ME02143B - Triazolopiridini - Google Patents
TriazolopiridiniInfo
- Publication number
- ME02143B ME02143B MEP-2015-80A MEP201580A ME02143B ME 02143 B ME02143 B ME 02143B ME P201580 A MEP201580 A ME P201580A ME 02143 B ME02143 B ME 02143B
- Authority
- ME
- Montenegro
- Prior art keywords
- amino
- phenyl
- triazolo
- pyridin
- benzamide
- Prior art date
Links
- 150000008523 triazolopyridines Chemical class 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 35
- -1 hydroxy- Chemical class 0.000 claims 34
- 150000001875 compounds Chemical class 0.000 claims 31
- 125000005843 halogen group Chemical group 0.000 claims 21
- 150000003839 salts Chemical class 0.000 claims 12
- 125000001424 substituent group Chemical group 0.000 claims 11
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 9
- 150000001204 N-oxides Chemical class 0.000 claims 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 239000012453 solvate Substances 0.000 claims 9
- 201000010099 disease Diseases 0.000 claims 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 8
- 239000000203 mixture Substances 0.000 claims 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 7
- 230000024932 T cell mediated immunity Effects 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
- 230000010261 cell growth Effects 0.000 claims 6
- 230000001413 cellular effect Effects 0.000 claims 6
- 230000028709 inflammatory response Effects 0.000 claims 6
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 5
- 206010028980 Neoplasm Diseases 0.000 claims 5
- 230000004663 cell proliferation Effects 0.000 claims 5
- 230000004083 survival effect Effects 0.000 claims 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 4
- 208000003174 Brain Neoplasms Diseases 0.000 claims 4
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims 4
- 206010027476 Metastases Diseases 0.000 claims 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 3
- 125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims 2
- 125000004939 6-pyridyl group Chemical group N1=CC=CC=C1* 0.000 claims 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- 206010006187 Breast cancer Diseases 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- UHDGCWIWMRVCDJ-CCXZUQQUSA-N Cytarabine Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 UHDGCWIWMRVCDJ-CCXZUQQUSA-N 0.000 claims 2
- 208000002699 Digestive System Neoplasms Diseases 0.000 claims 2
- 208000001976 Endocrine Gland Neoplasms Diseases 0.000 claims 2
- 208000009849 Female Genital Neoplasms Diseases 0.000 claims 2
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 2
- 206010025323 Lymphomas Diseases 0.000 claims 2
- 206010059282 Metastases to central nervous system Diseases 0.000 claims 2
- 201000003793 Myelodysplastic syndrome Diseases 0.000 claims 2
- 206010029098 Neoplasm skin Diseases 0.000 claims 2
- 229930012538 Paclitaxel Natural products 0.000 claims 2
- 208000000453 Skin Neoplasms Diseases 0.000 claims 2
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 238000005859 coupling reaction Methods 0.000 claims 2
- 201000011523 endocrine gland cancer Diseases 0.000 claims 2
- 125000001475 halogen functional group Chemical group 0.000 claims 2
- 208000014829 head and neck neoplasm Diseases 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 210000003734 kidney Anatomy 0.000 claims 2
- 208000032839 leukemia Diseases 0.000 claims 2
- 208000037841 lung tumor Diseases 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 229960001592 paclitaxel Drugs 0.000 claims 2
- 238000011321 prophylaxis Methods 0.000 claims 2
- 208000023958 prostate neoplasm Diseases 0.000 claims 2
- 201000004477 skin sarcoma Diseases 0.000 claims 2
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims 2
- 238000011282 treatment Methods 0.000 claims 2
- 210000003932 urinary bladder Anatomy 0.000 claims 2
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- LKJPYSCBVHEWIU-KRWDZBQOSA-N (R)-bicalutamide Chemical compound C([C@@](O)(C)C(=O)NC=1C=C(C(C#N)=CC=1)C(F)(F)F)S(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-KRWDZBQOSA-N 0.000 claims 1
- 125000006507 2,4-difluorobenzyl group Chemical group [H]C1=C(F)C([H])=C(F)C(=C1[H])C([H])([H])* 0.000 claims 1
- MNIBFPYCGHZSJI-UHFFFAOYSA-N 2-(2,4-difluorophenyl)-n-[4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C(=CC(F)=CC=4)F)=CC=3)C=CC2=N1 MNIBFPYCGHZSJI-UHFFFAOYSA-N 0.000 claims 1
- YIRBGLAWGUIYAL-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-[4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(Cl)=CC=4)=CC=3)C=CC2=N1 YIRBGLAWGUIYAL-UHFFFAOYSA-N 0.000 claims 1
- DHSYBOMXQOPERQ-UHFFFAOYSA-N 2-(4-fluoro-3-methylphenyl)-n-[4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=C(C)C(F)=CC=4)=CC=3)C=CC2=N1 DHSYBOMXQOPERQ-UHFFFAOYSA-N 0.000 claims 1
- FWNWOXNNGAKBKY-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-(2-methoxy-4-methylsulfinylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound COC1=CC(S(C)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 FWNWOXNNGAKBKY-UHFFFAOYSA-N 0.000 claims 1
- KRKFZQHOFUYKPJ-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 KRKFZQHOFUYKPJ-UHFFFAOYSA-N 0.000 claims 1
- UOKNXFHCJNSDSF-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-(2-methyl-4-methylsulfinylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound CC1=CC(S(C)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 UOKNXFHCJNSDSF-UHFFFAOYSA-N 0.000 claims 1
- JJIYOPXGPPZANG-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-(2-methyl-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound CC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 JJIYOPXGPPZANG-UHFFFAOYSA-N 0.000 claims 1
- VUIAJHXSJSJPOW-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-(4-methoxy-2-methylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound CC1=CC(OC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 VUIAJHXSJSJPOW-UHFFFAOYSA-N 0.000 claims 1
- WUDPYZZMQYKTKW-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-[2-methoxy-4-(methylsulfonimidoyl)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound COC1=CC(S(C)(=N)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 WUDPYZZMQYKTKW-UHFFFAOYSA-N 0.000 claims 1
- PBKTWEVEFXHQFA-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-[4-(2-hydroxypropan-2-yl)-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound COC1=CC(C(C)(C)O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 PBKTWEVEFXHQFA-UHFFFAOYSA-N 0.000 claims 1
- UCFBXUOGFYVMQX-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-[4-(hydroxymethyl)-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound COC1=CC(CO)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 UCFBXUOGFYVMQX-UHFFFAOYSA-N 0.000 claims 1
- XOYXUGAXQFRVGX-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-[4-(methanesulfonamido)-2-methylanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound CC1=CC(NS(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 XOYXUGAXQFRVGX-UHFFFAOYSA-N 0.000 claims 1
- PPDMEAQPDPHMON-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-[4-methylsulfinyl-2-(2,2,2-trifluoroethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound FC(F)(F)COC1=CC(S(=O)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 PPDMEAQPDPHMON-UHFFFAOYSA-N 0.000 claims 1
- ZJHXQWRONHCPSL-UHFFFAOYSA-N 2-(4-fluorophenyl)-n-[4-[2-[4-methylsulfonyl-2-(2,2,2-trifluoroethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]acetamide Chemical compound FC(F)(F)COC1=CC(S(=O)(=O)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 ZJHXQWRONHCPSL-UHFFFAOYSA-N 0.000 claims 1
- MVZPKURHXUQCGH-UHFFFAOYSA-N 2-chloro-n-[(4-fluorophenyl)methyl]-4-[2-[4-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(C(=O)NC(C)(C)CO)=CC=C1NC1=NN2C=C(C=3C=C(Cl)C(C(=O)NCC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 MVZPKURHXUQCGH-UHFFFAOYSA-N 0.000 claims 1
- HDAACQFIZNADSI-UHFFFAOYSA-N 2-fluoro-n-[(4-fluorophenyl)methyl]-4-[2-[4-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(C(=O)NC(C)(C)CO)=CC=C1NC1=NN2C=C(C=3C=C(F)C(C(=O)NCC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 HDAACQFIZNADSI-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- CECJCVOLFDPIIF-UHFFFAOYSA-N 3-(cyclopropylmethoxy)-n,n-diethyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzamide Chemical compound C1CC1COC1=CC(C(=O)N(CC)CC)=CC=C1NC(=NN1C=2)N=C1C=CC=2C(C=C1)=CC=C1NC(=O)CC1=CC=C(F)C=C1 CECJCVOLFDPIIF-UHFFFAOYSA-N 0.000 claims 1
- WCWGKNBVCRPASD-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(1-hydroxy-2-methylpropan-2-yl)benzamide Chemical compound CCOC1=CC(C(=O)NC(C)(C)CO)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 WCWGKNBVCRPASD-UHFFFAOYSA-N 0.000 claims 1
