAOYSA-N 0.000 claims description 6
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 claims description 6
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 6
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000003937 drug carrier Substances 0.000 claims description 6
- 229960000329 ribavirin Drugs 0.000 claims description 6
- HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 claims description 6
- 125000000565 sulfonamide group Chemical group 0.000 claims description 6
- DPJQVOSAYMBAJU-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(furan-3-ylmethylamino)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1NCC=1C=COC=1 DPJQVOSAYMBAJU-UHFFFAOYSA-N 0.000 claims description 5
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 5
- WTDWVLJJJOTABN-UHFFFAOYSA-N 5-cyclopropyl-2-(4-fluorophenyl)-6-[(2-hydroxyethyl)(methylsulfonyl)amino]-n-methyl-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(CCO)S(C)(=O)=O)=C1C1CC1 WTDWVLJJJOTABN-UHFFFAOYSA-N 0.000 claims description 5
- JWUAQCLETXKURH-UHFFFAOYSA-N 5-ethoxy-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C=2C=C(N(C)S(C)(=O)=O)C(OCC)=CC=2C(C(=O)NC)=C1C1=CC=C(F)C=C1 JWUAQCLETXKURH-UHFFFAOYSA-N 0.000 claims description 5
- KOKLRUYYSXFBBS-UHFFFAOYSA-N 6-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1C KOKLRUYYSXFBBS-UHFFFAOYSA-N 0.000 claims description 5
- 241000124008 Mammalia Species 0.000 claims description 5
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 5
- 108091032973 (ribonucleotides)n+m Proteins 0.000 claims description 4
- UFKWZRJTFCEGBY-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 UFKWZRJTFCEGBY-UHFFFAOYSA-N 0.000 claims description 4
- IMGXNJXLAOFSTA-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-5-phenylmethoxy-1-benzofuran-3-carboxamide Chemical compound C=1C=CC=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 IMGXNJXLAOFSTA-UHFFFAOYSA-N 0.000 claims description 4
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 claims description 3
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 108060003951 Immunoglobulin Proteins 0.000 claims description 3
- 239000003242 anti bacterial agent Substances 0.000 claims description 3
- 230000002924 anti-infective effect Effects 0.000 claims description 3
- 229940121363 anti-inflammatory agent Drugs 0.000 claims description 3
- 239000002260 anti-inflammatory agent Substances 0.000 claims description 3
- 230000000692 anti-sense effect Effects 0.000 claims description 3
- 229940088710 antibiotic agent Drugs 0.000 claims description 3
- 229940121357 antivirals Drugs 0.000 claims description 3
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 102000018358 immunoglobulin Human genes 0.000 claims description 3
- 229940072221 immunoglobulins Drugs 0.000 claims description 3
- 239000002955 immunomodulating agent Substances 0.000 claims description 3
- 229940121354 immunomodulator Drugs 0.000 claims description 3
- 125000004284 isoxazol-3-yl group Chemical group [H]C1=C([H])C(*)=NO1 0.000 claims description 3
- 239000002777 nucleoside Chemical class 0.000 claims description 3
- 150000003833 nucleoside derivatives Chemical class 0.000 claims description 3
- 125000003729 nucleotide group Chemical class 0.000 claims description 3
- 239000000137 peptide hydrolase inhibitor Substances 0.000 claims description 3
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 2
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 claims description 2
- 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims description 2
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims description 2
- 125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 2
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 2
- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 2
- 108020004459 Small interfering RNA Proteins 0.000 claims description 2
- 125000005336 allyloxy group Chemical group 0.000 claims description 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- DAFXCXWELHZNTQ-UHFFFAOYSA-N chloro-cyano-fluoromethanesulfonic acid Chemical compound OS(=O)(=O)C(F)(Cl)C#N DAFXCXWELHZNTQ-UHFFFAOYSA-N 0.000 claims description 2
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 claims description 2
- 125000006222 dimethylaminomethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 125000003037 imidazol-2-yl group Chemical group [H]N1C([*])=NC([H])=C1[H] 0.000 claims description 2
- 125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 claims description 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
- 125000004304 oxazol-5-yl group Chemical group O1C=NC=C1* 0.000 claims description 2
- 125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 claims description 2
- 239000004055 small Interfering RNA Substances 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- 230000000153 supplemental effect Effects 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 125000004496 thiazol-5-yl group Chemical group S1C=NC=C1* 0.000 claims description 2
- 230000003612 virological effect Effects 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 13
- 125000003396 thiol group Chemical class [H]S* 0.000 claims 9
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical group [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims 6
- 159000000000 sodium salts Chemical class 0.000 claims 6
- DHHBSXKKBURPIS-UHFFFAOYSA-N n-methyl-1-benzofuran-3-carboxamide Chemical compound C1=CC=C2C(C(=O)NC)=COC2=C1 DHHBSXKKBURPIS-UHFFFAOYSA-N 0.000 claims 5
- ZNPHYYTWZNJUGM-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(methanesulfonamido)-n-propan-2-yl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(C)(=O)=O)=C(OC(C)C)C=C2C(C(=O)NC(C)C)=C1C1=CC=C(F)C=C1 ZNPHYYTWZNJUGM-UHFFFAOYSA-N 0.000 claims 4
- DCMMMNPCHRQIMW-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[2-hydroxyethyl(methylsulfonyl)amino]-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(CCO)S(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 DCMMMNPCHRQIMW-UHFFFAOYSA-N 0.000 claims 4
- DYXKAJRXOLYOPM-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-(propan-2-ylsulfonylamino)-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(=O)(=O)C(C)C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 DYXKAJRXOLYOPM-UHFFFAOYSA-N 0.000 claims 4
- YTRVAVYKXKUOLV-UHFFFAOYSA-N 6-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(4-fluorophenyl)-5-(3-hydroxypropoxy)-n-methyl-1-benzofuran-3-carboxamide Chemical compound OCCCOC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1C YTRVAVYKXKUOLV-UHFFFAOYSA-N 0.000 claims 4
- BENJFDPHDCGUAQ-UHFFFAOYSA-N 1-benzofuran-3-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=COC2=C1 BENJFDPHDCGUAQ-UHFFFAOYSA-N 0.000 claims 3
- JHHAICWGKMHOAU-UHFFFAOYSA-N 2-(2,4-difluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1F JHHAICWGKMHOAU-UHFFFAOYSA-N 0.000 claims 3
- AQZIWHCWRAYWCK-UHFFFAOYSA-N 2-(2-chlorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=CC=C1Cl AQZIWHCWRAYWCK-UHFFFAOYSA-N 0.000 claims 3
- MAWIIBMTMKHSGO-UHFFFAOYSA-N 2-(3-fluoro-4-methylphenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(C)C(F)=C1 MAWIIBMTMKHSGO-UHFFFAOYSA-N 0.000 claims 3
- WHJBDNPYJCBLDG-UHFFFAOYSA-N 2-(4-aminophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(N)C=C1 WHJBDNPYJCBLDG-UHFFFAOYSA-N 0.000 claims 3
- KQBNGQUZSYJENL-UHFFFAOYSA-N 2-(4-bromophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(Br)C=C1 KQBNGQUZSYJENL-UHFFFAOYSA-N 0.000 claims 3
- DQUOBWCEDGGSKR-UHFFFAOYSA-N 2-(4-bromophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(Br)C=C1 DQUOBWCEDGGSKR-UHFFFAOYSA-N 0.000 claims 3
- MCXWJBVVYNDIKC-UHFFFAOYSA-N 2-(4-ethylphenyl)-5-fluoro-n-methyl-1-benzofuran-3-carboxamide Chemical compound C1=CC(CC)=CC=C1C1=C(C(=O)NC)C2=CC(F)=CC=C2O1 MCXWJBVVYNDIKC-UHFFFAOYSA-N 0.000 claims 3
- RJBBJCLRYOQWHP-UHFFFAOYSA-N 2-(4-fluoro-3-methylphenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C(C)=C1 RJBBJCLRYOQWHP-UHFFFAOYSA-N 0.000 claims 3
- TXIXBSDUZBCMRQ-UHFFFAOYSA-N 2-(4-fluorophenyl)-3-(methylcarbamoyl)-5-propan-2-yloxy-1-benzofuran-6-carboxylic acid Chemical compound O1C2=CC(C(O)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 TXIXBSDUZBCMRQ-UHFFFAOYSA-N 0.000 claims 3
- IQLZEYSDPWWSLD-UHFFFAOYSA-N 2-(4-fluorophenyl)-5,6-dihydroxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(O)=C(O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 IQLZEYSDPWWSLD-UHFFFAOYSA-N 0.000 claims 3
- PTRZEKFKIKNGNI-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(1h-imidazol-5-ylmethoxy)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound C=1N=CNC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 PTRZEKFKIKNGNI-UHFFFAOYSA-N 0.000 claims 3
- UUPIINGUPPFLGG-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(2-hydroxy-2-methylbutoxy)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound CCC(C)(O)COC1=CC=2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC=2C=C1N1CCOCC1 UUPIINGUPPFLGG-UHFFFAOYSA-N 0.000 claims 3
- AOVZMKGLOFWZNG-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(2-hydroxy-2-methylpropoxy)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)S(C)(=O)=O)=C(OCC(C)(C)O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 AOVZMKGLOFWZNG-UHFFFAOYSA-N 0.000 claims 3
- CEZLVPZAHQNBRX-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(2-hydroxy-2-methylpropoxy)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound CC(O)(C)COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 CEZLVPZAHQNBRX-UHFFFAOYSA-N 0.000 claims 3
