TW200306841A - Aryl ketone pyrrolo-triazine compounds useful as kinase inhibitors - Google Patents

Info

Publication number

TW200306841A

TW200306841A TW092109124A TW92109124A TW200306841A TW 200306841 A TW200306841 A TW 200306841A TW 092109124 A TW092109124 A TW 092109124A TW 92109124 A TW92109124 A TW 92109124A TW 200306841 A TW200306841 A TW 200306841A

Authority

TW

Taiwan

Prior art keywords

alkyl

group

substituted

compound

hydrogen

Prior art date

2002-04-23

Links

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• -1 Aryl ketone pyrrolo-triazine compounds Chemical class 0.000 title claims description 50
• 229940043355 kinase inhibitor Drugs 0.000 title abstract description 6
• 239000003757 phosphotransferase inhibitor Substances 0.000 title abstract description 6
• 150000001875 compounds Chemical class 0.000 claims abstract description 103
• 239000001257 hydrogen Substances 0.000 claims abstract description 38
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 38
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 29
• 229910052736 halogen Inorganic materials 0.000 claims abstract description 28
• 150000002367 halogens Chemical group 0.000 claims abstract description 28
• 150000003839 salts Chemical class 0.000 claims abstract description 27
• 229940002612 prodrug Drugs 0.000 claims abstract description 20
• 239000000651 prodrug Substances 0.000 claims abstract description 20
• 239000012453 solvate Substances 0.000 claims abstract description 17
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 14
• 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 10
• 102000002574 p38 Mitogen-Activated Protein Kinases Human genes 0.000 claims abstract description 9
• MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical group [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims abstract description 3
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 3
• 150000002431 hydrogen Chemical group 0.000 claims abstract 12
• 125000000217 alkyl group Chemical group 0.000 claims description 92
• 125000003118 aryl group Chemical group 0.000 claims description 35
• 125000001424 substituent group Chemical group 0.000 claims description 33
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 29
• 125000001072 heteroaryl group Chemical group 0.000 claims description 28
• 125000003545 alkoxy group Chemical group 0.000 claims description 25
• 201000010099 disease Diseases 0.000 claims description 24
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 24
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 24
• 125000003282 alkyl amino group Chemical group 0.000 claims description 23
• 125000000623 heterocyclic group Chemical group 0.000 claims description 23
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 19
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
• 125000004432 carbon atom Chemical group C* 0.000 claims description 17
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 17
• 229910052799 carbon Inorganic materials 0.000 claims description 13
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 13
• 150000001412 amines Chemical class 0.000 claims description 12
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 11
• 125000004414 alkyl thio group Chemical group 0.000 claims description 10
• 125000003342 alkenyl group Chemical group 0.000 claims description 9
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 9
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
• 125000004181 carboxyalkyl group Chemical group 0.000 claims description 8
• 239000003085 diluting agent Substances 0.000 claims description 8
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 7
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 7
• 125000001691 aryl alkyl amino group Chemical group 0.000 claims description 7
• 239000008194 pharmaceutical composition Substances 0.000 claims description 7
• 150000003254 radicals Chemical class 0.000 claims description 7
• 241000124008 Mammalia Species 0.000 claims description 6
• 125000004104 aryloxy group Chemical group 0.000 claims description 6
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 6
• 125000004076 pyridyl group Chemical group 0.000 claims description 6
• LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
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• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
• 125000003277 amino group Chemical group 0.000 claims description 4
• 125000001769 aryl amino group Chemical group 0.000 claims description 4
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• AKFNKRLJEVCQEY-UHFFFAOYSA-N C(#N)N([N+](=O)[O-])OC(F)(F)F Chemical compound C(#N)N([N+](=O)[O-])OC(F)(F)F AKFNKRLJEVCQEY-UHFFFAOYSA-N 0.000 claims 2
• BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 claims 1
• SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical compound C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 claims 1
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• 125000001475 halogen functional group Chemical group 0.000 claims 1
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• 239000000243 solution Substances 0.000 description 26
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• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
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