- LTDODPNIHNMBSC-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxy-2-methylpropyl)benzamide Chemical compound CCOC1=CC(C(=O)NCC(C)(C)O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 LTDODPNIHNMBSC-UHFFFAOYSA-N 0.000 claims 1
- BJELOFSVOCGXPY-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxyethyl)-n-methylbenzamide Chemical compound CCOC1=CC(C(=O)N(C)CCO)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 BJELOFSVOCGXPY-UHFFFAOYSA-N 0.000 claims 1
- YCEYLSFCTPEHNG-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-methylsulfonylethyl)benzamide Chemical compound CCOC1=CC(C(=O)NCCS(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 YCEYLSFCTPEHNG-UHFFFAOYSA-N 0.000 claims 1
- JMKKVQPGCAXZMB-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(1-hydroxy-2-methylpropan-2-yl)benzamide Chemical compound CCOC1=CC(C(=O)NC(C)(C)CO)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 JMKKVQPGCAXZMB-UHFFFAOYSA-N 0.000 claims 1
- AJYPDBSIXHXNPU-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxy-2-methylpropyl)benzamide Chemical compound CCOC1=CC(C(=O)NCC(C)(C)O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 AJYPDBSIXHXNPU-UHFFFAOYSA-N 0.000 claims 1
- DMQSPAQNIBRPIY-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxyethyl)-n-methylbenzamide Chemical compound CCOC1=CC(C(=O)N(C)CCO)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 DMQSPAQNIBRPIY-UHFFFAOYSA-N 0.000 claims 1
- CQGBQOHCXQVKGX-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxyethyl)benzamide Chemical compound CCOC1=CC(C(=O)NCCO)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 CQGBQOHCXQVKGX-UHFFFAOYSA-N 0.000 claims 1
- GSYULZYCZBRKGK-UHFFFAOYSA-N 3-ethoxy-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-methylsulfonylethyl)benzamide Chemical compound CCOC1=CC(C(=O)NCCS(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 GSYULZYCZBRKGK-UHFFFAOYSA-N 0.000 claims 1
- PVUKIADHKKDSRF-UHFFFAOYSA-N 3-ethoxy-n,n-diethyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzamide Chemical compound CCOC1=CC(C(=O)N(CC)CC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 PVUKIADHKKDSRF-UHFFFAOYSA-N 0.000 claims 1
- KSNPPAAJRVWQDR-UHFFFAOYSA-N 3-ethoxy-n-(2-fluoroethyl)-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzamide Chemical compound CCOC1=CC(C(=O)NCCF)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 KSNPPAAJRVWQDR-UHFFFAOYSA-N 0.000 claims 1
- VOKDMYZGCMSTTP-UHFFFAOYSA-N 3-ethoxy-n-ethyl-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-methylbenzamide Chemical compound CCOC1=CC(C(=O)N(C)CC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 VOKDMYZGCMSTTP-UHFFFAOYSA-N 0.000 claims 1
- UQUPLLIMNXZNMA-UHFFFAOYSA-N 3-ethoxy-n-ethyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-methoxyethyl)benzamide Chemical compound CCOC1=CC(C(=O)N(CC)CCOC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 UQUPLLIMNXZNMA-UHFFFAOYSA-N 0.000 claims 1
- FBXQYZHNMDSLGL-UHFFFAOYSA-N 3-ethoxy-n-ethyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-methylbenzamide Chemical compound CCOC1=CC(C(=O)N(C)CC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 FBXQYZHNMDSLGL-UHFFFAOYSA-N 0.000 claims 1
- HAWUQOFHDZWMRU-UHFFFAOYSA-N 3-ethoxy-n-ethyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzamide Chemical compound CCOC1=CC(C(=O)NCC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 HAWUQOFHDZWMRU-UHFFFAOYSA-N 0.000 claims 1
- FCRAKRSLWGXTEG-UHFFFAOYSA-N 4-[2-(2,4-dimethoxyanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-fluorophenyl)methyl]benzamide Chemical compound COC1=CC(OC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 FCRAKRSLWGXTEG-UHFFFAOYSA-N 0.000 claims 1
- FACFFEMDZKGRRH-UHFFFAOYSA-N 4-[2-(2-cyclopropyloxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-fluorophenyl)methyl]benzamide Chemical compound C1CC1OC1=CC(S(=O)(=O)C)=CC=C1NC(=NN1C=2)N=C1C=CC=2C(C=C1)=CC=C1C(=O)NCC1=CC=C(F)C=C1 FACFFEMDZKGRRH-UHFFFAOYSA-N 0.000 claims 1
- SXMSMZWRXJKOOS-UHFFFAOYSA-N 4-[2-(2-ethoxy-4-ethylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-fluorophenyl)methyl]benzamide Chemical compound CCOC1=CC(S(=O)(=O)CC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 SXMSMZWRXJKOOS-UHFFFAOYSA-N 0.000 claims 1
- XSMVZXBMVPCXCX-UHFFFAOYSA-N 4-[2-(2-ethoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-fluorophenyl)methyl]benzamide Chemical compound CCOC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 XSMVZXBMVPCXCX-UHFFFAOYSA-N 0.000 claims 1
- FYQMKIHMJWTVPK-UHFFFAOYSA-N 4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-methylphenyl)methyl]benzamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(C)=CC=3)C=CC2=N1 FYQMKIHMJWTVPK-UHFFFAOYSA-N 0.000 claims 1
- SGHKBULAOGAALR-UHFFFAOYSA-N 4-[2-(2-methyl-4-methylsulfinylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-methylphenyl)methyl]benzamide Chemical compound C1=CC(C)=CC=C1CNC(=O)C1=CC=C(C2=CN3N=C(NC=4C(=CC(=CC=4)S(C)=O)C)N=C3C=C2)C=C1 SGHKBULAOGAALR-UHFFFAOYSA-N 0.000 claims 1
- QZGQAOOKHGOLRY-UHFFFAOYSA-N 4-[2-(2-methyl-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-methylphenyl)methyl]benzamide Chemical compound C1=CC(C)=CC=C1CNC(=O)C1=CC=C(C2=CN3N=C(NC=4C(=CC(=CC=4)S(C)(=O)=O)C)N=C3C=C2)C=C1 QZGQAOOKHGOLRY-UHFFFAOYSA-N 0.000 claims 1
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- ULSBWFYMDWCDCD-UHFFFAOYSA-N 4-[2-[2-(difluoromethoxy)-4-methylsulfonylanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-fluorophenyl)methyl]benzamide Chemical compound FC(F)OC1=CC(S(=O)(=O)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 ULSBWFYMDWCDCD-UHFFFAOYSA-N 0.000 claims 1
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- MAVHHPHNHMYAAC-UHFFFAOYSA-N 4-[2-[4-(tert-butylsulfamoyl)-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-n-[(4-fluorophenyl)methyl]benzamide Chemical compound COC1=CC(S(=O)(=O)NC(C)(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 MAVHHPHNHMYAAC-UHFFFAOYSA-N 0.000 claims 1
- CPZFOEWEADCORZ-UHFFFAOYSA-N 4-[[6-[4-(cyclopropylmethylcarbamoyl)phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-ethoxy-n-(2-hydroxyethyl)benzamide Chemical compound CCOC1=CC(C(=O)NCCO)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC3CC3)C=CC2=N1 CPZFOEWEADCORZ-UHFFFAOYSA-N 0.000 claims 1
- XZNNBTBMKSLPRU-UHFFFAOYSA-N 4-[[6-[4-(cyclopropylmethylcarbamoyl)phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-ethoxy-n-ethyl-n-(2-methoxyethyl)benzamide Chemical compound CCOC1=CC(C(=O)N(CC)CCOC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC3CC3)C=CC2=N1 XZNNBTBMKSLPRU-UHFFFAOYSA-N 0.000 claims 1
- RZJHJAWCDKDRKJ-UHFFFAOYSA-N 4-[[6-[4-(cyclopropylmethylcarbamoyl)phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxyethyl)-3-(2,2,2-trifluoroethoxy)benzamide Chemical compound FC(F)(F)COC1=CC(C(=O)NCCO)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC3CC3)C=CC2=N1 RZJHJAWCDKDRKJ-UHFFFAOYSA-N 0.000 claims 1
- FFJXCAOOXWGVBD-UHFFFAOYSA-N 4-[[6-[4-(cyclopropylmethylcarbamoyl)phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-ethyl-3-(2,2,2-trifluoroethoxy)benzamide Chemical compound FC(F)(F)COC1=CC(C(=O)NCC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC3CC3)C=CC2=N1 FFJXCAOOXWGVBD-UHFFFAOYSA-N 0.000 claims 1
- WPYLYISJYKEDGS-UHFFFAOYSA-N 4-[[6-[4-[(4-chlorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-(2,2,2-trifluoroethyl)benzamide Chemical compound COC1=CC(C(=O)NCC(F)(F)F)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(Cl)=CC=3)C=CC2=N1 WPYLYISJYKEDGS-UHFFFAOYSA-N 0.000 claims 1
- ZESPMBKRZCZQDK-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-(2,2,2-trifluoroethoxy)-n-(2,2,2-trifluoroethyl)benzamide Chemical compound C1=CC(F)=CC=C1CNC(=O)C1=CC=C(C2=CN3N=C(NC=4C(=CC(=CC=4)C(=O)NCC(F)(F)F)OCC(F)(F)F)N=C3C=C2)C=C1 ZESPMBKRZCZQDK-UHFFFAOYSA-N 0.000 claims 1
- RKHXDXIJRYGZDL-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-(trifluoromethoxy)benzamide Chemical compound FC(F)(F)OC1=CC(C(=O)N)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 RKHXDXIJRYGZDL-UHFFFAOYSA-N 0.000 claims 1
- WZUGEJQBZJJMJO-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n,n-dimethylbenzamide Chemical compound COC1=CC(C(=O)N(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 WZUGEJQBZJJMJO-UHFFFAOYSA-N 0.000 claims 1
- TZEPCROYJOCIJJ-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-(2,2,2-trifluoroethyl)benzamide Chemical compound COC1=CC(C(=O)NCC(F)(F)F)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 TZEPCROYJOCIJJ-UHFFFAOYSA-N 0.000 claims 1
- WDJNMSYHCITZCQ-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-(2-methoxyethyl)benzamide Chemical compound COC1=CC(C(=O)NCCOC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 WDJNMSYHCITZCQ-UHFFFAOYSA-N 0.000 claims 1
