JP2020506946A5

JP2020506946A5 -

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Publication number: JP2020506946A5
Authority: JP; Japan
Prior art keywords: oxo; carboxamide; dihydropyridazine; chlorophenyl; pyridin
Prior art date: 2018-02-02
Legal status : Granted

Application number

JP2019542502A

Other languages

English (en)

Japanese (ja)

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JP7128826B2 (ja

JP2020506946A (ja

Filing date

2018-02-02

Publication date

2021-03-11

2018-02-02 Application filed filed Critical

2018-02-02 Priority claimed from PCT/EP2018/052627 external-priority patent/WO2018146010A1/en

2020-03-05 Publication of JP2020506946A publication Critical patent/JP2020506946A/ja

2021-03-11 Publication of JP2020506946A5 publication Critical patent/JP2020506946A5/ja

2022-08-31 Application granted granted Critical

2022-08-31 Publication of JP7128826B2 publication Critical patent/JP7128826B2/ja

Status Active legal-status Critical Current

2038-02-02 Anticipated expiration legal-status Critical

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-1 chloro, cyano, dimethylamino, methyl Chemical group 0.000 claims 65
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 45
150000001875 compounds Chemical class 0.000 claims 33
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 32
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 21
125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims 17
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 14
125000004356 hydroxy functional group Chemical group O* 0.000 claims 11
229910052739 hydrogen Inorganic materials 0.000 claims 10
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims 9
239000001257 hydrogen Substances 0.000 claims 9
125000001153 fluoro group Chemical group F* 0.000 claims 8
229910052736 halogen Inorganic materials 0.000 claims 8
150000003839 salts Chemical class 0.000 claims 8
239000012453 solvate Substances 0.000 claims 8
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 7
150000002367 halogens Chemical class 0.000 claims 7
GEBGCSXVYUDDPU-UHFFFAOYSA-N pyridazine-4-carboxamide Chemical compound NC(=O)C1=CC=NN=C1 GEBGCSXVYUDDPU-UHFFFAOYSA-N 0.000 claims 6
125000004093 cyano group Chemical group *C#N 0.000 claims 5
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 4
150000001204 N-oxides Chemical class 0.000 claims 4
125000000217 alkyl group Chemical group 0.000 claims 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
150000004677 hydrates Chemical class 0.000 claims 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
239000000203 mixture Substances 0.000 claims 4
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 4
LCCWXOYBWDQIIO-SJORKVTESA-N 6-[4-(difluoromethyl)phenyl]-N-[(3R,4R)-4-hydroxyoxolan-3-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@@H]1COC[C@@H]1O)F LCCWXOYBWDQIIO-SJORKVTESA-N 0.000 claims 3
201000010099 disease Diseases 0.000 claims 3
238000004519 manufacturing process Methods 0.000 claims 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
QPOSFMCMZKABGT-UHFFFAOYSA-N 3-oxo-2-pyridin-3-yl-N-(1,1,1-trifluoro-3-hydroxypropan-2-yl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O=C1N(N=C(C=C1C(=O)NC(C(F)(F)F)CO)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1 QPOSFMCMZKABGT-UHFFFAOYSA-N 0.000 claims 2
KZRQOLUDFUPVAL-QUCCMNQESA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(1R,2S)-2-hydroxycyclohexyl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@H]1[C@H](CCCC1)O KZRQOLUDFUPVAL-QUCCMNQESA-N 0.000 claims 2
KZRQOLUDFUPVAL-AZUAARDMSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(1S,2R)-2-hydroxycyclohexyl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@@H]1[C@@H](CCCC1)O KZRQOLUDFUPVAL-AZUAARDMSA-N 0.000 claims 2
SCTUYMCENAAQPH-MJGOQNOKSA-N 6-(4-chlorophenyl)-N-[(1R,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1[C@H](CCC1)O SCTUYMCENAAQPH-MJGOQNOKSA-N 0.000 claims 2
UVUGWPBKNYMLMH-MJGOQNOKSA-N 6-(4-chlorophenyl)-N-[(1R,2S)-3,3-difluoro-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1[C@@H](C(CCC1)(F)F)O UVUGWPBKNYMLMH-MJGOQNOKSA-N 0.000 claims 2
NDRKJTOTUSIAEJ-MSOLQXFVSA-N 6-(4-chlorophenyl)-N-[(3R,4R)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H]1COC[C@@H]1O NDRKJTOTUSIAEJ-MSOLQXFVSA-N 0.000 claims 2
NDRKJTOTUSIAEJ-QZTJIDSGSA-N 6-(4-chlorophenyl)-N-[(3R,4S)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H]1COC[C@H]1O NDRKJTOTUSIAEJ-QZTJIDSGSA-N 0.000 claims 2
229940076838 Immune checkpoint inhibitor Drugs 0.000 claims 2
102000037984 Inhibitory immune checkpoint proteins Human genes 0.000 claims 2
108091008026 Inhibitory immune checkpoint proteins Proteins 0.000 claims 2
XUVWHFRPVBCQLA-MJGOQNOKSA-N N-[(1R,2S)-3,3-difluoro-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound FC1([C@H]([C@@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O)O)F XUVWHFRPVBCQLA-MJGOQNOKSA-N 0.000 claims 2
BCMKJKUOGLENIA-SJORKVTESA-N N-[(3R,4R)-4-hydroxyoxolan-3-yl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@@H](COC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O BCMKJKUOGLENIA-SJORKVTESA-N 0.000 claims 2
LMOOAYSEZNYDNG-MSOLQXFVSA-N N-[(3R,4R)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@@H](COC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O LMOOAYSEZNYDNG-MSOLQXFVSA-N 0.000 claims 2
BCMKJKUOGLENIA-IAGOWNOFSA-N N-[(3R,4S)-4-hydroxyoxolan-3-yl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@@H](COC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O BCMKJKUOGLENIA-IAGOWNOFSA-N 0.000 claims 2
206010028980 Neoplasm Diseases 0.000 claims 2
125000001309 chloro group Chemical group Cl* 0.000 claims 2
125000000753 cycloalkyl group Chemical group 0.000 claims 2
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 claims 2
125000005842 heteroatom Chemical group 0.000 claims 2
125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims 2
150000002431 hydrogen Chemical class 0.000 claims 2
239000012274 immune-checkpoint protein inhibitor Substances 0.000 claims 2
238000000034 method Methods 0.000 claims 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
229910052757 nitrogen Inorganic materials 0.000 claims 2
125000004433 nitrogen atom Chemical group N* 0.000 claims 2
229910052760 oxygen Inorganic materials 0.000 claims 2
230000002265 prevention Effects 0.000 claims 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
229910052717 sulfur Inorganic materials 0.000 claims 2
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
125000006582 (C5-C6) heterocycloalkyl group Chemical group 0.000 claims 1
150000000185 1,3-diols Chemical class 0.000 claims 1
DKYFZYREAKDEOK-UHFFFAOYSA-N 2-(1-methylpyrazol-4-yl)-3-oxo-N-(3,3,3-trifluoro-2-hydroxypropyl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound Cn1cc(cn1)-n1nc(cc(C(=O)NCC(O)C(F)(F)F)c1=O)-c1ccc(cc1)C(F)(F)F DKYFZYREAKDEOK-UHFFFAOYSA-N 0.000 claims 1
VJCFXULANSBGFD-OAHLLOKOSA-N 2-(1-methylpyrazol-4-yl)-3-oxo-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound CN1N=CC(=C1)N1N=C(C=C(C1=O)C(=O)N[C@@H](C(F)(F)F)CO)C1=CC=C(C=C1)OC(F)(F)F VJCFXULANSBGFD-OAHLLOKOSA-N 0.000 claims 1
VCVFQCIXQZFNBO-OAHLLOKOSA-N 2-(1-methylpyrazol-4-yl)-3-oxo-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound CN1N=CC(=C1)N1N=C(C=C(C1=O)C(=O)N[C@@H](C(F)(F)F)CO)C1=CC=C(C=C1)C(F)(F)F VCVFQCIXQZFNBO-OAHLLOKOSA-N 0.000 claims 1
NEYCTEMJYTYCAA-UHFFFAOYSA-N 2-(5-fluoropyridin-3-yl)-N-(2-hydroxy-2-methylpropyl)-3-oxo-6-[6-(trifluoromethyl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound FC(F)(C1=CC=C(C2=NN(C(=O)C(=C2)C(=O)NCC(O)(C)C)C2=CN=CC(=C2)F)C=N1)F NEYCTEMJYTYCAA-UHFFFAOYSA-N 0.000 claims 1
QGXLYJZFLOFHNZ-DOTOQJQBSA-N 2-(5-fluoropyridin-3-yl)-N-[(1S,2R)-2-hydroxycyclopentyl]-3-oxo-6-[6-(trifluoromethyl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound FC=1C=C(C=NC=1)N1N=C(C=C(C1=O)C(=O)N[C@@H]1[C@@H](CCC1)O)C=1C=NC(=CC=1)C(F)(F)F QGXLYJZFLOFHNZ-DOTOQJQBSA-N 0.000 claims 1
GLAVZKFMSXYUDM-CQSZACIVSA-N 2-[1-(difluoromethyl)pyrazol-4-yl]-3-oxo-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound FC(N1N=CC(=C1)N1N=C(C=C(C1=O)C(=O)N[C@@H](C(F)(F)F)CO)C1=CC=C(C=C1)C(F)(F)F)F GLAVZKFMSXYUDM-CQSZACIVSA-N 0.000 claims 1
