BR112020007067A2 - compostos bicíclicos para uso como inibidores rip1 quinase - Google Patents

Info

Publication number

BR112020007067A2

BR112020007067A2 BR112020007067-0A BR112020007067A BR112020007067A2 BR 112020007067 A2 BR112020007067 A2 BR 112020007067A2 BR 112020007067 A BR112020007067 A BR 112020007067A BR 112020007067 A2 BR112020007067 A2 BR 112020007067A2

Authority

BR

Brazil

Prior art keywords

phenyl

dihydro

pyrrole

triazole

fluorine

Prior art date

2017-10-11

Links

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• Global Dossier
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• 229940043355 kinase inhibitor Drugs 0.000 title description 5
• 239000003757 phosphotransferase inhibitor Substances 0.000 title description 5
• 125000002619 bicyclic group Chemical group 0.000 title description 3
• 102100021559 KRR1 small subunit processome component homolog Human genes 0.000 title 1
• 101150040948 RIP1 gene Proteins 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 176
• 238000000034 method Methods 0.000 claims abstract description 141
• 150000003839 salts Chemical class 0.000 claims abstract description 58
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• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 528
• NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims description 244
• -1 cyano, 1-methyl-pyrazol-4-yl Chemical group 0.000 claims description 197
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• 125000000217 alkyl group Chemical group 0.000 claims description 87
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• 125000003545 alkoxy group Chemical group 0.000 claims description 64
• 229910052731 fluorine Inorganic materials 0.000 claims description 61
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 50
• 125000000623 heterocyclic group Chemical group 0.000 claims description 47
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• 125000004438 haloalkoxy group Chemical group 0.000 claims description 44
• 125000001188 haloalkyl group Chemical group 0.000 claims description 44
• 239000011737 fluorine Substances 0.000 claims description 43
• 239000000460 chlorine Chemical group 0.000 claims description 42
• 229910052799 carbon Inorganic materials 0.000 claims description 41
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 38
• 239000001257 hydrogen Substances 0.000 claims description 37
• 125000001072 heteroaryl group Chemical group 0.000 claims description 36
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 36
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• 125000001424 substituent group Chemical group 0.000 claims description 36
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• 238000002360 preparation method Methods 0.000 claims description 34
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• 238000011282 treatment Methods 0.000 claims description 31
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• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 6
• QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 6
• 239000012964 benzotriazole Substances 0.000 claims description 6
• 125000002837 carbocyclic group Chemical group 0.000 claims description 6
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 5
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• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 5
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
• HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 claims description 4
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• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
• 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 4
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