ES2905948T3 - Aminoimidazopiridazinas como inhibidores de cinasa - Google Patents

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Publication number

ES2905948T3

ES2905948T3 ES18804177T ES18804177T ES2905948T3 ES 2905948 T3 ES2905948 T3 ES 2905948T3 ES 18804177 T ES18804177 T ES 18804177T ES 18804177 T ES18804177 T ES 18804177T ES 2905948 T3 ES2905948 T3 ES 2905948T3

Authority

ES

Spain

Prior art keywords

pyridazin

methyl

acetamidoimidazo

carboxamide

phenyl

Prior art date

2017-10-30

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

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• VUKTWKAEOMJKEE-UHFFFAOYSA-N 5h-imidazo[4,5-c]pyridazin-3-amine Chemical class N1N=C(N)C=C2N=CN=C21 VUKTWKAEOMJKEE-UHFFFAOYSA-N 0.000 title description 4
• 229940043355 kinase inhibitor Drugs 0.000 title description 4
• 239000003757 phosphotransferase inhibitor Substances 0.000 title description 4
• 150000001875 compounds Chemical class 0.000 claims abstract description 216
• -1 C1-6 deuteroalkoxy Chemical group 0.000 claims abstract description 168
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 120
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 115
• 150000003839 salts Chemical class 0.000 claims abstract description 115
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 80
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract description 79
• 125000005843 halogen group Chemical group 0.000 claims abstract description 69
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 66
• 125000005842 heteroatom Chemical group 0.000 claims abstract description 55
• 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 54
• 239000012453 solvate Substances 0.000 claims abstract description 53
• 229910052760 oxygen Inorganic materials 0.000 claims abstract description 47
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 41
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract description 38
• 125000001424 substituent group Chemical group 0.000 claims abstract description 38
• 125000005345 deuteroalkyl group Chemical group 0.000 claims abstract description 34
• 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims abstract description 33
• 125000003545 alkoxy group Chemical group 0.000 claims abstract description 32
• 125000003118 aryl group Chemical group 0.000 claims abstract description 31
• 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims abstract description 29
• 229910052717 sulfur Inorganic materials 0.000 claims abstract description 28
• 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 26
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 23
• 125000004438 haloalkoxy group Chemical group 0.000 claims abstract description 22
• 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 21
• 125000006712 (C1-C4) deuteroalkyl group Chemical group 0.000 claims abstract description 18
• YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims abstract description 16
• 229910052805 deuterium Inorganic materials 0.000 claims abstract description 16
• 125000004429 atom Chemical group 0.000 claims abstract description 15
• 229910052731 fluorine Inorganic materials 0.000 claims abstract description 15
• 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 claims abstract description 15
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract description 14
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 13
• 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims abstract description 12
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims abstract description 12
• 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims abstract description 12
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 12
• 229910052801 chlorine Inorganic materials 0.000 claims abstract description 11
• 229910052703 rhodium Inorganic materials 0.000 claims abstract description 11
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims abstract description 9
• 125000000000 cycloalkoxy group Chemical group 0.000 claims abstract description 9
• 229910052794 bromium Inorganic materials 0.000 claims abstract description 8
• 229910052701 rubidium Inorganic materials 0.000 claims abstract description 8
• 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims abstract description 7
• 125000005347 halocycloalkyl group Chemical group 0.000 claims abstract description 7
• 229910052702 rhenium Inorganic materials 0.000 claims abstract description 7
• 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims abstract description 6
• 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims abstract description 6
• 125000002757 morpholinyl group Chemical group 0.000 claims abstract description 6
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims abstract description 6
• 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims abstract description 5
• 125000002393 azetidinyl group Chemical group 0.000 claims abstract description 5
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 5
• 125000004193 piperazinyl group Chemical group 0.000 claims abstract description 5
• 125000003386 piperidinyl group Chemical group 0.000 claims abstract description 5
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract description 3
• 125000005201 cycloalkylcarbonyloxy group Chemical group 0.000 claims abstract description 3
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 3
• 125000004942 pyridazin-6-yl group Chemical group N1=NC=CC=C1* 0.000 claims description 149
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 113
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 42
• 229910052799 carbon Inorganic materials 0.000 claims description 34
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 30
• DFPAKSUCGFBDDF-UHFFFAOYSA-N nicotinic acid amide Natural products NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 30
• 238000011282 treatment Methods 0.000 claims description 29
• 235000005152 nicotinamide Nutrition 0.000 claims description 27
• 239000011570 nicotinamide Substances 0.000 claims description 27
• 201000010099 disease Diseases 0.000 claims description 24
• 206010039073 rheumatoid arthritis Diseases 0.000 claims description 9
• 206010009900 Colitis ulcerative Diseases 0.000 claims description 8
• 201000006704 Ulcerative Colitis Diseases 0.000 claims description 8
• 239000003937 drug carrier Substances 0.000 claims description 8
• 208000011231 Crohn disease Diseases 0.000 claims description 7
• 201000004681 Psoriasis Diseases 0.000 claims description 7
• 125000001188 haloalkyl group Chemical group 0.000 claims description 7
• 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 6
• 239000008194 pharmaceutical composition Substances 0.000 claims description 6
• ISKARULSHNQEEJ-UHFFFAOYSA-N N-[6-[5-[3-[(4-fluorophenyl)-hydroxymethyl]piperidine-1-carbonyl]-6-methylpyridin-3-yl]imidazo[1,2-b]pyridazin-2-yl]acetamide Chemical compound FC1=CC=C(C=C1)C(C1CN(CCC1)C(=O)C=1C=C(C=NC=1C)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)O ISKARULSHNQEEJ-UHFFFAOYSA-N 0.000 claims description 5
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
• NPYFGWOGMZHZRB-UHFFFAOYSA-N N-[[5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methylpyridin-3-yl]methyl]-2-fluoro-5-(trifluoromethoxy)benzamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)CNC(C2=C(C=CC(=C2)OC(F)(F)F)F)=O)C=1 NPYFGWOGMZHZRB-UHFFFAOYSA-N 0.000 claims description 4
• 238000002560 therapeutic procedure Methods 0.000 claims description 4
• MJBHSOXJERWFAQ-UHFFFAOYSA-N 2-fluoro-N-[6-[3-(3-phenylbutylcarbamoyl)phenyl]imidazo[1,2-b]pyridazin-2-yl]pyridine-4-carboxamide Chemical compound FC1=NC=CC(=C1)C(=O)NC=1N=C2N(N=C(C=C2)C2=CC(=CC=C2)C(NCCC(C)C2=CC=CC=C2)=O)C=1 MJBHSOXJERWFAQ-UHFFFAOYSA-N 0.000 claims description 3
• JBVCNKNOOZBGRW-UHFFFAOYSA-N 2-methoxy-5-[2-[(2-methoxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound COCC(=O)NC1=CN2N=C(C=CC2=N1)C1=CN=C(OC)C(=C1)C(=O)NCC1=C(OC(F)(F)F)C=CC=C1 JBVCNKNOOZBGRW-UHFFFAOYSA-N 0.000 claims description 3
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
• MNVYIOAEOMQIGL-UHFFFAOYSA-N 5-(2-acetamido-3-methylimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1C MNVYIOAEOMQIGL-UHFFFAOYSA-N 0.000 claims description 3
• FGHDUBUMNALLNW-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-6-methyl-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NCC2=C(C=CC=C2)OC(F)(F)F)C=1 FGHDUBUMNALLNW-UHFFFAOYSA-N 0.000 claims description 3
• QEPCBIAYRNYBTO-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-(3-phenylbutyl)pyridine-3-carboxamide Chemical compound COC1=NC=C(C=C1C(=O)NCCC(C)C1=CC=CC=C1)C1=NN2C=C(NC(C)=O)N=C2C=C1 QEPCBIAYRNYBTO-UHFFFAOYSA-N 0.000 claims description 3
• HBLIJLAULCIWLO-CYBMUJFWSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)N[C@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1 HBLIJLAULCIWLO-CYBMUJFWSA-N 0.000 claims description 3
• KXKRCSQPJDEJBA-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[3-(4-fluorophenyl)-2-hydroxy-2-methylpropyl]-2-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC(CC2=CC=C(C=C2)F)(C)O)C=1 KXKRCSQPJDEJBA-UHFFFAOYSA-N 0.000 claims description 3