KOIDRLSUURWUIX-AWEZNQCLSA-N 2-[1-(difluoromethyl)pyrazol-4-yl]-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound FC(N1N=CC(=C1)N1N=C(C=C(C1=O)C(=O)NC[C@@H](C(F)(F)F)O)C1=CC=C(C=C1)C(F)(F)F)F KOIDRLSUURWUIX-AWEZNQCLSA-N 0.000 claims 1
JNGYHNMHOQJEPW-UHFFFAOYSA-N 2-[1-(difluoromethyl)pyrazol-4-yl]-N-(2-hydroxy-2-methylpropyl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound C(F)(F)(C1=CC=C(C=C1)C1=NN(C(=O)C(=C1)C(=O)NCC(C)(C)O)C=1C=NN(C=1)C(F)F)F JNGYHNMHOQJEPW-UHFFFAOYSA-N 0.000 claims 1
OEEOWFHGCWANFF-UHFFFAOYSA-N 2-pyridin-3-yl-3H-pyridazine-4-carboxamide Chemical class N1=CC(=CC=C1)N1N=CC=C(C1)C(=O)N OEEOWFHGCWANFF-UHFFFAOYSA-N 0.000 claims 1
KMCXVSYIGTZLLN-AWEZNQCLSA-N 3-oxo-2-(1H-pyrazol-4-yl)-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O=C1N(N=C(C=C1C(=O)NC[C@@H](C(F)(F)F)O)C1=CC=C(C=C1)C(F)(F)F)C=1C=NNC=1 KMCXVSYIGTZLLN-AWEZNQCLSA-N 0.000 claims 1
ATMIGGMAOZZHCN-UHFFFAOYSA-N 3-oxo-2-pyridin-3-yl-N-(1,1,1-trifluoro-3-hydroxypropan-2-yl)-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O=C1N(N=C(C=C1C(=O)NC(C(F)(F)F)CO)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1 ATMIGGMAOZZHCN-UHFFFAOYSA-N 0.000 claims 1
ATMIGGMAOZZHCN-MRXNPFEDSA-N 3-oxo-2-pyridin-3-yl-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O=C1N(N=C(C=C1C(=O)N[C@@H](C(F)(F)F)CO)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1 ATMIGGMAOZZHCN-MRXNPFEDSA-N 0.000 claims 1
QPOSFMCMZKABGT-MRXNPFEDSA-N 3-oxo-2-pyridin-3-yl-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O=C1N(N=C(C=C1C(=O)N[C@@H](C(F)(F)F)CO)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1 QPOSFMCMZKABGT-MRXNPFEDSA-N 0.000 claims 1
RABNJRDCQVHCQF-MRXNPFEDSA-N 3-oxo-2-pyridin-3-yl-N-[(2R)-3,3,3-trifluoro-2-hydroxypropyl]-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound FC(OC1=CC=C(C2=NN(C(=O)C(C(=O)NC[C@H](C(F)(F)F)O)=C2)C2=CC=CN=C2)C=C1)(F)F RABNJRDCQVHCQF-MRXNPFEDSA-N 0.000 claims 1
RABNJRDCQVHCQF-INIZCTEOSA-N 3-oxo-2-pyridin-3-yl-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O=C1N(N=C(C=C1C(=O)NC[C@@H](C(F)(F)F)O)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1 RABNJRDCQVHCQF-INIZCTEOSA-N 0.000 claims 1
GRJGTEGJNWUTQY-INIZCTEOSA-N 3-oxo-2-pyridin-3-yl-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O=C1N(N=C(C=C1C(=O)NC[C@@H](C(F)(F)F)O)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1 GRJGTEGJNWUTQY-INIZCTEOSA-N 0.000 claims 1
125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 1
125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
AFNBAFDFKSZKJU-UHFFFAOYSA-N 6-(4-chloro-2-fluorophenyl)-N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC(=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CO)C)F AFNBAFDFKSZKJU-UHFFFAOYSA-N 0.000 claims 1
AFNBAFDFKSZKJU-NSHDSACASA-N 6-(4-chloro-2-fluorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC(=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C)F AFNBAFDFKSZKJU-NSHDSACASA-N 0.000 claims 1
ZSIAGAGPKMDNII-AWEZNQCLSA-N 6-(4-chlorophenyl)-2-(1,2-oxazol-4-yl)-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NOC=1)=O)C(=O)NC[C@@H](C(F)(F)F)O ZSIAGAGPKMDNII-AWEZNQCLSA-N 0.000 claims 1
UQYMSXOIZBDMRD-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(1-cyclobutylpyrazol-4-yl)-3-oxo-N-(1,1,1-trifluoro-3-hydroxypropan-2-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C1CCC1)=O)C(=O)NC(C(F)(F)F)CO UQYMSXOIZBDMRD-UHFFFAOYSA-N 0.000 claims 1
FBZIKVMADVZFIO-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(1-cyclobutylpyrazol-4-yl)-3-oxo-N-(3,3,3-trifluoro-2-hydroxypropyl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C1CCC1)=O)C(=O)NCC(C(F)(F)F)O FBZIKVMADVZFIO-UHFFFAOYSA-N 0.000 claims 1
FBZIKVMADVZFIO-SFHVURJKSA-N 6-(4-chlorophenyl)-2-(1-cyclobutylpyrazol-4-yl)-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C1CCC1)=O)C(=O)NC[C@@H](C(F)(F)F)O FBZIKVMADVZFIO-SFHVURJKSA-N 0.000 claims 1
YBSSZRHMZMLPGM-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(1-methylpyrazol-4-yl)-3-oxo-N-(1,1,1-trifluoro-3-hydroxypropan-2-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC(C(F)(F)F)CO YBSSZRHMZMLPGM-UHFFFAOYSA-N 0.000 claims 1
MPMYOUFZLZNBAB-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(1-methylpyrazol-4-yl)-3-oxo-N-(3,3,3-trifluoro-2-hydroxypropyl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NCC(C(F)(F)F)O MPMYOUFZLZNBAB-UHFFFAOYSA-N 0.000 claims 1
MPMYOUFZLZNBAB-OAHLLOKOSA-N 6-(4-chlorophenyl)-2-(1-methylpyrazol-4-yl)-3-oxo-N-[(2R)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@H](C(F)(F)F)O MPMYOUFZLZNBAB-OAHLLOKOSA-N 0.000 claims 1
MPMYOUFZLZNBAB-HNNXBMFYSA-N 6-(4-chlorophenyl)-2-(1-methylpyrazol-4-yl)-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@@H](C(F)(F)F)O MPMYOUFZLZNBAB-HNNXBMFYSA-N 0.000 claims 1
PMUWWMIHXUDYNM-NSHDSACASA-N 6-(4-chlorophenyl)-2-(5-chloropyridin-3-yl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)Cl)=O)C(=O)N[C@H](CO)C PMUWWMIHXUDYNM-NSHDSACASA-N 0.000 claims 1
UYOUHOLHVNIHNH-AWEZNQCLSA-N 6-(4-chlorophenyl)-2-(5-chlorothiophen-3-yl)-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C1=CSC(=C1)Cl)=O)C(=O)NC[C@@H](C(F)(F)F)O UYOUHOLHVNIHNH-AWEZNQCLSA-N 0.000 claims 1
PMCUXSSKRGQQGF-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(5-chlorothiophen-3-yl)-N-(2-hydroxy-2-methylpropyl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C1=CSC(=C1)Cl)=O)C(=O)NCC(C)(C)O PMCUXSSKRGQQGF-UHFFFAOYSA-N 0.000 claims 1
ZYZBCFQSKUAVQB-JTQLQIEISA-N 6-(4-chlorophenyl)-2-(5-chlorothiophen-3-yl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C1=CSC(=C1)Cl)=O)C(=O)N[C@H](CO)C ZYZBCFQSKUAVQB-JTQLQIEISA-N 0.000 claims 1
ZWPQZLVIZRAMHP-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-3-oxo-N-(1,1,1-trifluoro-3-hydroxypropan-2-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NC(C(F)(F)F)CO ZWPQZLVIZRAMHP-UHFFFAOYSA-N 0.000 claims 1
JRCFIHNLWFHUAW-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-3-oxo-N-(3,3,3-trifluoro-2-hydroxypropyl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NCC(C(F)(F)F)O JRCFIHNLWFHUAW-UHFFFAOYSA-N 0.000 claims 1
ZWPQZLVIZRAMHP-MRXNPFEDSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-3-oxo-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@@H](C(F)(F)F)CO ZWPQZLVIZRAMHP-MRXNPFEDSA-N 0.000 claims 1
JRCFIHNLWFHUAW-INIZCTEOSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NC[C@@H](C(F)(F)F)O JRCFIHNLWFHUAW-INIZCTEOSA-N 0.000 claims 1
WSZSGMNOCAPYSK-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-(1-hydroxy-3-methoxypropan-2-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NC(CO)COC WSZSGMNOCAPYSK-UHFFFAOYSA-N 0.000 claims 1
UJCKNRDMTNBRHT-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-(2-hydroxy-2-methylpropyl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NCC(C)(C)O UJCKNRDMTNBRHT-UHFFFAOYSA-N 0.000 claims 1
WRRJPRRLOWPNGB-MJGOQNOKSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(1R,2S)-2-hydroxycyclopentyl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@H]1[C@H](CCC1)O WRRJPRRLOWPNGB-MJGOQNOKSA-N 0.000 claims 1
WSZSGMNOCAPYSK-OAHLLOKOSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(2R)-1-hydroxy-3-methoxypropan-2-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@H](CO)COC WSZSGMNOCAPYSK-OAHLLOKOSA-N 0.000 claims 1
VAWCUGXJJRDQBZ-LLVKDONJSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(2R)-1-hydroxypropan-2-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@@H](CO)C VAWCUGXJJRDQBZ-LLVKDONJSA-N 0.000 claims 1
WSZSGMNOCAPYSK-HNNXBMFYSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(2S)-1-hydroxy-3-methoxypropan-2-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@@H](CO)COC WSZSGMNOCAPYSK-HNNXBMFYSA-N 0.000 claims 1
VAWCUGXJJRDQBZ-NSHDSACASA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@H](CO)C VAWCUGXJJRDQBZ-NSHDSACASA-N 0.000 claims 1
IBMKKFILNDGRAK-QZTJIDSGSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(3R,4S)-4-hydroxyoxolan-3-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@@H]1COC[C@H]1O IBMKKFILNDGRAK-QZTJIDSGSA-N 0.000 claims 1
