JPWO2021030379A5 - - Google Patents
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- Publication number
- JPWO2021030379A5 JPWO2021030379A5 JP2022508918A JP2022508918A JPWO2021030379A5 JP WO2021030379 A5 JPWO2021030379 A5 JP WO2021030379A5 JP 2022508918 A JP2022508918 A JP 2022508918A JP 2022508918 A JP2022508918 A JP 2022508918A JP WO2021030379 A5 JPWO2021030379 A5 JP WO2021030379A5
- Authority
- JP
- Japan
- Prior art keywords
- carboxamide
- isopropylamino
- hydroxy
- methylbutyl
- pyridazine
- Prior art date
- 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.)
- Granted
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- HLQNSBHLRHDWPS-UHFFFAOYSA-N pyrrolo[1,2-b]pyridazine-3-carboxamide Chemical compound C1=C(C(=O)N)C=NN2C=CC=C21 HLQNSBHLRHDWPS-UHFFFAOYSA-N 0.000 claims 37
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 23
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 17
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000002757 morpholinyl group Chemical group 0.000 claims 14
- 125000001424 substituent group Chemical group 0.000 claims 12
- -1 pyridinonyl Chemical group 0.000 claims 11
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- PJPHCAAHNRLGHP-UHFFFAOYSA-N imidazo[1,2-b]pyridazine-7-carboxamide Chemical compound N=1C=CN2N=CC(=CC2=1)C(=O)N PJPHCAAHNRLGHP-UHFFFAOYSA-N 0.000 claims 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 7
- 239000000651 prodrug Substances 0.000 claims 7
- 229940002612 prodrug Drugs 0.000 claims 7
- QMXROZWVTNXAOQ-UHFFFAOYSA-N pyrazolo[1,5-a]pyrimidine-6-carboxamide Chemical compound C1=C(C(=O)N)C=NC2=CC=NN21 QMXROZWVTNXAOQ-UHFFFAOYSA-N 0.000 claims 7
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000003386 piperidinyl group Chemical group 0.000 claims 5
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 5
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- HKSQZEGSMBFHGC-UHFFFAOYSA-N pyrimidine-4-carboxamide Chemical compound NC(=O)C1=CC=NC=N1 HKSQZEGSMBFHGC-UHFFFAOYSA-N 0.000 claims 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 3
- 125000005873 benzo[d]thiazolyl group Chemical group 0.000 claims 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 3
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims 3
- 125000002971 oxazolyl group Chemical group 0.000 claims 3
- 125000003226 pyrazolyl group Chemical group 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 3
- 125000000335 thiazolyl group Chemical group 0.000 claims 3
- 125000001425 triazolyl group Chemical group 0.000 claims 3
- SLMCFCZMRPFTNR-JOCHJYFZSA-N C(#N)C1=C(C=C(C=C1)C=1C=C2N(N=CC(=C2NC2CCOCC2)C(=O)NC[C@H](C(C)(C)O)F)C=1)F Chemical compound C(#N)C1=C(C=C(C=C1)C=1C=C2N(N=CC(=C2NC2CCOCC2)C(=O)NC[C@H](C(C)(C)O)F)C=1)F SLMCFCZMRPFTNR-JOCHJYFZSA-N 0.000 claims 2
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