• WJEYMSKSXYRWNA-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(1-hydroxypropan-2-yloxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound COC1=NC(C)=C(C=C1C(=O)NCC1=C(OC(C)CO)C=CC=C1)C1=NN2C=C(NC(C)=O)N=C2C=C1 WJEYMSKSXYRWNA-UHFFFAOYSA-N 0.000 claims description 3
• USCAIYBKMBGYKE-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-3,5-difluorophenyl]methyl]-6-methylpyridine-3-carboxamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=C(C)N=CC(=C1)C(=O)NCC1=C(OCC2CC2)C(F)=CC(F)=C1 USCAIYBKMBGYKE-UHFFFAOYSA-N 0.000 claims description 3
• BSCKOENPKYNJAC-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-3,6-difluorophenyl]methyl]-2-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C(=CC=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C(F)(F)F BSCKOENPKYNJAC-UHFFFAOYSA-N 0.000 claims description 3
• KAAVNXZWKMOGOG-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC=C1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC KAAVNXZWKMOGOG-UHFFFAOYSA-N 0.000 claims description 3
• KBRPGXSTATZSDE-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(1-methylpyrazol-4-yl)phenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound CN1C=C(C=N1)C1=CC(CNC(=O)C2=CC(=CN=C2C)C2=NN3C=C(NC(C)=O)N=C3C=C2)=C(F)C=C1 KBRPGXSTATZSDE-UHFFFAOYSA-N 0.000 claims description 3
• JYNGGWXTLGTWHC-OAHLLOKOSA-N 5-[2-[(2-cyano-2-methylpropanoyl)amino]imidazo[1,2-b]pyridazin-6-yl]-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methylpyridine-3-carboxamide Chemical compound C(#N)C(C(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)N[C@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1)(C)C JYNGGWXTLGTWHC-OAHLLOKOSA-N 0.000 claims description 3
• ZNLVXBNOONNKMH-UHFFFAOYSA-N 5-[2-[(2-cyano-2-methylpropanoyl)amino]imidazo[1,2-b]pyridazin-6-yl]-N-[[5-(cyclopropylmethoxy)-2-fluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(#N)C(C(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC(=C2)OCC2CC2)F)C=1)(C)C ZNLVXBNOONNKMH-UHFFFAOYSA-N 0.000 claims description 3
• WGGCMJCNPCVDNE-UHFFFAOYSA-N N-[[2-(cyclopropylmethoxy)-3,5-difluorophenyl]methyl]-2-methoxy-5-[2-(propanoylamino)imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CC)=O)OC WGGCMJCNPCVDNE-UHFFFAOYSA-N 0.000 claims description 3
• GWSPPVQVMLKCEK-UHFFFAOYSA-N N-[[2-(cyclopropylmethoxy)-3-fluorophenyl]methyl]-5-[2-[(2-hydroxy-2-methylpropanoyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC=C1F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C(C)(C)O)=O)OC GWSPPVQVMLKCEK-UHFFFAOYSA-N 0.000 claims description 3
• NUEPWNCZZSTURU-UHFFFAOYSA-N N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxy-5-[2-(2-methylpropanoylamino)imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound COC1=NC=C(C=C1C(=O)NCC1=C(F)C=CC(OC(F)(F)F)=C1)C1=NN2C=C(NC(=O)C(C)C)N=C2C=C1 NUEPWNCZZSTURU-UHFFFAOYSA-N 0.000 claims description 3
• JCVYLVCNYQQYOG-UHFFFAOYSA-N N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxy-5-[2-(propanoylamino)imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CC)=O)OC JCVYLVCNYQQYOG-UHFFFAOYSA-N 0.000 claims description 3
• DAJXSIGPSLOUSP-UHFFFAOYSA-N N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methoxypyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CO)=O)OC DAJXSIGPSLOUSP-UHFFFAOYSA-N 0.000 claims description 3
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
• UTCSSFWDNNEEBH-UHFFFAOYSA-N imidazo[1,2-a]pyridine Chemical compound C1=CC=CC2=NC=CN21 UTCSSFWDNNEEBH-UHFFFAOYSA-N 0.000 claims description 3
• 125000004526 pyridazin-2-yl group Chemical group N1N(C=CC=C1)* 0.000 claims description 3
• 125000004076 pyridyl group Chemical group 0.000 claims description 3
• 125000000168 pyrrolyl group Chemical group 0.000 claims description 3
• RCUXZLQNFXUWIL-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-ethyl-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)CC)C(=O)NCC2=C(C=CC(=C2)C(F)(F)F)F)C=1 RCUXZLQNFXUWIL-UHFFFAOYSA-N 0.000 claims description 2
• VATGIGDYUWQSKZ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-cyclopentyloxyphenyl)methyl]pyridine-3-carboxamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=CN=CC(=C1)C(=O)NCC1=C(OC2CCCC2)C=CC=C1 VATGIGDYUWQSKZ-UHFFFAOYSA-N 0.000 claims description 2
• LKLDHBJFJZMRSU-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-fluoro-5-methoxyphenyl)methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound COC1=CC(CNC(=O)C2=CC(=C(C)N=C2C)C2=NN3C=C(NC(C)=O)N=C3C=C2)=C(F)C=C1 LKLDHBJFJZMRSU-UHFFFAOYSA-N 0.000 claims description 2
• BVBVUVCXZGLARL-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[3-(4-chlorophenyl)-3-hydroxypropyl]-2-methoxypyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)C(CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)O BVBVUVCXZGLARL-UHFFFAOYSA-N 0.000 claims description 2
• XKSCKRAZIDEKTG-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(3,3-difluoropyrrolidine-1-carbonyl)-5-fluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound FC1(CN(CC1)C(=O)C1=C(C=C(C=C1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)F XKSCKRAZIDEKTG-UHFFFAOYSA-N 0.000 claims description 2
• FZCDDBYFKVLHKA-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-(trifluoromethyl)pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C(F)(F)F)C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1 FZCDDBYFKVLHKA-UHFFFAOYSA-N 0.000 claims description 2
• WJTRCOBCYRLUAY-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2-(trifluoromethyl)pyridine-3-carboxamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=CN=C(C(=C1)C(=O)NCC1=C(F)C=CC(=C1)C(F)(F)F)C(F)(F)F WJTRCOBCYRLUAY-UHFFFAOYSA-N 0.000 claims description 2
• ZDCYKIDIIHZYDV-UHFFFAOYSA-N 5-[2-[(2-cyano-2-methylpropanoyl)amino]imidazo[1,2-b]pyridazin-6-yl]-N-[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound CC1=NC=C(C=C1C(=O)NCC1=C(SC2=C(CO)C=CC=C2)C=CC=C1)C1=NN2C=C(NC(=O)C(C)(C)C#N)N=C2C=C1 ZDCYKIDIIHZYDV-UHFFFAOYSA-N 0.000 claims description 2
• SVRQZYPFHZKADN-UHFFFAOYSA-N 5-[2-[(2-cyano-2-methylpropanoyl)amino]imidazo[1,2-b]pyridazin-6-yl]-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(#N)C(C(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1)(C)C SVRQZYPFHZKADN-UHFFFAOYSA-N 0.000 claims description 2
• 206010019280 Heart failures Diseases 0.000 claims description 2
• WPXFPCKFGXLIET-UHFFFAOYSA-N N-[[2-(cyclopropylmethoxy)-3,5-difluorophenyl]methyl]-2-methoxy-5-[2-(2-methylpropanoylamino)imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound COC1=NC=C(C=C1C(=O)NCC1=C(OCC2CC2)C(F)=CC(F)=C1)C1=NN2C=C(NC(=O)C(C)C)N=C2C=C1 WPXFPCKFGXLIET-UHFFFAOYSA-N 0.000 claims description 2
• BZCIXWQENGYAOK-UHFFFAOYSA-N N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-5-[2-[(2-hydroxy-2-methylpropanoyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methoxypyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C(C)(C)O)=O)OC BZCIXWQENGYAOK-UHFFFAOYSA-N 0.000 claims description 2
• LYRYKHQHGYSFTP-UHFFFAOYSA-N N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2,6-dimethylpyridine-3-carboxamide Chemical compound FC1=C(CNC(C2=C(N=C(C(=C2)C=2C=CC=3N(N=2)C=C(N=3)NC(CO)=O)C)C)=O)C=C(C=C1)OC(F)(F)F LYRYKHQHGYSFTP-UHFFFAOYSA-N 0.000 claims description 2
• TYLZGNSJQQKZLH-UHFFFAOYSA-N N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methylpyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CO)=O)C TYLZGNSJQQKZLH-UHFFFAOYSA-N 0.000 claims description 2
• YBKIUGUNWWXXPN-UHFFFAOYSA-N N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methoxypyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)C(F)(F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CO)=O)OC YBKIUGUNWWXXPN-UHFFFAOYSA-N 0.000 claims description 2
• WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
• KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 9
• ZASXMYMDOKNCMC-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(1-cyclopropylethoxy)-3-fluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)C(C)OC1=C(C=CC=C1F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC ZASXMYMDOKNCMC-UHFFFAOYSA-N 0.000 claims 3
• MQMGMZMPNCUPDQ-LLVKDONJSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloro-4-fluoro-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]benzamide Chemical group C[C@@H](NC(=O)C1=CC(=C(F)C=C1Cl)C1=NN2C=C(NC(C)=O)N=C2C=C1)C1=C(F)C=CC(OC(F)(F)F)=C1 MQMGMZMPNCUPDQ-LLVKDONJSA-N 0.000 claims 2
• MHMGCOGZLRIKSJ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-6-methyl-N-[1-[3-(trifluoromethoxy)phenyl]ethyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NC(C)C2=CC(=CC=C2)OC(F)(F)F)C=1 MHMGCOGZLRIKSJ-UHFFFAOYSA-N 0.000 claims 2
• OMVLHTIXQXXJID-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[1-[2-(trifluoromethoxy)phenyl]ethyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NC(C)C2=C(C=CC=C2)OC(F)(F)F)C=1 OMVLHTIXQXXJID-UHFFFAOYSA-N 0.000 claims 2
• ISGBTIALGWFLEZ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[1-[3-(trifluoromethoxy)phenyl]ethyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NC(C)C2=CC(=CC=C2)OC(F)(F)F)C=1 ISGBTIALGWFLEZ-UHFFFAOYSA-N 0.000 claims 2