- ICEUGPDIYXFPRT-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-(2-methylsulfonylethyl)benzamide Chemical compound COC1=CC(C(=O)NCCS(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 ICEUGPDIYXFPRT-UHFFFAOYSA-N 0.000 claims 1
- AVMVLXAJGUAQEJ-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methyl-n-[2-(methylamino)ethyl]benzamide Chemical compound COC1=CC(C(=O)N(C)CCNC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 AVMVLXAJGUAQEJ-UHFFFAOYSA-N 0.000 claims 1
- WAPGIGHNANPHAZ-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methylbenzamide Chemical compound COC1=CC(C(=O)NC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 WAPGIGHNANPHAZ-UHFFFAOYSA-N 0.000 claims 1
- ZENOFAVGGROELN-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxybenzamide Chemical compound COC1=CC(C(N)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 ZENOFAVGGROELN-UHFFFAOYSA-N 0.000 claims 1
- MCRFNLSJPAJLFY-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methyl-n-(2,2,2-trifluoroethyl)benzamide Chemical compound CC1=CC(C(=O)NCC(F)(F)F)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 MCRFNLSJPAJLFY-UHFFFAOYSA-N 0.000 claims 1
- HXJBGLHXJUGGNC-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methylbenzamide Chemical compound CC1=CC(C(N)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 HXJBGLHXJUGGNC-UHFFFAOYSA-N 0.000 claims 1
- KGFLSJJSLFSTBR-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(1-hydroxy-2-methylpropan-2-yl)-3-(2,2,2-trifluoroethoxy)benzamide Chemical compound FC(F)(F)COC1=CC(C(=O)NC(C)(CO)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 KGFLSJJSLFSTBR-UHFFFAOYSA-N 0.000 claims 1
- XCZSLCPKGYMBJK-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(1-hydroxy-2-methylpropan-2-yl)-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NC(C)(C)CO)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 XCZSLCPKGYMBJK-UHFFFAOYSA-N 0.000 claims 1
- DWEOSCZISDYARJ-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxy-2-methylpropyl)-3-(2,2,2-trifluoroethoxy)benzamide Chemical compound FC(F)(F)COC1=CC(C(=O)NCC(C)(O)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 DWEOSCZISDYARJ-UHFFFAOYSA-N 0.000 claims 1
- RMTIFIKNWIXLED-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxy-2-methylpropyl)-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NCC(C)(C)O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 RMTIFIKNWIXLED-UHFFFAOYSA-N 0.000 claims 1
- LVGNFHNHONMPTH-UHFFFAOYSA-N 4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-n-(2-hydroxyethyl)-3-(2,2,2-trifluoroethoxy)benzamide Chemical compound FC(F)(F)COC1=CC(C(=O)NCCO)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 LVGNFHNHONMPTH-UHFFFAOYSA-N 0.000 claims 1
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- NWCPHWNAFHZWJR-UHFFFAOYSA-N 4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-(trifluoromethoxy)benzamide Chemical compound FC(F)(F)OC1=CC(C(=O)N)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 NWCPHWNAFHZWJR-UHFFFAOYSA-N 0.000 claims 1
- RKTSDVIPUPCSPF-UHFFFAOYSA-N 4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n,n-dimethylbenzamide Chemical compound COC1=CC(C(=O)N(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 RKTSDVIPUPCSPF-UHFFFAOYSA-N 0.000 claims 1
- XZOIVXCALVGJNH-UHFFFAOYSA-N 4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-(2,2,2-trifluoroethyl)benzamide Chemical compound COC1=CC(C(=O)NCC(F)(F)F)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 XZOIVXCALVGJNH-UHFFFAOYSA-N 0.000 claims 1
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- NIGBOUJVBLXXPE-UHFFFAOYSA-N 4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-(2-methylsulfonylethyl)benzamide Chemical compound COC1=CC(C(=O)NCCS(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 NIGBOUJVBLXXPE-UHFFFAOYSA-N 0.000 claims 1
- XATXPKBOQADWMH-UHFFFAOYSA-N 4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methyl-n-(2,2,2-trifluoroethyl)benzamide Chemical compound COC1=CC(C(=O)N(C)CC(F)(F)F)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 XATXPKBOQADWMH-UHFFFAOYSA-N 0.000 claims 1
- RVJGGRNFFCJSEJ-UHFFFAOYSA-N 4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methyl-n-[2-(methylamino)ethyl]benzamide Chemical compound COC1=CC(C(=O)N(C)CCNC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 RVJGGRNFFCJSEJ-UHFFFAOYSA-N 0.000 claims 1
- HMUGPPNQUFSYBS-UHFFFAOYSA-N 4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methylbenzamide Chemical compound COC1=CC(C(=O)NC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 HMUGPPNQUFSYBS-UHFFFAOYSA-N 0.000 claims 1
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- LQIBRMFVDNLNCH-UHFFFAOYSA-N n-(2-fluoroethyl)-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methylbenzamide Chemical compound CC1=CC(C(=O)NCCF)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 LQIBRMFVDNLNCH-UHFFFAOYSA-N 0.000 claims 1
- FVDPBKRJJVCMPT-UHFFFAOYSA-N n-[(2,4-difluorophenyl)methyl]-2-methyl-4-[2-[4-methylsulfonyl-2-(2,2,2-trifluoroethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound CC1=CC(C2=CN3N=C(NC=4C(=CC(=CC=4)S(C)(=O)=O)OCC(F)(F)F)N=C3C=C2)=CC=C1C(=O)NCC1=CC=C(F)C=C1F FVDPBKRJJVCMPT-UHFFFAOYSA-N 0.000 claims 1
- HJEMLGQBMCZWPN-UHFFFAOYSA-N n-[(2,4-difluorophenyl)methyl]-4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C(=CC(F)=CC=3)F)C=CC2=N1 HJEMLGQBMCZWPN-UHFFFAOYSA-N 0.000 claims 1
- RFMMWHAPUSEMBU-UHFFFAOYSA-N n-[(4-chlorophenyl)methyl]-4-[2-(2-methyl-4-methylsulfinylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound CC1=CC(S(C)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(Cl)=CC=3)C=CC2=N1 RFMMWHAPUSEMBU-UHFFFAOYSA-N 0.000 claims 1
- UIVWTELBGUVCIC-UHFFFAOYSA-N n-[(4-chlorophenyl)methyl]-4-[2-(2-methyl-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound CC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(Cl)=CC=3)C=CC2=N1 UIVWTELBGUVCIC-UHFFFAOYSA-N 0.000 claims 1
- JREFLQVSJHVDBB-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-2-methoxy-4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=C(OC)C(C(=O)NCC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 JREFLQVSJHVDBB-UHFFFAOYSA-N 0.000 claims 1
- FCLQGYJCCHLWMU-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-2-methyl-4-[2-[4-methylsulfonyl-2-(2,2,2-trifluoroethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound CC1=CC(C2=CN3N=C(NC=4C(=CC(=CC=4)S(C)(=O)=O)OCC(F)(F)F)N=C3C=C2)=CC=C1C(=O)NCC1=CC=C(F)C=C1 FCLQGYJCCHLWMU-UHFFFAOYSA-N 0.000 claims 1
- CQTGEPJSLSHSFP-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-(2-methoxy-4-methylsulfinylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(S(C)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 CQTGEPJSLSHSFP-UHFFFAOYSA-N 0.000 claims 1
- KJTGLXIKIHJFGM-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 KJTGLXIKIHJFGM-UHFFFAOYSA-N 0.000 claims 1
- UMZHZTSUZXJEOS-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-(2-methyl-4-methylsulfinylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound CC1=CC(S(C)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 UMZHZTSUZXJEOS-UHFFFAOYSA-N 0.000 claims 1
- JNTUZSGLCKIQEF-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-(2-methyl-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound CC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 JNTUZSGLCKIQEF-UHFFFAOYSA-N 0.000 claims 1
- KDYHIHMVASSRMF-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-[2-methoxy-4-(methylsulfonimidoyl)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(S(C)(=N)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 KDYHIHMVASSRMF-UHFFFAOYSA-N 0.000 claims 1
- QELNXODTLCWXDZ-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-[4-(2-hydroxypropan-2-yl)-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(C(C)(C)O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 QELNXODTLCWXDZ-UHFFFAOYSA-N 0.000 claims 1
- CRTOFESISWFZAU-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-[4-(hydroxymethyl)-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound COC1=CC(CO)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 CRTOFESISWFZAU-UHFFFAOYSA-N 0.000 claims 1
- CEBVLJRJJQYVKV-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-[4-(methanesulfonamido)-2-methylanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound CC1=CC(NS(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 CEBVLJRJJQYVKV-UHFFFAOYSA-N 0.000 claims 1
- VJETYSMJYQPBFE-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-[4-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-2-methoxybenzamide Chemical compound COC1=CC(C(=O)NC(C)(C)CO)=CC=C1NC1=NN2C=C(C=3C=C(OC)C(C(=O)NCC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 VJETYSMJYQPBFE-UHFFFAOYSA-N 0.000 claims 1