- GJEJIZGJHYVQRB-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(2-hydroxypropoxy)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)S(C)(=O)=O)=C(OCC(C)O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 GJEJIZGJHYVQRB-UHFFFAOYSA-N 0.000 claims 3
- HTGFCIKWNGCQCM-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(2-hydroxypropoxy)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound CC(O)COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 HTGFCIKWNGCQCM-UHFFFAOYSA-N 0.000 claims 3
- PVEJHYYXBAMUHJ-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(2-methoxyethoxy)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound COCCOC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 PVEJHYYXBAMUHJ-UHFFFAOYSA-N 0.000 claims 3
- PZPUKXYYJDMJDU-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(furan-2-yl)-6-(methanesulfonamido)-n-methyl-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(NS(C)(=O)=O)=C1C1=CC=CO1 PZPUKXYYJDMJDU-UHFFFAOYSA-N 0.000 claims 3
- XDFYBVKLFYEQLP-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-[(3-methoxyphenyl)methoxy]-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=CC(OC)=C1 XDFYBVKLFYEQLP-UHFFFAOYSA-N 0.000 claims 3
- QTCCWNIVZROUMZ-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-[(3-methoxyphenyl)methoxy]-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound C=1C=CC(OC)=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 QTCCWNIVZROUMZ-UHFFFAOYSA-N 0.000 claims 3
- VEFFVFUSMQROGC-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-[(4-fluorophenyl)methoxy]-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound C=1C=C(F)C=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 VEFFVFUSMQROGC-UHFFFAOYSA-N 0.000 claims 3
- ZQBCCWFOURNHAE-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-[(4-methoxyphenyl)methoxy]-6-[(4-methoxyphenyl)methyl-methylsulfonylamino]-n-methyl-1-benzofuran-3-carboxamide Chemical compound C=1C=C(OC)C=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=CC=C(OC)C=C1 ZQBCCWFOURNHAE-UHFFFAOYSA-N 0.000 claims 3
- MYLXLYZBKMSGID-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-[(4-methoxyphenyl)methoxy]-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=C(OC)C=C1 MYLXLYZBKMSGID-UHFFFAOYSA-N 0.000 claims 3
- QTYJOJQVIIMROP-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-[(4-methoxyphenyl)methoxy]-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound C=1C=C(OC)C=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 QTYJOJQVIIMROP-UHFFFAOYSA-N 0.000 claims 3
- HJLMQVHOIJMXBI-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-[2-(4-fluorophenyl)-2-oxoethoxy]-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC(=O)C1=CC=C(F)C=C1 HJLMQVHOIJMXBI-UHFFFAOYSA-N 0.000 claims 3
- RRMJJOHGSQLVKH-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-hydroxy-6-(methanesulfonamido)-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(C)(=O)=O)=C(O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 RRMJJOHGSQLVKH-UHFFFAOYSA-N 0.000 claims 3
- FEQWIVDFWFQMDU-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-hydroxy-6-[2-hydroxypropyl(methylsulfonyl)amino]-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(CC(C)O)S(C)(=O)=O)=C(O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 FEQWIVDFWFQMDU-UHFFFAOYSA-N 0.000 claims 3
- XVKYRNBXYYSMIH-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-hydroxy-6-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(OC)=C(O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 XVKYRNBXYYSMIH-UHFFFAOYSA-N 0.000 claims 3
- FZJQUXVKUXJRFM-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-hydroxy-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)S(C)(=O)=O)=C(O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 FZJQUXVKUXJRFM-UHFFFAOYSA-N 0.000 claims 3
- KQSKZPRFOAPFBS-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-hydroxy-n-methyl-6-[methylsulfonyl(2-oxopropyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(CC(C)=O)S(C)(=O)=O)=C(O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 KQSKZPRFOAPFBS-UHFFFAOYSA-N 0.000 claims 3
- ODNYJDSFFFBTNW-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-hydroxy-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 ODNYJDSFFFBTNW-UHFFFAOYSA-N 0.000 claims 3
- RFGMAXARIKSREY-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-6-[2-methoxyethyl(methylsulfonyl)amino]-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(CCOC)S(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 RFGMAXARIKSREY-UHFFFAOYSA-N 0.000 claims 3
- VQSMNRVWHVNANT-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-6-[3-(methoxymethyl)-5-methyl-1,2-oxazol-4-yl]-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=C(C)ON=C1COC VQSMNRVWHVNANT-UHFFFAOYSA-N 0.000 claims 3
- LZCGMCFOVMFYOY-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-6-[5-(methoxymethyl)-1,2-oxazol-3-yl]-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C=C(COC)ON=1 LZCGMCFOVMFYOY-UHFFFAOYSA-N 0.000 claims 3
- ISRFCCPXVMVAKR-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n,6-dimethyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 ISRFCCPXVMVAKR-UHFFFAOYSA-N 0.000 claims 3
- KKBDDLGXLMWIJS-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n,7-dimethyl-1-benzofuran-3-carboxamide Chemical compound O1C2=C(C)C=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 KKBDDLGXLMWIJS-UHFFFAOYSA-N 0.000 claims 3
- QRRUPNRJRLMYLG-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-(1-methylsulfonylpyrrolidin-2-yl)-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1CCCN1S(C)(=O)=O QRRUPNRJRLMYLG-UHFFFAOYSA-N 0.000 claims 3
- BHXBHHXFZPGJHU-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-(1-methylsulfonylpyrrolidin-3-yl)-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1CCN(S(C)(=O)=O)C1 BHXBHHXFZPGJHU-UHFFFAOYSA-N 0.000 claims 3
- YMBIVJAIUYEMPY-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-(1h-pyrrol-3-yl)-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C=CNC=1 YMBIVJAIUYEMPY-UHFFFAOYSA-N 0.000 claims 3
- CZLDGFMMGVHYDZ-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-(2-methyl-1,2,4-triazol-3-yl)-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=NC=NN1C CZLDGFMMGVHYDZ-UHFFFAOYSA-N 0.000 claims 3
- DUKAKDDCJOIYJX-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-(4-methyl-2,5-dioxoimidazolidin-4-yl)-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1(C)NC(=O)NC1=O DUKAKDDCJOIYJX-UHFFFAOYSA-N 0.000 claims 3
- RJGJSYNILBTZPN-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-(5-methyl-1h-1,2,4-triazol-3-yl)-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=NC(C)=NN1 RJGJSYNILBTZPN-UHFFFAOYSA-N 0.000 claims 3
- NAVOOCAEHLITFK-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-(5-oxopyrrolidin-3-yl)-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1CNC(=O)C1 NAVOOCAEHLITFK-UHFFFAOYSA-N 0.000 claims 3
- KQEFVJSTLLWJRK-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-[methylsulfonyl(2,2,2-trifluoroethyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(CC(F)(F)F)S(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 KQEFVJSTLLWJRK-UHFFFAOYSA-N 0.000 claims 3
- BKPSUOOMHDOLFC-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-[methylsulfonyl(propan-2-yl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C(C)C)S(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 BKPSUOOMHDOLFC-UHFFFAOYSA-N 0.000 claims 3
- JNCHPMVJNUQDKO-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-[methylsulfonyl(pyridin-4-ylmethyl)amino]-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=CC=NC=C1 JNCHPMVJNUQDKO-UHFFFAOYSA-N 0.000 claims 3
- RHRWIWLMVMFYKL-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-pyridin-3-yl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CC=CN=C1 RHRWIWLMVMFYKL-UHFFFAOYSA-N 0.000 claims 3
- CCVWNFVJGCUAPV-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-pyrrolidin-1-yl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCCC1 CCVWNFVJGCUAPV-UHFFFAOYSA-N 0.000 claims 3
- SZWVVJDNPRBGGE-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(2-hydroxyacetyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(=O)CO)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 SZWVVJDNPRBGGE-UHFFFAOYSA-N 0.000 claims 3
- UDAIKJRPFYSOON-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(2-hydroxypropan-2-yl)-n,5-dimethyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)(C)O)=C(C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 UDAIKJRPFYSOON-UHFFFAOYSA-N 0.000 claims 3
- HFCXIRFVHKGXRZ-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(2-hydroxypropan-2-yl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)(C)O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 HFCXIRFVHKGXRZ-UHFFFAOYSA-N 0.000 claims 3
- RADKAYWKWGITON-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(3-hydroxypyrrolidin-1-yl)sulfonyl-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1S(=O)(=O)N1CCC(O)C1 RADKAYWKWGITON-UHFFFAOYSA-N 0.000 claims 3
- YYKKVBRMVTWFBD-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(4-hydroxypiperidin-1-yl)sulfonyl-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1S(=O)(=O)N1CCC(O)CC1 YYKKVBRMVTWFBD-UHFFFAOYSA-N 0.000 claims 3
- JUARNRCQTYNJRP-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(furan-2-yl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CC=CO1 JUARNRCQTYNJRP-UHFFFAOYSA-N 0.000 claims 3