• IPQJGRQHPWMXJE-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-fluoro-5-methoxyphenyl)methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC(=C2)OC)F)C=1 IPQJGRQHPWMXJE-UHFFFAOYSA-N 0.000 claims 2
• QDXVERMDLRFDTI-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[1-[2-(cyclopropylmethoxy)-3,5-difluorophenyl]ethyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=C(C=C1F)F)C(C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC QDXVERMDLRFDTI-UHFFFAOYSA-N 0.000 claims 2
• JENJKXDDENQRMK-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NC(C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1 JENJKXDDENQRMK-UHFFFAOYSA-N 0.000 claims 2
• KTAAKTIJJSSIEI-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[1-[2-fluoro-5-(trifluoromethyl)phenyl]ethyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NC(C)C2=C(C=CC(=C2)C(F)(F)F)F)C=1 KTAAKTIJJSSIEI-UHFFFAOYSA-N 0.000 claims 2
• QNGRZTWTIAECIB-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(1-cyclopentylethoxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)C(C)OC1=C(C=CC=C1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC QNGRZTWTIAECIB-UHFFFAOYSA-N 0.000 claims 2
• UWTKGQXESQHYNR-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(1-cyclopropylethoxy)-3,4-difluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)C(C)OC1=C(C=CC(=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC UWTKGQXESQHYNR-UHFFFAOYSA-N 0.000 claims 2
• QNNGKHDFSWSUBF-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1 QNNGKHDFSWSUBF-UHFFFAOYSA-N 0.000 claims 2
• WUODHJTYHZBCCM-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1 WUODHJTYHZBCCM-UHFFFAOYSA-N 0.000 claims 2
• DOXMJMYQICODGA-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-6-(2,2,2-trifluoroethoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC=C2OCC(F)(F)F)F)C=1 DOXMJMYQICODGA-UHFFFAOYSA-N 0.000 claims 2
• OUXSHWXSJCGFGD-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(oxan-3-yloxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound CC(NC(N=C1C=C2)=CN1N=C2C(C=C1C(NCC(C=C(C=C2F)F)=C2OC2COCCC2)=O)=CN=C1OC)=O OUXSHWXSJCGFGD-UHFFFAOYSA-N 0.000 claims 2
• BXKXIZPEGRMBRV-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(oxan-4-yloxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)OC1CCOCC1 BXKXIZPEGRMBRV-UHFFFAOYSA-N 0.000 claims 2
• KEIQFMNOLQPIPY-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(oxan-4-yloxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)OC1CCOCC1 KEIQFMNOLQPIPY-UHFFFAOYSA-N 0.000 claims 2
• FZYLLOODESMDBI-SFHVURJKSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-[(3S)-oxolan-3-yl]oxyphenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)O[C@@H]1COCC1 FZYLLOODESMDBI-SFHVURJKSA-N 0.000 claims 2
• 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 2
• PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims 2
• UFEIWEXHHOXPGP-UHFFFAOYSA-M sodium;(4,6-dimethoxypyrimidin-2-yl)carbamoyl-[3-(2,2,2-trifluoroethoxy)pyridin-2-yl]sulfonylazanide Chemical compound [Na+].COC1=CC(OC)=NC(NC(=O)[N-]S(=O)(=O)C=2C(=CC=CN=2)OCC(F)(F)F)=N1 UFEIWEXHHOXPGP-UHFFFAOYSA-M 0.000 claims 2
• WGSXKYXKAARAKD-UHFFFAOYSA-N 1-fluoro-3-isocyanato-5-(trifluoromethyl)benzene Chemical group FC1=CC(N=C=O)=CC(C(F)(F)F)=C1 WGSXKYXKAARAKD-UHFFFAOYSA-N 0.000 claims 1
• XSASZNIZHSCWEN-RUZDIDTESA-N 2-fluoro-N-[(3R)-3-hydroxy-3-(4-methylphenyl)propyl]-3-[2-[[2-[4-(trifluoromethyl)piperidin-1-yl]acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]benzamide Chemical compound CC1=CC=C(C=C1)[C@@H](CCNC(=O)C2=CC=CC(=C2F)C3=NN4C=C(N=C4C=C3)NC(=O)CN5CCC(CC5)C(F)(F)F)O XSASZNIZHSCWEN-RUZDIDTESA-N 0.000 claims 1
• HEQOZPOBLOOTIK-UHFFFAOYSA-N 2-methoxy-5-[2-(2-methylpropanoylamino)imidazo[1,2-b]pyridazin-6-yl]-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound COC1=NC=C(C=C1C(=O)NCC1=C(C=CC=C1)OC(F)(F)F)C=1C=CC=2N(N=1)C=C(N=2)NC(C(C)C)=O HEQOZPOBLOOTIK-UHFFFAOYSA-N 0.000 claims 1
• WICBZVLVMOWJIT-UHFFFAOYSA-N 2-methoxy-5-[2-(propanoylamino)imidazo[1,2-b]pyridazin-6-yl]-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound COC1=NC=C(C=C1C(=O)NCC1=C(C=CC=C1)OC(F)(F)F)C=1C=CC=2N(N=1)C=C(N=2)NC(CC)=O WICBZVLVMOWJIT-UHFFFAOYSA-N 0.000 claims 1
• IWTFOFMTUOBLHG-UHFFFAOYSA-N 2-methoxypyridine Chemical compound COC1=CC=CC=N1 IWTFOFMTUOBLHG-UHFFFAOYSA-N 0.000 claims 1
• YNJXVWIPWJKJJD-UHFFFAOYSA-N 2-methoxypyridine-3-carboxamide Chemical compound COC1=NC=CC=C1C(N)=O YNJXVWIPWJKJJD-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
• KIVSGYHXUFISMC-LLVKDONJSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2,4-difluoro-N-[(1R)-1-[2-fluoro-5-(trifluoromethyl)phenyl]ethyl]benzamide Chemical compound C[C@@H](NC(=O)C1=C(F)C(=C(F)C=C1)C1=NN2C=C(NC(C)=O)N=C2C=C1)C1=C(F)C=CC(=C1)C(F)(F)F KIVSGYHXUFISMC-LLVKDONJSA-N 0.000 claims 1
• MVKSEQIEJWREAL-KMKPOHAJSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2,6-difluoro-N-[(1R)-2,2,2-trideuterio-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]benzamide Chemical compound [2H]C([2H])([2H])[C@@H](NC(=O)C1=C(F)C(=CC=C1F)C1=NN2C=C(NC(C)=O)N=C2C=C1)C1=C(F)C=CC(OC(F)(F)F)=C1 MVKSEQIEJWREAL-KMKPOHAJSA-N 0.000 claims 1
• MVKSEQIEJWREAL-NSHDSACASA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2,6-difluoro-N-[(1S)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]benzamide Chemical compound C[C@H](NC(=O)C1=C(F)C(=CC=C1F)C1=NN2C=C(NC(C)=O)N=C2C=C1)C1=C(F)C=CC(OC(F)(F)F)=C1 MVKSEQIEJWREAL-NSHDSACASA-N 0.000 claims 1
• BOZGLZDKEAXMFW-QAEJEAKPSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-fluoro-4-methyl-N-[(1S)-2,2,2-trideuterio-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]benzamide Chemical compound [2H]C([2H])([2H])[C@H](NC(=O)C1=C(F)C(=C(C)C=C1)C1=NN2C=C(NC(C)=O)N=C2C=C1)C1=C(F)C=CC(OC(F)(F)F)=C1 BOZGLZDKEAXMFW-QAEJEAKPSA-N 0.000 claims 1
• NNRFKUNBELLPEB-SZIUSNIFSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-fluoro-6-methyl-N-[(1R)-2,2,2-trideuterio-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]benzamide Chemical compound [2H]C([2H])([2H])[C@@H](NC(=O)C1=C(F)C(=CC=C1C)C1=NN2C=C(NC(C)=O)N=C2C=C1)C1=C(F)C=CC(OC(F)(F)F)=C1 NNRFKUNBELLPEB-SZIUSNIFSA-N 0.000 claims 1
• XVJJDXCBQZEHMJ-SZIUSNIFSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-fluoro-6-methyl-N-[(1R)-2,2,2-trideuterio-1-[2-fluoro-5-(trifluoromethyl)phenyl]ethyl]benzamide Chemical compound [2H]C([2H])([2H])[C@@H](NC(=O)C1=C(F)C(=CC=C1C)C1=NN2C=C(NC(C)=O)N=C2C=C1)C1=C(F)C=CC(=C1)C(F)(F)F XVJJDXCBQZEHMJ-SZIUSNIFSA-N 0.000 claims 1
• RAYAIAZIJCOQJA-LBPRGKRZSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-fluoro-N-[(1S)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-6-methoxybenzamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C(=C(C(=O)N[C@@H](C)C3=C(C=CC(=C3)OC(F)(F)F)F)C(=CC=2)OC)F)C=1 RAYAIAZIJCOQJA-LBPRGKRZSA-N 0.000 claims 1
• BOSLPQFFOJEOPY-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-4-chloro-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]benzamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=C(Cl)C=CC(=C1)C(=O)NCC1=C(F)C=CC(OC(F)(F)F)=C1 BOSLPQFFOJEOPY-UHFFFAOYSA-N 0.000 claims 1
• MINJUIWEOBONEZ-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-4-fluoro-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]benzamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=C(F)C=CC(=C1)C(=O)NCC1=C(F)C=CC(OC(F)(F)F)=C1 MINJUIWEOBONEZ-UHFFFAOYSA-N 0.000 claims 1
• GAQLHGNRTGXWHQ-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-6-chloro-2-fluoro-N-[[2-fluoro-5-(1-methylpyrazol-4-yl)phenyl]methyl]benzamide Chemical compound CN1C=C(C=N1)C1=CC(CNC(=O)C2=C(F)C(=CC=C2Cl)C2=NN3C=C(NC(C)=O)N=C3C=C2)=C(F)C=C1 GAQLHGNRTGXWHQ-UHFFFAOYSA-N 0.000 claims 1
• OLRDESKFMOHURK-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-6-chloro-2-fluoro-N-[[4-(trifluoromethoxy)phenyl]methyl]benzamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=CC=C(Cl)C(C(=O)NCC2=CC=C(OC(F)(F)F)C=C2)=C1F OLRDESKFMOHURK-UHFFFAOYSA-N 0.000 claims 1
• VSQFNQGNCDMMAW-IBGZPJMESA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-6-chloro-N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-fluorobenzamide Chemical compound ClC1=CC=C(C(=C1C(=O)NCC[C@H](O)C1=CC=C(C=C1)Cl)F)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O VSQFNQGNCDMMAW-IBGZPJMESA-N 0.000 claims 1
• JKYMILPBZXFNJK-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3,5-difluoro-2-methoxyphenyl)methyl]-2-fluoro-6-methylbenzamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(C1=C(C(=CC=C1C)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)F)=O)OC JKYMILPBZXFNJK-UHFFFAOYSA-N 0.000 claims 1
• GGPMVKIKPRUJCA-LJQANCHMSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3R)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-fluoro-6-methoxybenzamide Chemical compound ClC1=CC=C(C=C1)[C@@H](CCNC(C1=C(C(=CC=C1OC)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)F)=O)O GGPMVKIKPRUJCA-LJQANCHMSA-N 0.000 claims 1
• FLSNKMLDVVIQSR-OAQYLSRUSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3R)-3-(4-chlorophenyl)-3-hydroxypropyl]-5-fluorobenzamide Chemical compound ClC1=CC=C(C=C1)[C@@H](CCNC(C1=CC(=CC(=C1)F)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)=O)O FLSNKMLDVVIQSR-OAQYLSRUSA-N 0.000 claims 1