IBMKKFILNDGRAK-ROUUACIJSA-N 6-(4-chlorophenyl)-2-(5-fluoropyridin-3-yl)-N-[(3S,4R)-4-hydroxyoxolan-3-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@H]1COC[C@@H]1O IBMKKFILNDGRAK-ROUUACIJSA-N 0.000 claims 1
SOPQHKMKLHPXPO-JTQLQIEISA-N 6-(4-chlorophenyl)-2-(5-fluorothiophen-2-yl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1SC(=CC=1)F)=O)C(=O)N[C@H](CO)C SOPQHKMKLHPXPO-JTQLQIEISA-N 0.000 claims 1
ADFPZPTXMQPBIH-INIZCTEOSA-N 6-(4-chlorophenyl)-2-(5-methylthiophen-3-yl)-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C1=CSC(=C1)C)=O)C(=O)NC[C@@H](C(F)(F)F)O ADFPZPTXMQPBIH-INIZCTEOSA-N 0.000 claims 1
DSQZWEACPLTBJZ-AWEZNQCLSA-N 6-(4-chlorophenyl)-2-[1-(difluoromethyl)pyrazol-4-yl]-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C(F)F)=O)C(=O)NC[C@@H](C(F)(F)F)O DSQZWEACPLTBJZ-AWEZNQCLSA-N 0.000 claims 1
POEHSTGYZCIMDJ-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-[1-(difluoromethyl)pyrazol-4-yl]-N-(2-hydroxy-2-methylpropyl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C(F)F)=O)C(=O)NCC(C)(C)O POEHSTGYZCIMDJ-UHFFFAOYSA-N 0.000 claims 1
VSVSCYDRMANRAL-JTQLQIEISA-N 6-(4-chlorophenyl)-2-[1-(difluoromethyl)pyrazol-4-yl]-N-[(2S)-1-hydroxypropan-2-yl]-3-oxopyridazine-4-carboxamide Chemical compound C[C@@H](CO)NC(=O)C1=CC(=NN(C2=CN(N=C2)C(F)F)C1=O)C1=CC=C(Cl)C=C1 VSVSCYDRMANRAL-JTQLQIEISA-N 0.000 claims 1
ULAVETYKTRUACK-AWEZNQCLSA-N 6-(4-chlorophenyl)-3-oxo-2-(1,2-thiazol-4-yl)-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NSC=1)=O)C(=O)NC[C@@H](C(F)(F)F)O ULAVETYKTRUACK-AWEZNQCLSA-N 0.000 claims 1
JBWIOBDAGZLICF-HNNXBMFYSA-N 6-(4-chlorophenyl)-3-oxo-2-pyridazin-4-yl-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C2=NN(C(=O)C(=C2)C(=O)NC[C@@H](C(F)(F)F)O)C2=CC=NN=C2)C=C1 JBWIOBDAGZLICF-HNNXBMFYSA-N 0.000 claims 1
COLURYIOVKCEJT-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-oxo-2-pyridin-3-yl-N-(1,1,1-trifluoro-3-hydroxypropan-2-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(C(F)(F)F)CO COLURYIOVKCEJT-UHFFFAOYSA-N 0.000 claims 1
OQQYDMIOOOYFKR-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-oxo-2-pyridin-3-yl-N-(3,3,3-trifluoro-2-hydroxypropyl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NCC(C(F)(F)F)O OQQYDMIOOOYFKR-UHFFFAOYSA-N 0.000 claims 1
COLURYIOVKCEJT-MRXNPFEDSA-N 6-(4-chlorophenyl)-3-oxo-2-pyridin-3-yl-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H](C(F)(F)F)CO COLURYIOVKCEJT-MRXNPFEDSA-N 0.000 claims 1
OQQYDMIOOOYFKR-MRXNPFEDSA-N 6-(4-chlorophenyl)-3-oxo-2-pyridin-3-yl-N-[(2R)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC[C@H](C(F)(F)F)O OQQYDMIOOOYFKR-MRXNPFEDSA-N 0.000 claims 1
COLURYIOVKCEJT-INIZCTEOSA-N 6-(4-chlorophenyl)-3-oxo-2-pyridin-3-yl-N-[(2S)-1,1,1-trifluoro-3-hydroxypropan-2-yl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](C(F)(F)F)CO COLURYIOVKCEJT-INIZCTEOSA-N 0.000 claims 1
OQQYDMIOOOYFKR-INIZCTEOSA-N 6-(4-chlorophenyl)-3-oxo-2-pyridin-3-yl-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC[C@@H](C(F)(F)F)O OQQYDMIOOOYFKR-INIZCTEOSA-N 0.000 claims 1
BUSNSHAPMCMZGR-UHFFFAOYSA-N 6-(4-chlorophenyl)-3-oxo-2-pyrimidin-5-yl-N-(1,1,1-trifluoro-3-hydroxy-3-methylbutan-2-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=NC=1)=O)C(=O)NC(C(F)(F)F)C(C)(C)O BUSNSHAPMCMZGR-UHFFFAOYSA-N 0.000 claims 1
BUSNSHAPMCMZGR-GOSISDBHSA-N 6-(4-chlorophenyl)-3-oxo-2-pyrimidin-5-yl-N-[(2R)-1,1,1-trifluoro-3-hydroxy-3-methylbutan-2-yl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=NC=1)=O)C(=O)N[C@@H](C(F)(F)F)C(C)(C)O BUSNSHAPMCMZGR-GOSISDBHSA-N 0.000 claims 1
AFJNQRBLUODYAK-OAHLLOKOSA-N 6-(4-chlorophenyl)-3-oxo-2-pyrimidin-5-yl-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=NC=1)=O)C(=O)N[C@@H](C(F)(F)F)CO AFJNQRBLUODYAK-OAHLLOKOSA-N 0.000 claims 1
BUSNSHAPMCMZGR-SFHVURJKSA-N 6-(4-chlorophenyl)-3-oxo-2-pyrimidin-5-yl-N-[(2S)-1,1,1-trifluoro-3-hydroxy-3-methylbutan-2-yl]pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=NC=1)=O)C(=O)N[C@H](C(F)(F)F)C(C)(C)O BUSNSHAPMCMZGR-SFHVURJKSA-N 0.000 claims 1
ZYJHBPVEXKQWGB-HNNXBMFYSA-N 6-(4-chlorophenyl)-3-oxo-2-pyrimidin-5-yl-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound FC(F)(F)[C@@H](O)CNC(=O)C=1C(=O)N(N=C(C2=CC=C(Cl)C=C2)C=1)C1=CN=CN=C1 ZYJHBPVEXKQWGB-HNNXBMFYSA-N 0.000 claims 1
KIIFXQLAMGTVRR-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1,3-dihydroxypropan-2-yl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC(CO)CO KIIFXQLAMGTVRR-UHFFFAOYSA-N 0.000 claims 1
JCETULKHCWGYMT-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1,3-dihydroxypropan-2-yl)-2-(5-fluoropyridin-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NC(CO)CO JCETULKHCWGYMT-UHFFFAOYSA-N 0.000 claims 1
UIJVXXABCHITCA-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1,3-dihydroxypropan-2-yl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CO)CO UIJVXXABCHITCA-UHFFFAOYSA-N 0.000 claims 1
BHNDJJYTLKFYSF-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-cyclopropyl-2-hydroxyethyl)-2-(5-fluoropyridin-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NC(CO)C1CC1 BHNDJJYTLKFYSF-UHFFFAOYSA-N 0.000 claims 1
HVZNGJJGFSIQRR-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-cyclopropyl-2-hydroxyethyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CO)C1CC1 HVZNGJJGFSIQRR-UHFFFAOYSA-N 0.000 claims 1
XQBQNVFIIHYXRJ-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-fluoro-3-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CF)CO XQBQNVFIIHYXRJ-UHFFFAOYSA-N 0.000 claims 1
GIDRFOMXIASMDE-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxy-3-methoxypropan-2-yl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CO)COC GIDRFOMXIASMDE-UHFFFAOYSA-N 0.000 claims 1
NVFIRPKVUCUQHZ-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-2-(1-methylpyrazol-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C1=NN(C=C1)C)=O)C(=O)NC(CO)C NVFIRPKVUCUQHZ-UHFFFAOYSA-N 0.000 claims 1
YAGSZKAJPHGVOV-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC(CO)C YAGSZKAJPHGVOV-UHFFFAOYSA-N 0.000 claims 1
OCVQOQYBKRLEDC-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-2-(5-methyl-1H-pyrazol-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C1=CC(=NN1)C)=O)C(=O)NC(CO)C OCVQOQYBKRLEDC-UHFFFAOYSA-N 0.000 claims 1
WVBFSQFHSCKXRQ-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-3-oxo-2-(1,2-thiazol-4-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NSC=1)=O)C(=O)NC(CO)C WVBFSQFHSCKXRQ-UHFFFAOYSA-N 0.000 claims 1
JVSAVAYTIGWGQS-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-3-oxo-2-(1H-pyrazol-4-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NNC=1)=O)C(=O)NC(CO)C JVSAVAYTIGWGQS-UHFFFAOYSA-N 0.000 claims 1
DZDJZJRQSNIZEP-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)NC(CO)C)=O)C1=CN=NC=C1 DZDJZJRQSNIZEP-UHFFFAOYSA-N 0.000 claims 1
PETAJWZOUARSIX-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CO)C PETAJWZOUARSIX-UHFFFAOYSA-N 0.000 claims 1
WGCNACAXTDHOPS-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-3-oxo-2-pyrimidin-5-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=NC=1)=O)C(=O)NC(CO)C WGCNACAXTDHOPS-UHFFFAOYSA-N 0.000 claims 1
YPVPYPKTFKOEQE-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2,3-dihydroxypropyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NCC(CO)O YPVPYPKTFKOEQE-UHFFFAOYSA-N 0.000 claims 1
KYRPGMCCYUUIJE-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2,3-dihydroxypropyl)-2-(5-fluoropyridin-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NCC(CO)O KYRPGMCCYUUIJE-UHFFFAOYSA-N 0.000 claims 1
RZWWOGFRFSUPQL-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2,3-dihydroxypropyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NCC(CO)O RZWWOGFRFSUPQL-UHFFFAOYSA-N 0.000 claims 1
FXCFULDHXGFARJ-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2-hydroxy-2-methylcyclopentyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC1C(CCC1)(C)O FXCFULDHXGFARJ-UHFFFAOYSA-N 0.000 claims 1
WYUZCLCDGJSWPE-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2-hydroxy-2-methylpropyl)-2-(1,2-oxazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NOC=1)=O)C(=O)NCC(C)(C)O WYUZCLCDGJSWPE-UHFFFAOYSA-N 0.000 claims 1
VEWFACONGWAWNO-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2-hydroxy-2-methylpropyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NCC(C)(C)O VEWFACONGWAWNO-UHFFFAOYSA-N 0.000 claims 1