- SGIXTVMESRBHOM-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(hydroxymethyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(CO)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 SGIXTVMESRBHOM-UHFFFAOYSA-N 0.000 claims 3
- UOYIJTPTNJNSRF-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(methanesulfonamido)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 UOYIJTPTNJNSRF-UHFFFAOYSA-N 0.000 claims 3
- HRBQGKSZZWACHX-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(methanesulfonamido)-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(C)(=O)=O)=CC=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 HRBQGKSZZWACHX-UHFFFAOYSA-N 0.000 claims 3
- SLWASMRKHVHDFE-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(methanesulfonamidomethyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(CNS(C)(=O)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 SLWASMRKHVHDFE-UHFFFAOYSA-N 0.000 claims 3
- FCXXQEIQKHFBIF-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[(4-methoxyphenyl)methyl-methylsulfonylamino]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=CC=C(OC)C=C1 FCXXQEIQKHFBIF-UHFFFAOYSA-N 0.000 claims 3
- QAXXWWZLUNNRGV-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[2-hydroxypropyl(methylsulfonyl)amino]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(CC(C)O)S(C)(=O)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 QAXXWWZLUNNRGV-UHFFFAOYSA-N 0.000 claims 3
- JFXJWXOEUIJFPA-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[2-methoxyethyl(methylsulfonyl)amino]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(CCOC)S(C)(=O)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 JFXJWXOEUIJFPA-UHFFFAOYSA-N 0.000 claims 3
- QOXABIONQHQTNE-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[3-(methoxymethyl)-1,2-oxazol-5-yl]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CC(COC)=NO1 QOXABIONQHQTNE-UHFFFAOYSA-N 0.000 claims 3
- UINGXHFXRZNZDE-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[5-(hydroxymethyl)-1,2-oxazol-3-yl]-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C=C(CO)ON=1 UINGXHFXRZNZDE-UHFFFAOYSA-N 0.000 claims 3
- CIQUWSWULWNRSM-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[5-(hydroxymethyl)-1,2-oxazol-3-yl]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C=C(CO)ON=1 CIQUWSWULWNRSM-UHFFFAOYSA-N 0.000 claims 3
- RWYASGCYGTXJEV-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-hydroxy-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 RWYASGCYGTXJEV-UHFFFAOYSA-N 0.000 claims 3
- WFEAWHLTWLKLPP-UHFFFAOYSA-N 2-(4-fluorophenyl)-n,6-dimethyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 WFEAWHLTWLKLPP-UHFFFAOYSA-N 0.000 claims 3
- MBMMVMOEKVSOKS-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-(1,3-thiazol-4-ylmethoxy)-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=C1OCC1=CSC=N1 MBMMVMOEKVSOKS-UHFFFAOYSA-N 0.000 claims 3
- BFGJQVJOGCLARR-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-(2,2,2-trifluoroethoxy)-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OCC(F)(F)F)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 BFGJQVJOGCLARR-UHFFFAOYSA-N 0.000 claims 3
- BMXGVNISLCJFAO-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-[(1-methyltetrazol-5-yl)methoxy]-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound N=1N=NN(C)C=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 BMXGVNISLCJFAO-UHFFFAOYSA-N 0.000 claims 3
- KBTFUBSHBBHWKR-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-[(2-methyl-1,3-thiazol-4-yl)methoxy]-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound C=1SC(C)=NC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 KBTFUBSHBBHWKR-UHFFFAOYSA-N 0.000 claims 3
- CEKYVUCBCNMGFY-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-[(5-methyl-1,2-oxazol-3-yl)methoxy]-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound C1=C(C)ON=C1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 CEKYVUCBCNMGFY-UHFFFAOYSA-N 0.000 claims 3
- XVHLJDMSNYTSJD-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-[2-(methylamino)-2-oxoethoxy]-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C=2C=C(N(C)S(C)(=O)=O)C(OCC(=O)NC)=CC=2C(C(=O)NC)=C1C1=CC=C(F)C=C1 XVHLJDMSNYTSJD-UHFFFAOYSA-N 0.000 claims 3
- TVZWPUIQVROGKP-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 TVZWPUIQVROGKP-UHFFFAOYSA-N 0.000 claims 3
- GJGKCHIBTNYWNR-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-(1,3,5-trimethylpyrazol-4-yl)-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NN(C)C=1C GJGKCHIBTNYWNR-UHFFFAOYSA-N 0.000 claims 3
- JKQRAXOGXCGYDA-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-(1,3-thiazol-2-yl)-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=NC=CS1 JKQRAXOGXCGYDA-UHFFFAOYSA-N 0.000 claims 3
- PTKWVUNUPIPNMA-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-(1,3-thiazol-5-yl)-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CN=CS1 PTKWVUNUPIPNMA-UHFFFAOYSA-N 0.000 claims 3
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- PPMFKFPSIVSIQS-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-(1h-pyrazol-5-yl)-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CC=NN1 PPMFKFPSIVSIQS-UHFFFAOYSA-N 0.000 claims 3
- RDBTUJNNOBEOMY-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-(pyridin-4-ylamino)-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1NC1=CC=NC=C1 RDBTUJNNOBEOMY-UHFFFAOYSA-N 0.000 claims 3
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- GAEBRTNHVLKLAL-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-pyrimidin-5-yl-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CN=CN=C1 GAEBRTNHVLKLAL-UHFFFAOYSA-N 0.000 claims 3
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- BBUQKTZGIFXZLZ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-pyrrolidin-2-yl-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1CCCN1 BBUQKTZGIFXZLZ-UHFFFAOYSA-N 0.000 claims 3
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- YEBSVTWOLYSBPJ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-6-thiomorpholin-4-ylsulfonyl-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1S(=O)(=O)N1CCSCC1 YEBSVTWOLYSBPJ-UHFFFAOYSA-N 0.000 claims 3
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- XIIGIYFGCPQTAW-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(1-oxo-1,4-thiazinan-4-yl)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCS(=O)CC1 XIIGIYFGCPQTAW-UHFFFAOYSA-N 0.000 claims 3
- QFTCANZJTBRBMO-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(2-methylpyrazol-3-yl)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CC=NN1C QFTCANZJTBRBMO-UHFFFAOYSA-N 0.000 claims 3
- WYEOXYOYJVDJEP-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(4-methylpiperazin-1-yl)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCN(C)CC1 WYEOXYOYJVDJEP-UHFFFAOYSA-N 0.000 claims 3
- RMURXGXAVYIPFX-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(5-methyl-1h-pyrazol-3-yl)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CC(C)=NN1 RMURXGXAVYIPFX-UHFFFAOYSA-N 0.000 claims 3
- CAINDNYQVGBZGJ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(propan-2-ylamino)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NC(C)C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 CAINDNYQVGBZGJ-UHFFFAOYSA-N 0.000 claims 3
- IKOQMLSDWQPBAX-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-(1,3-thiazol-4-ylmethoxy)-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CSC=N1 IKOQMLSDWQPBAX-UHFFFAOYSA-N 0.000 claims 3
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- JPVGSTYFHSUOBY-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-(2-pyrazol-1-ylethoxy)-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCCN1C=CC=N1 JPVGSTYFHSUOBY-UHFFFAOYSA-N 0.000 claims 3
- HKHCNCPLYCYNEZ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-(pyridin-4-ylmethoxy)-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=NC=C1 HKHCNCPLYCYNEZ-UHFFFAOYSA-N 0.000 claims 3
- XKROCESDBZNHPX-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-[(2-methyl-1,3-thiazol-4-yl)methoxy]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CSC(C)=N1 XKROCESDBZNHPX-UHFFFAOYSA-N 0.000 claims 3
- AOKCZNDTDAFJCD-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-[(5-methyl-1,2-oxazol-3-yl)methoxy]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC=1C=C(C)ON=1 AOKCZNDTDAFJCD-UHFFFAOYSA-N 0.000 claims 3
- HAEBXLQHRQPEBP-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-[2-oxo-2-(1,3,4-thiadiazol-2-ylamino)ethoxy]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC(=O)NC1=NN=CS1 HAEBXLQHRQPEBP-UHFFFAOYSA-N 0.000 claims 3
- GIOZABPDRDNTOD-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-[2-oxo-2-(1,3-thiazol-2-ylamino)ethoxy]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC(=O)NC1=NC=CS1 GIOZABPDRDNTOD-UHFFFAOYSA-N 0.000 claims 3
- JYPMOJTXSSEXRO-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-propoxy-1-benzofuran-3-carboxamide Chemical compound O1C=2C=C(N(C)S(C)(=O)=O)C(OCCC)=CC=2C(C(=O)NC)=C1C1=CC=C(F)C=C1 JYPMOJTXSSEXRO-UHFFFAOYSA-N 0.000 claims 3
- LIICQDFJMRJTNK-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methylsulfonyl(1,3-thiazol-2-ylmethyl)amino]-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=NC=CS1 LIICQDFJMRJTNK-UHFFFAOYSA-N 0.000 claims 3
- XAKPZSLAGNKHOQ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methylsulfonyl(1,3-thiazol-4-ylmethyl)amino]-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=CSC=N1 XAKPZSLAGNKHOQ-UHFFFAOYSA-N 0.000 claims 3