- GMDHUBVLTKDEBE-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-[4-[(1-hydroxy-2-methylpropan-2-yl)carbamoyl]-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-2-methylbenzamide Chemical compound COC1=CC(C(=O)NC(C)(C)CO)=CC=C1NC1=NN2C=C(C=3C=C(C)C(C(=O)NCC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 GMDHUBVLTKDEBE-UHFFFAOYSA-N 0.000 claims 1
- MMBNWTKRVCOPSO-UHFFFAOYSA-N n-[(4-fluorophenyl)methyl]-4-[2-[4-methylsulfonyl-2-(2,2,2-trifluoroethoxy)anilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]benzamide Chemical compound FC(F)(F)COC1=CC(S(=O)(=O)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 MMBNWTKRVCOPSO-UHFFFAOYSA-N 0.000 claims 1
- YJDVGJVWGSIAOH-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-3-ethoxy-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzamide Chemical compound CCOC1=CC(C(=O)NCCN(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 YJDVGJVWGSIAOH-UHFFFAOYSA-N 0.000 claims 1
- MBMLMBCNVLDBKI-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-3-ethoxy-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzamide Chemical compound CCOC1=CC(C(=O)NCCN(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 MBMLMBCNVLDBKI-UHFFFAOYSA-N 0.000 claims 1
- XBMGEVCRGQDPON-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-(2,2,2-trifluoroethoxy)benzamide Chemical compound FC(F)(F)COC1=CC(C(=O)NCCN(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 XBMGEVCRGQDPON-UHFFFAOYSA-N 0.000 claims 1
- ORJDPZNYQOVDER-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methylbenzamide Chemical compound COC1=CC(C(=O)N(C)CCN(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 ORJDPZNYQOVDER-UHFFFAOYSA-N 0.000 claims 1
- SEHBRIWXBNROGU-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NCCN(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 SEHBRIWXBNROGU-UHFFFAOYSA-N 0.000 claims 1
- HLUAPQCZLMUDCJ-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-(2,2,2-trifluoroethoxy)benzamide Chemical compound FC(F)(F)COC1=CC(C(=O)NCCN(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 HLUAPQCZLMUDCJ-UHFFFAOYSA-N 0.000 claims 1
- HHODUNDEOHNIRF-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methylbenzamide Chemical compound COC1=CC(C(=O)N(C)CCN(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 HHODUNDEOHNIRF-UHFFFAOYSA-N 0.000 claims 1
- WDYRZLPJCWHHJM-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NCCN(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 WDYRZLPJCWHHJM-UHFFFAOYSA-N 0.000 claims 1
- HBGKZLVIXUCYNX-UHFFFAOYSA-N n-[2-[acetyl(methyl)amino]ethyl]-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methylbenzamide Chemical compound COC1=CC(C(=O)N(C)CCN(C)C(C)=O)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 HBGKZLVIXUCYNX-UHFFFAOYSA-N 0.000 claims 1
- IDLKRRWMQMXVHB-UHFFFAOYSA-N n-[2-[acetyl(methyl)amino]ethyl]-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methylbenzamide Chemical compound COC1=CC(C(=O)N(C)CCN(C)C(C)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 IDLKRRWMQMXVHB-UHFFFAOYSA-N 0.000 claims 1
- NGCUQWWOQRRSCV-UHFFFAOYSA-N n-[4-[2-(2,4-dimethoxyanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound COC1=CC(OC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 NGCUQWWOQRRSCV-UHFFFAOYSA-N 0.000 claims 1
- IRRKPAIWEFXFCP-UHFFFAOYSA-N n-[4-[2-(2-cyclopropyloxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound C1CC1OC1=CC(S(=O)(=O)C)=CC=C1NC(=NN1C=2)N=C1C=CC=2C(C=C1)=CC=C1NC(=O)CC1=CC=C(F)C=C1 IRRKPAIWEFXFCP-UHFFFAOYSA-N 0.000 claims 1
- HJSXMBIWAUULQQ-UHFFFAOYSA-N n-[4-[2-(2-ethoxy-4-fluoroanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound CCOC1=CC(F)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 HJSXMBIWAUULQQ-UHFFFAOYSA-N 0.000 claims 1
- GIDHZYNNBHIGTK-UHFFFAOYSA-N n-[4-[2-(2-ethoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound CCOC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 GIDHZYNNBHIGTK-UHFFFAOYSA-N 0.000 claims 1
- LRQACPCRGGRSOJ-UHFFFAOYSA-N n-[4-[2-(2-fluoro-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound FC1=CC(S(=O)(=O)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 LRQACPCRGGRSOJ-UHFFFAOYSA-N 0.000 claims 1
- FGOHVMPBOQLZGX-UHFFFAOYSA-N n-[4-[2-(2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-phenylacetamide Chemical compound COC1=CC(S(C)(=O)=O)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC=CC=4)=CC=3)C=CC2=N1 FGOHVMPBOQLZGX-UHFFFAOYSA-N 0.000 claims 1
- DMAJORPFXLBYCW-UHFFFAOYSA-N n-[4-[2-(4-cyano-2-methoxyanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound COC1=CC(C#N)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 DMAJORPFXLBYCW-UHFFFAOYSA-N 0.000 claims 1
- NXRSWIWXUWLPOM-UHFFFAOYSA-N n-[4-[2-(5-fluoro-2-methoxy-4-methylsulfinylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound COC1=CC(S(C)=O)=C(F)C=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 NXRSWIWXUWLPOM-UHFFFAOYSA-N 0.000 claims 1
- NPJBPWYVECSYBL-UHFFFAOYSA-N n-[4-[2-(5-fluoro-2-methoxy-4-methylsulfonylanilino)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound COC1=CC(S(C)(=O)=O)=C(F)C=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 NPJBPWYVECSYBL-UHFFFAOYSA-N 0.000 claims 1
- CHTOYXMNRUQNRY-UHFFFAOYSA-N n-[4-[2-[2-(difluoromethoxy)-4-ethylsulfonylanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound FC(F)OC1=CC(S(=O)(=O)CC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 CHTOYXMNRUQNRY-UHFFFAOYSA-N 0.000 claims 1
- MSAMIWJHZCFKCT-UHFFFAOYSA-N n-[4-[2-[2-(difluoromethoxy)-4-fluoroanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound FC(F)OC1=CC(F)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 MSAMIWJHZCFKCT-UHFFFAOYSA-N 0.000 claims 1
- ZEOOTLDHABZVPN-UHFFFAOYSA-N n-[4-[2-[2-(difluoromethoxy)-4-methylsulfonylanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound FC(F)OC1=CC(S(=O)(=O)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 ZEOOTLDHABZVPN-UHFFFAOYSA-N 0.000 claims 1
- ARECGPGFOKYZFN-UHFFFAOYSA-N n-[4-[2-[2-(difluoromethoxy)-4-propan-2-ylsulfonylanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound FC(F)OC1=CC(S(=O)(=O)C(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 ARECGPGFOKYZFN-UHFFFAOYSA-N 0.000 claims 1
- SIUFLHBCMVOWJV-UHFFFAOYSA-N n-[4-[2-[4-(tert-butylsulfamoyl)-2-methoxyanilino]-[1,2,4]triazolo[1,5-a]pyridin-6-yl]phenyl]-2-(4-fluorophenyl)acetamide Chemical compound COC1=CC(S(=O)(=O)NC(C)(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 SIUFLHBCMVOWJV-UHFFFAOYSA-N 0.000 claims 1
- NDSMYLTUQAZUAG-UHFFFAOYSA-N n-ethyl-4-[[6-[4-[(3-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NCC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=C(F)C=CC=3)C=CC2=N1 NDSMYLTUQAZUAG-UHFFFAOYSA-N 0.000 claims 1
- RUZMXDZMCXRBMT-UHFFFAOYSA-N n-ethyl-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NCC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 RUZMXDZMCXRBMT-UHFFFAOYSA-N 0.000 claims 1
- UEQCPQKKGCGHOJ-UHFFFAOYSA-N n-ethyl-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methylbenzamide Chemical compound CC1=CC(C(=O)NCC)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 UEQCPQKKGCGHOJ-UHFFFAOYSA-N 0.000 claims 1
- YSLZWBMXMOCFMB-UHFFFAOYSA-N n-ethyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxy-n-methylbenzamide Chemical compound COC1=CC(C(=O)N(C)CC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 YSLZWBMXMOCFMB-UHFFFAOYSA-N 0.000 claims 1
- AEFBRPDPEQJHGY-UHFFFAOYSA-N n-ethyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NCC)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 AEFBRPDPEQJHGY-UHFFFAOYSA-N 0.000 claims 1
- DPCIMJVCFOGFDA-UHFFFAOYSA-N n-ethyl-5-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-4-methylpyridine-2-carboxamide Chemical compound C1=NC(C(=O)NCC)=CC(C)=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 DPCIMJVCFOGFDA-UHFFFAOYSA-N 0.000 claims 1
- ZPGGHLJLJJRKFL-UHFFFAOYSA-N n-tert-butyl-3-ethoxy-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]benzamide Chemical compound CCOC1=CC(C(=O)NC(C)(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 ZPGGHLJLJJRKFL-UHFFFAOYSA-N 0.000 claims 1
- USKWCSNLPKEOJK-UHFFFAOYSA-N n-tert-butyl-4-[[6-[4-[(4-fluorophenyl)methylcarbamoyl]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NC(C)(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(=CC=3)C(=O)NCC=3C=CC(F)=CC=3)C=CC2=N1 USKWCSNLPKEOJK-UHFFFAOYSA-N 0.000 claims 1
- PKFKDNUIADNMIJ-UHFFFAOYSA-N n-tert-butyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-(2,2,2-trifluoroethoxy)benzamide Chemical compound FC(F)(F)COC1=CC(C(=O)NC(C)(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 PKFKDNUIADNMIJ-UHFFFAOYSA-N 0.000 claims 1
