TWI290926B - 1,5-Disubstituted-3,4-dihydro-1h-pyrimido[4,5-d] pyrimidin-2-one compounds and pharmaceutical compositions comprising the same - Google Patents

Info

Publication number

TWI290926B

TWI290926B TW090104783A TW90104783A TWI290926B TW I290926 B TWI290926 B TW I290926B TW 090104783 A TW090104783 A TW 090104783A TW 90104783 A TW90104783 A TW 90104783A TW I290926 B TWI290926 B TW I290926B

Authority

TW

Taiwan

Prior art keywords

group

alkyl

dihydro

substituted

methylphenyl

Prior art date

2000-03-02

Links

• Espacenet
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• -1 1,5-Disubstituted-3,4-dihydro-1h-pyrimido[4,5-d] pyrimidin-2-one compounds Chemical class 0.000 title claims description 60
• 239000008194 pharmaceutical composition Substances 0.000 title claims description 7
• 108010068338 p38 Mitogen-Activated Protein Kinases Proteins 0.000 claims abstract description 29
• 102000002574 p38 Mitogen-Activated Protein Kinases Human genes 0.000 claims abstract 5
• 125000000217 alkyl group Chemical group 0.000 claims description 299
• 150000001875 compounds Chemical class 0.000 claims description 174
• 125000003118 aryl group Chemical group 0.000 claims description 147
• 125000001072 heteroaryl group Chemical group 0.000 claims description 118
• 239000001257 hydrogen Substances 0.000 claims description 88
• 229910052739 hydrogen Inorganic materials 0.000 claims description 88
• 238000000034 method Methods 0.000 claims description 82
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 66
• 206010057190 Respiratory tract infections Diseases 0.000 claims description 60
• 102100023482 Mitogen-activated protein kinase 14 Human genes 0.000 claims description 53
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• VTGOHKSTWXHQJK-UHFFFAOYSA-N pyrimidin-2-ol Chemical compound OC1=NC=CC=N1 VTGOHKSTWXHQJK-UHFFFAOYSA-N 0.000 claims description 35
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 32
• 150000003839 salts Chemical class 0.000 claims description 31
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 30
• 238000007639 printing Methods 0.000 claims description 30
• 108010084680 Heterogeneous-Nuclear Ribonucleoprotein K Proteins 0.000 claims description 27
• OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 27
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 27
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 26
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• 238000006243 chemical reaction Methods 0.000 claims description 21
• 125000003545 alkoxy group Chemical group 0.000 claims description 20
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• LANHEKZGKDEWLK-UHFFFAOYSA-N 2-methylideneheptanoic acid Chemical compound CCCCCC(=C)C(O)=O LANHEKZGKDEWLK-UHFFFAOYSA-N 0.000 claims 1
• SDRATEUCRSSFLZ-UHFFFAOYSA-N CC1=NN=NN=NN1 Chemical compound CC1=NN=NN=NN1 SDRATEUCRSSFLZ-UHFFFAOYSA-N 0.000 claims 1
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• JFBZPFYRPYOZCQ-UHFFFAOYSA-N [Li].[Al] Chemical compound [Li].[Al] JFBZPFYRPYOZCQ-UHFFFAOYSA-N 0.000 claims 1
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