- OTDYEPTWJQRYJP-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methylsulfonyl(2-morpholin-4-ylethyl)amino]-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CCN1CCOCC1 OTDYEPTWJQRYJP-UHFFFAOYSA-N 0.000 claims 3
- BOCBIZOITQCRBH-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methylsulfonyl(propan-2-yl)amino]-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C(C)C)S(C)(=O)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 BOCBIZOITQCRBH-UHFFFAOYSA-N 0.000 claims 3
- RJCYWSGOOBGNBZ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methylsulfonyl(propyl)amino]-5-propoxy-1-benzofuran-3-carboxamide Chemical compound O1C=2C=C(N(CCC)S(C)(=O)=O)C(OCCC)=CC=2C(C(=O)NC)=C1C1=CC=C(F)C=C1 RJCYWSGOOBGNBZ-UHFFFAOYSA-N 0.000 claims 3
- MLLBWJNVZMWGMO-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-5-(1,3-thiazol-4-ylmethoxy)-1-benzofuran-3-carboxamide Chemical compound C=1SC=NC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 MLLBWJNVZMWGMO-UHFFFAOYSA-N 0.000 claims 3
- XDKRDMNWAULOAQ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-5-(pyridin-4-ylmethoxy)-1-benzofuran-3-carboxamide Chemical compound C=1C=NC=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 XDKRDMNWAULOAQ-UHFFFAOYSA-N 0.000 claims 3
- OCWQETRIPDPKJP-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-5-[1-(1,3-thiazol-2-yl)ethoxy]-1-benzofuran-3-carboxamide Chemical compound N=1C=CSC=1C(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 OCWQETRIPDPKJP-UHFFFAOYSA-N 0.000 claims 3
- HCFHOAOZMXJLAA-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-phenylmethoxy-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1OCC1=CC=CC=C1 HCFHOAOZMXJLAA-UHFFFAOYSA-N 0.000 claims 3
- XGANWIMAAQJNMP-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-piperidin-1-yl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCCCC1 XGANWIMAAQJNMP-UHFFFAOYSA-N 0.000 claims 3
- PDTPICHARFLRTD-UHFFFAOYSA-N 2-(5-chlorothiophen-2-yl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(Cl)S1 PDTPICHARFLRTD-UHFFFAOYSA-N 0.000 claims 3
- AGMLFLTWDOSWQO-UHFFFAOYSA-N 2-(furan-2-yl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=CO1 AGMLFLTWDOSWQO-UHFFFAOYSA-N 0.000 claims 3
- OOGUDHOYJKBIFW-UHFFFAOYSA-N 2-(furan-3-yl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C=1C=COC=1 OOGUDHOYJKBIFW-UHFFFAOYSA-N 0.000 claims 3
- HJWZIOLNVKZXRB-UHFFFAOYSA-N 2-[2-(4-fluorophenyl)-5-methoxy-3-(methylcarbamoyl)-1-benzofuran-6-yl]pyrrolidine-1-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1CCCN1C(N)=O HJWZIOLNVKZXRB-UHFFFAOYSA-N 0.000 claims 3
- OXJVIPFSUQRLMK-UHFFFAOYSA-N 2-[4-(acetamidomethyl)phenyl]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(CNC(C)=O)C=C1 OXJVIPFSUQRLMK-UHFFFAOYSA-N 0.000 claims 3
- ILCJCDBTEWMKJR-UHFFFAOYSA-N 2-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxymethyl]-1,3-thiazole-4-carboxylic acid Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=NC(C(O)=O)=CS1 ILCJCDBTEWMKJR-UHFFFAOYSA-N 0.000 claims 3
- BLKZBZKTGZOWBG-UHFFFAOYSA-N 2-[[2-(4-fluorophenyl)-6-methyl-3-(methylcarbamoyl)-1-benzofuran-5-yl]oxy]propanoic acid Chemical compound O1C2=CC(C)=C(OC(C)C(O)=O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 BLKZBZKTGZOWBG-UHFFFAOYSA-N 0.000 claims 3
- JGPVISXUVHIDKI-UHFFFAOYSA-N 3-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-5-yl]oxymethyl]benzoic acid Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=C1OCC1=CC=CC(C(O)=O)=C1 JGPVISXUVHIDKI-UHFFFAOYSA-N 0.000 claims 3
- PIBYJHOKSYVFJP-UHFFFAOYSA-N 3-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxymethyl]benzoic acid Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=CC(C(O)=O)=C1 PIBYJHOKSYVFJP-UHFFFAOYSA-N 0.000 claims 3
- LVNLILBCFXFZOC-UHFFFAOYSA-N 3-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-morpholin-4-yl-1-benzofuran-5-yl]oxymethyl]benzoic acid Chemical compound C=1C=CC(C(O)=O)=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 LVNLILBCFXFZOC-UHFFFAOYSA-N 0.000 claims 3
- FOLPROXLDJWDOO-UHFFFAOYSA-N 4-[2-(4-fluorophenyl)-5-methoxy-3-(methylcarbamoyl)-1-benzofuran-6-yl]-n-methyl-2-oxopyrrolidine-3-carboxamide Chemical compound C1NC(=O)C(C(=O)NC)C1C(C(=C1)OC)=CC2=C1C(C(=O)NC)=C(C=1C=CC(F)=CC=1)O2 FOLPROXLDJWDOO-UHFFFAOYSA-N 0.000 claims 3
- NQNKSZUZLCRFFM-UHFFFAOYSA-N 4-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-5-yl]oxymethyl]benzoic acid Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=C1OCC1=CC=C(C(O)=O)C=C1 NQNKSZUZLCRFFM-UHFFFAOYSA-N 0.000 claims 3
- ARALBWARIRWGOD-UHFFFAOYSA-N 4-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxymethyl]-2-hydroxybenzoic acid Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=C(C(O)=O)C(O)=C1 ARALBWARIRWGOD-UHFFFAOYSA-N 0.000 claims 3
- DCYFGGAJLVCKPP-UHFFFAOYSA-N 4-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxymethyl]benzoic acid Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=C(C(O)=O)C=C1 DCYFGGAJLVCKPP-UHFFFAOYSA-N 0.000 claims 3
- BZQBSPWRMOJQDU-UHFFFAOYSA-N 4-[[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-5-propan-2-yloxy-1-benzofuran-6-yl]-methylsulfonylamino]methyl]benzoic acid Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=CC=C(C(O)=O)C=C1 BZQBSPWRMOJQDU-UHFFFAOYSA-N 0.000 claims 3
- IIWOZJCPDVTWDO-UHFFFAOYSA-N 4-chloro-6-(ethylamino)-2-(4-fluorophenyl)-5-hydroxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C(Cl)=C(O)C(NCC)=CC=2OC=1C1=CC=C(F)C=C1 IIWOZJCPDVTWDO-UHFFFAOYSA-N 0.000 claims 3
- PCQLRNVSDQWZKR-UHFFFAOYSA-N 4-chloro-6-[ethyl-(2-methoxyacetyl)amino]-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C(Cl)=C(OC)C(N(C(=O)COC)CC)=CC=2OC=1C1=CC=C(F)C=C1 PCQLRNVSDQWZKR-UHFFFAOYSA-N 0.000 claims 3
- JOWORPYYFQPGBP-UHFFFAOYSA-N 5,6-dimethoxy-n-methyl-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(OC)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 JOWORPYYFQPGBP-UHFFFAOYSA-N 0.000 claims 3
- FAVSAAALHUTTGS-UHFFFAOYSA-N 5-(1-cyanoethoxy)-2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound N#CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 FAVSAAALHUTTGS-UHFFFAOYSA-N 0.000 claims 3
- LUNMECCXOFFBAG-UHFFFAOYSA-N 5-(2-chloroethoxy)-2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound ClCCOC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 LUNMECCXOFFBAG-UHFFFAOYSA-N 0.000 claims 3
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- ABHNJCVRUJMIHV-UHFFFAOYSA-N 5-(3-ethoxypropoxy)-6-(ethylamino)-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(OCCCOCC)C(NCC)=CC=2OC=1C1=CC=C(F)C=C1 ABHNJCVRUJMIHV-UHFFFAOYSA-N 0.000 claims 3
- XLNCQJIGKFCZBA-UHFFFAOYSA-N 5-(cyanomethoxy)-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)S(C)(=O)=O)=C(OCC#N)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 XLNCQJIGKFCZBA-UHFFFAOYSA-N 0.000 claims 3
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- NKVYQPNYLZJIST-UHFFFAOYSA-N 5-(hydroxymethyl)-n-methyl-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(CO)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 NKVYQPNYLZJIST-UHFFFAOYSA-N 0.000 claims 3
- ZQSFYDIRYQMJIN-UHFFFAOYSA-N 5-(methoxymethyl)-n-methyl-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(COC)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 ZQSFYDIRYQMJIN-UHFFFAOYSA-N 0.000 claims 3
- LARXPGHELASFEI-UHFFFAOYSA-N 5-[(1-benzylimidazol-2-yl)methoxy]-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=NC=CN1CC1=CC=CC=C1 LARXPGHELASFEI-UHFFFAOYSA-N 0.000 claims 3
- DFOQVZCUUKYTTM-UHFFFAOYSA-N 5-[(3,5-dimethoxyphenyl)methoxy]-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC(OC)=CC(OC)=C1 DFOQVZCUUKYTTM-UHFFFAOYSA-N 0.000 claims 3
- LJXVHHBVBHODLA-UHFFFAOYSA-N 5-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC=1C(C)=NOC=1C LJXVHHBVBHODLA-UHFFFAOYSA-N 0.000 claims 3
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- QBJUAHVNQBQSJD-UHFFFAOYSA-N 5-fluoro-2-(4-fluorophenyl)-6-(methanesulfonamido)-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(C)(=O)=O)=C(F)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 QBJUAHVNQBQSJD-UHFFFAOYSA-N 0.000 claims 3
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- XZEDJIYOODWKJY-UHFFFAOYSA-N 5-tert-butyl-n-methyl-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(C(C)(C)C)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 XZEDJIYOODWKJY-UHFFFAOYSA-N 0.000 claims 3
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- RNQJWCFIUMUAMC-UHFFFAOYSA-N 6-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(4-fluorophenyl)-n-methyl-5-(1,3-thiazol-4-ylmethoxy)-1-benzofuran-3-carboxamide Chemical compound C=1SC=NC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1C RNQJWCFIUMUAMC-UHFFFAOYSA-N 0.000 claims 3
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- OLGKFJATQCRTHD-UHFFFAOYSA-N 6-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1C OLGKFJATQCRTHD-UHFFFAOYSA-N 0.000 claims 3
- XVQNQLJYDIMWMQ-UHFFFAOYSA-N 6-(3,5-dimethyl-1,2-oxazol-4-yl)-5-ethoxy-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound CCOC1=CC=2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC=2C=C1C=1C(C)=NOC=1C XVQNQLJYDIMWMQ-UHFFFAOYSA-N 0.000 claims 3
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- INWKSUYBSVFJED-UHFFFAOYSA-N 6-(3-aminopyrrolidin-1-yl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-2,3-dihydro-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCC(N)C1 INWKSUYBSVFJED-UHFFFAOYSA-N 0.000 claims 3