- RYMDBAHJXXKSEK-UHFFFAOYSA-N n-tert-butyl-4-[[6-[4-[[2-(4-fluorophenyl)acetyl]amino]phenyl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino]-3-methoxybenzamide Chemical compound COC1=CC(C(=O)NC(C)(C)C)=CC=C1NC1=NN2C=C(C=3C=CC(NC(=O)CC=4C=CC(F)=CC=4)=CC=3)C=CC2=N1 RYMDBAHJXXKSEK-UHFFFAOYSA-N 0.000 claims 1
- 208000025426 neoplasm of thorax Diseases 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 150000003057 platinum Chemical class 0.000 claims 1
- 229960005205 prednisolone Drugs 0.000 claims 1
- OIGNJSKKLXVSLS-VWUMJDOOSA-N prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 claims 1
- CPTBDICYNRMXFX-UHFFFAOYSA-N procarbazine Chemical compound CNNCC1=CC=C(C(=O)NC(C)C)C=C1 CPTBDICYNRMXFX-UHFFFAOYSA-N 0.000 claims 1
- 229960000624 procarbazine Drugs 0.000 claims 1
- 230000035755 proliferation Effects 0.000 claims 1
- 229960004641 rituximab Drugs 0.000 claims 1
- 201000003957 thoracic cancer Diseases 0.000 claims 1
- MNRILEROXIRVNJ-UHFFFAOYSA-N tioguanine Chemical compound N1C(N)=NC(=S)C2=NC=N[C]21 MNRILEROXIRVNJ-UHFFFAOYSA-N 0.000 claims 1
- 229960003087 tioguanine Drugs 0.000 claims 1
- WTVXIBRMWGUIMI-UHFFFAOYSA-N trifluoro($l^{1}-oxidanylsulfonyl)methane Chemical group [O]S(=O)(=O)C(F)(F)F WTVXIBRMWGUIMI-UHFFFAOYSA-N 0.000 claims 1
- 229960003048 vinblastine Drugs 0.000 claims 1
- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 claims 1
- 229960004528 vincristine Drugs 0.000 claims 1
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 claims 1
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- Life Sciences & Earth Sciences (AREA)
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- Animal Behavior & Ethology (AREA)
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- General Chemical & Material Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
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- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Claims (16)
1.Jedinjenje, naznačeno time, što ima opštu formulu (I):u kojoj:R1 predstavlja fenil ili piridil- koji je supstituisan, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz:R6-(C1-C6-alkoksi)-, R6-O-, -C(=O)R6, -C(=O)O-R6, -N(H)C(=O)R6, -N(H)C(=O)NR6R7, -NR6R7, -C(=O)N(H)R6, -C(=O)NR6R7, R6-S-, R6-S(=O)2-, -N(H)S(=O)2R6, -S(=O)2N(H)R6; i- koji je ponekad supstituisan, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz:halo-, hidroksi-, nitro-, C1-C6-alkila-, C1-C6-alkoksi-, hidroksi-C1-C6-alkila-, -N(H)C(=O)R8, -N(H)C(=O)NR8R7, -C(=O)N(H)R8, -N(H)S(=O)2R8;R2 predstavljagde * označava tačku spajanja pomenute grupe sa ostatkom molekula;Q1 predstavlja grupu koja je izabran iz: N, CH, C-(C1-C6-alkila), C-(C1-C6-alkoksi), C-halo;Q2 predstavlja grupu koja je izabrana iz: N, CH, CR5b;Q3 predstavlja grupu koja je izabrana iz N, CH, CR5bR5a predstavlja grupu koja je izabrana iz:halo-, nitro-, C1-C6-alkila-, halo-C1-C6-alkila-, C1-C6-alkoksi-, halo-C1-C6-alkoksi-, hidroksi-C1-C6-alkila-, C1-C6-alkoksi-C1-C6-alkila-, halo-C1-C6-alkoksi-C1-C6-alkila-, R8-(C1-C6-alkoksi)-, R8-O-, -NR8R7, R8-S-, R8-S(=O)-, R8-S(=O)2-, (C3-C6-cikloalkil)-(CH2)n-O-;R5b predstavlja grupu koja je izabrana iz:halo-, hidroksi-, cijano-, nitro-, C1-C6-alkila-, halo-C1-C6-alkila-, C1-C6-alkoksi-, halo-C1-C6-alkoksi-, hidroksi-C1-C6-alkila-, C1-C6-alkoksi-C1-C6-alkila-, halo-C1-C6-alkoksi-C1-C6-alkila-, R8-(C1-C6-alkila)-, R8-(CH2)n(CHOH)(CH2)m-, R8-(C1-C6-alkoksi)-, R8-(CH2)n(CHOH)(CH2)p-O-, R8-(C1-C6-alkoksi-C1-C6-alkila)-, R8-(C1-C6-alkoksi-C1-C6-alkil)-O-, -O-(CH2)n-C(=O)NR8R7, R8-O-, -C(=O)R8, -C(=O)O-R8, -OC(=O)-R8, -N(H)C(=O)R8, -N(R7)C(=O)R8, -N(H)C(=O)NR8R7, -N(R7)C(=O)NR8R7, -NR8R7, -NR7R7, -C(=O)N(H)R8, -C(0=ONR8R7, R8-S-, R8-S(=O)-, R8-S(=O)2-, -N(H)S(=O)R8, -N(R7)S(=O)R8, -S(=O)N(H)R8, -S(=O)NR8R7, -N(H)S(=O)2R8, -N(R7)S(=O)2R8, -S(=O)2N(H)R8, -S(=O)2NR8R7, -S(=O)(=NR8)R7, -S(=O)(=NR7)R8, -N=S(=O)(R8)R7;R3 predstavlja atom vodonika atom halogena, hidroksi-, amino-, cijano-, nitro-, C1-C4-alkil-, halo-C1-C4-alkil-, C1-C4-alkoksi-, halo-C1-C4-alkoksi-, hidroksi-C1-C4-alkil-, C1-C4-alkoksi-C1-C4-alkil-, halo-C1-C4-alkoksi-C1-C4-alkil-, C2-C6-alkenil-, C2-C6-alkinil-, halo-C2-C6-alkenil-, halo-C2-C6-alkinil-, C3-C6-cikloalkil-, ili halo-C3-C6-cikloalkil-;R4 predstavlja atom vodonika, atom halogena, hidroksi-, amino-, cijano-, nitro-, C1-C4-alkil-, halo-C1-C4-alkil-, C1-C4-alkoksi-, halo-C1-C4-alkoksi-, hidroksi-C1-C4-alkil-, C1-C4-alkoksi-C1-C4-alkil-, halo-C1-C4-alkoksi-C1-C4-alkil-, C2-C6-alkenil-, C2-C6-alkinil-, halo-C2-C6-alkenil-, halo-C2-C6-alkinil-, C3-C6-cikloalkil-, ili halo-C3-C6-cikloalkil-;R5 predstavlja atom vodonika;R6 predstavlja grupu koja je izabrana iz C3-C6-cikloalkila-, 3- do 10-članog heterociklila-, arila-, heteroarila-, -(CH2)q-(C3-C6-cikloalkila), -(CH2)q-(3- do 10-članog heterociklila), -(CH2)q-arila, ili -(CH2)q-heteroarila,pri čemu je pomenuta grupa ponekad supstituisana, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz: halo-, hidroksi-, cijano-, nitro-, C1-C6-alkila-, halo-C1-C6-alkila-, C1-C6-alkoksi-, halo-C1-C6-alkoksi-, hidroksi-C1-C6-alkila-, C1-C6-alkoksi-C1-C6-alkila-, halo-C1-C6-alkoksi-C1-C6-alkila-, R8-(C1-C6-alkila)-, R8-(CH2)n(CHOH)(CH2)m-, R8-(C1-C6-alkoksi)-, R8-(CH2)n(CHOH)(CH2)p-O-, R8-(C1-C6-alkoksi-C1-C6-alkila)-, R8-(C1-C6-alkoksi-C1-C6-alkil)-O-, arila-, R8-O-, -C(=O)R8, -C(=O)O-R8, -OC(=O)-R8, -N(H)C(=O)R8, -N(R7)C(=O)R8, -N(H)C(=O)NR8R7, -N(R7)C(=O)NR8R7, -NR8R7, -C(=O)N(H)R8, -C(=O)NR8R7, R8-S-, R8-S(=O)-, R8-S(=O)2-, -N(H)S(=O)R8, -N(R7)S(=O)R8, -S(=O)N(H)R8, -S(=O)NR8R7, -N(H)S(=O)2R8, -N(R7)S(=O)2R8, -S(=O)2N(H)R8, -S(=O)2NR8R7, -S(=O)(=NR8)R7,- S(=O)(=NR7)R8, -N=S(=O)(R8)R7;R7 predstavlja atom vodonika, C1-C6-alkil- ili C3-C6-cikloalkil-;R8 predstavlja atom vodonika ili C1-C6-alkil- ili C3-C6-cikloalkil-, pri čemu pomenuti C1-C6-alkil- ili C3-C6-cikloalkil- može ponekad da bude supstituisan, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz:halo-, hidroksi-, -NHR7, -NR7R7, -N(C1-C3-alkil)-C(=O)R7, -N(C1-C3-alkil)-C(=O)OR7, C1-C3-alkila-, R7-S(=O)2-, C1-C3-alkoksi-, halo-C1-C3-alkoksi-;n, m, p, predstavljaju, nezavisno jedan od drugoga, celi broj, 0, 1, 2 ili 3;iq predstavlja celi broj, 0, 1, 2 ili 3;ili neki njegov stereoizomer, tautomer, N-oksid, hidrat, solvat, ili neka njegova so, ili neka smeša pomenutih.
2.Jedinjenje u skladu sa zahtevom 1, naznačeno time, što: R1 predstavlja fenil - koji je supstituisan, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz: R6-(C1-C6-alkoksi)-, R6-O-, -N(H)C(=O)R6, -N(H)C(=O)NR7, -C(=O)N(H)R6, -C(=O)NR6R7; i - koji je ponekad supstituisan, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz: halo-, C1-C6-alkila-, C1-C6-alkoksi-, -N(H)C(=O)R8, -C(=O)N(H)R8; R3 predstavlja atom vodonika, halo-, hidroksi-, C1-C4-alkil-, halo-C1-C4-alkil-, ili C1-C4-alkoksi-; R4 predstavlja atom vodonika, halo-, C1-C6-alkil-, halo-C1-C6-alkil- ili C1-C6-alkoksi-; R5a predstavlja grupu koja je izabrana iz: halo-, C1-C6-alkila-,C1-C6-alkoksi-, halo-C1-C6-alkoksi-, hidroksi-C1-C6-alkila-, C1-C6-alkoksi-C1-C6-alkila-, halo-C1-C6-alkoksi-C1-C6-alkila-, R8-(C1-C6-alkoksi)-, R8-O- , R8-S-, R8-S(=O)2-, (C3-C6-cikloalkil)-(CH2)n-O-; R5b predstavlja grupu koja je izabrana iz: halo-, cijano-, nitro-, C1-C6-alkila-, halo-C1-C6-alkila-, C1-C6-alkoksi-, halo-C1-C6-alkoksi-, R8-O-, -C(=O)R8, -C(=O)O-R8, -N(H)C(=O)R8, -N(R7)C(=O)R8, -NR8R7, -NR7R7, -C(=O)N(H)R8, -C(=O)NR8R7, R8-S(=O)-, R8-S(=O)2-, -S(=O)(=NR7)R8; Q1 predstavlja grupu koja je izabrana iz: CH, C-(C1-C6-alkila), C-(C1-C6-alkoksi), C-halo; Q2 predstavlja grupu koja je izabrana iz: N, CH, C-R5c; gde R5c je izabran iz grupe koja obuhvata: halo-, cijano-, C1-C6-alkil-, C1-C6-alkoksi-, -N(H)C(=O)R7, -N(R7)C(=O)R7, -C(=O)N(H)R8, -C(=O)NR8R7, R8-S(=O)-, R8-S(=O)2-, -S(=O)(=NR7)R8; Q3 predstavlja grupu koja je izabrana iz: N, CH, C-R5c, pri čemu R5c je izabran iz grupe koja obuhvata: halo-, cijano-, C1-C6-alkil-, C1-C6-alkoksi-, -N(H)C(=O)R7, -N(R7)C(=O)R7, -C(=O)N(H)R8, -C(=O)NR8R7, R8-S(=O)-, R8-S(=O)2-, -S(=O)(=NR7)R8; R6 predstavlja grupu koja je izabrana iz: C3-C6-cikloalkila-, 3- do 10-članog heterociklila-, arila-, heteroarila-, -(CH2)q-(C3-C6-cikloalkila), -(CH2)q-(3- do 10-članog heterociklila), -(CH2)q-arila, ili -(CH2)q-heteroarila; pri čemu pomenuta grupa je ponekad supstituisana, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz: halo-, hidroksi-, cijano-, nitro-, C1-C6-alkila-, halo-C1-C6-alkila-, C1-C6-alkoksi-, halo-C1-C6-alkoksi-, hidroksi-C1-C6-alkila-, C1-C6-alkoksi-C1-C6-alkila-, halo-C1-C6-alkoksi-C1-C6-alkila-; n predstavlja celi broj, 0, 1 ili 2; q predstavlja celi broj, 0, 1 ili 2; ili neki njegov stereoizomer, tautomer, N-oksid, hidrat, solvat, ili neka njegova so, ili smeša pomenutih.