• KASJCFGRZHHUAV-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(1-cyclopropylpyrazol-4-yl)-5-fluorophenyl]methyl]-2-fluoro-6-methylbenzamide Chemical compound C1(CC1)N1N=CC(=C1)C1=C(C=C(C=C1)F)CNC(C1=C(C(=CC=C1C)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)F)=O KASJCFGRZHHUAV-UHFFFAOYSA-N 0.000 claims 1
• PGSXGACWRRNEEN-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(3,3-difluoropyrrolidine-1-carbonyl)-3,4-difluorophenyl]methyl]-2-fluoro-6-methylbenzamide Chemical compound FC1(CN(CC1)C(=O)C1=C(C=CC(=C1F)F)CNC(C1=C(C(=CC=C1C)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)F)=O)F PGSXGACWRRNEEN-UHFFFAOYSA-N 0.000 claims 1
• NJBNGRWAEJORIK-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(4,4-difluoropiperidine-1-carbonyl)-5-fluorophenyl]methyl]-2,6-difluorobenzamide Chemical compound FC1(CCN(CC1)C(=O)C1=C(C=C(C=C1)F)CNC(C1=C(C(=CC=C1F)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)F)=O)F NJBNGRWAEJORIK-UHFFFAOYSA-N 0.000 claims 1
• GRVUOIDRNHOGCG-UHFFFAOYSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[5-(1-cyclopropylpyrazol-4-yl)-2-fluorophenyl]methyl]-2-fluoro-6-methylbenzamide Chemical compound C1(CC1)N1N=CC(=C1)C=1C=CC(=C(C=1)CNC(C1=C(C(=CC=C1C)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)F)=O)F GRVUOIDRNHOGCG-UHFFFAOYSA-N 0.000 claims 1
• AAKFJZRYRJEPGW-KBMKNGFXSA-N 3-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[dideuterio-[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-fluorobenzamide Chemical compound [2H]C([2H])(NC(=O)C1=C(F)C(=CC=C1)C1=NN2C=C(NC(C)=O)N=C2C=C1)C1=C(F)C=CC(OC(F)(F)F)=C1 AAKFJZRYRJEPGW-KBMKNGFXSA-N 0.000 claims 1
• KQMCJRXOTADOJD-UHFFFAOYSA-N 3-[2-[[2-(4,4-difluoropiperidin-1-yl)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]-2-fluoro-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]benzamide Chemical compound FC1=C(CNC(=O)C2=C(F)C(=CC=C2)C2=NN3C=C(NC(=O)CN4CCC(F)(F)CC4)N=C3C=C2)C=C(OC(F)(F)F)C=C1 KQMCJRXOTADOJD-UHFFFAOYSA-N 0.000 claims 1
• XVJMULGNJSWESB-UHFFFAOYSA-N 5-(2-acetamido-3-methylimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-(3-phenylbutyl)pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCCC(C)C2=CC=CC=C2)C=1C XVJMULGNJSWESB-UHFFFAOYSA-N 0.000 claims 1
• UAOUKGGJSOXGNE-UHFFFAOYSA-N 5-(2-acetamido-3-methylimidazo[1,2-b]pyridazin-6-yl)-2-methyl-N-[[3-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=CC(=CC=C2)OC(F)(F)F)C=1C UAOUKGGJSOXGNE-UHFFFAOYSA-N 0.000 claims 1
• NKMGHZQIYYQPPY-YSOHJTORSA-N 5-(2-acetamido-3-methylimidazo[1,2-b]pyridazin-6-yl)-N-[[2-[cyclopropyl(deuterio)methoxy]-3,5-difluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)C(OC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C(=C(N=2)NC(C)=O)C)OC)[2H] NKMGHZQIYYQPPY-YSOHJTORSA-N 0.000 claims 1
• OBWFSRXMMADAEK-UHFFFAOYSA-N 5-(2-acetamido-3-methylimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1C OBWFSRXMMADAEK-UHFFFAOYSA-N 0.000 claims 1
• IYFHYZCKQVIPFF-UHFFFAOYSA-N 5-(2-acetamido-3-methylimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC(=C2)C(F)(F)F)F)C=1C IYFHYZCKQVIPFF-UHFFFAOYSA-N 0.000 claims 1
• IPKANJIGOHYTMC-UHFFFAOYSA-N 5-(2-acetamido-3-methylimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=C(C=CC(=C2)C(F)(F)F)F)C=1C IPKANJIGOHYTMC-UHFFFAOYSA-N 0.000 claims 1
• ZDCIXMKUKPETCI-UHFFFAOYSA-N 5-(2-acetamido-3-methylimidazo[1,2-b]pyridazin-6-yl)-N-[[4-fluoro-3-(trifluoromethoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=CC(=C(C=C2)F)OC(F)(F)F)C=1C ZDCIXMKUKPETCI-UHFFFAOYSA-N 0.000 claims 1
• CMTAWEQOKDTPPC-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2,3-difluoro-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]benzamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=CC(F)=C(F)C(=C1)C(=O)NCC1=C(F)C=CC(OC(F)(F)F)=C1 CMTAWEQOKDTPPC-UHFFFAOYSA-N 0.000 claims 1
• IWPHUDQKPHMVPK-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2,6-dimethyl-N-[[2-(2,2,2-trifluoroethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NCC2=C(C=CC=C2)OCC(F)(F)F)C=1 IWPHUDQKPHMVPK-UHFFFAOYSA-N 0.000 claims 1
• DZGDSEZMBOYTCD-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2,6-dimethyl-N-[[3-(2,2,2-trifluoroethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NCC2=CC(=CC=C2)OCC(F)(F)F)C=1 DZGDSEZMBOYTCD-UHFFFAOYSA-N 0.000 claims 1
• XYHKFZXOLJTZCD-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2,6-dimethyl-N-[[3-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NCC2=NC=CC=C2OCC(F)(F)F)C=1 XYHKFZXOLJTZCD-UHFFFAOYSA-N 0.000 claims 1
• AYROJJYEDIGLTK-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2,6-dimethyl-N-[[3-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NCC2=CC(=CC=C2)OC(F)(F)F)C=1 AYROJJYEDIGLTK-UHFFFAOYSA-N 0.000 claims 1
• QNNGKHDFSWSUBF-WFVSFCRTSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-(deuteriomethoxy)-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC[2H])C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1 QNNGKHDFSWSUBF-WFVSFCRTSA-N 0.000 claims 1
• AEBNWBTXIMMZJL-OAQYLSRUSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloro-N-[(3R)-3-(4-chlorophenyl)-3-hydroxypropyl]benzamide Chemical compound ClC1=C(C(=O)NCC[C@@H](O)C2=CC=C(C=C2)Cl)C=C(C=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O AEBNWBTXIMMZJL-OAQYLSRUSA-N 0.000 claims 1
• DQYSAQGQKKVUST-IBGZPJMESA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloro-N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]pyridine-3-carboxamide Chemical compound ClC1=NC=C(C=C1C(=O)NCC[C@H](O)C1=CC=C(C=C1)Cl)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O DQYSAQGQKKVUST-IBGZPJMESA-N 0.000 claims 1
• OAFPPXJBGOCBFJ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloro-N-[1-[2-(trifluoromethoxy)phenyl]ethyl]pyridine-3-carboxamide Chemical compound ClC1=NC=C(C=C1C(=O)NC(C)C1=C(C=CC=C1)OC(F)(F)F)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O OAFPPXJBGOCBFJ-UHFFFAOYSA-N 0.000 claims 1
• HILFJTDXYWFUTH-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloro-N-[[2-(3,3-difluoropyrrolidine-1-carbonyl)-5-fluorophenyl]methyl]benzamide Chemical compound ClC1=C(C(=O)NCC2=C(C=CC(=C2)F)C(=O)N2CC(CC2)(F)F)C=C(C=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O HILFJTDXYWFUTH-UHFFFAOYSA-N 0.000 claims 1
• CUMAPNTUSDTVAY-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloro-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-4-methylbenzamide Chemical compound ClC1=C(C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=C(C(=C1)C)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O CUMAPNTUSDTVAY-UHFFFAOYSA-N 0.000 claims 1
• WOBIJHRMWKFSKX-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloro-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]pyridine-3-carboxamide Chemical compound ClC1=NC=C(C=C1C(=O)NCC1=C(C=CC(=C1)C(F)(F)F)F)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O WOBIJHRMWKFSKX-UHFFFAOYSA-N 0.000 claims 1
• IKCYZPXSSYJYBT-CYBMUJFWSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-ethyl-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)CC)C(=O)N[C@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1 IKCYZPXSSYJYBT-CYBMUJFWSA-N 0.000 claims 1
• OCOSNDOAABGAFU-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-6-methyl-N-[2-[3-(trifluoromethoxy)phenyl]ethyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NCCC2=CC(=CC=C2)OC(F)(F)F)C=1 OCOSNDOAABGAFU-UHFFFAOYSA-N 0.000 claims 1
• CITAPNZWVYMBRR-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-6-methyl-N-[[3-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NCC2=CC(=CC=C2)OC(F)(F)F)C=1 CITAPNZWVYMBRR-UHFFFAOYSA-N 0.000 claims 1
• XBMRSFBYJUQCQF-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N,6-dimethyl-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)N(CC2=C(C=CC=C2)OC(F)(F)F)C)C=1 XBMRSFBYJUQCQF-UHFFFAOYSA-N 0.000 claims 1
• FYENAYGJJMOSOT-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N,6-dimethyl-N-[[3-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)N(CC2=CC(=CC=C2)OC(F)(F)F)C)C=1 FYENAYGJJMOSOT-UHFFFAOYSA-N 0.000 claims 1
• GRNXYKACHUBWLH-CYBMUJFWSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[(1R)-1-[2-(trifluoromethyl)phenyl]ethyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)N[C@H](C)C2=C(C=CC=C2)C(F)(F)F)C=1 GRNXYKACHUBWLH-CYBMUJFWSA-N 0.000 claims 1
• DFWDXQYRGFSNKN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[(2-morpholin-4-ylphenyl)methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC=C2)N2CCOCC2)C=1 DFWDXQYRGFSNKN-UHFFFAOYSA-N 0.000 claims 1
• ZCMNJIMIOYJXNM-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[(2-pyrrol-1-ylphenyl)methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC=C2)N2C=CC=C2)C=1 ZCMNJIMIOYJXNM-UHFFFAOYSA-N 0.000 claims 1
• UCVSKHMTJZCOLR-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[[2-(2,2,2-trifluoroethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC=C2)OCC(F)(F)F)C=1 UCVSKHMTJZCOLR-UHFFFAOYSA-N 0.000 claims 1
• LOTAJPJQFJFSIZ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[[2-(2-methylpropoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC=C2)OCC(C)C)C=1 LOTAJPJQFJFSIZ-UHFFFAOYSA-N 0.000 claims 1