- IGMQTVUFTIJBRI-UHFFFAOYSA-N 6-(3-chloropropylsulfonylamino)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(=O)(=O)CCCCl)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 IGMQTVUFTIJBRI-UHFFFAOYSA-N 0.000 claims 3
- CBVBEEINZVDGPH-UHFFFAOYSA-N 6-(4,4-difluoropiperidin-1-yl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCC(F)(F)CC1 CBVBEEINZVDGPH-UHFFFAOYSA-N 0.000 claims 3
- GRZGHEAOIPTEFB-UHFFFAOYSA-N 6-(carbamoylamino)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NC(N)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 GRZGHEAOIPTEFB-UHFFFAOYSA-N 0.000 claims 3
- WQELEYDQEZBRER-UHFFFAOYSA-N 6-(cyclobutylsulfamoyl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1S(=O)(=O)NC1CCC1 WQELEYDQEZBRER-UHFFFAOYSA-N 0.000 claims 3
- HKLDGGJBIUXDFR-UHFFFAOYSA-N 6-(cyclopropylmethylamino)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1NCC1CC1 HKLDGGJBIUXDFR-UHFFFAOYSA-N 0.000 claims 3
- KGONSFASXOVOQD-UHFFFAOYSA-N 6-(cyclopropylsulfamoyl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1S(=O)(=O)NC1CC1 KGONSFASXOVOQD-UHFFFAOYSA-N 0.000 claims 3
- DJWNESFHJLQFCT-UHFFFAOYSA-N 6-(diethylamino)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(OC(C)C)C(N(CC)CC)=CC=2OC=1C1=CC=C(F)C=C1 DJWNESFHJLQFCT-UHFFFAOYSA-N 0.000 claims 3
- XXINRQNPVVYIMZ-UHFFFAOYSA-N 6-(diethylamino)-5-ethoxy-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C=2C=C(N(CC)CC)C(OCC)=CC=2C(C(=O)NC)=C1C1=CC=C(F)C=C1 XXINRQNPVVYIMZ-UHFFFAOYSA-N 0.000 claims 3
- YPPKPNXKGBHTDX-UHFFFAOYSA-N 6-(dimethylamino)-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)C)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 YPPKPNXKGBHTDX-UHFFFAOYSA-N 0.000 claims 3
- TWDYFIUAZBGLTL-UHFFFAOYSA-N 6-(dimethylamino)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 TWDYFIUAZBGLTL-UHFFFAOYSA-N 0.000 claims 3
- PPPPIEUPMONYPE-UHFFFAOYSA-N 6-(ethylamino)-2-(4-fluorophenyl)-5-hydroxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(O)C(NCC)=CC=2OC=1C1=CC=C(F)C=C1 PPPPIEUPMONYPE-UHFFFAOYSA-N 0.000 claims 3
- BPXZDUFFNSWITR-UHFFFAOYSA-N 6-(ethylamino)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(OC(C)C)C(NCC)=CC=2OC=1C1=CC=C(F)C=C1 BPXZDUFFNSWITR-UHFFFAOYSA-N 0.000 claims 3
- AHHMIFYGPWGWBT-UHFFFAOYSA-N 6-(ethylsulfamoyl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(OC(C)C)C(S(=O)(=O)NCC)=CC=2OC=1C1=CC=C(F)C=C1 AHHMIFYGPWGWBT-UHFFFAOYSA-N 0.000 claims 3
- QUPVROLIKBLJPL-UHFFFAOYSA-N 6-(tert-butylamino)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NC(C)(C)C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 QUPVROLIKBLJPL-UHFFFAOYSA-N 0.000 claims 3
- FEVSVCGZFDJFOV-UHFFFAOYSA-N 6-[(2,5-dimethylpyrazol-3-yl)amino]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1NC1=CC(C)=NN1C FEVSVCGZFDJFOV-UHFFFAOYSA-N 0.000 claims 3
- DNQBRPPNCVFLAU-UHFFFAOYSA-N 6-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl-methylsulfonylamino]-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC=1C(C)=NOC=1C DNQBRPPNCVFLAU-UHFFFAOYSA-N 0.000 claims 3
- BAYKKGCZNCOSIS-UHFFFAOYSA-N 6-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl-methylsulfonylamino]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC=1C(C)=NOC=1C BAYKKGCZNCOSIS-UHFFFAOYSA-N 0.000 claims 3
- REXKWLLAJYQAPP-UHFFFAOYSA-N 6-[(5-chloro-1,2,4-thiadiazol-3-yl)methyl-methylsulfonylamino]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=NSC(Cl)=N1 REXKWLLAJYQAPP-UHFFFAOYSA-N 0.000 claims 3
- OLTGZZSKFAONEA-UHFFFAOYSA-N 6-[(dimethylamino)methyl]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(CN(C)C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 OLTGZZSKFAONEA-UHFFFAOYSA-N 0.000 claims 3
- BYVPAKLHSZBTSR-UHFFFAOYSA-N 6-[acetyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C(C)=O)S(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 BYVPAKLHSZBTSR-UHFFFAOYSA-N 0.000 claims 3
- PAAAJOBEIHKRSU-UHFFFAOYSA-N 6-[cyclobutyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)C1CCC1 PAAAJOBEIHKRSU-UHFFFAOYSA-N 0.000 claims 3
- IFOUCMQBKKUYAJ-UHFFFAOYSA-N 6-[cyclopentyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)C1CCCC1 IFOUCMQBKKUYAJ-UHFFFAOYSA-N 0.000 claims 3
- BJMAZSOSTMLGGJ-UHFFFAOYSA-N 6-[cyclopropylmethyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1CC1 BJMAZSOSTMLGGJ-UHFFFAOYSA-N 0.000 claims 3
- WUQWUJKSUZRZSI-UHFFFAOYSA-N 6-[ethyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-5-hydroxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(O)C(N(CC)S(C)(=O)=O)=CC=2OC=1C1=CC=C(F)C=C1 WUQWUJKSUZRZSI-UHFFFAOYSA-N 0.000 claims 3
- YTJNAEUQRXZZNI-UHFFFAOYSA-N 6-[ethyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(OC)C(N(CC)S(C)(=O)=O)=CC=2OC=1C1=CC=C(F)C=C1 YTJNAEUQRXZZNI-UHFFFAOYSA-N 0.000 claims 3
- GQGSPSCLPBYVJW-UHFFFAOYSA-N 6-[ethyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(OC(C)C)C(N(CC)S(C)(=O)=O)=CC=2OC=1C1=CC=C(F)C=C1 GQGSPSCLPBYVJW-UHFFFAOYSA-N 0.000 claims 3
- WUGBXEQZPBDNPT-UHFFFAOYSA-N 6-[ethyl(methylsulfonyl)amino]-5-fluoro-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(F)C(N(CC)S(C)(=O)=O)=CC=2OC=1C1=CC=C(F)C=C1 WUGBXEQZPBDNPT-UHFFFAOYSA-N 0.000 claims 3
- DHIJZUDSOKMMFB-UHFFFAOYSA-N 6-acetyl-2-(4-fluorophenyl)-5-hydroxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)=O)=C(O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 DHIJZUDSOKMMFB-UHFFFAOYSA-N 0.000 claims 3
- ATLGFZSEWKWGSW-UHFFFAOYSA-N 6-acetyl-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 ATLGFZSEWKWGSW-UHFFFAOYSA-N 0.000 claims 3
- ZTFFOEXATRLEAF-UHFFFAOYSA-N 6-acetyl-2-(4-fluorophenyl)-n,5-dimethyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)=O)=C(C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 ZTFFOEXATRLEAF-UHFFFAOYSA-N 0.000 claims 3
- TXPLWQCLZVQJLJ-UHFFFAOYSA-N 6-acetyl-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)=O)=CC=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 TXPLWQCLZVQJLJ-UHFFFAOYSA-N 0.000 claims 3
- MYEDIEUMMLJIDN-UHFFFAOYSA-N 6-acetyl-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 MYEDIEUMMLJIDN-UHFFFAOYSA-N 0.000 claims 3
- PAWFIEHYLJFDFP-UHFFFAOYSA-N 6-acetyl-5-ethyl-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C=2C=C(C(C)=O)C(CC)=CC=2C(C(=O)NC)=C1C1=CC=C(F)C=C1 PAWFIEHYLJFDFP-UHFFFAOYSA-N 0.000 claims 3
- LPNVUEVRUYXWEL-UHFFFAOYSA-N 6-amino-2-(4-fluorophenyl)-5-hydroxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N)=C(O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 LPNVUEVRUYXWEL-UHFFFAOYSA-N 0.000 claims 3
- FVPSBNBBYQCYMC-UHFFFAOYSA-N 6-amino-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 FVPSBNBBYQCYMC-UHFFFAOYSA-N 0.000 claims 3
- WRWLQGDDUYGZQZ-UHFFFAOYSA-N 6-bromo-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(Br)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 WRWLQGDDUYGZQZ-UHFFFAOYSA-N 0.000 claims 3
- PZEMNJIEOHGVLT-UHFFFAOYSA-N 6-bromo-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(Br)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 PZEMNJIEOHGVLT-UHFFFAOYSA-N 0.000 claims 3
- OWNQULXZMSQTRB-UHFFFAOYSA-N 6-cyano-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C#N)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 OWNQULXZMSQTRB-UHFFFAOYSA-N 0.000 claims 3
- FVAQLRAOGIRSEX-UHFFFAOYSA-N 6-cyano-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C#N)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 FVAQLRAOGIRSEX-UHFFFAOYSA-N 0.000 claims 3
- VEJNLJXNYIIPIF-UHFFFAOYSA-N 6-ethenyl-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C=C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 VEJNLJXNYIIPIF-UHFFFAOYSA-N 0.000 claims 3
- DPFSOJBWRMELCC-UHFFFAOYSA-N 6-methoxy-n-methyl-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(OC)=CC=C2C(C(=O)NC)=C1C1=CC=CC=C1 DPFSOJBWRMELCC-UHFFFAOYSA-N 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- ZBJMJMBUVQNYGY-UHFFFAOYSA-N ethyl 4-[[2-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxy]acetyl]amino]benzoate Chemical compound C1=CC(C(=O)OCC)=CC=C1NC(=O)COC(C(=C1)N(C)S(C)(=O)=O)=CC2=C1OC(C=1C=CC(F)=CC=1)=C2C(=O)NC ZBJMJMBUVQNYGY-UHFFFAOYSA-N 0.000 claims 3
- KBCUCACYZALWJF-UHFFFAOYSA-N methyl 2-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxymethyl]benzoate Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=CC=C1C(=O)OC KBCUCACYZALWJF-UHFFFAOYSA-N 0.000 claims 3
- SMGVHQKRGLXGNQ-UHFFFAOYSA-N methyl 3-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-5-yl]oxymethyl]benzoate Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=C1OCC1=CC=CC(C(=O)OC)=C1 SMGVHQKRGLXGNQ-UHFFFAOYSA-N 0.000 claims 3
- JDKKEQANCONGRP-UHFFFAOYSA-N methyl 3-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-morpholin-4-yl-1-benzofuran-5-yl]oxymethyl]benzoate Chemical compound C=1C=CC(C(=O)OC)=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 JDKKEQANCONGRP-UHFFFAOYSA-N 0.000 claims 3
- SKPKIWVOZRQRDB-UHFFFAOYSA-N methyl 4-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxymethyl]benzoate Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=C(C(=O)OC)C=C1 SKPKIWVOZRQRDB-UHFFFAOYSA-N 0.000 claims 3
- YDURHFSMBMZWJC-UHFFFAOYSA-N methyl 4-[[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-5-propan-2-yloxy-1-benzofuran-6-yl]-methylsulfonylamino]methyl]benzoate Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=CC=C(C(=O)OC)C=C1 YDURHFSMBMZWJC-UHFFFAOYSA-N 0.000 claims 3
- SGTNOMZUQDNYLI-UHFFFAOYSA-N n-cyclopropyl-2-(4-fluorophenyl)-6-(methanesulfonamido)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound C=1C=C(F)C=CC=1C=1OC=2C=C(NS(C)(=O)=O)C(OC(C)C)=CC=2C=1C(=O)NC1CC1 SGTNOMZUQDNYLI-UHFFFAOYSA-N 0.000 claims 3