3.Jedinjenje u skladu sa zahtevom 1 ili 2, naznačeno time, što: R1 predstavlja fenil - koji je supstituisan, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz: -N(H)C(=O)R6, -C(=O)N(H)R6; i - koji je ponekad supstituisan, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz: halo-, C1-C6-alkila-, C1-C6-alkoksi-; R3 i R4 predstavljaju atome vodonika; Q1 predstavlja CH; Q2 predstavlja CH; Q3 predstavlja CH ili N; R5a predstavlja grupu koja je izabrana iz: halo-, C1-C6-alkila-,C1-C6-alkoksi-, halo-C1-C6-alkoksi-, (C3-C6-cikloalkil)-(CH2)n-O-; R5b predstavlja grupu koja je izabrana iz: halo-, cijano-, C1-C6-alkoksi-, -N(H)C(=O)R8, -N(R7)C(=O)R8, -C(=O)N(H)R8, -C(=O)NR8R7, R8-S(=O)-, R8-S(=O)2-, -S(=O)(=NR7)R8; R6 predstavlja grupu koja je izabrana iz: -(CH2)q-(C3-C6-cikloalkila) ili -(CH2)q-arila; pri čemu je pomenuta grupa ponekad supstituisana, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz: halo-, hidroksi-, cijano-, nitro-, C1-C6-alkila-, halo-C1-C6-alkila-, C1-C6-alkoksi-, halo-C1-C6-alkoksi-, hidroksi-C1-C6-alkila-, C1-C6-alkoksi-C1-C6-alkila-, halo-C1-C6-alkoksi-C1-C6-alkila-; n predstavlja celi broj, 0, 1 ili 2; q predstavlja celi broj, 1 ili 2; ili neki njegov stereoizomer, tautomer, N-oksid, hidrat, solvat, ili neka njegova so, ili smeša pomenutih.
4.Jedinjenje u skladu sa bilo kojim od zahteva 1, 2 ili 3, naznačeno time, što: R6 predstavlja grupu koja je izabrana iz: -CH2-(C3-C6-cikloalkila) ili -CH2-arila; pri čemu je pomenuta grupa ponekad supstituisana, jednom ili više puta, identično ili različito, sa supstituentom koji je izabran iz: halo-, C1-C6-alkila-, halo-C1-C6-alkila-, halo-C1-C6-alkoksi-; n predstavlja celi broj, 0 ili 1; q predstavlja celi broj, 1; ili neki njegov stereoizomer, tautomer, N-oksid, hidrat, solvat, ili neka njegova so, ili smeša pomenutih.
5.Jedinjenje u skladu sa zahtevom 1, naznačeno time, što je izabrano iz grupe koja obuhvata: N,N-dietil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]-piridin-2-il]amino}-3-metoksibenzamid, N-(4-{2-[(4-cijano-2-metoksifenil)amino][1,2,4]triazolo[1,5-a]piridin-6-il}-fenil)-2-(4-fluorofenil)acetamid, N-(4-{2-[(2-etoksi-4-fluorofenil)amino][1,2,4]triazolo[1,5-a]piridin-6-il}fenil)-2-(4-fluorofenil)acetamid, N-etil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksibenzamid, N-tert-butil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksibenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(2-hidroksietil)-3-metoksibenzamid, N-(2-etoksietil)-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo-[1,5-a]piridin-2-il]amino}-3-metoksibenzamid, 3-etoksi-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(2-hidroksietil)benzamid, 3-etoksi-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(1-hidroksi-2-metilpropan-2-il)benzamid, 3-etoksi-N,N-dietil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]-triazolo[1,5-a]piridin-2-il]amino}benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]-amino}-N-(2-hidroksietil)-3-(2,2,2-trifluoroetoksi)benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(2-hidroksi-2-metilpropil)-3-metoksibenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(1-hidroksi-2-metilpropan-2-il)-3-metoksibenzamid, N-{2-[acetil(metil)amino]etil}-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)-[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksi-N-metilbenzamid, 2-(4-fluorofenil)-N-[4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)fenil]acetamid, 3-etoksi-N-etil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo-[1,5-a]piridin-2-il]amino}benzamid, 3-etoksi-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(2-hidroksi-2-metilpropil)benzamid, 3-etoksi-N-etil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]-triazolo[1,5-a]piridin-2-il]amino}-N-(2-metoksietil)benzamid, 3-etoksi-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(2-hidroksietil)-N-metilbenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]-amino}-3-metoksi-N-metil-N-[2-(metilamino)etil]benzamid, N-tert-butil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-(2,2,2-trifluoroetoksi)benzamid, N,N-dietil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-(2,2,2-trifluoroetoksi)benzamid, N,N-dietil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-propoksibenzamid, 3-(ciklopropilmetoksi)-N,N-dietil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}-fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}benzamid, N,N-dietil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-izopropoksibenzamid, N,N-dietil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-(2-metoksietoksi)benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]-amino}-3-(2,2,2-trifluoroetoksi)-N-(2,2,2-trifluoroetil)benzamid, 3-etoksi-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-[2-(metilsulfonil)etil]benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(2-hidroksi-2-metilpropil)-3-(2,2,2-trifluoroetoksi)benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksi-N-metilbenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(2-hidroksietil)-3-metoksibenzamid, 3-etoksi-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-N-(2-hidroksietil)benzamid, 3-etoksi-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-N-(1-hidroksi-2-metilpropan-2-il)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(2-hidroksietil)-3-(2,2,2-trifluoroetoksi)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(2-hidroksi-2-metilpropil)-3-metoksibenzamid, N-(4-fluorobenzil)-4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)benzamid, 3-etoksi-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-N-(2-hidroksi-2-metilpropil)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(1-hidroksi-2-metilpropan-2-il)-3-metoksibenzamid, N-{2-[acetil(metil)amino]etil}-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}-[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-3-metoksi-N-metilbenzamid, N-(2-etoksietil)-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-3-metoksibenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksi-N-metil-N-[2-(metilamino)etil]benzamid, 3-etoksi-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-N-(2-hidroksietil)-N-metilbenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksi-N-metilbenzamid, N-tert-butil-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]-piridin-2-il)amino]-3-metoksibenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksi-N-[2-(metilsulfonil)etil]benzamid, 4-{2-[(2,4-dimetoksifenil)amino][1,2,4]triazolo[1,5-a]piridin-6-il}-N-(4-fluoro-benzil)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksi-N-(2,2,2-trifluoroetil)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(1-hidroksi-2-metilpropan-2-il)-3-(2,2,2-trifluoroetoksi)benzamid, 3-etoksi-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-N-[2-(metilsulfonil)etil]benzamid, N-etil-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-3-metoksibenzamid, N-tert-butil-3-etoksi-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]-triazolo[1,5-a]piridin-2-il)amino]benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(2-hidroksi-2-metilpropil)-3-(2,2,2-trifluoroetoksi)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-(2,2,2-trifluoroetoksi)-N-(2,2,2-trifluoroetil)benzamid, 4-(2-{[4-(dimetilamino)-2-metilfenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)-N-(4-fluorobenzil)benzamid, 2-fluoro-N-(4-fluorobenzil)-4-[2-({4-[(1-hidroksi-2-metilpropan-2-il)karbamoil]-2-metoksifenil}amino)[1,2,4]triazolo[1,5-a]piridin-6-il]benzamid, N-(4-fluorobenzil)-4-[2-({4-[(1-hidroksi-2-metilpropan-2-il)karbamoil]-2-metoksifenil}amino)[1,2,4]triazolo[1,5-a]piridin-6-il]-2-metilbenzamid, 2-hloro-N-(4-fluorobenzil)-4-[2-({4-[(1-hidroksi-2-metilpropan-2-il)karbamoil]-2-metoksifenil}amino)[1,2,4]triazolo[1,5-a]piridin-6-il]benzamid, 4-[(6-{4-[(ciklopropilmetil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-etoksi-N-etilbenzamid, 4-[(6-{4-[(ciklopropilmetil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-etoksi-N-etil-N-(2-metoksietil)benzamid, 4-[(6-{4-[(ciklopropilmetil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-etoksi-N-(2-hidroksietil)benzamid, 4-[(6-{4-[(ciklopropilmetil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-N-(2-hidroksietil)-3-(2,2,2-trifluoroetoksi)benzamid, 4-[(6-{4-[(ciklopropilmetil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-etil-3-(2,2,2-trifluoroetoksi)benzamid, N-etil-4-[(6-{4-[(3-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-3-metoksibenzamid, N-(4-fluorobenzil)-4-[2-({4-[(1-hidroksi-2-metilpropan-2-il)karbamoil]-2-metoksifenil}amino)[1,2,4]triazolo[1,5-a]piridin-6-il]-2-metoksibenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]-amino}-3-metoksi-N-(2,2,2-trifluoroetil)benzamid, N-[4-(2-{[2-etoksi-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, N-[4-(2-{[2-etoksi-4-(etilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, 2-(4-fluorofenil)-N-[4-(2-{[4-(metilsulfonil)-2-(2,2,2-trifluoroetoksi)fenil]-amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]acetamid, N-[4-(2-{[2-(difluorometoksi)-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, N-[4-(2-{[2-(difluorometoksi)-4-(etilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, N-[4-(2-{[2-(ciklopropiloksi)-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]-piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, 4-(2-{[2-etoksi-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)-N-(4-fluorobenzil)benzamid, 4-(2-{[2-etoksi-4-(etilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)-N-(4-fluorobenzil)benzamid, N-(4-fluorobenzil)-4-(2-{[4-(metilsulfonil)-2-(2,2,2-trifluoroetoksi)fenil]-amino}[1,2,4]triazolo[1,5-a]piridin-6-il)benzamid, 