• MUCHFCHFXUJMHH-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[[2-(morpholin-4-ylmethyl)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC=C2)CN2CCOCC2)C=1 MUCHFCHFXUJMHH-UHFFFAOYSA-N 0.000 claims 1
• PJKATLLHXWKCPC-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC=C2)OC(F)(F)F)C=1 PJKATLLHXWKCPC-UHFFFAOYSA-N 0.000 claims 1
• TVILPIHGNMKMGV-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methoxy-N-methyl-N-[[3-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)N(CC2=CC(=CC=C2)OC(F)(F)F)C)C=1 TVILPIHGNMKMGV-UHFFFAOYSA-N 0.000 claims 1
• VMRWQSZMDFZHGM-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methyl-N-[1-[2-(trifluoromethoxy)phenyl]ethyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NC(C)C2=C(C=CC=C2)OC(F)(F)F)C=1 VMRWQSZMDFZHGM-UHFFFAOYSA-N 0.000 claims 1
• CDCUWYIBBLSZQW-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methyl-N-[[2-(2,2,2-trifluoroethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=C(C=CC=C2)OCC(F)(F)F)C=1 CDCUWYIBBLSZQW-UHFFFAOYSA-N 0.000 claims 1
• AFYMXTAFAGBCKD-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methyl-N-[[2-(oxolan-3-yloxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=C(C=CC=C2)OC2COCC2)C=1 AFYMXTAFAGBCKD-UHFFFAOYSA-N 0.000 claims 1
• ODQHJJRRVHGFEN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methyl-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=C(C=CC=C2)OC(F)(F)F)C=1 ODQHJJRRVHGFEN-UHFFFAOYSA-N 0.000 claims 1
• RJYAQMHJPWLGDN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-methyl-N-[[4-(trifluoromethyl)pyridin-2-yl]methyl]pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=NC=CC(=C2)C(F)(F)F)C=1 RJYAQMHJPWLGDN-UHFFFAOYSA-N 0.000 claims 1
• DTLSTENMPRXZRN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-3-fluoro-2-methyl-N-[(2-phenoxyphenyl)methyl]benzamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=CC(F)=C(C)C(=C1)C(=O)NCC1=CC=CC=C1OC1=CC=CC=C1 DTLSTENMPRXZRN-UHFFFAOYSA-N 0.000 claims 1
• RXTRUKYQXWIJKD-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-3-fluoro-N-[[2-fluoro-3-(trifluoromethoxy)phenyl]methyl]-2-methylbenzamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=C(C(=O)NCC3=C(C(=CC=C3)OC(F)(F)F)F)C=2)C)F)C=1 RXTRUKYQXWIJKD-UHFFFAOYSA-N 0.000 claims 1
• PFAOLAGTYPZUDG-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-3-fluoro-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxybenzamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=C(C(=O)NCC3=C(C=CC(=C3)OC(F)(F)F)F)C=2)OC)F)C=1 PFAOLAGTYPZUDG-UHFFFAOYSA-N 0.000 claims 1
• TVSKVFMQRACBBS-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-4-fluoro-N-[(2-fluoro-6-methoxyphenyl)methyl]-2-methoxybenzamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C(=CC(=C(C(=O)NCC3=C(C=CC=C3OC)F)C=2)OC)F)C=1 TVSKVFMQRACBBS-UHFFFAOYSA-N 0.000 claims 1
• MHPBAWPUNVAINP-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-6-methyl-N-(3-phenylbutyl)pyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C=NC=2C)C(=O)NCCC(C)C2=CC=CC=C2)C=1 MHPBAWPUNVAINP-UHFFFAOYSA-N 0.000 claims 1
• GQNNAQVABFWQGE-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-6-methyl-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound CC1=C(C=C(C=N1)C(=O)NCC2=CC=CC=C2OC(F)(F)F)C3=NN4C=C(N=C4C=C3)NC(=O)C GQNNAQVABFWQGE-UHFFFAOYSA-N 0.000 claims 1
• AHJWFAGDUANYCZ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-(1-benzylimidazol-4-yl)-2-methylpyridine-3-carboxamide Chemical compound C(C1=CC=CC=C1)N1C=NC(=C1)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C AHJWFAGDUANYCZ-UHFFFAOYSA-N 0.000 claims 1
• YUBIWQAQTKPDEJ-GFCCVEGCSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)N[C@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1 YUBIWQAQTKPDEJ-GFCCVEGCSA-N 0.000 claims 1
• QPWFZJRWOCUEPG-GFCCVEGCSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methoxypyridine-3-carboxamide Chemical compound C[C@H](C(C=C(C=C1)OC(F)(F)F)=C1F)NC(C1=CC(C(C=C2)=NN3C2=NC(NC(C)=O)=C3)=CN=C1OC)=O QPWFZJRWOCUEPG-GFCCVEGCSA-N 0.000 claims 1
• OBRPQVFAPLRLCW-CQSZACIVSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methylbenzamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=CC(=C(C(=O)N[C@H](C)C3=C(C=CC(=C3)OC(F)(F)F)F)C=2)C)C=1 OBRPQVFAPLRLCW-CQSZACIVSA-N 0.000 claims 1
• WFMGZWHHYWLITJ-ZDUSSCGKSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(1S)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C=NC=2C)C(=O)N[C@@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1 WFMGZWHHYWLITJ-ZDUSSCGKSA-N 0.000 claims 1
• RMPNLBFGSQHBGB-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-cyclopentyloxy-5-fluorophenyl)methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)OC1=C(C=C(C=C1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C RMPNLBFGSQHBGB-UHFFFAOYSA-N 0.000 claims 1
• QWRUVZBFEBJRDN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-cyclopentyloxy-5-fluorophenyl)methyl]pyridine-3-carboxamide Chemical compound C1(CCCC1)OC1=C(C=C(C=C1)F)CNC(=O)C=1C=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O QWRUVZBFEBJRDN-UHFFFAOYSA-N 0.000 claims 1
• RIUCEPLMZGWQJN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-cyclopentyloxy-6-fluorophenyl)methyl]pyridine-3-carboxamide Chemical compound C1(CCCC1)OC1=C(C(=CC=C1)F)CNC(=O)C=1C=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O RIUCEPLMZGWQJN-UHFFFAOYSA-N 0.000 claims 1
• TVPBFLXRFXEGOM-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-cyclopentyloxyphenyl)methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CCCC1)OC1=C(C=CC=C1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC TVPBFLXRFXEGOM-UHFFFAOYSA-N 0.000 claims 1
• CRNMBMNUZJCZDD-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-cyclopentyloxyphenyl)methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)OC1=C(C=CC=C1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C CRNMBMNUZJCZDD-UHFFFAOYSA-N 0.000 claims 1
• GHOGSWAHDBACDP-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-cyclopropyloxy-3,5-difluorophenyl)methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)OC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC GHOGSWAHDBACDP-UHFFFAOYSA-N 0.000 claims 1
• SEMUVBOQQIYPHI-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(2-cyclopropylsulfonylphenyl)methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)S(=O)(=O)C1=C(C=CC=C1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC SEMUVBOQQIYPHI-UHFFFAOYSA-N 0.000 claims 1
• USRGSCMLXWAAMH-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3,6-difluoro-2-methoxyphenyl)methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound FC=1C(=C(C(=CC=1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC)OC USRGSCMLXWAAMH-UHFFFAOYSA-N 0.000 claims 1
• KUVJMYINFFODPB-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3,6-difluoro-2-methoxyphenyl)methyl]-2-methoxypyridine-3-carboxamide Chemical compound FC=1C(=C(C(=CC=1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)OC KUVJMYINFFODPB-UHFFFAOYSA-N 0.000 claims 1
• XSYUTOGXUOCCEM-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3-cyclopentyloxypyridin-2-yl)methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CCCC1)OC=1C(=NC=CC=1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC XSYUTOGXUOCCEM-UHFFFAOYSA-N 0.000 claims 1
• DVYKFJFEYMXAAW-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3-cyclopentyloxypyridin-2-yl)methyl]pyridine-3-carboxamide Chemical compound C1(CCCC1)OC=1C(=NC=CC=1)CNC(=O)C=1C=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O DVYKFJFEYMXAAW-UHFFFAOYSA-N 0.000 claims 1
• MFUNXFBUGQHGFB-HSZRJFAPSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3R)-3-(4-chlorophenyl)-3-hydroxypropyl]-2,4-dimethylbenzamide Chemical compound ClC1=CC=C(C=C1)[C@@H](CCNC(C1=C(C=C(C(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)=O)O MFUNXFBUGQHGFB-HSZRJFAPSA-N 0.000 claims 1
• HVCQPAWBHULIJM-JOCHJYFZSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3R)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-methylbenzamide Chemical compound ClC1=CC=C(C=C1)[C@@H](CCNC(C1=C(C=CC(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)=O)O HVCQPAWBHULIJM-JOCHJYFZSA-N 0.000 claims 1
• MFUNXFBUGQHGFB-QHCPKHFHSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2,4-dimethylbenzamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(C1=C(C=C(C(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)=O)O MFUNXFBUGQHGFB-QHCPKHFHSA-N 0.000 claims 1
• VSXLDRQEXQTNJW-QFIPXVFZSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)O VSXLDRQEXQTNJW-QFIPXVFZSA-N 0.000 claims 1
• RJXXADXXOGBJPH-NRFANRHFSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC)O RJXXADXXOGBJPH-NRFANRHFSA-N 0.000 claims 1
• BVBVUVCXZGLARL-FQEVSTJZSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-methoxypyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)O BVBVUVCXZGLARL-FQEVSTJZSA-N 0.000 claims 1
• HVCQPAWBHULIJM-QFIPXVFZSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-methylbenzamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(C1=C(C=CC(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)=O)O HVCQPAWBHULIJM-QFIPXVFZSA-N 0.000 claims 1