IURYWJWBEIHUSB-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2-hydroxy-2-methylpropyl)-2-(5-methylthiophen-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C1=CSC(=C1)C)=O)C(=O)NCC(C)(C)O IURYWJWBEIHUSB-UHFFFAOYSA-N 0.000 claims 1
JWSDPKBYZPEFAA-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2-hydroxy-2-methylpropyl)-3-oxo-2-(1,2-thiazol-4-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NSC=1)=O)C(=O)NCC(C)(C)O JWSDPKBYZPEFAA-UHFFFAOYSA-N 0.000 claims 1
QRAXGPGBNBCBTG-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2-hydroxy-2-methylpropyl)-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)NCC(C)(C)O)=O)C1=CN=NC=C1 QRAXGPGBNBCBTG-UHFFFAOYSA-N 0.000 claims 1
NSPMVUYYHFVPEQ-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2-hydroxy-2-methylpropyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NCC(C)(C)O NSPMVUYYHFVPEQ-UHFFFAOYSA-N 0.000 claims 1
VXWCBCQBEKELMT-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(2-hydroxy-2-methylpropyl)-3-oxo-2-pyrimidin-5-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=NC=1)=O)C(=O)NCC(C)(C)O VXWCBCQBEKELMT-UHFFFAOYSA-N 0.000 claims 1
OKFILFJLHZNUHT-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(3,3-difluoro-2-hydroxypropyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound C(F)(C(CNC(=O)C1=CC(C2=CC=C(Cl)C=C2)=NN(C1=O)C=1C=NN(C=1)C)O)F OKFILFJLHZNUHT-UHFFFAOYSA-N 0.000 claims 1
LHWSTENAZOCTDO-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-(3,3-difluoro-2-hydroxypropyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NCC(C(F)F)O LHWSTENAZOCTDO-UHFFFAOYSA-N 0.000 claims 1
OUWACEFGQPUSRG-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-[(1-hydroxycyclobutyl)methyl]-3-oxo-2-(1,2-thiazol-4-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NSC=1)=O)C(=O)NCC1(CCC1)O OUWACEFGQPUSRG-UHFFFAOYSA-N 0.000 claims 1
LARWALYCMGVWFO-UHFFFAOYSA-N 6-(4-chlorophenyl)-N-[(1-hydroxycyclopropyl)methyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NCC1(CC1)O LARWALYCMGVWFO-UHFFFAOYSA-N 0.000 claims 1
HVZNGJJGFSIQRR-IBGZPJMESA-N 6-(4-chlorophenyl)-N-[(1R)-1-cyclopropyl-2-hydroxyethyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound OC[C@H](NC(=O)c1cc(nn(-c2cccnc2)c1=O)-c1ccc(Cl)cc1)C1CC1 HVZNGJJGFSIQRR-IBGZPJMESA-N 0.000 claims 1
ITPHMAQLTZFAMK-SJLPKXTDSA-N 6-(4-chlorophenyl)-N-[(1R,2R)-2-hydroxycyclopentyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H]1[C@@H](CCC1)O ITPHMAQLTZFAMK-SJLPKXTDSA-N 0.000 claims 1
AGKXTYDLCACSME-SJLPKXTDSA-N 6-(4-chlorophenyl)-N-[(1R,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)N[C@H]1[C@@H](CCC1)O)=O)C1=CN=NC=C1 AGKXTYDLCACSME-SJLPKXTDSA-N 0.000 claims 1
SCTUYMCENAAQPH-IEBWSBKVSA-N 6-(4-chlorophenyl)-N-[(1R,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1[C@@H](CCC1)O SCTUYMCENAAQPH-IEBWSBKVSA-N 0.000 claims 1
FFJJVPUBDBGQTN-MJGOQNOKSA-N 6-(4-chlorophenyl)-N-[(1R,2S)-2-hydroxycyclohexyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H]1[C@H](CCCC1)O FFJJVPUBDBGQTN-MJGOQNOKSA-N 0.000 claims 1
DTVBOYADPNMQPX-MJGOQNOKSA-N 6-(4-chlorophenyl)-N-[(1R,2S)-2-hydroxycyclohexyl]-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)N[C@H]1[C@H](CCCC1)O)=O)C1=CN=NC=C1 DTVBOYADPNMQPX-MJGOQNOKSA-N 0.000 claims 1
YUGKDIZAYDSZTR-QUCCMNQESA-N 6-(4-chlorophenyl)-N-[(1R,2S)-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1[C@H](CCCC1)O YUGKDIZAYDSZTR-QUCCMNQESA-N 0.000 claims 1
ITPHMAQLTZFAMK-AEFFLSMTSA-N 6-(4-chlorophenyl)-N-[(1R,2S)-2-hydroxycyclopentyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H]1[C@H](CCC1)O ITPHMAQLTZFAMK-AEFFLSMTSA-N 0.000 claims 1
AGKXTYDLCACSME-AEFFLSMTSA-N 6-(4-chlorophenyl)-N-[(1R,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)N[C@H]1[C@H](CCC1)O)=O)C1=CN=NC=C1 AGKXTYDLCACSME-AEFFLSMTSA-N 0.000 claims 1
VOOBKAAKPMTLRT-AWEZNQCLSA-N 6-(4-chlorophenyl)-N-[(1S)-1-cyano-2-hydroxyethyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C#N VOOBKAAKPMTLRT-AWEZNQCLSA-N 0.000 claims 1
BHNDJJYTLKFYSF-LJQANCHMSA-N 6-(4-chlorophenyl)-N-[(1S)-1-cyclopropyl-2-hydroxyethyl]-2-(5-fluoropyridin-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)N[C@H](CO)C1CC1 BHNDJJYTLKFYSF-LJQANCHMSA-N 0.000 claims 1
FFJJVPUBDBGQTN-PKOBYXMFSA-N 6-(4-chlorophenyl)-N-[(1S,2R)-2-hydroxycyclohexyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@@H]1[C@@H](CCCC1)O FFJJVPUBDBGQTN-PKOBYXMFSA-N 0.000 claims 1
DTVBOYADPNMQPX-PKOBYXMFSA-N 6-(4-chlorophenyl)-N-[(1S,2R)-2-hydroxycyclohexyl]-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)N[C@@H]1[C@@H](CCCC1)O)=O)C1=CN=NC=C1 DTVBOYADPNMQPX-PKOBYXMFSA-N 0.000 claims 1
ITPHMAQLTZFAMK-FUHWJXTLSA-N 6-(4-chlorophenyl)-N-[(1S,2R)-2-hydroxycyclopentyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@@H]1[C@@H](CCC1)O ITPHMAQLTZFAMK-FUHWJXTLSA-N 0.000 claims 1
AGKXTYDLCACSME-FUHWJXTLSA-N 6-(4-chlorophenyl)-N-[(1S,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)N[C@@H]1[C@@H](CCC1)O)=O)C1=CN=NC=C1 AGKXTYDLCACSME-FUHWJXTLSA-N 0.000 claims 1
UVUGWPBKNYMLMH-PKOBYXMFSA-N 6-(4-chlorophenyl)-N-[(1S,2R)-3,3-difluoro-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H]1[C@H](C(CCC1)(F)F)O UVUGWPBKNYMLMH-PKOBYXMFSA-N 0.000 claims 1
ITPHMAQLTZFAMK-WMZOPIPTSA-N 6-(4-chlorophenyl)-N-[(1S,2S)-2-hydroxycyclopentyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@@H]1[C@H](CCC1)O ITPHMAQLTZFAMK-WMZOPIPTSA-N 0.000 claims 1
AGKXTYDLCACSME-WMZOPIPTSA-N 6-(4-chlorophenyl)-N-[(1S,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)N[C@@H]1[C@H](CCC1)O)=O)C1=CN=NC=C1 AGKXTYDLCACSME-WMZOPIPTSA-N 0.000 claims 1
SCTUYMCENAAQPH-HKUYNNGSSA-N 6-(4-chlorophenyl)-N-[(1S,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H]1[C@H](CCC1)O SCTUYMCENAAQPH-HKUYNNGSSA-N 0.000 claims 1
UUIQLZOXUFJBBA-LBPRGKRZSA-N 6-(4-chlorophenyl)-N-[(2R)-1-fluoro-3-hydroxypropan-2-yl]-3-oxo-2-(1,2-thiazol-4-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NSC=1)=O)C(=O)N[C@@H](CF)CO UUIQLZOXUFJBBA-LBPRGKRZSA-N 0.000 claims 1
XQBQNVFIIHYXRJ-AWEZNQCLSA-N 6-(4-chlorophenyl)-N-[(2R)-1-fluoro-3-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H](CF)CO XQBQNVFIIHYXRJ-AWEZNQCLSA-N 0.000 claims 1
GLMODTHVSQWMRU-CQSZACIVSA-N 6-(4-chlorophenyl)-N-[(2R)-1-hydroxy-3-methoxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H](CO)COC GLMODTHVSQWMRU-CQSZACIVSA-N 0.000 claims 1
GIDRFOMXIASMDE-OAHLLOKOSA-N 6-(4-chlorophenyl)-N-[(2R)-1-hydroxy-3-methoxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)COC GIDRFOMXIASMDE-OAHLLOKOSA-N 0.000 claims 1
PETAJWZOUARSIX-GFCCVEGCSA-N 6-(4-chlorophenyl)-N-[(2R)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H](CO)C PETAJWZOUARSIX-GFCCVEGCSA-N 0.000 claims 1
WGCNACAXTDHOPS-LLVKDONJSA-N 6-(4-chlorophenyl)-N-[(2R)-1-hydroxypropan-2-yl]-3-oxo-2-pyrimidin-5-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=NC=1)=O)C(=O)N[C@@H](CO)C WGCNACAXTDHOPS-LLVKDONJSA-N 0.000 claims 1
YPVPYPKTFKOEQE-CQSZACIVSA-N 6-(4-chlorophenyl)-N-[(2R)-2,3-dihydroxypropyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@H](CO)O YPVPYPKTFKOEQE-CQSZACIVSA-N 0.000 claims 1
KYRPGMCCYUUIJE-OAHLLOKOSA-N 6-(4-chlorophenyl)-N-[(2R)-2,3-dihydroxypropyl]-2-(5-fluoropyridin-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NC[C@H](CO)O KYRPGMCCYUUIJE-OAHLLOKOSA-N 0.000 claims 1
RZWWOGFRFSUPQL-OAHLLOKOSA-N 6-(4-chlorophenyl)-N-[(2R)-2,3-dihydroxypropyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC[C@H](CO)O RZWWOGFRFSUPQL-OAHLLOKOSA-N 0.000 claims 1
OKFILFJLHZNUHT-OAHLLOKOSA-N 6-(4-chlorophenyl)-N-[(2R)-3,3-difluoro-2-hydroxypropyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@H](C(F)F)O OKFILFJLHZNUHT-OAHLLOKOSA-N 0.000 claims 1
LHWSTENAZOCTDO-MRXNPFEDSA-N 6-(4-chlorophenyl)-N-[(2R)-3,3-difluoro-2-hydroxypropyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC[C@H](C(F)F)O LHWSTENAZOCTDO-MRXNPFEDSA-N 0.000 claims 1
GLMODTHVSQWMRU-AWEZNQCLSA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxy-3-methoxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@@H](CO)COC GLMODTHVSQWMRU-AWEZNQCLSA-N 0.000 claims 1