4-(2-{[2-(difluorometoksi)-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]-piridin-6-il)-N-(4-fluorobenzil)benzamid, 4-(2-{[2-(ciklopropiloksi)-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]-piridin-6-il)-N-(4-fluorobenzil)benzamid, N-(4-fluorobenzil)-2-metil-4-(2-{[4-(metilsulfonil)-2-(2,2,2-trifluoroetoksi)-fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)benzamid, N-(4-fluorobenzil)-2-metoksi-4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)benzamid, 2-(2,4-difluorofenil)-N-[4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]acetamid, N-(2,4-difluorobenzil)-4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksi-N-(2-metoksietil)benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksi-N,N-dimetilbenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksi-N-[2-(metilsulfonil)etil]benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksibenzamid, N-(2-fluoroetil)-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]-triazolo[1,5-a]piridin-2-il]amino}-3-metoksibenzamid, N-etil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]-piridin-2-il]amino}-3-metoksi-N-metilbenzamid, N-(2,2-difluoroetil)-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]-triazolo[1,5-a]piridin-2-il]amino}-3-metoksibenzamid, N-[2-(dimetilamino)etil]-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]-triazolo[1,5-a]piridin-2-il]amino}-3-metoksi-N-metilbenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]-amino}-3-metoksi-N-metil-N-(2,2,2-trifluoroetil)benzamid, N-[2-(dimetilamino)etil]-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)-[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metoksibenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(3-fluoropropil)-3-metoksibenzamid, N-[4-(2-{[5-fluoro-2-metoksi-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, 2-(4-fluorofenil)-N-[4-(2-{[2-metoksi-4-(metilsulfinil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)fenil]acetamid, N-[4-(2-{[5-fluoro-2-metoksi-4-(metilsulfinil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, N-[4-(2-{[4-(tert-butilsulfamoil)-2-metoksifenil]amino}[1,2,4]triazolo[1,5-a]-piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, 2-(4-fluorofenil)-N-[4-(2-{[4-(2-hidroksipropan-2-il)-2-metoksifenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]acetamid, N-(4-{2-[(2,4-dimetoksifenil)amino][1,2,4]triazolo[1,5-a]piridin-6-il}fenil)-2-(4-fluorofenil)acetamid, 3-etoksi-N-etil-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo-[1,5-a]piridin-2-il]amino}-N-metilbenzamid, N-[2-(dimetilamino)etil]-3-etoksi-4-{[6-(4-{[(4-fluorofenil)acetil]amino}-fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]-amino}-N-[2-(metilsulfonil)etil]-3-(2,2,2-trifluoroetoksi)benzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N-(1-hidroksi-2-metilpropan-2-il)-3-(2,2,2-trifluoroetoksi)benzamid, N-[2-(dimetilamino)etil]-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)-[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-(2,2,2-trifluoroetoksi)benzamid, 2-(4-fluorofenil)-N-[4-(2-{[4-(metilsulfinil)-2-(2,2,2-trifluoroetoksi)fenil]-amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]acetamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-(trifluorometoksi)benzamid, N-[4-(2-{[2-(difluorometoksi)-4-(propan-2-ilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, N-[4-(2-{[2-(difluorometoksi)-4-fluorofenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metilbenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-3-metil-N-(2,2,2-trifluoroetil)benzamid, N-(2-fluoroetil)-4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]-triazolo[1,5-a]piridin-2-il]amino}-3-metilbenzamid, 4-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-N,N,3-trimetilbenzamid, 2-(4-fluorofenil)-N-[4-(2-{[2-metil-4-(metilsulfonil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)fenil]acetamid, 2-(4-fluorofenil)-N-[4-(2-{[2-metil-4-(metilsulfinil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)fenil]acetamid, 2-(4-fluorofenil)-N-{4-[2-({2-metil-4-[(metilsulfonil)amino]fenil}amino)-[1,2,4]triazolo[1,5-a]piridin-6-il]fenil}acetamid, 2-(4-fluorofenil)-N-(4-{2-[(4-metoksi-2-metilfenil)amino][1,2,4]triazolo[1,5-a]piridin-6-il}fenil)acetamid, N-[4-(2-{[4-(dimetilamino)-2-metilfenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, N-etil-5-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-4-metilpiridin-2-karboksamid, 5-{[6-(4-{[(4-fluorofenil)acetil]amino}fenil)[1,2,4]triazolo[1,5-a]piridin-2-il]amino}-4-metil-N-(2,2,2-trifluoroetil)piridin-2-karboksamid, N-[4-(2-{[2-fluoro-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-(4-fluorofenil)acetamid, 2-(4-fluoro-3-metilfenil)-N-[4-(2-{[2-metoksi-4-(metilsulfonil)fenil]-amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]acetamid, 2-(4-hlorofenil)-N-[4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]acetamid, N-[4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]-2-fenilacetamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksibenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksi-N-(2-metoksietil)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(2-fluoroetil)-3-metoksibenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksi-N,N-dimetilbenzamid, N-(2,2-difluoroetil)-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]-triazolo[1,5-a]piridin-2-il)amino]-3-metoksibenzamid, N-[2-(dimetilamino)etil]-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}-[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-3-metoksibenzamid, N-[2-(dimetilamino)etil]-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}-[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-3-metoksi-N-metilbenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(3-fluoropropil)-3-metoksibenzamid, N-(4-fluorobenzil)-4-(2-{[2-metoksi-4-(metilsulfinil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)benzamid, 4-(2-{[4-(tert-butilsulfamoil)-2-metoksifenil]amino}[1,2,4]triazolo[1,5-a]-piridin-6-il)-N-(4-fluorobenzil)benzamid, N-(4-fluorobenzil)-4-(2-{[4-(2-hidroksipropan-2-il)-2-metoksifenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)benzamid, N-[2-(dimetilamino)etil]-3-etoksi-4-[(6-{4-[(4-fluorobenzil)karbamoil]-fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]benzamid, 3-etoksi-N-etil-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-N-metilbenzamid, 3-etoksi-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-N-(2-fluoroetil)benzamid, N-[2-(dimetilamino)etil]-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}-[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-3-(2,2,2-trifluoroetoksi)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(2-fluoroetil)-3-(2,2,2-trifluoroetoksi)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-(trifluorometoksi)benzamid, 4-(2-{[2-(difluorometoksi)-4-(etilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]-piridin-6-il)-N-(4-fluorobenzil)benzamid, 4-(2-{[2-(difluorometoksi)-4-(propan-2-ilsulfonil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)-N-(4-fluorobenzil)benzamid, 4-(2-{[2-(difluorometoksi)-4-fluorofenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)-N-(4-fluorobenzil)benzamid, N-etil-4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)amino]-3-metilbenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metilbenzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metil-N-(2,2,2-trifluoroetil)benzamid, 4-[(6-{4-[(4-fluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-N-(2-fluoroetil)-3-metilbenzamid, N-(4-fluorobenzil)-4-(2-{[2-metil-4-(metilsulfonil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)benzamid, N-(4-fluorobenzil)-4-(2-{[2-metil-4-(metilsulfinil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)benzamid, N-(4-fluorobenzil)-4-[2-({2-metil-4-[(metilsulfonil)amino]fenil}amino)[1,2,4]-triazolo[1,5-a]piridin-6-il]benzamid, N-(4-fluorobenzil)-4-{2-[(4-metoksi-2-metilfenil)amino][1,2,4]triazolo[1,5-a]piridin-6-il}enzamid, 4-[(6-{4-[(4-hlorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksi-N-(2,2,2-trifluoroetil)benzamid, N-(4-hlorobenzil)-4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}[1,2,4]-triazolo[1, 5-a] piridin-6-il)benzamid, N-(4-hlorobenzil)-4-(2-{[2-metil-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)benzamid, N-(4-hlorobenzil)-4-(2-{[2-metil-4-(metilsulfinil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)benzamid, 4-(2-{[2-metoksi-4-(metilsulfonil)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)-N-(4-metilbenzil)benzamid, N-(4-metilbenzil)-4-(2-{[2-metil-4-(metilsulfonil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)benzamid, N-(4-metilbenzil)-4-(2-{[2-metil-4-(metilsulfinil)fenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)benzamid, 4-[(6-{4-[(2,4-difluorobenzil)karbamoil]fenil}[1,2,4]triazolo[1,5-a]piridin-2-il)-amino]-3-metoksi-N-(2,2,2-trifluoroetil)benzamid, N-(2,4-difluorobenzil)-2-metil-4-(2-{[4-(metilsulfonil)-2-(2,2,2-trifluoro-etoksi)fenil]amino}[1,2,4]triazolo[1,5-a]piridin-6-il)benzamid, N-(4-fluorobenzil)-4-(2-{[4-(2-hidroksipropan-2-il)-2-metoksifenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)-2-metoksibenzamid, 2-(4-fluorofenil)-N-[4-(2-{[2-metoksi-4-(S-metilsulfonimidoil)fenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)fenil]acetamid, N-(4-fluorobenzil)-4-(2-{[2-metoksi-4-(S-metilsulfonimidoil)fenil]amino}-[1,2,4]triazolo[1,5-a]piridin-6-il)benzamid, 2-(4-fluorofenil)-N-[4-(2-{[4-(hidroksimetil)-2-metoksifenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)fenil]acetamid, i N-(4-fluorobenzil)-4-(2-{[4-(hidroksimetil)-2-metoksifenil]amino}[1,2,4]-triazolo[1,5-a]piridin-6-il)benzamid, ili neki njegov stereoizomer, tautomer, N-oksid, hidrat, solvat, ili neka njegova so, ili smeša pomenutih.