• KALGXOYBHUNCPS-NRFANRHFSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-methylpyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)O KALGXOYBHUNCPS-NRFANRHFSA-N 0.000 claims 1
• IOLVLPOURDTQIW-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[1-[(4-chlorophenyl)methyl]imidazol-4-yl]-2-methylpyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)CN1C=NC(=C1)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C IOLVLPOURDTQIW-UHFFFAOYSA-N 0.000 claims 1
• YBYXLAHIWSAKPC-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[1-[(4-fluorophenyl)methyl]imidazol-4-yl]-2-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NC=2N=CN(C=2)CC2=CC=C(C=C2)F)C=1 YBYXLAHIWSAKPC-UHFFFAOYSA-N 0.000 claims 1
• XWRKJPHVVIEURX-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[1-[2-fluoro-5-(trifluoromethyl)phenyl]ethyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound CC1=C(C=C(C(=N1)C)C2=NN3C=C(N=C3C=C2)NC(=O)C)C(=O)NC(C)C4=C(C=CC(=C4)C(F)(F)F)F XWRKJPHVVIEURX-UHFFFAOYSA-N 0.000 claims 1
• VCVFWYJWLBCPSL-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(2,6-dimethyloxan-4-yl)oxy-3,5-difluorophenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound CC1OC(CC(C1)OC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)C VCVFWYJWLBCPSL-UHFFFAOYSA-N 0.000 claims 1
• QZYVXMJSROFZTL-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(2,6-dimethyloxan-4-yl)oxy-3,5-difluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound CC1OC(CC(C1)OC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)C QZYVXMJSROFZTL-UHFFFAOYSA-N 0.000 claims 1
• ORMWDKPMYFDUIC-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(2,6-dimethyloxan-4-yl)oxy-3,5-difluorophenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound CC1OC(CC(C1)OC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C ORMWDKPMYFDUIC-UHFFFAOYSA-N 0.000 claims 1
• FDTJVIDUCUDNSU-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(3,3-difluoropyrrolidine-1-carbonyl)-3,5-difluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound FC1(CN(CC1)C(=O)C1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)F FDTJVIDUCUDNSU-UHFFFAOYSA-N 0.000 claims 1
• OXCSLLBPZJDZCS-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(3,3-difluoropyrrolidine-1-carbonyl)-4-fluorophenyl]methyl]-2-methylbenzamide Chemical compound FC1(CN(CC1)C(=O)C1=C(C=CC(=C1)F)CNC(C1=C(C=CC(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)=O)F OXCSLLBPZJDZCS-UHFFFAOYSA-N 0.000 claims 1
• YCPFYKZMOVFUOT-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclobutylmethoxy)-3,5-difluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CCC1)COC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC YCPFYKZMOVFUOT-UHFFFAOYSA-N 0.000 claims 1
• WUPGVEJRDJGUDX-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclobutylmethoxy)-3-fluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CCC1)COC1=C(C=CC=C1F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC WUPGVEJRDJGUDX-UHFFFAOYSA-N 0.000 claims 1
• GFJLBJVVCLKWJI-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclobutylmethoxy)-6-fluorophenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CCC1)COC1=C(C(=CC=C1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C GFJLBJVVCLKWJI-UHFFFAOYSA-N 0.000 claims 1
• JUBSGHQJGLYUHX-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclobutylmethoxy)pyridin-3-yl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CCC1)COC1=NC=CC=C1CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC JUBSGHQJGLYUHX-UHFFFAOYSA-N 0.000 claims 1
• COAHNCBMCGRURI-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)-3,5-difluorophenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C COAHNCBMCGRURI-UHFFFAOYSA-N 0.000 claims 1
• PHGYKXMMMOLINY-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)-4,6-difluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=C(C(=CC(=C1)F)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC PHGYKXMMMOLINY-UHFFFAOYSA-N 0.000 claims 1
• FOBWMSCNWRJIJB-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)-5-fluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=C(C=C(C=C1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC FOBWMSCNWRJIJB-UHFFFAOYSA-N 0.000 claims 1
• OYHLEIJSYDMZJL-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)-5-fluorophenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=C(C=C(C=C1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C OYHLEIJSYDMZJL-UHFFFAOYSA-N 0.000 claims 1
• DZKBRVGRGCGKJQ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=C(C=CC=C1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C DZKBRVGRGCGKJQ-UHFFFAOYSA-N 0.000 claims 1
• JBMONVNKRNIRHO-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=C(C=CC=C1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC JBMONVNKRNIRHO-UHFFFAOYSA-N 0.000 claims 1
• LCXYVRSATMMMFR-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=C(C=CC=C1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC LCXYVRSATMMMFR-UHFFFAOYSA-N 0.000 claims 1
• HDXOAUTZLJKKRS-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)pyridin-3-yl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=NC=CC=C1CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC HDXOAUTZLJKKRS-UHFFFAOYSA-N 0.000 claims 1
• HINFKZLCUCHAPG-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopentylmethoxy)pyridin-3-yl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC1=NC=CC=C1CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C HINFKZLCUCHAPG-UHFFFAOYSA-N 0.000 claims 1
• YCSRVTAEAHWFKO-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-3,4-difluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound CC1=NC(=C(C=C1C2=NN3C=C(N=C3C=C2)NC(=O)C)C(=O)NCC4=C(C(=C(C=C4)F)F)OCC5CC5)OC YCSRVTAEAHWFKO-UHFFFAOYSA-N 0.000 claims 1
• OWVAXLZIOWYFGP-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-3,5-difluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC OWVAXLZIOWYFGP-UHFFFAOYSA-N 0.000 claims 1
• PJLUPVRPPPUFDN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-3,5-difluorophenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=C(C=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C PJLUPVRPPPUFDN-UHFFFAOYSA-N 0.000 claims 1
• YUDOTAOAEDCGJP-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-3-fluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC=C1F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC YUDOTAOAEDCGJP-UHFFFAOYSA-N 0.000 claims 1
• KXHGKTZDUXSICN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-3-fluorophenyl]methyl]-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC=C1F)CNC(=O)C=1C=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C KXHGKTZDUXSICN-UHFFFAOYSA-N 0.000 claims 1
• NHKWKRONWMDHRV-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-4,5-difluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=C(C(=C1)F)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC NHKWKRONWMDHRV-UHFFFAOYSA-N 0.000 claims 1
• ZWSILDWWAYSANI-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-4,6-difluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C(=CC(=C1)F)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC ZWSILDWWAYSANI-UHFFFAOYSA-N 0.000 claims 1
• RMDJOBPALLCQHU-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-4,6-difluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C(=CC(=C1)F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC RMDJOBPALLCQHU-UHFFFAOYSA-N 0.000 claims 1
• RXWTVBKXLBDRMR-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-4-fluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC(=C1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC RXWTVBKXLBDRMR-UHFFFAOYSA-N 0.000 claims 1
• CJMHVQFBBXRVRC-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)-6-fluorophenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C(=CC=C1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C CJMHVQFBBXRVRC-UHFFFAOYSA-N 0.000 claims 1
• HATNEZCKYVXCAQ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC=C1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C HATNEZCKYVXCAQ-UHFFFAOYSA-N 0.000 claims 1
• NXZYQIAKXWLNKU-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC=C1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC NXZYQIAKXWLNKU-UHFFFAOYSA-N 0.000 claims 1
• XMGTTZQCPRDZMS-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)phenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC=C1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C XMGTTZQCPRDZMS-UHFFFAOYSA-N 0.000 claims 1
• SDUBZDVBOIBEAM-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-(cyclopropylmethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC=C1)CNC(=O)C=1C=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O SDUBZDVBOIBEAM-UHFFFAOYSA-N 0.000 claims 1
• YFPMIRNFVFKWJG-AQKKSAQBSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-[(2S,6R)-2,6-dimethyloxan-4-yl]oxy-3-fluorophenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C[C@H]1O[C@H](CC(C1)OC1=C(C=CC=C1F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)C YFPMIRNFVFKWJG-AQKKSAQBSA-N 0.000 claims 1