- SEDHTOALEAOOEQ-UHFFFAOYSA-N n-ethyl-2-(4-fluorophenyl)-6-(methanesulfonamido)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NS(C)(=O)=O)=C(OC(C)C)C=C2C(C(=O)NCC)=C1C1=CC=C(F)C=C1 SEDHTOALEAOOEQ-UHFFFAOYSA-N 0.000 claims 3
- PDNNVXZJZPQYSU-UHFFFAOYSA-N n-ethyl-5-methoxy-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NCC)=C1C1=CC=CC=C1 PDNNVXZJZPQYSU-UHFFFAOYSA-N 0.000 claims 3
- OGHXEJYYLVBVEU-UHFFFAOYSA-N n-methyl-2-phenyl-5-(2,2,2-trifluoroethoxy)-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OCC(F)(F)F)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 OGHXEJYYLVBVEU-UHFFFAOYSA-N 0.000 claims 3
- UBOVJUYLYWXQAR-UHFFFAOYSA-N n-methyl-2-phenyl-5-[(2-phenylphenyl)methoxy]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC=CC=3)OC2=CC=C1OCC1=CC=CC=C1C1=CC=CC=C1 UBOVJUYLYWXQAR-UHFFFAOYSA-N 0.000 claims 3
- ULGHUXFEAANPDN-UHFFFAOYSA-N n-methyl-2-phenyl-5-propan-2-yl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(C(C)C)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 ULGHUXFEAANPDN-UHFFFAOYSA-N 0.000 claims 3
- QWNLOQIOEWJKNB-UHFFFAOYSA-N n-methyl-2-phenyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 QWNLOQIOEWJKNB-UHFFFAOYSA-N 0.000 claims 3
- REUCQUVQIIVCNG-UHFFFAOYSA-N n-methyl-2-phenyl-5-propoxy-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C2=CC(OCCC)=CC=C2OC=1C1=CC=CC=C1 REUCQUVQIIVCNG-UHFFFAOYSA-N 0.000 claims 3
- HGHKUNMTIFIZGK-UHFFFAOYSA-N n-methyl-5-propan-2-yloxy-2-(4-pyrrolidin-1-ylphenyl)-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C(C=C1)=CC=C1N1CCCC1 HGHKUNMTIFIZGK-UHFFFAOYSA-N 0.000 claims 3
- GZRBYCRTZUTPDN-UHFFFAOYSA-N 2-(2,4-difluorophenyl)-6-(3,5-dimethyl-1,2-oxazol-4-yl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C(=CC(F)=CC=3)F)OC2=CC=1C=1C(C)=NOC=1C GZRBYCRTZUTPDN-UHFFFAOYSA-N 0.000 claims 2
- FDLUNFBYJQKPNB-UHFFFAOYSA-N 2-(2-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=CC=C1F FDLUNFBYJQKPNB-UHFFFAOYSA-N 0.000 claims 2
- QMGSKSTTZBSVLR-UHFFFAOYSA-N 2-(3-chloro-4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C(Cl)=C1 QMGSKSTTZBSVLR-UHFFFAOYSA-N 0.000 claims 2
- DSGPTEZXIGWBTH-UHFFFAOYSA-N 2-(4-bromo-3-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(Br)C(F)=C1 DSGPTEZXIGWBTH-UHFFFAOYSA-N 0.000 claims 2
- DPVPADAASCBSQJ-UHFFFAOYSA-N 2-(4-chloro-3-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(Cl)C(F)=C1 DPVPADAASCBSQJ-UHFFFAOYSA-N 0.000 claims 2
- JICWNBSUNMTBJZ-UHFFFAOYSA-N 2-(4-cyanophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(C#N)C=C1 JICWNBSUNMTBJZ-UHFFFAOYSA-N 0.000 claims 2
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- ZTVQGPQRCOMGGD-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(1h-imidazol-2-ylmethoxy)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=NC=CN1 ZTVQGPQRCOMGGD-UHFFFAOYSA-N 0.000 claims 2
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- YYMDFSOSUMFQQS-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-6-[5-(methoxymethyl)-3-methyl-1,2-oxazol-4-yl]-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1COC YYMDFSOSUMFQQS-UHFFFAOYSA-N 0.000 claims 2
- ZSTUBVKWBUJUBT-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 ZSTUBVKWBUJUBT-UHFFFAOYSA-N 0.000 claims 2
- QJPYJXDLMQKNNX-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-(1h-1,2,4-triazol-5-yl)-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=NC=NN1 QJPYJXDLMQKNNX-UHFFFAOYSA-N 0.000 claims 2
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- GHMDWTNXHQHKCH-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-[1-[methyl(methylsulfonyl)amino]ethyl]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)N(C)S(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 GHMDWTNXHQHKCH-UHFFFAOYSA-N 0.000 claims 2
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- BEZRBZISXGCVMU-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)S(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 BEZRBZISXGCVMU-UHFFFAOYSA-N 0.000 claims 2
- RVZOCYNHMNUPHV-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-[methylsulfonyl(1,3-thiazol-4-ylmethyl)amino]-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=CSC=N1 RVZOCYNHMNUPHV-UHFFFAOYSA-N 0.000 claims 2
- FICGTXNTELNZIL-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-methoxy-n-methyl-6-phenylmethoxy-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1OCC1=CC=CC=C1 FICGTXNTELNZIL-UHFFFAOYSA-N 0.000 claims 2
- ZFDCQONKHWVZIM-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-propan-2-yloxy-1-benzofuran-3,6-dicarboxylic acid Chemical compound O1C=2C=C(C(O)=O)C(OC(C)C)=CC=2C(C(O)=O)=C1C1=CC=C(F)C=C1 ZFDCQONKHWVZIM-UHFFFAOYSA-N 0.000 claims 2
- OYMCJMBJDMQAIR-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(1-hydroxy-2-methylpropyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(O)C(C)C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 OYMCJMBJDMQAIR-UHFFFAOYSA-N 0.000 claims 2
- VUFRJUGJVNFYSV-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(1-hydroxyethyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 VUFRJUGJVNFYSV-UHFFFAOYSA-N 0.000 claims 2
- HWJNMVOTVWEEQP-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(1h-imidazol-2-yl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=NC=CN1 HWJNMVOTVWEEQP-UHFFFAOYSA-N 0.000 claims 2
- KPXDNRDTAHTEGH-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(1h-imidazol-5-yl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CNC=N1 KPXDNRDTAHTEGH-UHFFFAOYSA-N 0.000 claims 2
- MCSYUPVHCQKLDU-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(2-hydroxypropan-2-yl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)(C)O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 MCSYUPVHCQKLDU-UHFFFAOYSA-N 0.000 claims 2
- ZFTWRTZSFOXIGP-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(2-methoxyethylamino)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NCCOC)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 ZFTWRTZSFOXIGP-UHFFFAOYSA-N 0.000 claims 2
- SEIORARGNXDXJB-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(4-hydroxypiperidin-1-yl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCC(O)CC1 SEIORARGNXDXJB-UHFFFAOYSA-N 0.000 claims 2
- PSCCVQQRVIIAMW-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(6-fluoropyridin-3-yl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CC=C(F)N=C1 PSCCVQQRVIIAMW-UHFFFAOYSA-N 0.000 claims 2
- PYUCUJZGHINRIE-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(furan-3-yl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C=COC=1 PYUCUJZGHINRIE-UHFFFAOYSA-N 0.000 claims 2
- AMFJKLKJGSBRGL-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(methanesulfonamido)-n-methyl-5-propoxy-1-benzofuran-3-carboxamide Chemical compound O1C=2C=C(NS(C)(=O)=O)C(OCCC)=CC=2C(C(=O)NC)=C1C1=CC=C(F)C=C1 AMFJKLKJGSBRGL-UHFFFAOYSA-N 0.000 claims 2
- IJJVAACGSOJIRR-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(methanesulfonamido)-n-methyl-5-thiophen-2-yl-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(NS(C)(=O)=O)=C1C1=CC=CS1 IJJVAACGSOJIRR-UHFFFAOYSA-N 0.000 claims 2
- QNJYXRNPDOCBMK-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[2-(methanesulfonamido)propan-2-yl]-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)(C)NS(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 QNJYXRNPDOCBMK-UHFFFAOYSA-N 0.000 claims 2
- MMQWCAGIHPCAQQ-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[5-(methoxymethyl)-1,2-oxazol-3-yl]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C=C(COC)ON=1 MMQWCAGIHPCAQQ-UHFFFAOYSA-N 0.000 claims 2
- TVDQKUPRGOFVME-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[[2-(4-fluorophenyl)-2-hydroxyethyl]-methylsulfonylamino]-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC(O)C1=CC=C(F)C=C1 TVDQKUPRGOFVME-UHFFFAOYSA-N 0.000 claims 2
- GPIZWQZDXGTFJP-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-[methoxymethyl(methylsulfonyl)amino]-n-methyl-5-propoxy-1-benzofuran-3-carboxamide Chemical compound O1C=2C=C(N(COC)S(C)(=O)=O)C(OCCC)=CC=2C(C(=O)NC)=C1C1=CC=C(F)C=C1 GPIZWQZDXGTFJP-UHFFFAOYSA-N 0.000 claims 2
- JUNRUJKRXCGZMV-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-formyl-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 JUNRUJKRXCGZMV-UHFFFAOYSA-N 0.000 claims 2
- UABRLJFATZUPGM-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-methoxy-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(OC)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 UABRLJFATZUPGM-UHFFFAOYSA-N 0.000 claims 2
- TXYYVMULEAACOM-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5,6-bis(phenylmethoxy)-1-benzofuran-3-carboxamide Chemical compound C=1C=CC=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1OCC1=CC=CC=C1 TXYYVMULEAACOM-UHFFFAOYSA-N 0.000 claims 2
- NNFSVIXBPWIMKJ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]methoxy]-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound N=1N=C(C=2C=CC(C)=CC=2)OC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 NNFSVIXBPWIMKJ-UHFFFAOYSA-N 0.000 claims 2
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- ULZMGHIARFUGBU-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(2-morpholin-4-ylethylamino)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1NCCN1CCOCC1 ULZMGHIARFUGBU-UHFFFAOYSA-N 0.000 claims 2
