NZ546663A - Inhibitors of serine proteases, particularly HCV NS3-NS4A protease - Google Patents

Info

Publication number

NZ546663A

NZ546663A NZ546663A NZ54666304A NZ546663A NZ 546663 A NZ546663 A NZ 546663A NZ 546663 A NZ546663 A NZ 546663A NZ 54666304 A NZ54666304 A NZ 54666304A NZ 546663 A NZ546663 A NZ 546663A

Authority

NZ

New Zealand

Prior art keywords

aliphatic

ring

aryl

heteroaryl

cycloalkyl

Prior art date

2003-10-10

Links

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• 102000012479 Serine Proteases Human genes 0.000 title claims abstract description 22
• 108010022999 Serine Proteases Proteins 0.000 title claims abstract description 22
• 239000003112 inhibitor Substances 0.000 title claims description 34
• 108091005804 Peptidases Proteins 0.000 title claims description 12
• 239000004365 Protease Substances 0.000 title claims description 11
• 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 title claims 3
• 150000001875 compounds Chemical class 0.000 claims abstract description 232
• 239000000203 mixture Substances 0.000 claims abstract description 58
• 150000003839 salts Chemical class 0.000 claims abstract description 19
• 230000000694 effects Effects 0.000 claims abstract description 10
• 238000004519 manufacturing process Methods 0.000 claims abstract description 8
• 101800001838 Serine protease/helicase NS3 Proteins 0.000 claims abstract description 3
• 230000002401 inhibitory effect Effects 0.000 claims abstract 2
• -1 1,2-methylenedioxy Chemical group 0.000 claims description 110
• 229910052757 nitrogen Inorganic materials 0.000 claims description 107
• 125000001424 substituent group Chemical group 0.000 claims description 97
• 125000005842 heteroatom Chemical group 0.000 claims description 93
• 125000000623 heterocyclic group Chemical group 0.000 claims description 87
• 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims description 73
• 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 69
• 125000006714 (C3-C10) heterocyclyl group Chemical group 0.000 claims description 63
• 125000001072 heteroaryl group Chemical group 0.000 claims description 58
• 125000003118 aryl group Chemical group 0.000 claims description 54
• 125000004429 atom Chemical group 0.000 claims description 50
• 238000000034 method Methods 0.000 claims description 47
• 125000001931 aliphatic group Chemical group 0.000 claims description 45
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• 229910052739 hydrogen Inorganic materials 0.000 claims description 30
• 125000006717 (C3-C10) cycloalkenyl group Chemical group 0.000 claims description 28
• 239000001257 hydrogen Substances 0.000 claims description 26
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• HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 claims description 10
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• 208000003311 Cytochrome P-450 Enzyme Inhibitors Diseases 0.000 claims description 3
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
• IQFYYKKMVGJFEH-UHFFFAOYSA-N beta-L-thymidine Natural products O=C1NC(=O)C(C)=CN1C1OC(CO)C(O)C1 IQFYYKKMVGJFEH-UHFFFAOYSA-N 0.000 claims description 3
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• 229910052796 boron Inorganic materials 0.000 claims description 3
• 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 description 3
• 150000002431 hydrogen Chemical class 0.000 claims description 3
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• IQFYYKKMVGJFEH-CSMHCCOUSA-N telbivudine Chemical compound O=C1NC(=O)C(C)=CN1[C@H]1O[C@@H](CO)[C@H](O)C1 IQFYYKKMVGJFEH-CSMHCCOUSA-N 0.000 claims description 3
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• 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
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