• BSORVSQKVNGBNI-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-[(4,4-difluorocyclohexyl)methoxy]phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound FC1(CCC(CC1)COC1=C(C=CC=C1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC)F BSORVSQKVNGBNI-UHFFFAOYSA-N 0.000 claims 1
• WHEGJKHOOKPGPH-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-chloro-5-(trifluoromethyl)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound ClC1=C(C=C(C=C1)C(F)(F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC WHEGJKHOOKPGPH-UHFFFAOYSA-N 0.000 claims 1
• QMVOKNDZESMLAS-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methylbenzamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=CC(=C(C(=O)NCC3=C(C=CC(=C3)OC(F)(F)F)F)C=2)C)C=1 QMVOKNDZESMLAS-UHFFFAOYSA-N 0.000 claims 1
• LXWMSZGNIYMMBU-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1 LXWMSZGNIYMMBU-UHFFFAOYSA-N 0.000 claims 1
• NVGQPIZSMFSDGE-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NCC2=C(C=CC(=C2)C(F)(F)F)F)C=1 NVGQPIZSMFSDGE-UHFFFAOYSA-N 0.000 claims 1
• WTIQYYGJQGHNLJ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2-(trifluoromethyl)benzamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=CC=C(C(=C1)C(=O)NCC1=C(F)C=CC(=C1)C(F)(F)F)C(F)(F)F WTIQYYGJQGHNLJ-UHFFFAOYSA-N 0.000 claims 1
• UVDMXDDHLLDWCE-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NCC2=C(C=CC(=C2)C(F)(F)F)F)C=1 UVDMXDDHLLDWCE-UHFFFAOYSA-N 0.000 claims 1
• YMXYWBGJKZDGFG-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC(=C2)C(F)(F)F)F)C=1 YMXYWBGJKZDGFG-UHFFFAOYSA-N 0.000 claims 1
• OFOUPNZBHNVKRZ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=C(C=CC(=C2)C(F)(F)F)F)C=1 OFOUPNZBHNVKRZ-UHFFFAOYSA-N 0.000 claims 1
• ORIMICCIUFLHIF-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-6-(2,2,2-trifluoroethoxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound CC(=O)NC1=CN2N=C(C=CC2=N1)C1=C(C)N=C(C)C(=C1)C(=O)NCC1=C(F)C=CC=C1OCC(F)(F)F ORIMICCIUFLHIF-UHFFFAOYSA-N 0.000 claims 1
• BQYYCZMXRQSBRY-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-6-(2,2,2-trifluoroethoxy)phenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)NCC2=C(C=CC=C2OCC(F)(F)F)F)C=1 BQYYCZMXRQSBRY-UHFFFAOYSA-N 0.000 claims 1
• IREKEWQZJHAVIN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[2-fluoro-6-(oxan-4-yloxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC=C2OC2CCOCC2)F)C=1 IREKEWQZJHAVIN-UHFFFAOYSA-N 0.000 claims 1
• FLULSTUPQRCWIP-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(2-methyloxan-4-yl)oxyphenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)OC1CC(OCC1)C FLULSTUPQRCWIP-UHFFFAOYSA-N 0.000 claims 1
• MCGSNAWXBYZLHY-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(2-methyloxan-4-yl)oxyphenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)OC1CC(OCC1)C MCGSNAWXBYZLHY-UHFFFAOYSA-N 0.000 claims 1
• LYRUIDRYFGLZED-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(2-methyloxan-4-yl)oxyphenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC1CC(OCC1)C LYRUIDRYFGLZED-UHFFFAOYSA-N 0.000 claims 1
• GLNNWZXBAXZALR-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(2-methylpropoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)OCC(C)C GLNNWZXBAXZALR-UHFFFAOYSA-N 0.000 claims 1
• UXALHPARHUTVGB-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(oxan-3-yloxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)OC1COCCC1 UXALHPARHUTVGB-UHFFFAOYSA-N 0.000 claims 1
• VBUGZCZRGHPCHQ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(oxetan-3-yloxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)OC1COC1 VBUGZCZRGHPCHQ-UHFFFAOYSA-N 0.000 claims 1
• BVIMNHKKHNWLCO-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-(oxetan-3-yloxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC)OC1COC1 BVIMNHKKHNWLCO-UHFFFAOYSA-N 0.000 claims 1
• KCNGMTMWDDIWCT-LJQANCHMSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-[(3R)-oxolan-3-yl]oxyphenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)O[C@H]1COCC1 KCNGMTMWDDIWCT-LJQANCHMSA-N 0.000 claims 1
• KCNGMTMWDDIWCT-IBGZPJMESA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3,5-difluoro-2-[(3S)-oxolan-3-yl]oxyphenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)O[C@@H]1COCC1 KCNGMTMWDDIWCT-IBGZPJMESA-N 0.000 claims 1
• BXKUNYQDSZVCKQ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3-(1-cyclopropylethoxy)pyridin-2-yl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)C(C)OC=1C(=NC=CC=1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC BXKUNYQDSZVCKQ-UHFFFAOYSA-N 0.000 claims 1
• WCJKFZSLEAZILK-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3-(cyclopentylmethoxy)pyridin-2-yl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CCCC1)COC=1C(=NC=CC=1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC WCJKFZSLEAZILK-UHFFFAOYSA-N 0.000 claims 1
• PBEHHYHUPRJMLQ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3-(cyclopropylmethoxy)-4-fluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C1(CC1)COC=1C=C(C=CC=1F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)OC PBEHHYHUPRJMLQ-UHFFFAOYSA-N 0.000 claims 1
• GSCWCTCZPUWOCJ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3-(cyclopropylmethoxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC=1C=C(C=CC=1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC GSCWCTCZPUWOCJ-UHFFFAOYSA-N 0.000 claims 1
• QWZKUFKPVFLVKN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NCC2=CC(=CC(=C2)OC(F)(F)F)F)C=1 QWZKUFKPVFLVKN-UHFFFAOYSA-N 0.000 claims 1
• MFQTYPWBECAJML-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[3-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NCC2=CC(=CC(=C2)OC(F)(F)F)F)C=1 MFQTYPWBECAJML-UHFFFAOYSA-N 0.000 claims 1
• HMCBGLMYWSNCKR-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[5-(3,3-difluoroazetidine-1-carbonyl)-2-fluorophenyl]methyl]-2-methylbenzamide Chemical compound FC1(CN(C1)C(=O)C=1C=CC(=C(C=1)CNC(C1=C(C=CC(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)=O)F)F HMCBGLMYWSNCKR-UHFFFAOYSA-N 0.000 claims 1
• AHHXFMSMZQUYDZ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[5-(3,3-dimethylpyrrolidine-1-carbonyl)-2-fluorophenyl]methyl]-2-methylbenzamide Chemical compound CC1(CN(CC1)C(=O)C=1C=CC(=C(C=1)CNC(C1=C(C=CC(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)=O)F)C AHHXFMSMZQUYDZ-UHFFFAOYSA-N 0.000 claims 1
• UKUHQONJUQSDKK-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[5-(cyclopropylmethoxy)-2-fluorophenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C1(CC1)COC=1C=CC(=C(C=1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)C)F UKUHQONJUQSDKK-UHFFFAOYSA-N 0.000 claims 1
• BLZGRMHGRNGVKQ-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[5-(cyclopropylmethoxy)-2-fluorophenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC=1C=CC(=C(C=1)CNC(=O)C=1C(=NC(=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)OC)F BLZGRMHGRNGVKQ-UHFFFAOYSA-N 0.000 claims 1
• IMYWDCJRCGAHKN-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[5-(cyclopropylmethoxy)-2-fluorophenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound C1(CC1)COC=1C=CC(=C(C=1)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)F IMYWDCJRCGAHKN-UHFFFAOYSA-N 0.000 claims 1
• BGZMEWDVTXBBLV-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[5-(cyclopropylmethoxy)-2-fluorophenyl]methyl]pyridine-3-carboxamide Chemical compound C1(CC1)COC=1C=CC(=C(C=1)CNC(=O)C=1C=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)F BGZMEWDVTXBBLV-UHFFFAOYSA-N 0.000 claims 1
• RMHXPKYBSVLRDA-UHFFFAOYSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[[5-fluoro-2-(2,2,2-trifluoroethoxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NCC2=C(C=CC(=C2)F)OCC(F)(F)F)C=1 RMHXPKYBSVLRDA-UHFFFAOYSA-N 0.000 claims 1
• FGHDUBUMNALLNW-WORMITQPSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[deuterio-[2-(trifluoromethoxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NC([2H])C2=C(C=CC=C2)OC(F)(F)F)C=1 FGHDUBUMNALLNW-WORMITQPSA-N 0.000 claims 1
• FCJJIJFGKWTUHG-MMIHMFRQSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[deuterio-[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NC([2H])C2=C(C=CC(=C2)OC(F)(F)F)F)C=1 FCJJIJFGKWTUHG-MMIHMFRQSA-N 0.000 claims 1
• QNNGKHDFSWSUBF-MMIHMFRQSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[deuterio-[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxy-6-methylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)OC)C(=O)NC([2H])C2=C(C=CC(=C2)OC(F)(F)F)F)C=1 QNNGKHDFSWSUBF-MMIHMFRQSA-N 0.000 claims 1
• SSSLWIJRSHGTIY-QOWOAITPSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[deuterio-[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-6-methylpyridine-3-carboxamide Chemical compound [2H]C(C1=C(C=CC(=C1)OC(F)(F)F)F)NC(=O)C2=CC(=C(N=C2)C)C3=NN4C=C(N=C4C=C3)NC(=O)C SSSLWIJRSHGTIY-QOWOAITPSA-N 0.000 claims 1
• NVGQPIZSMFSDGE-MMIHMFRQSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[deuterio-[2-fluoro-5-(trifluoromethyl)phenyl]methyl]-2,6-dimethylpyridine-3-carboxamide Chemical compound C(C)(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2C)C)C(=O)NC([2H])C2=C(C=CC(=C2)C(F)(F)F)F)C=1 NVGQPIZSMFSDGE-MMIHMFRQSA-N 0.000 claims 1