- AXOIFMGIUWESCC-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(3-methylsulfonylpyrrolidin-1-yl)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCC(S(C)(=O)=O)C1 AXOIFMGIUWESCC-UHFFFAOYSA-N 0.000 claims 2
- LZSOUORIXZLGLN-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(4-methylsulfonylphenyl)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1=CC=C(S(C)(=O)=O)C=C1 LZSOUORIXZLGLN-UHFFFAOYSA-N 0.000 claims 2
- QJGYMQJSUHAVIJ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(5-methyl-2-oxo-1,3-oxazolidin-5-yl)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1(C)CNC(=O)O1 QJGYMQJSUHAVIJ-UHFFFAOYSA-N 0.000 claims 2
- SEIDEYSWKMEUBY-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(methylamino)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NC)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 SEIDEYSWKMEUBY-UHFFFAOYSA-N 0.000 claims 2
- SGRHHKJGBFSDEW-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(methylsulfamoyl)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(S(=O)(=O)NC)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 SGRHHKJGBFSDEW-UHFFFAOYSA-N 0.000 claims 2
- GGYDDZKJISQJNI-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-(oxolan-2-ylmethylamino)-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1NCC1CCCO1 GGYDDZKJISQJNI-UHFFFAOYSA-N 0.000 claims 2
- XTTKJFFOFBTAMW-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-(2-morpholin-4-ylethoxy)-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCCN1CCOCC1 XTTKJFFOFBTAMW-UHFFFAOYSA-N 0.000 claims 2
- FYWRNGRKVVMXNM-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-[(1-methyltetrazol-5-yl)methoxy]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=NN=NN1C FYWRNGRKVVMXNM-UHFFFAOYSA-N 0.000 claims 2
- SNTZPFGWKAHVBL-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-[(4-methylsulfonylphenyl)methoxy]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=C(S(C)(=O)=O)C=C1 SNTZPFGWKAHVBL-UHFFFAOYSA-N 0.000 claims 2
- FJLHJDJSPKAARZ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(C)S(C)(=O)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 FJLHJDJSPKAARZ-UHFFFAOYSA-N 0.000 claims 2
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- RANCAMASGLFHDE-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-methyl-6-morpholin-4-ylsulfonyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1S(=O)(=O)N1CCOCC1 RANCAMASGLFHDE-UHFFFAOYSA-N 0.000 claims 2
- LHKINJAOCQNWFP-UHFFFAOYSA-N 2-(4-hydroxyphenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(O)C=C1 LHKINJAOCQNWFP-UHFFFAOYSA-N 0.000 claims 2
- SSOBLCYFNRMJFO-UHFFFAOYSA-N 2-(5-chlorothiophen-2-yl)-5-ethoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C2=CC(OCC)=CC=C2OC=1C1=CC=C(Cl)S1 SSOBLCYFNRMJFO-UHFFFAOYSA-N 0.000 claims 2
- RUUJJAJCFWIYPK-UHFFFAOYSA-N 2-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxy]acetic acid Chemical compound O1C2=CC(N(C)S(C)(=O)=O)=C(OCC(O)=O)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 RUUJJAJCFWIYPK-UHFFFAOYSA-N 0.000 claims 2
- APWAUJMABHLLHT-UHFFFAOYSA-N 2-[[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-5-propan-2-yloxy-1-benzofuran-6-yl]-methylsulfonylamino]methyl]-1,3-thiazole-4-carboxylic acid Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N(S(C)(=O)=O)CC1=NC(C(O)=O)=CS1 APWAUJMABHLLHT-UHFFFAOYSA-N 0.000 claims 2
- ZAGGMMFBULGXDE-UHFFFAOYSA-N 4-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-morpholin-4-yl-1-benzofuran-5-yl]oxymethyl]benzoic acid Chemical compound C=1C=C(C(O)=O)C=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 ZAGGMMFBULGXDE-UHFFFAOYSA-N 0.000 claims 2
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- WZFOJICEDSMSOT-UHFFFAOYSA-N 5-(3-bromopropoxy)-6-(ethylamino)-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound CNC(=O)C=1C=2C=C(OCCCBr)C(NCC)=CC=2OC=1C1=CC=C(F)C=C1 WZFOJICEDSMSOT-UHFFFAOYSA-N 0.000 claims 2
- XLPVZJHZRBARDX-UHFFFAOYSA-N 5-(cyclopropylmethoxy)-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1CC1 XLPVZJHZRBARDX-UHFFFAOYSA-N 0.000 claims 2
- LTYXHEAXMPJHPE-UHFFFAOYSA-N 5-(cyclopropylmethoxy)-2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound C1CC1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 LTYXHEAXMPJHPE-UHFFFAOYSA-N 0.000 claims 2
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- WJFHMWCIZPYBNT-UHFFFAOYSA-N 5-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound CC1=NOC(C)=C1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 WJFHMWCIZPYBNT-UHFFFAOYSA-N 0.000 claims 2
- GZVGEVXRDHEETI-UHFFFAOYSA-N 5-[(4-cyanophenyl)methoxy]-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=C(C#N)C=C1 GZVGEVXRDHEETI-UHFFFAOYSA-N 0.000 claims 2
- QSWNYIMXXUDOEL-UHFFFAOYSA-N 5-[(5-chloro-1,2,4-thiadiazol-3-yl)methoxy]-2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound N=1SC(Cl)=NC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 QSWNYIMXXUDOEL-UHFFFAOYSA-N 0.000 claims 2
- RVLHJOMQEZZEQX-UHFFFAOYSA-N 5-[(5-tert-butyl-1,2,4-oxadiazol-3-yl)methoxy]-2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound N=1OC(C(C)(C)C)=NC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 RVLHJOMQEZZEQX-UHFFFAOYSA-N 0.000 claims 2
- DQHKJBVWGDXEQN-UHFFFAOYSA-N 5-[2-(3,5-dimethylpyrazol-1-yl)ethoxy]-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCCN1N=C(C)C=C1C DQHKJBVWGDXEQN-UHFFFAOYSA-N 0.000 claims 2
- XTWAZRRMRSNTAT-UHFFFAOYSA-N 5-[2-(4-cyanopiperidin-1-yl)ethoxy]-6-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound C1CC(C#N)CCN1CCOC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1C XTWAZRRMRSNTAT-UHFFFAOYSA-N 0.000 claims 2
- MHVVCTSENIWUFD-UHFFFAOYSA-N 5-[[2-(difluoromethoxy)phenyl]methoxy]-2-(4-fluorophenyl)-n-methyl-6-[methyl(methylsulfonyl)amino]-1-benzofuran-3-carboxamide Chemical compound C1=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC(N(C)S(C)(=O)=O)=C1OCC1=CC=CC=C1OC(F)F MHVVCTSENIWUFD-UHFFFAOYSA-N 0.000 claims 2
- JHALKCBZIYHCMF-UHFFFAOYSA-N 5-[[5-(3,5-dimethyl-1,2-oxazol-4-yl)-1,2,4-oxadiazol-3-yl]methoxy]-2-(4-fluorophenyl)-n-methyl-6-morpholin-4-yl-1-benzofuran-3-carboxamide Chemical compound N=1OC(C2=C(ON=C2C)C)=NC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 JHALKCBZIYHCMF-UHFFFAOYSA-N 0.000 claims 2
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- QADPDROHBRYHPG-UHFFFAOYSA-N 5-methoxy-n,6-dimethyl-2-phenyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=CC=C1 QADPDROHBRYHPG-UHFFFAOYSA-N 0.000 claims 2
- XEHZRWRGVQMZBE-UHFFFAOYSA-N 5-methoxy-n-methyl-2-(2,4,5-trifluorophenyl)-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC(F)=C(F)C=C1F XEHZRWRGVQMZBE-UHFFFAOYSA-N 0.000 claims 2
- CWBIRTVBBMFKCW-UHFFFAOYSA-N 5-methoxy-n-methyl-2-[3-(trifluoromethyl)phenyl]-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=CC(C(F)(F)F)=C1 CWBIRTVBBMFKCW-UHFFFAOYSA-N 0.000 claims 2
- GMPCQPOKQKTSBJ-UHFFFAOYSA-N 5-methoxy-n-methyl-2-pyridin-4-yl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC=C(OC)C=C2C(C(=O)NC)=C1C1=CC=NC=C1 GMPCQPOKQKTSBJ-UHFFFAOYSA-N 0.000 claims 2
- CUBGLQLSWCPDJG-UHFFFAOYSA-N 6-(1,1-dioxo-1,2-thiazolidin-2-yl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCCS1(=O)=O CUBGLQLSWCPDJG-UHFFFAOYSA-N 0.000 claims 2
- XYCAPJUCPIKYFM-UHFFFAOYSA-N 6-(1-acetylpyrrolidin-2-yl)-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1CCCN1C(C)=O XYCAPJUCPIKYFM-UHFFFAOYSA-N 0.000 claims 2
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- XGFSBZBPBGKILT-UHFFFAOYSA-N 6-(1-acetylpyrrolidin-3-yl)-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C1CCN(C(C)=O)C1 XGFSBZBPBGKILT-UHFFFAOYSA-N 0.000 claims 2
- KQMUBBMKXYQEBJ-UHFFFAOYSA-N 6-(1-amino-2-hydroxypropan-2-yl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)(O)CN)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 KQMUBBMKXYQEBJ-UHFFFAOYSA-N 0.000 claims 2
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- FKRUHKSRTQSFEZ-UHFFFAOYSA-N 6-(2-aminopropan-2-yl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(C(C)(C)N)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 FKRUHKSRTQSFEZ-UHFFFAOYSA-N 0.000 claims 2
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- NUUPQVSXKISUSU-UHFFFAOYSA-N 6-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(4-fluorophenyl)-n-methyl-5-[(5-methyl-1,2-oxazol-3-yl)methoxy]-1-benzofuran-3-carboxamide Chemical compound C1=C(C)ON=C1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1C NUUPQVSXKISUSU-UHFFFAOYSA-N 0.000 claims 2
- SUBQOHAYAHSTIW-UHFFFAOYSA-N 6-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[(3,5-dimethyl-1,2-oxazol-4-yl)methoxy]-2-(4-fluorophenyl)-n-methyl-1-benzofuran-3-carboxamide Chemical compound CC1=NOC(C)=C1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1C SUBQOHAYAHSTIW-UHFFFAOYSA-N 0.000 claims 2
- IUAPVUBMXSXVSV-UHFFFAOYSA-N 6-(3,5-dimethyl-1,2-oxazol-4-yl)-n-ethyl-2-(4-fluorophenyl)-5-methoxy-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NCC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(C)=NOC=1C IUAPVUBMXSXVSV-UHFFFAOYSA-N 0.000 claims 2
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- WCTMGCZPZFGWOF-UHFFFAOYSA-N 6-(5-cyclopropyl-1,2-oxazol-3-yl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C(=NO1)C=C1C1CC1 WCTMGCZPZFGWOF-UHFFFAOYSA-N 0.000 claims 2
- ATTSHUXLDUTDQS-UHFFFAOYSA-N 6-(dimethylsulfamoyl)-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(S(=O)(=O)N(C)C)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 ATTSHUXLDUTDQS-UHFFFAOYSA-N 0.000 claims 2