GIDRFOMXIASMDE-HNNXBMFYSA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxy-3-methoxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H](CO)COC GIDRFOMXIASMDE-HNNXBMFYSA-N 0.000 claims 1
LGGCBBRYYDCXII-JTQLQIEISA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-2-(1,2-oxazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NOC=1)=O)C(=O)N[C@H](CO)C LGGCBBRYYDCXII-JTQLQIEISA-N 0.000 claims 1
XSKRETARTVUHRA-ZDUSSCGKSA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-2-(5-methylpyridin-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)C)=O)C(=O)N[C@H](CO)C XSKRETARTVUHRA-ZDUSSCGKSA-N 0.000 claims 1
KXZJZKJFCFQTLG-NSHDSACASA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-2-(5-methylthiophen-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C1=CSC(=C1)C)=O)C(=O)N[C@H](CO)C KXZJZKJFCFQTLG-NSHDSACASA-N 0.000 claims 1
WVBFSQFHSCKXRQ-JTQLQIEISA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-(1,2-thiazol-4-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NSC=1)=O)C(=O)N[C@H](CO)C WVBFSQFHSCKXRQ-JTQLQIEISA-N 0.000 claims 1
JVSAVAYTIGWGQS-JTQLQIEISA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-(1H-pyrazol-4-yl)pyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NNC=1)=O)C(=O)N[C@H](CO)C JVSAVAYTIGWGQS-JTQLQIEISA-N 0.000 claims 1
DZDJZJRQSNIZEP-NSHDSACASA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)N[C@H](CO)C)=O)C1=CN=NC=C1 DZDJZJRQSNIZEP-NSHDSACASA-N 0.000 claims 1
PETAJWZOUARSIX-LBPRGKRZSA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C PETAJWZOUARSIX-LBPRGKRZSA-N 0.000 claims 1
WGCNACAXTDHOPS-NSHDSACASA-N 6-(4-chlorophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyrimidin-5-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=NC=1)=O)C(=O)N[C@H](CO)C WGCNACAXTDHOPS-NSHDSACASA-N 0.000 claims 1
YPVPYPKTFKOEQE-AWEZNQCLSA-N 6-(4-chlorophenyl)-N-[(2S)-2,3-dihydroxypropyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@@H](CO)O YPVPYPKTFKOEQE-AWEZNQCLSA-N 0.000 claims 1
KYRPGMCCYUUIJE-HNNXBMFYSA-N 6-(4-chlorophenyl)-N-[(2S)-2,3-dihydroxypropyl]-2-(5-fluoropyridin-3-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=C(C=1)F)=O)C(=O)NC[C@@H](CO)O KYRPGMCCYUUIJE-HNNXBMFYSA-N 0.000 claims 1
RZWWOGFRFSUPQL-HNNXBMFYSA-N 6-(4-chlorophenyl)-N-[(2S)-2,3-dihydroxypropyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC[C@@H](CO)O RZWWOGFRFSUPQL-HNNXBMFYSA-N 0.000 claims 1
OKFILFJLHZNUHT-HNNXBMFYSA-N 6-(4-chlorophenyl)-N-[(2S)-3,3-difluoro-2-hydroxypropyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@@H](C(F)F)O OKFILFJLHZNUHT-HNNXBMFYSA-N 0.000 claims 1
LHWSTENAZOCTDO-INIZCTEOSA-N 6-(4-chlorophenyl)-N-[(2S)-3,3-difluoro-2-hydroxypropyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC[C@@H](C(F)F)O LHWSTENAZOCTDO-INIZCTEOSA-N 0.000 claims 1
ROUBEOGENDEXEV-SJORKVTESA-N 6-(4-chlorophenyl)-N-[(3R,4R)-4-hydroxyoxolan-3-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@@H]1COC[C@@H]1O ROUBEOGENDEXEV-SJORKVTESA-N 0.000 claims 1
JUQAXFSDPBZRDK-SJORKVTESA-N 6-(4-chlorophenyl)-N-[(3R,4R)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridazin-4-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C1=NN(C(C(=C1)C(=O)N[C@@H]1COC[C@@H]1O)=O)C1=CN=NC=C1 JUQAXFSDPBZRDK-SJORKVTESA-N 0.000 claims 1
DDNGELDCFHVLOM-ZWKOTPCHSA-N 6-(4-chlorophenyl)-N-[(3S,4R)-4-hydroxyoxan-3-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H]1COCC[C@H]1O DDNGELDCFHVLOM-ZWKOTPCHSA-N 0.000 claims 1
IFQCEBBLYRZSQW-RBUKOAKNSA-N 6-(4-chlorophenyl)-N-[(3S,4R)-4-hydroxyoxan-3-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1COCC[C@H]1O IFQCEBBLYRZSQW-RBUKOAKNSA-N 0.000 claims 1
NDRKJTOTUSIAEJ-ROUUACIJSA-N 6-(4-chlorophenyl)-N-[(3S,4R)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1COC[C@@H]1O NDRKJTOTUSIAEJ-ROUUACIJSA-N 0.000 claims 1
ROUBEOGENDEXEV-DLBZAZTESA-N 6-(4-chlorophenyl)-N-[(3S,4S)-4-hydroxyoxolan-3-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H]1COC[C@H]1O ROUBEOGENDEXEV-DLBZAZTESA-N 0.000 claims 1
NDRKJTOTUSIAEJ-ZWKOTPCHSA-N 6-(4-chlorophenyl)-N-[(3S,4S)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1COC[C@H]1O NDRKJTOTUSIAEJ-ZWKOTPCHSA-N 0.000 claims 1
DTRHUELFMQFPHH-ZDUSSCGKSA-N 6-(4-cyanophenyl)-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound C(#N)C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C DTRHUELFMQFPHH-ZDUSSCGKSA-N 0.000 claims 1
WUQRVOYGRVOGLS-UHFFFAOYSA-N 6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxo-N-(3,3,3-trifluoro-2-hydroxypropyl)pyridazine-4-carboxamide Chemical compound CC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NCC(C(F)(F)F)O WUQRVOYGRVOGLS-UHFFFAOYSA-N 0.000 claims 1
WUQRVOYGRVOGLS-MRXNPFEDSA-N 6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxo-N-[(2R)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound CC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@H](C(F)(F)F)O WUQRVOYGRVOGLS-MRXNPFEDSA-N 0.000 claims 1
WUQRVOYGRVOGLS-INIZCTEOSA-N 6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound CC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@@H](C(F)(F)F)O WUQRVOYGRVOGLS-INIZCTEOSA-N 0.000 claims 1
JLGWJOBUSDODRZ-INIZCTEOSA-N 6-[4-(difluoromethoxy)phenyl]-3-oxo-2-pyridin-3-yl-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound FC(OC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC[C@@H](C(F)(F)F)O)F JLGWJOBUSDODRZ-INIZCTEOSA-N 0.000 claims 1
WWDNCMHGXKTKSS-UHFFFAOYSA-N 6-[4-(difluoromethoxy)phenyl]-N-(2-hydroxy-2-methylpropyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(OC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NCC(C)(C)O)F WWDNCMHGXKTKSS-UHFFFAOYSA-N 0.000 claims 1
IYOFSCSWNMNMDJ-NSHDSACASA-N 6-[4-(difluoromethoxy)phenyl]-N-[(2S)-1-hydroxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound C1(OC(F)F)=CC=C(C2=NN(C(=O)C(=C2)C(=O)N[C@H](CO)C)C2=CN(N=C2)C)C=C1 IYOFSCSWNMNMDJ-NSHDSACASA-N 0.000 claims 1
ZUDBYRISTWVTDO-LBPRGKRZSA-N 6-[4-(difluoromethoxy)phenyl]-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(OC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C)F ZUDBYRISTWVTDO-LBPRGKRZSA-N 0.000 claims 1
STEFVNTYNVTYTH-UHFFFAOYSA-N 6-[4-(difluoromethyl)phenyl]-3-oxo-2-pyridin-3-yl-N-(1,1,1-trifluoro-3-hydroxypropan-2-yl)pyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(C(F)(F)F)CO)F STEFVNTYNVTYTH-UHFFFAOYSA-N 0.000 claims 1
STEFVNTYNVTYTH-MRXNPFEDSA-N 6-[4-(difluoromethyl)phenyl]-3-oxo-2-pyridin-3-yl-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]pyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H](C(F)(F)F)CO)F STEFVNTYNVTYTH-MRXNPFEDSA-N 0.000 claims 1
RHOWMSJGVJEJKF-INIZCTEOSA-N 6-[4-(difluoromethyl)phenyl]-3-oxo-2-pyridin-3-yl-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC[C@@H](C(F)(F)F)O)F RHOWMSJGVJEJKF-INIZCTEOSA-N 0.000 claims 1
QWBXYDRAUNLTIT-UHFFFAOYSA-N 6-[4-(difluoromethyl)phenyl]-N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CO)C)F QWBXYDRAUNLTIT-UHFFFAOYSA-N 0.000 claims 1
WVPFRXPQTYWJCW-UHFFFAOYSA-N 6-[4-(difluoromethyl)phenyl]-N-(2-hydroxy-2-methylpropyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NCC(C)(C)O)F WVPFRXPQTYWJCW-UHFFFAOYSA-N 0.000 claims 1
WKNJOZHAYLBSFU-IEBWSBKVSA-N 6-[4-(difluoromethyl)phenyl]-N-[(1R,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1[C@@H](CCC1)O)F WKNJOZHAYLBSFU-IEBWSBKVSA-N 0.000 claims 1
WKNJOZHAYLBSFU-HKUYNNGSSA-N 6-[4-(difluoromethyl)phenyl]-N-[(1S,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H]1[C@H](CCC1)O)F WKNJOZHAYLBSFU-HKUYNNGSSA-N 0.000 claims 1
QWBXYDRAUNLTIT-LBPRGKRZSA-N 6-[4-(difluoromethyl)phenyl]-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C)F QWBXYDRAUNLTIT-LBPRGKRZSA-N 0.000 claims 1
ITYMAKHXNXYBIQ-MSOLQXFVSA-N 6-[4-(difluoromethyl)phenyl]-N-[(3R,4R)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical class FC(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H]1COC[C@@H]1O)F ITYMAKHXNXYBIQ-MSOLQXFVSA-N 0.000 claims 1
QNSQUOAAWRTZDJ-UHFFFAOYSA-N 6-[4-(dimethylamino)phenyl]-N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound CN(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CO)C)C QNSQUOAAWRTZDJ-UHFFFAOYSA-N 0.000 claims 1
OPUPHWUWEUKDQL-ZDUSSCGKSA-N 6-[4-(dimethylamino)phenyl]-N-[(2S)-1-hydroxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound CN(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H](CO)C)C OPUPHWUWEUKDQL-ZDUSSCGKSA-N 0.000 claims 1
