BRPI0710817A2 - piridona sulfonamidas e piridona sulfamidas como inibidores mek - Google Patents

Info

Publication number

BRPI0710817A2

BRPI0710817A2 BRPI0710817-6A BRPI0710817A BRPI0710817A2 BR PI0710817 A2 BRPI0710817 A2 BR PI0710817A2 BR PI0710817 A BRPI0710817 A BR PI0710817A BR PI0710817 A2 BRPI0710817 A2 BR PI0710817A2

Authority

BR

Brazil

Prior art keywords

formula

alkyl

optionally substituted

hydroxy

halogen

Prior art date

2006-04-18

Links

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• -1 pyridone sulfonamides Chemical class 0.000 title claims abstract description 220
• 239000002829 mitogen activated protein kinase inhibitor Substances 0.000 title abstract description 7
• 229940124530 sulfonamide Drugs 0.000 title description 7
• PDXBRFRMFLTHPE-UHFFFAOYSA-N 1H-pyridin-2-one sulfamide Chemical class NS(N)(=O)=O.O=C1C=CC=CN1 PDXBRFRMFLTHPE-UHFFFAOYSA-N 0.000 title 1
• 206010028980 Neoplasm Diseases 0.000 claims abstract description 213
• 201000011510 cancer Diseases 0.000 claims abstract description 128
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 120
• 238000011282 treatment Methods 0.000 claims abstract description 40
• 230000003463 hyperproliferative effect Effects 0.000 claims abstract description 15
• 150000001875 compounds Chemical class 0.000 claims description 472
• 229910052736 halogen Inorganic materials 0.000 claims description 178
• 150000002367 halogens Chemical class 0.000 claims description 178
• 238000000034 method Methods 0.000 claims description 139
• 239000000203 mixture Substances 0.000 claims description 127
• 150000003839 salts Chemical class 0.000 claims description 91
• 229940002612 prodrug Drugs 0.000 claims description 90
• 239000000651 prodrug Substances 0.000 claims description 90
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 88
• 201000010099 disease Diseases 0.000 claims description 88
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 85
• 125000004432 carbon atom Chemical group C* 0.000 claims description 84
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 78
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 75
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 70
• 125000000217 alkyl group Chemical group 0.000 claims description 68
• 150000002148 esters Chemical class 0.000 claims description 68
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 67
• 150000001412 amines Chemical class 0.000 claims description 67
• LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 67
• 239000012453 solvate Substances 0.000 claims description 63
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• 108090000744 Mitogen-Activated Protein Kinase Kinases Proteins 0.000 claims description 60
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• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 58
• 125000001424 substituent group Chemical group 0.000 claims description 58
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• 241000124008 Mammalia Species 0.000 claims description 52
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 48
• 125000000392 cycloalkenyl group Chemical group 0.000 claims description 44
• 125000005842 heteroatom Chemical group 0.000 claims description 44
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 43
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• 125000003545 alkoxy group Chemical group 0.000 claims description 40
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• 229910052757 nitrogen Inorganic materials 0.000 claims description 37
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 37
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• 125000000304 alkynyl group Chemical group 0.000 claims description 33
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 33
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• DYMRYCZRMAHYKE-UHFFFAOYSA-N n-diazonitramide Chemical compound [O-][N+](=O)N=[N+]=[N-] DYMRYCZRMAHYKE-UHFFFAOYSA-N 0.000 claims description 16
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• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 5
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• GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims description 4
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