• XGPSBTHUXSDDCB-YSOHJTORSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[deuterio-[3,5-difluoro-2-(oxan-4-yloxy)phenyl]methyl]-2-methylpyridine-3-carboxamide Chemical compound FC=1C(=C(C=C(C=1)F)C(NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C)=O)C)[2H])OC1CCOCC1 XGPSBTHUXSDDCB-YSOHJTORSA-N 0.000 claims 1
• GRLJTXRIUHJDQC-MMIHMFRQSA-N 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-N-[deuterio-[3-(trifluoromethyl)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound [2H]C(C1=CC(=CC=C1)C(F)(F)F)NC(=O)C2=C(N=CC(=C2)C3=NN4C=C(N=C4C=C3)NC(=O)C)OC GRLJTXRIUHJDQC-MMIHMFRQSA-N 0.000 claims 1
• YKMAKQIUVPIYFL-CYBMUJFWSA-N 5-[2-[(2-aminoacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methylpyridine-3-carboxamide Chemical compound NCC(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)N[C@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1 YKMAKQIUVPIYFL-CYBMUJFWSA-N 0.000 claims 1
• SXSPNDRJTMKYIG-UHFFFAOYSA-N 5-[2-[(2-cyanoacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methoxy-N-[[2-(trifluoromethoxy)phenyl]methyl]pyridine-3-carboxamide Chemical compound COC1=NC=C(C=C1C(=O)NCC1=C(OC(F)(F)F)C=CC=C1)C1=NN2C=C(NC(=O)CC#N)N=C2C=C1 SXSPNDRJTMKYIG-UHFFFAOYSA-N 0.000 claims 1
• IXBBGCPQHNJCTO-UHFFFAOYSA-N 5-[2-[(2-cyanoacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-N-[[2-(cyclopropylmethoxy)-3,5-difluorophenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound COC1=NC=C(C=C1C(=O)NCC1=C(OCC2CC2)C(F)=CC(F)=C1)C1=NN2C=C(NC(=O)CC#N)N=C2C=C1 IXBBGCPQHNJCTO-UHFFFAOYSA-N 0.000 claims 1
• DHSLFQOHEKUYLC-UHFFFAOYSA-N 5-[2-[(2-cyanoacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-N-[[2-fluoro-5-(trifluoromethoxy)phenyl]methyl]-2-methoxypyridine-3-carboxamide Chemical compound C(#N)CC(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)OC)C(=O)NCC2=C(C=CC(=C2)OC(F)(F)F)F)C=1 DHSLFQOHEKUYLC-UHFFFAOYSA-N 0.000 claims 1
• RDBKPPGVAXCKDX-OAHLLOKOSA-N 5-[2-[[2-(3,3-difluoroazetidin-1-yl)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methylpyridine-3-carboxamide Chemical compound FC1(CN(C1)CC(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)N[C@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1)F RDBKPPGVAXCKDX-OAHLLOKOSA-N 0.000 claims 1
• SDRZUDFCUDXQSL-QGZVFWFLSA-N 5-[2-[[2-(4,4-difluoropiperidin-1-yl)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methylpyridine-3-carboxamide Chemical compound FC1(CCN(CC1)CC(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)N[C@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1)F SDRZUDFCUDXQSL-QGZVFWFLSA-N 0.000 claims 1
• DBTVAAHFJJMYDC-OAHLLOKOSA-N 5-[2-[[2-(dimethylamino)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]-N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methylpyridine-3-carboxamide Chemical compound CN(CC(=O)NC=1N=C2N(N=C(C=C2)C=2C=C(C(=NC=2)C)C(=O)N[C@H](C)C2=C(C=CC(=C2)OC(F)(F)F)F)C=1)C DBTVAAHFJJMYDC-OAHLLOKOSA-N 0.000 claims 1
• MAAKFUPWHFCZFJ-CYBMUJFWSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methoxy-5-[2-(propanoylamino)imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)[C@@H](C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CC)=O)OC MAAKFUPWHFCZFJ-CYBMUJFWSA-N 0.000 claims 1
• FICPFYKUTZAQJB-QGZVFWFLSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methyl-5-[2-[(2-morpholin-4-ylacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)[C@@H](C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN1CCOCC1)=O)C FICPFYKUTZAQJB-QGZVFWFLSA-N 0.000 claims 1
• VLDJSABXSJNUFK-GOSISDBHSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methyl-5-[2-[[2-(4-methylpiperazin-1-yl)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)[C@@H](C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN1CCN(CC1)C)=O)C VLDJSABXSJNUFK-GOSISDBHSA-N 0.000 claims 1
• LTMITRONVOGFBM-CQSZACIVSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-2-methyl-5-[2-[[2-(methylamino)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)[C@@H](C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CNC)=O)C LTMITRONVOGFBM-CQSZACIVSA-N 0.000 claims 1
• ZDMAXZSSEZVCQN-GFCCVEGCSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2,6-dimethylpyridine-3-carboxamide Chemical compound CC1=C(C=C(C(=N1)C)C2=NN3C=C(N=C3C=C2)NC(=O)CO)C(=O)N[C@H](C)C4=C(C=CC(=C4)OC(F)(F)F)F ZDMAXZSSEZVCQN-GFCCVEGCSA-N 0.000 claims 1
• RREJSMUUFSWOAZ-CYBMUJFWSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methylpyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)[C@@H](C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CO)=O)C RREJSMUUFSWOAZ-CYBMUJFWSA-N 0.000 claims 1
• ONCAYAZWAFZLDN-KGLIPLIRSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-5-[2-[[(2S)-2-hydroxypropanoyl]amino]imidazo[1,2-b]pyridazin-6-yl]-2-methylpyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)[C@@H](C)NC(C1=C(N=CC(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC([C@H](C)O)=O)C)=O ONCAYAZWAFZLDN-KGLIPLIRSA-N 0.000 claims 1
• YFEOWSCXHYVSIQ-QGZVFWFLSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethyl)phenyl]ethyl]-2-methyl-5-[2-[(2-pyrrolidin-1-ylacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound C[C@H](C(C=C(C(F)(F)F)C=C1)=C1F)NC(C1=CC(C(C=C2)=NN3C2=NC(NC(CN2CCCC2)=O)=C3)=CN=C1C)=O YFEOWSCXHYVSIQ-QGZVFWFLSA-N 0.000 claims 1
• UMJLELRLAHJBCU-QGZVFWFLSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethyl)phenyl]ethyl]-2-methyl-5-[2-[[2-[4-(trifluoromethyl)piperidin-1-yl]acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)C(F)(F)F)[C@@H](C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN1CCC(CC1)C(F)(F)F)=O)C UMJLELRLAHJBCU-QGZVFWFLSA-N 0.000 claims 1
• GOAGXWVRJYYEDT-GFCCVEGCSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethyl)phenyl]ethyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2,6-dimethylpyridine-3-carboxamide Chemical compound CC1=C(C=C(C(=N1)C)C2=NN3C=C(N=C3C=C2)NC(=O)CO)C(=O)N[C@H](C)C4=C(C=CC(=C4)C(F)(F)F)F GOAGXWVRJYYEDT-GFCCVEGCSA-N 0.000 claims 1
• DYLFSABZZXLVFE-CYBMUJFWSA-N N-[(1R)-1-[2-fluoro-5-(trifluoromethyl)phenyl]ethyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methylpyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)C(F)(F)F)[C@@H](C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CO)=O)C DYLFSABZZXLVFE-CYBMUJFWSA-N 0.000 claims 1
• RREJSMUUFSWOAZ-ZDUSSCGKSA-N N-[(1S)-1-[2-fluoro-5-(trifluoromethoxy)phenyl]ethyl]-5-[2-[(2-hydroxyacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]-2-methylpyridine-3-carboxamide Chemical compound FC1=C(C=C(C=C1)OC(F)(F)F)[C@H](C)NC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CO)=O)C RREJSMUUFSWOAZ-ZDUSSCGKSA-N 0.000 claims 1
• UTCAHSWIWOTSMP-XMMPIXPASA-N N-[(3R)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-methyl-5-[2-[(2-morpholin-4-ylacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@@H](CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN1CCOCC1)=O)C)O UTCAHSWIWOTSMP-XMMPIXPASA-N 0.000 claims 1
• QHXPQRIUXPVCCT-JOCHJYFZSA-N N-[(3R)-3-(4-chlorophenyl)-3-hydroxypropyl]-5-[2-[[2-(3,3-difluoroazetidin-1-yl)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]-2-methylpyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@@H](CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN1CC(C1)(F)F)=O)C)O QHXPQRIUXPVCCT-JOCHJYFZSA-N 0.000 claims 1
• OYYWCSJEBVGYMV-XMMPIXPASA-N N-[(3R)-3-(4-chlorophenyl)-3-hydroxypropyl]-5-[2-[[2-(4,4-difluoropiperidin-1-yl)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]-2-methylpyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@@H](CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN1CCC(CC1)(F)F)=O)C)O OYYWCSJEBVGYMV-XMMPIXPASA-N 0.000 claims 1
• DNAGCOVYVJFBDJ-FQEVSTJZSA-N N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-methoxy-5-[2-(propanoylamino)imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CC)=O)OC)O DNAGCOVYVJFBDJ-FQEVSTJZSA-N 0.000 claims 1
• UTCAHSWIWOTSMP-DEOSSOPVSA-N N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-2-methyl-5-[2-[(2-morpholin-4-ylacetyl)amino]imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN1CCOCC1)=O)C)O UTCAHSWIWOTSMP-DEOSSOPVSA-N 0.000 claims 1
• DTDSAJSXFYFTGL-QFIPXVFZSA-N N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-5-[2-[[2-(dimethylamino)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]-2-methylpyridine-3-carboxamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN(C)C)=O)C)O DTDSAJSXFYFTGL-QFIPXVFZSA-N 0.000 claims 1
• SUSQHKDTKHHDIY-QHCPKHFHSA-N N-[(3S)-3-(4-chlorophenyl)-3-hydroxypropyl]-5-[2-[[2-(dimethylamino)acetyl]amino]imidazo[1,2-b]pyridazin-6-yl]-3-fluoro-2-methylbenzamide Chemical compound ClC1=CC=C(C=C1)[C@H](CCNC(C1=C(C(=CC(=C1)C=1C=CC=2N(N=1)C=C(N=2)NC(CN(C)C)=O)F)C)=O)O SUSQHKDTKHHDIY-QHCPKHFHSA-N 0.000 claims 1
• KEDXXDPLTFIBPV-UHFFFAOYSA-N N-[[2-(cyclopropylmethoxy)-3,4-difluorophenyl]methyl]-2-methoxy-5-[2-(2-methylpropanoylamino)imidazo[1,2-b]pyridazin-6-yl]pyridine-3-carboxamide Chemical compound C1(CC1)COC1=C(C=CC(=C1F)F)CNC(=O)C=1C(=NC=C(C=1)C=1C=CC=2N(N=1)C=C(N=2)NC(C(C)C)=O)OC KEDXXDPLTFIBPV-UHFFFAOYSA-N 0.000 claims 1
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