QNSQUOAAWRTZDJ-AWEZNQCLSA-N 6-[4-(dimethylamino)phenyl]-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound CN(C1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C)C QNSQUOAAWRTZDJ-AWEZNQCLSA-N 0.000 claims 1
MVPCDQANLILRIO-INIZCTEOSA-N 6-[4-(fluoromethyl)phenyl]-2-(1-methylpyrazol-4-yl)-3-oxo-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound FCC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC[C@@H](C(F)(F)F)O MVPCDQANLILRIO-INIZCTEOSA-N 0.000 claims 1
CYMTVKMEEIAKNM-QGZVFWFLSA-N 6-[4-(fluoromethyl)phenyl]-3-oxo-2-pyridin-3-yl-N-[(2R)-1,1,1-trifluoro-3-hydroxypropan-2-yl]pyridazine-4-carboxamide Chemical compound FCC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@@H](C(F)(F)F)CO CYMTVKMEEIAKNM-QGZVFWFLSA-N 0.000 claims 1
YHRZJNWWCQYSMD-KRWDZBQOSA-N 6-[4-(fluoromethyl)phenyl]-3-oxo-2-pyridin-3-yl-N-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]pyridazine-4-carboxamide Chemical compound O[C@@H](CNC(=O)c1cc(nn(-c2cccnc2)c1=O)-c1ccc(CF)cc1)C(F)(F)F YHRZJNWWCQYSMD-KRWDZBQOSA-N 0.000 claims 1
YKPQYQFZFLIRMF-UHFFFAOYSA-N 6-[4-(fluoromethyl)phenyl]-N-(2-hydroxy-2-methylpropyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FCC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NCC(C)(C)O YKPQYQFZFLIRMF-UHFFFAOYSA-N 0.000 claims 1
VEVCNQUDZSXJEI-LBPRGKRZSA-N 6-[4-(fluoromethyl)phenyl]-N-[(2S)-1-hydroxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound FCC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H](CO)C VEVCNQUDZSXJEI-LBPRGKRZSA-N 0.000 claims 1
CYVCHKQODHVNQX-ZDUSSCGKSA-N 6-[4-(fluoromethyl)phenyl]-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FCC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C CYVCHKQODHVNQX-ZDUSSCGKSA-N 0.000 claims 1
SOLPZNIXKOGSEE-UHFFFAOYSA-N 6-[6-(difluoromethyl)pyridin-3-yl]-N-(1-hydroxypropan-2-yl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=N1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)NC(CO)C)F SOLPZNIXKOGSEE-UHFFFAOYSA-N 0.000 claims 1
FMNNBGMARGNVOC-UHFFFAOYSA-N 6-[6-(difluoromethyl)pyridin-3-yl]-N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=N1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)NC(CO)C)F FMNNBGMARGNVOC-UHFFFAOYSA-N 0.000 claims 1
HRTGKAAIJIQLBS-CRAIPNDOSA-N 6-[6-(difluoromethyl)pyridin-3-yl]-N-[(1R,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=N1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H]1[C@@H](CCC1)O)F HRTGKAAIJIQLBS-CRAIPNDOSA-N 0.000 claims 1
MWYUEBAIBIBYAJ-QAPCUYQASA-N 6-[6-(difluoromethyl)pyridin-3-yl]-N-[(1R,2S)-2-hydroxycyclohexyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=N1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H]1[C@H](CCCC1)O)F MWYUEBAIBIBYAJ-QAPCUYQASA-N 0.000 claims 1
MWYUEBAIBIBYAJ-MAUKXSAKSA-N 6-[6-(difluoromethyl)pyridin-3-yl]-N-[(1S,2R)-2-hydroxycyclohexyl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=N1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@@H]1[C@@H](CCCC1)O)F MWYUEBAIBIBYAJ-MAUKXSAKSA-N 0.000 claims 1
SOLPZNIXKOGSEE-JTQLQIEISA-N 6-[6-(difluoromethyl)pyridin-3-yl]-N-[(2S)-1-hydroxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=N1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H](CO)C)F SOLPZNIXKOGSEE-JTQLQIEISA-N 0.000 claims 1
FMNNBGMARGNVOC-NSHDSACASA-N 6-[6-(difluoromethyl)pyridin-3-yl]-N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound FC(C1=CC=C(C=N1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C)F FMNNBGMARGNVOC-NSHDSACASA-N 0.000 claims 1
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims 1
AMPJCAOYXWEGKC-JTQLQIEISA-N C(F)(F)(C1=CC=C(C=C1)C1=NN(C(=O)C(=C1)C(=O)N[C@H](CO)C)C=1C=NN(C=1)C(F)F)F Chemical compound C(F)(F)(C1=CC=C(C=C1)C1=NN(C(=O)C(=C1)C(=O)N[C@H](CO)C)C=1C=NN(C=1)C(F)F)F AMPJCAOYXWEGKC-JTQLQIEISA-N 0.000 claims 1
WTTWVKSDBAABGW-UHFFFAOYSA-N N-(1,3-dihydroxypropan-2-yl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OCC(CO)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O WTTWVKSDBAABGW-UHFFFAOYSA-N 0.000 claims 1
PUORSMKBGVLYHG-UHFFFAOYSA-N N-(1-cyclopropyl-2-hydroxyethyl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound C1(CC1)C(CO)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O PUORSMKBGVLYHG-UHFFFAOYSA-N 0.000 claims 1
GGPPXNXHYFNXQM-UHFFFAOYSA-N N-(1-cyclopropyl-2-hydroxyethyl)-6-[4-(difluoromethyl)phenyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound OCC(NC(=O)c1cc(nn(-c2cccnc2)c1=O)-c1ccc(cc1)C(F)F)C1CC1 GGPPXNXHYFNXQM-UHFFFAOYSA-N 0.000 claims 1
YGKDDAAGTXAGCU-UHFFFAOYSA-N N-(1-hydroxy-3-methoxypropan-2-yl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OCC(COC)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O YGKDDAAGTXAGCU-UHFFFAOYSA-N 0.000 claims 1
FEXNYVSYMBFBKL-UHFFFAOYSA-N N-(1-hydroxybutan-2-yl)-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound OCC(CC)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NN(C=1)C)=O FEXNYVSYMBFBKL-UHFFFAOYSA-N 0.000 claims 1
QPGQKHDIRYSXQD-UHFFFAOYSA-N N-(1-hydroxypropan-2-yl)-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound OCC(C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O QPGQKHDIRYSXQD-UHFFFAOYSA-N 0.000 claims 1
MYDBETNDPXDUQC-UHFFFAOYSA-N N-(1-hydroxypropan-2-yl)-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OCC(C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O MYDBETNDPXDUQC-UHFFFAOYSA-N 0.000 claims 1
YSAVEKUKJIQEMP-UHFFFAOYSA-N N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound OCC(C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O YSAVEKUKJIQEMP-UHFFFAOYSA-N 0.000 claims 1
JFNWJQZLDUAUDD-UHFFFAOYSA-N N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OCC(C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O JFNWJQZLDUAUDD-UHFFFAOYSA-N 0.000 claims 1
AIQBEZPNMUJGSN-UHFFFAOYSA-N N-(1-hydroxypropan-2-yl)-3-oxo-2-pyridin-3-yl-6-[6-(trifluoromethyl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound OCC(C)NC(=O)C=1C(N(N=C(C=1)C=1C=NC(=CC=1)C(F)(F)F)C=1C=NC=CC=1)=O AIQBEZPNMUJGSN-UHFFFAOYSA-N 0.000 claims 1
LDJCDYHLWFZLAQ-UHFFFAOYSA-N N-(1-hydroxypropan-2-yl)-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound OCC(C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NN(C=1)C)=O LDJCDYHLWFZLAQ-UHFFFAOYSA-N 0.000 claims 1
HZTHQZNOPNPFMW-UHFFFAOYSA-N N-(1-hydroxypropan-2-yl)-6-(4-methylphenyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound OCC(C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NC=CC=1)=O HZTHQZNOPNPFMW-UHFFFAOYSA-N 0.000 claims 1
SDKHMBWNNWMCPV-UHFFFAOYSA-N N-(2,3-dihydroxypropyl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC(CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O)CO SDKHMBWNNWMCPV-UHFFFAOYSA-N 0.000 claims 1
IZORTKYMZXLXLZ-UHFFFAOYSA-N N-(2-hydroxy-2-methylpropyl)-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound OC(CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O)(C)C IZORTKYMZXLXLZ-UHFFFAOYSA-N 0.000 claims 1
RHXLHHDSKPEBLO-UHFFFAOYSA-N N-(2-hydroxy-2-methylpropyl)-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC(CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O)(C)C RHXLHHDSKPEBLO-UHFFFAOYSA-N 0.000 claims 1
MXIADJJOCMQNBE-UHFFFAOYSA-N N-(2-hydroxy-2-methylpropyl)-3-oxo-2-(1,2-thiazol-4-yl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound C(F)(F)(C1=CC=C(C2=NN(C(=O)C(=C2)C(=O)NCC(C)(C)O)C=2C=NSC=2)C=C1)F MXIADJJOCMQNBE-UHFFFAOYSA-N 0.000 claims 1
SGLVTXBXIZAJFD-UHFFFAOYSA-N N-(2-hydroxy-2-methylpropyl)-3-oxo-2-(1,2-thiazol-4-yl)-6-[6-(trifluoromethyl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound OC(CNC(=O)C=1C(N(N=C(C=1)C=1C=NC(=CC=1)C(F)(F)F)C=1C=NSC=1)=O)(C)C SGLVTXBXIZAJFD-UHFFFAOYSA-N 0.000 claims 1
DYGDCBVXRLAAQH-UHFFFAOYSA-N N-(2-hydroxy-2-methylpropyl)-3-oxo-2-(1H-pyrazol-4-yl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC(CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NNC=1)=O)(C)C DYGDCBVXRLAAQH-UHFFFAOYSA-N 0.000 claims 1
CHJRUUFJZOZATP-UHFFFAOYSA-N N-(2-hydroxy-2-methylpropyl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound OC(CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O)(C)C CHJRUUFJZOZATP-UHFFFAOYSA-N 0.000 claims 1