6.Postupak za pripremu jedinjenja sa opštom formulom (I) u skladu sa bilo kojim od zahteva od 1 do 5, naznačen time, što intermedijarno jedinjenje sa opštom formulom (5): u kojoj R1, R3, R4, i R5 su kao šta je definisano kod jedinjenja sa opštom formula (I) u bilo kojem od zahteva od 1 do 5, reaguje sa aril halidom sa opštom formulom (5a): R2-Y (5a) u kojoj R2 je kao šta je definisano kod jedinjenja sa opštom formulom (I) u bilo kojem od zahteva od 1 do 5, a Y predstavlja izlaznu grupu, poput atoma halogena ili trifluorometilsulfoniloksi ili nonafluorobutilsulfoniloksi, na primer, pri čemu nastaje jedinjenje sa opštom formulom (I): u kojoj R1, R2, R3, R4, i R5 su kao šta je definisano kod jedinjenja sa opštom formulom (I) u bilo kojem od zahteva od 1 do 5.
7.Postupak za pripremu jedinjenja sa opštom formulom (I) u skladu sa bilo kojim od zahteva od 1 do 5, naznačen time, što intermedijarno jedinjenje sa opštom formula (7): u kojoj R2, R3, R4, i R5 su kao šta je definisano za jedinjenja sa opštom formulom (I) u bilo kojem od zahteva od 1 do 5, a R1a je arilna grupa na koju je vezan -NH2 supstituent, reaguje sa jedinjenjem sa opštom formulom: R1b-X (7a) u kojoj R1b je -C(=O)R6, -C(=O)NR6R7, -S(=O)R6, -S(=O2)R6, a X je prikladna funkcionalna grupa preko koje R1b iz R1b-X jedinjenja (7a) može da se spoji, uz pomoć reakcije spajanja, poput reakcije spajanja amida, na primer, na -NH2 supstituent koji je vezan na arilnu grupu R1a iz jedinjenja (7), pri čemu dolazi do zamene pomenutog X sa pomenutim R1a, pri čemu se dobija jedinjenje sa opštom formulom (I): u kojoj R1, R2, R3, R4, i R5 su kao šta je definisano kod jedinjenja sa opštom formulom (I) u bilo kojem od zahteva od 1 do 5.
8.Jedinjenje u skladu sa bilo kojim od zahteva od 1 do 5, ili neki njegov stereoizomer, tautomer, N-oksid, hidrat, solvat, ili neka njegova so, a posebno neka farmaceutski prihvatljiva so, ili smeša pomenutih, naznačeno time, što se upotrebljava u tretmanu ili profilaksi neke bolesti.
9.Jedinjenje za upotrebu u skladu sa zahtevom 8, naznačeno time, što pomenuta bolest je bolest nekontrolisanog ćelijskog rasta, proliferacije i/ili preživljenja, neodgovarajućih ćelijskih imuno-odgovora, ili neodgovarajućih ćelijskih upalnih odgovora, posebno u kojoj su pomenuti nekontrolisani ćelijski rast, proliferacija i/ili preživljenje, neodgovarajući ćelijski imuno-odgovori, ili neodgovarajući ćelijski upalni odgovori potpomognuti sa Mps-1, a bolje u kojoj pomenuta bolest nekontrolisanog ćelijskog rasta, proliferacije i/ili preživljenja, neodgovarajućih ćelijskih imuno-odgovora, ili neodgovarajućih ćelijskih upalnih odgovora obuhvata hemotološki tumor, čvrsti tumor i/ili njegove metastaze, na primer leukemije i mijelodisplastični sindrom, maligne limfome, tumore glave i vrata uključujući tumore mozga i moždane metastaze, tumore prsnog koša uključujući ne-sitno-ćelijske i sitno-ćelijske tumore pluća, gastrointestinalne tumore, endokrine tumore, tumore mlečnih žlezda i druge ginekološke tumore, urološke tumore uključujući tumore bubrega, bešike i prostate, tumore kože, i sarkome, i/ili njihove metastaze.
10.Farmaceutske kompozicije, naznačene time, što obuhvataju jedinjenje u skladu sa bilo kojim od zahteva od 1 do 5, ili neki njegov stereoizomer, tautomer, N-oksid, hidrat, solvat, ili neku njegovu so, posebno farmaceutski prihvatljivu so, ili smešu pomenutih, i neki farmaceutski prihvatljivi razređivač ili nosilac.
11.Farmaceutska kombinacija, naznačena time, što obuhvata: -jedno ili više jedinjenja u skladu sa bilo kojim od zahteva od 1 do 5, ili neki njegov stereoizomer, tautomer, N-oksid, hidrat, solvat, ili neku njegovu so, posebno farmaceutski prihvatljivu so, ili smešu pomenutih; i -jedan ili više agenasa izabranih iz: taksana, poput Docetaksela, Paklitaksela, ili Taksola; epotilona, poput Iksabepilona, Patupilona, ili Sagopilona; Mitoksantrona; Predinizolona; Deksametazona; Estramustina; Vinblastina; Vinkristina; Doksorubicina; Adriamicina; Idarubicina; Daunorubicina; Bleomicina; Etopozida; Ciklofosfamida; Ifosfamida; Prokarbazina; Melfalana; 5-Fluorouracila; Kapecitabina; Fludarabina; Citarabina; Ara-C; 2-Hloro-2'-deoksiadenozina; Tiogvanina; anti-androgena, poput Flutamida, Ciproteron acetata, ili Bikalutamida; Bortezomiba; derivata platine, poput Cisplatine, ili Karboplatine; Hlorambucila; Metotreksata; i Rituksimaba.
12.Upotreba jedinjenja u skladu sa bilo kojim od zahteva od 1 do 5, ili nekog njegovog stereoizomera, tautomera, N-oksida, hidrata, solvata, ili neke njegove soli, posebno farmaceutski prihvatljive soli, ili neke smeše pomenutih, naznačena time, što se pomenuto koristi za pripremu leka za profilaksu ili tretman neke bolesti.
13.Upotreba u skladu sa zahtevom 12, naznačena time, što pomenuta bolest je bolest nekontrolisanog ćelijskog rasta, proliferacije i/ili preživljenja, neodgovarajućeg ćelijskog imuno-odgovora, ili neodgovarajućeg ćelijskog upalnog odgovora, posebno u kojoj je nekontrolisani ćelijski rast, proliferacija i/ili preživljenje, neodgovarajući ćelijski imuno-odgovor, ili neodgovarajući ćelijski upalni odgovor potpomognut sa Mps-1, bolje u kojoj pomenuta bolest nekontrolisanog ćelijskog rasta, proliferacije i/ili preživljenja, neodgovarajućeg ćelijskog imuno-odgovara, ili neodgovarajućeg ćelijskog upalnog odgovora obuhvata hemotološki tumor, čvrsti tumor i/ili njegove metastaze, na primer leukemije i mijelodisplastični sindrom, maligne limfome, tumore glave i vrata uključujući tumore mozga i moždane metastaze, tumore prsnog koša uključujući ne-sitno-ćelijske i sitnio-ćelijske tumore pluća, gastrointestinalne tumore, endokrine tumore, tumore mlečnih žlezda i druge ginekološke tumore, urološke tumore uključujući tumore bubrega, bešike i prostate, tumore kože, i sarkome, i/ili njihove metastaze.
14.Jedinjenje, naznačeno time, što ima opštu formulu (7): u kojoj R2, R3, R4, i R5 su kao šta je definisano kod jedinjenja sa opštom formulom (I) u bilo kojem od zahteva od 1 do 5, a R1a je arilna grupa na koju je vezan -NH2 supstituent.
15.Upotreba jedinjenja sa opštom formulom (5) u kojoj R1, R3, R4, i R5 su kao šta je definisano kod jedinjenja sa opštom formulom (I) u bilo kojem od zahteva od 1 do 5; naznačena time, što se pomenuto upotrebljava za pripremu jedinjenja sa opštom formulom (I) u skladu sa bilo kojim od zahteva od 1 do 5.
16. Upotreba jedinjenja sa opštom formulom (7) u skladu sa zahtevom 14, naznačena time, što se pomenuto koristi za pripremu jedinjenja sa opštom formula (I) u skladu sa bilo kojim od zahteva od 1 do 5.
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| CA2772790C (en) | 2009-09-04 | 2017-06-27 | Benjamin Bader | Substituted aminoquinoxalines as tyrosine threonine kinase inhibitors |
| EP2343297A1 (en) * | 2009-11-30 | 2011-07-13 | Bayer Schering Pharma AG | Triazolopyridines |
| UY33452A (es) * | 2010-06-16 | 2012-01-31 | Bayer Schering Pharma Ag | Triazolopiridinas sustituidas |
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2012
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2013
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