- UYZIFMYPAPVBOI-UHFFFAOYSA-N 6-[(3,5-dimethyl-1,2-oxazol-4-yl)amino]-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound CC(C)OC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1NC=1C(C)=NOC=1C UYZIFMYPAPVBOI-UHFFFAOYSA-N 0.000 claims 2
- ZKZCFHUIXQEVPY-UHFFFAOYSA-N 6-[2-fluoroethyl(methylsulfonyl)amino]-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N(CCF)S(C)(=O)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 ZKZCFHUIXQEVPY-UHFFFAOYSA-N 0.000 claims 2
- JYGSHQIHNYDQND-UHFFFAOYSA-N 6-[5-(ethoxymethyl)-1,2-oxazol-3-yl]-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C(COCC)=CC(C=2C(=CC=3C(C(=O)NC)=C(OC=3C=2)C=2C=CC(F)=CC=2)OC)=N1 JYGSHQIHNYDQND-UHFFFAOYSA-N 0.000 claims 2
- WSNLTDYHZIEFPC-UHFFFAOYSA-N 6-[5-cyclopropyl-3-(methoxymethyl)-1,2-oxazol-4-yl]-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1C=1C(COC)=NOC=1C1CC1 WSNLTDYHZIEFPC-UHFFFAOYSA-N 0.000 claims 2
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- LHAZUJKXMHLFJN-UHFFFAOYSA-N 6-acetamido-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NC(C)=O)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 LHAZUJKXMHLFJN-UHFFFAOYSA-N 0.000 claims 2
- DAJQFEVUDJWJPP-UHFFFAOYSA-N 6-acetamido-2-(4-fluorophenyl)-n-methyl-5-propan-2-yloxy-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(NC(C)=O)=C(OC(C)C)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 DAJQFEVUDJWJPP-UHFFFAOYSA-N 0.000 claims 2
- OLCFBMURPRQLBQ-UHFFFAOYSA-N 6-amino-2-(4-fluorophenyl)-5-methoxy-n-methyl-1-benzofuran-3-carboxamide Chemical compound O1C2=CC(N)=C(OC)C=C2C(C(=O)NC)=C1C1=CC=C(F)C=C1 OLCFBMURPRQLBQ-UHFFFAOYSA-N 0.000 claims 2
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- 240000003550 Eusideroxylon zwageri Species 0.000 claims 2
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- UONKDKVJYCCNFG-UHFFFAOYSA-N ethyl 2-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-[methyl(methylsulfonyl)amino]-1-benzofuran-5-yl]oxymethyl]-1,3-thiazole-4-carboxylate Chemical compound CCOC(=O)C1=CSC(COC=2C(=CC=3OC(=C(C(=O)NC)C=3C=2)C=2C=CC(F)=CC=2)N(C)S(C)(=O)=O)=N1 UONKDKVJYCCNFG-UHFFFAOYSA-N 0.000 claims 2
- MLPLJTWQRZWCQV-UHFFFAOYSA-N ethyl 2-[[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-5-propan-2-yloxy-1-benzofuran-6-yl]-methylsulfonylamino]methyl]-1,3-thiazole-4-carboxylate Chemical compound CCOC(=O)C1=CSC(CN(C=2C(=CC=3C(C(=O)NC)=C(OC=3C=2)C=2C=CC(F)=CC=2)OC(C)C)S(C)(=O)=O)=N1 MLPLJTWQRZWCQV-UHFFFAOYSA-N 0.000 claims 2
- UPTDFYGTVBPISV-UHFFFAOYSA-N methyl 4-[[2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-morpholin-4-yl-1-benzofuran-5-yl]oxymethyl]benzoate Chemical compound C=1C=C(C(=O)OC)C=CC=1COC=1C=C2C(C(=O)NC)=C(C=3C=CC(F)=CC=3)OC2=CC=1N1CCOCC1 UPTDFYGTVBPISV-UHFFFAOYSA-N 0.000 claims 2
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Classifications
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- 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
- C07D405/04—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 directly linked by a ring-member-to-ring-member bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/83—Oxygen atoms
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- A—HUMAN NECESSITIES
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- 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
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
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- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
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- C—CHEMISTRY; METALLURGY
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- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
- C07D323/02—Five-membered rings
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- 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
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- C07D405/06—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 carbon chain containing only aliphatic carbon atoms
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- 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
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- 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
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- 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
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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
- C07D413/02—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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- 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
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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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
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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
- C07D417/12—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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
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- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Furan Compounds (AREA)
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CN (1) | CN1731993A (ru) |
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WO (1) | WO2004041201A2 (ru) |
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MY140680A (en) | 2002-05-20 | 2010-01-15 | Bristol Myers Squibb Co | Hepatitis c virus inhibitors |
KR20050065661A (ko) * | 2002-11-01 | 2005-06-29 | 비로파마 인코포레이티드 | 벤조푸란 화합물, 조성물 및 c형 간염 바이러스 감염 및관련 질병의 치료 및 예방 방법 |
TW200528459A (en) | 2004-01-06 | 2005-09-01 | Achillion Pharmaceuticals Inc | Azabenzofuran substituted thioureas; inhibitors of viral replication |
EP1776106B1 (en) * | 2004-06-22 | 2013-08-07 | Vertex Pharmaceuticals Incorporated | Heterocyclic derivatives for modulation of calcium channels |
US7879797B2 (en) | 2005-05-02 | 2011-02-01 | Merck Sharp & Dohme Corp. | HCV NS3 protease inhibitors |
JP2008189549A (ja) * | 2005-05-12 | 2008-08-21 | Astellas Pharma Inc | カルボン酸誘導体またはその塩 |
MY148644A (en) | 2005-07-18 | 2013-05-15 | Orion Corp | New pharmaceutical compounds |
KR20080036598A (ko) | 2005-08-01 | 2008-04-28 | 머크 앤드 캄파니 인코포레이티드 | Hcv ns3 프로테아제 억제제로서의 마크로사이클릭펩티드 |
US20070128270A1 (en) * | 2005-11-10 | 2007-06-07 | Wyeth | Pharmaceutical formulations containing 5-cyclopropyl-2-(4-fluorophenyl)-6-[(2-hydroxyethyl)(methylsulfonyl)amino]-n-methyl-1-benzofuran-3-carboxamide and method of making the same |
US20070265335A1 (en) * | 2005-11-10 | 2007-11-15 | Wyeth | Polymorphs of 5-cyclopropyl-2-(4-fluorophenyl)-6-[(2-hydroxyethyl)(methylsufonyl)amino]-n-methyl-1-benzofuran-3-carboxamide and methods of making the same |
AR059430A1 (es) * | 2006-02-09 | 2008-04-09 | Schering Corp | Novedosas combinaciones y metodos de inhibidores del vhc |
GB0609492D0 (en) | 2006-05-15 | 2006-06-21 | Angeletti P Ist Richerche Bio | Therapeutic agents |
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BRPI0715714A2 (pt) * | 2006-08-25 | 2014-03-11 | Wyeth Corp | Métodos para diminuir a frequência de emergência de uma infecção viral de hepatite c resistente ao tratamento, para atrasar a emergência de uma infecção viral de hepatite c resistente ao tratamento, para diminuir o nível de resistência de uma infecção viral de hepatite c resistente ao tratamento, para diminuir a emergência de uma infecção viral de hepatite c resistente a hcv-796, para identificar um indivíduo com uma probabilidade diminuída de responder a uma terapia viral anti-hepatite c, para monitorar, diagnosticar ou prognosticar a infecção viral de hepatite c resistente ao tratamento em um paciente, para monitorar o curso de tratamento de uma infecção viral de hepatite c em um paciente, para prognosticar o desenvolvimento de um ainfecção viral de hepatite c resistente ao tratamento em um paciente, para monitorar a infecção viral de hepatite c em um paciente e para diagnosticar o desenvolvimento de uma infecção viral de hepatite ao tratamento em um paciente |
TW200815384A (en) * | 2006-08-25 | 2008-04-01 | Viropharma Inc | Combination therapy method for treating hepatitis C virus infection and pharmaceutical compositions for use therein |
WO2008051514A2 (en) | 2006-10-24 | 2008-05-02 | Merck & Co., Inc. | Hcv ns3 protease inhibitors |
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CN101568346B (zh) | 2006-10-27 | 2015-11-25 | 默沙东公司 | Hcv ns3蛋白酶抑制剂 |
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- 2003-10-31 EP EP03783119A patent/EP1581207A4/en not_active Withdrawn
- 2003-10-31 CA CA002504344A patent/CA2504344A1/en not_active Abandoned
- 2003-10-31 EA EA200500723A patent/EA009943B1/ru not_active IP Right Cessation
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AU2003290584B2 (en) | 2009-07-16 |
EA200500723A1 (ru) | 2006-02-24 |
WO2004041201A3 (en) | 2004-08-19 |
KR20050065661A (ko) | 2005-06-29 |
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CA2504344A1 (en) | 2004-05-21 |
US20090281336A1 (en) | 2009-11-12 |
JP2006510736A (ja) | 2006-03-30 |
ECSP055801A (es) | 2005-11-22 |
EA009943B1 (ru) | 2008-04-28 |
BR0315937A (pt) | 2005-09-13 |
NI200500090A (es) | 2006-05-25 |
EP1581207A4 (en) | 2007-07-25 |
US7666863B2 (en) | 2010-02-23 |
AU2003290584A1 (en) | 2004-06-07 |
MXPA05004608A (es) | 2005-09-20 |
US20070231318A1 (en) | 2007-10-04 |
NO20052071L (no) | 2005-05-23 |
JP4537315B2 (ja) | 2010-09-01 |
HN2003000348A (es) | 2008-10-14 |
US7265152B2 (en) | 2007-09-04 |
WO2004041201A2 (en) | 2004-05-21 |
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