XQAVHWWDJYSSOP-UHFFFAOYSA-N N-(2-hydroxy-2-methylpropyl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC(CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O)(C)C XQAVHWWDJYSSOP-UHFFFAOYSA-N 0.000 claims 1
IKMPMBBDOVNRKF-UHFFFAOYSA-N N-(2-hydroxycyclopentyl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC1C(CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O IKMPMBBDOVNRKF-UHFFFAOYSA-N 0.000 claims 1
UPWFBDDKQHLEFZ-UHFFFAOYSA-N N-(3,3-difluoro-2-hydroxypropyl)-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical class FC(C(CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O)O)F UPWFBDDKQHLEFZ-UHFFFAOYSA-N 0.000 claims 1
WXRUNYSQFAYUJM-UHFFFAOYSA-N N-(3,3-difluoro-2-hydroxypropyl)-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound Cc1ccc(cc1)-c1cc(C(=O)NCC(O)C(F)F)c(=O)n(n1)-c1cnn(C)c1 WXRUNYSQFAYUJM-UHFFFAOYSA-N 0.000 claims 1
NCUZQOOTHZPCKH-UHFFFAOYSA-N N-[(1-hydroxycyclobutyl)methyl]-3-oxo-2-(1,2-thiazol-4-yl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC1(CCC1)CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NSC=1)=O NCUZQOOTHZPCKH-UHFFFAOYSA-N 0.000 claims 1
YMKZOYPMIROIRI-UHFFFAOYSA-N N-[(1-hydroxycyclobutyl)methyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC1(CCC1)CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O YMKZOYPMIROIRI-UHFFFAOYSA-N 0.000 claims 1
CJQDYSSPJYQWGH-UHFFFAOYSA-N N-[(1-hydroxycyclopropyl)methyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC1(CC1)CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O CJQDYSSPJYQWGH-UHFFFAOYSA-N 0.000 claims 1
XKRJGMIKCBUQDS-SJLPKXTDSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound C1[C@@H](NC(=O)C=2C(=O)N(N=C(C3=CC=C(C(F)(F)F)C=C3)C=2)C=2C=NN(C=2)C)[C@@H](CC1)O XKRJGMIKCBUQDS-SJLPKXTDSA-N 0.000 claims 1
AADNWIQSXDQKHV-IEBWSBKVSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O AADNWIQSXDQKHV-IEBWSBKVSA-N 0.000 claims 1
IKMPMBBDOVNRKF-IEBWSBKVSA-N N-[(1R,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound [C@H]1(NC(=O)C=2C(=O)N(N=C(C3=CC=C(C(F)(F)F)C=C3)C=2)C2=CC=CN=C2)[C@@H](CCC1)O IKMPMBBDOVNRKF-IEBWSBKVSA-N 0.000 claims 1
AMMCMPSKOQAHAH-MJGOQNOKSA-N N-[(1R,2S)-2-hydroxycyclohexyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@@H](CCCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O AMMCMPSKOQAHAH-MJGOQNOKSA-N 0.000 claims 1
RDQOTKLRCRCUJO-QUCCMNQESA-N N-[(1R,2S)-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@@H](CCCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O RDQOTKLRCRCUJO-QUCCMNQESA-N 0.000 claims 1
RZDQWDHATPWUSL-QUCCMNQESA-N N-[(1R,2S)-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@@H](CCCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O RZDQWDHATPWUSL-QUCCMNQESA-N 0.000 claims 1
XKRJGMIKCBUQDS-AEFFLSMTSA-N N-[(1R,2S)-2-hydroxycyclopentyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound Cn1cc(cn1)-n1nc(cc(C(=O)N[C@@H]2CCC[C@@H]2O)c1=O)-c1ccc(cc1)C(F)(F)F XKRJGMIKCBUQDS-AEFFLSMTSA-N 0.000 claims 1
AADNWIQSXDQKHV-MJGOQNOKSA-N N-[(1R,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O AADNWIQSXDQKHV-MJGOQNOKSA-N 0.000 claims 1
IKMPMBBDOVNRKF-MJGOQNOKSA-N N-[(1R,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound [C@H]1(NC(=O)C=2C(=O)N(N=C(C3=CC=C(C(F)(F)F)C=C3)C=2)C2=CC=CN=C2)[C@@H](O)CCC1 IKMPMBBDOVNRKF-MJGOQNOKSA-N 0.000 claims 1
DGMCIKQBZCUOPT-LBPRGKRZSA-N N-[(1S)-1-cyano-2-hydroxyethyl]-2-(5-fluoropyridin-3-yl)-3-oxo-6-[6-(trifluoromethyl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound C(#N)[C@@H](CO)NC(=O)C=1C(N(N=C(C=1)C=1C=NC(=CC=1)C(F)(F)F)C=1C=NC=C(C=1)F)=O DGMCIKQBZCUOPT-LBPRGKRZSA-N 0.000 claims 1
CHKBKTTYKBAFSP-GOSISDBHSA-N N-[(1S)-1-cyclopropyl-2-hydroxyethyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound C1(CC1)[C@@H](CO)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O CHKBKTTYKBAFSP-GOSISDBHSA-N 0.000 claims 1
DLYPEICRROXXMD-QGZVFWFLSA-N N-[(1S)-1-cyclopropyl-2-hydroxyethyl]-2-(5-fluoropyridin-3-yl)-3-oxo-6-[6-(trifluoromethyl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound C1(CC1)[C@@H](CO)NC(=O)C=1C(N(N=C(C=1)C=1C=NC(=CC=1)C(F)(F)F)C=1C=NC=C(C=1)F)=O DLYPEICRROXXMD-QGZVFWFLSA-N 0.000 claims 1
MDWNVTUTOUZJFY-QGZVFWFLSA-N N-[(1S)-1-cyclopropyl-2-hydroxyethyl]-3-oxo-2-(1,2-thiazol-4-yl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound C1(CC1)[C@@H](CO)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NSC=1)=O MDWNVTUTOUZJFY-QGZVFWFLSA-N 0.000 claims 1
GGPPXNXHYFNXQM-LJQANCHMSA-N N-[(1S)-1-cyclopropyl-2-hydroxyethyl]-6-[4-(difluoromethyl)phenyl]-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound C1(CC1)[C@@H](CO)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)F)C=1C=NC=CC=1)=O GGPPXNXHYFNXQM-LJQANCHMSA-N 0.000 claims 1
AMMCMPSKOQAHAH-PKOBYXMFSA-N N-[(1S,2R)-2-hydroxycyclohexyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@H](CCCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O AMMCMPSKOQAHAH-PKOBYXMFSA-N 0.000 claims 1
RDQOTKLRCRCUJO-AZUAARDMSA-N N-[(1S,2R)-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@H](CCCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O RDQOTKLRCRCUJO-AZUAARDMSA-N 0.000 claims 1
RZDQWDHATPWUSL-AZUAARDMSA-N N-[(1S,2R)-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@H](CCCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O RZDQWDHATPWUSL-AZUAARDMSA-N 0.000 claims 1
XKRJGMIKCBUQDS-FUHWJXTLSA-N N-[(1S,2R)-2-hydroxycyclopentyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O XKRJGMIKCBUQDS-FUHWJXTLSA-N 0.000 claims 1
AADNWIQSXDQKHV-PKOBYXMFSA-N N-[(1S,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O AADNWIQSXDQKHV-PKOBYXMFSA-N 0.000 claims 1
IKMPMBBDOVNRKF-PKOBYXMFSA-N N-[(1S,2R)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O IKMPMBBDOVNRKF-PKOBYXMFSA-N 0.000 claims 1
XUVWHFRPVBCQLA-PKOBYXMFSA-N N-[(1S,2R)-3,3-difluoro-2-hydroxycyclohexyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound FC1([C@@H]([C@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O)O)F XUVWHFRPVBCQLA-PKOBYXMFSA-N 0.000 claims 1
XKRJGMIKCBUQDS-WMZOPIPTSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O XKRJGMIKCBUQDS-WMZOPIPTSA-N 0.000 claims 1
AADNWIQSXDQKHV-HKUYNNGSSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O AADNWIQSXDQKHV-HKUYNNGSSA-N 0.000 claims 1
IKMPMBBDOVNRKF-HKUYNNGSSA-N N-[(1S,2S)-2-hydroxycyclopentyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@H](CCC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O IKMPMBBDOVNRKF-HKUYNNGSSA-N 0.000 claims 1
DGROXZPRXCTMNI-OAHLLOKOSA-N N-[(2R)-1-amino-3-hydroxy-1-oxopropan-2-yl]-6-(4-chlorophenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound NC([C@@H](CO)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)Cl)C=1C=NN(C=1)C)=O)=O DGROXZPRXCTMNI-OAHLLOKOSA-N 0.000 claims 1
HBVRKEISHDEFJI-LBPRGKRZSA-N N-[(2R)-1-fluoro-3-hydroxypropan-2-yl]-3-oxo-2-(1,2-thiazol-4-yl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound FC[C@@H](CO)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NSC=1)=O HBVRKEISHDEFJI-LBPRGKRZSA-N 0.000 claims 1
LGJSHYDXLOPHLU-AWEZNQCLSA-N N-[(2R)-1-fluoro-3-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound FC[C@@H](CO)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O LGJSHYDXLOPHLU-AWEZNQCLSA-N 0.000 claims 1
YGKDDAAGTXAGCU-OAHLLOKOSA-N N-[(2R)-1-hydroxy-3-methoxypropan-2-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@H](COC)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O YGKDDAAGTXAGCU-OAHLLOKOSA-N 0.000 claims 1
FEXNYVSYMBFBKL-OAHLLOKOSA-N N-[(2R)-1-hydroxybutan-2-yl]-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound OC[C@@H](CC)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NN(C=1)C)=O FEXNYVSYMBFBKL-OAHLLOKOSA-N 0.000 claims 1
MYDBETNDPXDUQC-LLVKDONJSA-N N-[(2R)-1-hydroxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O MYDBETNDPXDUQC-LLVKDONJSA-N 0.000 claims 1
JFNWJQZLDUAUDD-GFCCVEGCSA-N N-[(2R)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O JFNWJQZLDUAUDD-GFCCVEGCSA-N 0.000 claims 1
LDJCDYHLWFZLAQ-CYBMUJFWSA-N N-[(2R)-1-hydroxypropan-2-yl]-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound OC[C@@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NN(C=1)C)=O LDJCDYHLWFZLAQ-CYBMUJFWSA-N 0.000 claims 1
SDKHMBWNNWMCPV-OAHLLOKOSA-N N-[(2R)-2,3-dihydroxypropyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O)CO SDKHMBWNNWMCPV-OAHLLOKOSA-N 0.000 claims 1
WXRUNYSQFAYUJM-MRXNPFEDSA-N N-[(2R)-3,3-difluoro-2-hydroxypropyl]-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound FC([C@@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NN(C=1)C)=O)O)F WXRUNYSQFAYUJM-MRXNPFEDSA-N 0.000 claims 1
YGKDDAAGTXAGCU-HNNXBMFYSA-N N-[(2S)-1-hydroxy-3-methoxypropan-2-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@@H](COC)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O YGKDDAAGTXAGCU-HNNXBMFYSA-N 0.000 claims 1
FEXNYVSYMBFBKL-HNNXBMFYSA-N N-[(2S)-1-hydroxybutan-2-yl]-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound OC[C@H](CC)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NN(C=1)C)=O FEXNYVSYMBFBKL-HNNXBMFYSA-N 0.000 claims 1
QPGQKHDIRYSXQD-NSHDSACASA-N N-[(2S)-1-hydroxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O QPGQKHDIRYSXQD-NSHDSACASA-N 0.000 claims 1
MYDBETNDPXDUQC-NSHDSACASA-N N-[(2S)-1-hydroxypropan-2-yl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O MYDBETNDPXDUQC-NSHDSACASA-N 0.000 claims 1
WMBDNVPZVZSSLD-JTQLQIEISA-N N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-(1,2-thiazol-4-yl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NSC=1)=O WMBDNVPZVZSSLD-JTQLQIEISA-N 0.000 claims 1
CRXSOJXUHAZNDX-VIFPVBQESA-N N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-(1,2-thiazol-4-yl)-6-[6-(trifluoromethyl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C=1C=NC(=CC=1)C(F)(F)F)C=1C=NSC=1)=O CRXSOJXUHAZNDX-VIFPVBQESA-N 0.000 claims 1
GTWIMXWGVZYBAV-JTQLQIEISA-N N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-(1H-pyrazol-4-yl)-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NNC=1)=O GTWIMXWGVZYBAV-JTQLQIEISA-N 0.000 claims 1
YSAVEKUKJIQEMP-LBPRGKRZSA-N N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O YSAVEKUKJIQEMP-LBPRGKRZSA-N 0.000 claims 1
JFNWJQZLDUAUDD-LBPRGKRZSA-N N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O JFNWJQZLDUAUDD-LBPRGKRZSA-N 0.000 claims 1
BDGBMGLYIBEDMG-NSHDSACASA-N N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-yl-6-[5-(trifluoromethyl)pyridin-2-yl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=NC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O BDGBMGLYIBEDMG-NSHDSACASA-N 0.000 claims 1
AIQBEZPNMUJGSN-NSHDSACASA-N N-[(2S)-1-hydroxypropan-2-yl]-3-oxo-2-pyridin-3-yl-6-[6-(trifluoromethyl)pyridin-3-yl]pyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C=1C=NC(=CC=1)C(F)(F)F)C=1C=NC=CC=1)=O AIQBEZPNMUJGSN-NSHDSACASA-N 0.000 claims 1
LDJCDYHLWFZLAQ-ZDUSSCGKSA-N N-[(2S)-1-hydroxypropan-2-yl]-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NN(C=1)C)=O LDJCDYHLWFZLAQ-ZDUSSCGKSA-N 0.000 claims 1
HZTHQZNOPNPFMW-AWEZNQCLSA-N N-[(2S)-1-hydroxypropan-2-yl]-6-(4-methylphenyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carboxamide Chemical compound OC[C@H](C)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NC=CC=1)=O HZTHQZNOPNPFMW-AWEZNQCLSA-N 0.000 claims 1
SDKHMBWNNWMCPV-HNNXBMFYSA-N N-[(2S)-2,3-dihydroxypropyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O)CO SDKHMBWNNWMCPV-HNNXBMFYSA-N 0.000 claims 1
VSSSQBNWGGSVES-HNNXBMFYSA-N N-[(2S)-3,3-difluoro-2-hydroxypropyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound FC([C@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O)O)F VSSSQBNWGGSVES-HNNXBMFYSA-N 0.000 claims 1
XNGOOVHFMDCKOW-INIZCTEOSA-N N-[(2S)-3,3-difluoro-2-hydroxypropyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound FC([C@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O)O)F XNGOOVHFMDCKOW-INIZCTEOSA-N 0.000 claims 1
WXRUNYSQFAYUJM-INIZCTEOSA-N N-[(2S)-3,3-difluoro-2-hydroxypropyl]-6-(4-methylphenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carboxamide Chemical compound FC([C@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C)C=1C=NN(C=1)C)=O)O)F WXRUNYSQFAYUJM-INIZCTEOSA-N 0.000 claims 1
CSPIIPCSKCZUTR-CQSZACIVSA-N N-[(2S)-3-fluoro-2-hydroxypropyl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound FC[C@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NN(C=1)C)=O)O CSPIIPCSKCZUTR-CQSZACIVSA-N 0.000 claims 1
JEMWKSCUOCAVNL-CQSZACIVSA-N N-[(2S)-3-fluoro-2-hydroxypropyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound FC[C@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O)O JEMWKSCUOCAVNL-CQSZACIVSA-N 0.000 claims 1
HAJYYRZWSIXAHW-OAHLLOKOSA-N N-[(2S)-3-fluoro-2-hydroxypropyl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound FC[C@H](CNC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)C(F)(F)F)C=1C=NC=CC=1)=O)O HAJYYRZWSIXAHW-OAHLLOKOSA-N 0.000 claims 1
JFRWHELTKBXKOM-MSOLQXFVSA-N N-[(3R,4R)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethyl)phenyl]pyridazine-4-carboxamide Chemical compound C1[C@@H](NC(=O)C=2C(=O)N(N=C(C3=CC=C(C(F)(F)F)C=C3)C=2)C2=CC=CN=C2)[C@@H](O)CO1 JFRWHELTKBXKOM-MSOLQXFVSA-N 0.000 claims 1
LMOOAYSEZNYDNG-QZTJIDSGSA-N N-[(3R,4S)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@@H](COC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1)=O LMOOAYSEZNYDNG-QZTJIDSGSA-N 0.000 claims 1
VOYUZDROBQZXMJ-RBUKOAKNSA-N N-[(3S,4R)-4-hydroxyoxan-3-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O=C1N(N=C(C=C1C(=O)N[C@H]1COCC[C@H]1O)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NC=CC=1 VOYUZDROBQZXMJ-RBUKOAKNSA-N 0.000 claims 1
BCMKJKUOGLENIA-IRXDYDNUSA-N N-[(3S,4R)-4-hydroxyoxolan-3-yl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@@H]1[C@H](COC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O BCMKJKUOGLENIA-IRXDYDNUSA-N 0.000 claims 1
LMOOAYSEZNYDNG-ROUUACIJSA-N N-[(3S,4R)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound C(OC1=CC=C(C2=NN(C(=O)C(=C2)C(=O)N[C@@H]2[C@@H](O)COC2)C2=CC=CN=C2)C=C1)(F)(F)F LMOOAYSEZNYDNG-ROUUACIJSA-N 0.000 claims 1
BCMKJKUOGLENIA-DLBZAZTESA-N N-[(3S,4S)-4-hydroxyoxolan-3-yl]-2-(1-methylpyrazol-4-yl)-3-oxo-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound O[C@H]1[C@H](COC1)NC(=O)C=1C(N(N=C(C=1)C1=CC=C(C=C1)OC(F)(F)F)C=1C=NN(C=1)C)=O BCMKJKUOGLENIA-DLBZAZTESA-N 0.000 claims 1
LMOOAYSEZNYDNG-ZWKOTPCHSA-N N-[(3S,4S)-4-hydroxyoxolan-3-yl]-3-oxo-2-pyridin-3-yl-6-[4-(trifluoromethoxy)phenyl]pyridazine-4-carboxamide Chemical compound FC(OC1=CC=C(C2=NN(C(=O)C(C(=O)N[C@H]3COC[C@H]3O)=C2)C2=CC=CN=C2)C=C1)(F)F LMOOAYSEZNYDNG-ZWKOTPCHSA-N 0.000 claims 1
230000002159 abnormal effect Effects 0.000 claims 1
239000004480 active ingredient Substances 0.000 claims 1
230000001093 anti-cancer Effects 0.000 claims 1
201000011510 cancer Diseases 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
239000003814 drug Substances 0.000 claims 1
239000000890 drug combination Substances 0.000 claims 1
125000001188 haloalkyl group Chemical group 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
125000000623 heterocyclic group Chemical group 0.000 claims 1
125000000592 heterocycloalkyl group Chemical group 0.000 claims 1
230000028993 immune response Effects 0.000 claims 1
239000003112 inhibitor Substances 0.000 claims 1
VUTRHGINQHIOBK-MRXNPFEDSA-N methyl (2R)-2-[[6-(4-chlorophenyl)-2-(1-methylpyrazol-4-yl)-3-oxopyridazine-4-carbonyl]amino]-3-hydroxypropanoate Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NN(C=1)C)=O)C(=O)N[C@H](CO)C(=O)OC VUTRHGINQHIOBK-MRXNPFEDSA-N 0.000 claims 1
CPOYJXBUKOKFCY-QGZVFWFLSA-N methyl (2R)-2-[[6-(4-chlorophenyl)-3-oxo-2-pyridin-3-ylpyridazine-4-carbonyl]amino]-3-hydroxypropanoate Chemical compound ClC1=CC=C(C=C1)C=1C=C(C(N(N=1)C=1C=NC=CC=1)=O)C(=O)N[C@H](CO)C(=O)OC CPOYJXBUKOKFCY-QGZVFWFLSA-N 0.000 claims 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
125000004430 oxygen atom Chemical group O* 0.000 claims 1
239000008194 pharmaceutical composition Substances 0.000 claims 1
239000000546 pharmaceutical excipient Substances 0.000 claims 1
230000035479 physiological effects, processes and functions Effects 0.000 claims 1
230000011664 signaling Effects 0.000 claims 1

JP2019542502A 2017-02-09 2018-02-02 がん治療のための２－ヘテロアリール－３－オキソ－２，３－ジヒドロピリダジン－４－カルボキサミド類 Active JP7128826B2 (ja)