TW201016698A - Antiviral compounds - Google Patents

Info

Publication number

TW201016698A

TW201016698A TW098125063A TW98125063A TW201016698A TW 201016698 A TW201016698 A TW 201016698A TW 098125063 A TW098125063 A TW 098125063A TW 98125063 A TW98125063 A TW 98125063A TW 201016698 A TW201016698 A TW 201016698A

Authority

TW

Taiwan

Prior art keywords

optionally substituted

compound

reaction

group

mmol

Prior art date

2008-07-25

Links

• Espacenet
• Global Dossier
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• 150000001875 compounds Chemical class 0.000 title claims abstract description 270
• 230000000840 anti-viral effect Effects 0.000 title abstract description 3
• -1 nitro, hydroxy Chemical group 0.000 claims description 337
• 238000002360 preparation method Methods 0.000 claims description 101
• OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 57
• 125000000217 alkyl group Chemical group 0.000 claims description 46
• 239000003112 inhibitor Substances 0.000 claims description 39
• 125000000623 heterocyclic group Chemical group 0.000 claims description 36
• 150000003839 salts Chemical class 0.000 claims description 33
• 229940002612 prodrug Drugs 0.000 claims description 32
• 239000000651 prodrug Substances 0.000 claims description 32
• 125000004404 heteroalkyl group Chemical group 0.000 claims description 22
• 150000001412 amines Chemical class 0.000 claims description 20
• 229910052799 carbon Inorganic materials 0.000 claims description 19
• 239000003795 chemical substances by application Substances 0.000 claims description 19
• 239000008194 pharmaceutical composition Substances 0.000 claims description 19
• 239000003814 drug Substances 0.000 claims description 18
• 239000000126 substance Substances 0.000 claims description 17
• XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 16
• 125000003118 aryl group Chemical group 0.000 claims description 16
• 229910052757 nitrogen Chemical group 0.000 claims description 16
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 15
• 125000001424 substituent group Chemical group 0.000 claims description 15
• 229940079593 drug Drugs 0.000 claims description 14
• 125000004104 aryloxy group Chemical group 0.000 claims description 13
• 229910052794 bromium Inorganic materials 0.000 claims description 13
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 12
• 125000005415 substituted alkoxy group Chemical group 0.000 claims description 12
• 125000004432 carbon atom Chemical group C* 0.000 claims description 11
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
• 229910052801 chlorine Inorganic materials 0.000 claims description 10
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 10
• 229910052731 fluorine Inorganic materials 0.000 claims description 10
• 229910052740 iodine Inorganic materials 0.000 claims description 10
• 125000003545 alkoxy group Chemical group 0.000 claims description 9
• 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 9
• 125000001072 heteroaryl group Chemical group 0.000 claims description 9
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• RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 claims description 8
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• 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
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• 125000001188 haloalkyl group Chemical group 0.000 claims description 3
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• 125000005093 alkyl carbonyl alkyl group Chemical group 0.000 claims description 2
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• 125000004659 aryl alkyl thio group Chemical group 0.000 claims description 2
• 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
• 239000003937 drug carrier Substances 0.000 claims description 2
• 229940124784 gp41 inhibitor Drugs 0.000 claims description 2
• 125000004475 heteroaralkyl group Chemical group 0.000 claims description 2
• 239000004030 hiv protease inhibitor Substances 0.000 claims description 2
• 230000009545 invasion Effects 0.000 claims description 2
• 150000003254 radicals Chemical class 0.000 claims description 2
• 125000005017 substituted alkenyl group Chemical group 0.000 claims description 2
• 239000011593 sulfur Substances 0.000 claims description 2
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• KNOYHJOPRUTPSQ-QHCPKHFHSA-N (4s)-5-amino-5-oxo-4-[3-[4-(4-phenylphenyl)phenyl]propanoylamino]pentanoic acid Chemical compound C1=CC(CCC(=O)N[C@@H](CCC(O)=O)C(=O)N)=CC=C1C1=CC=C(C=2C=CC=CC=2)C=C1 KNOYHJOPRUTPSQ-QHCPKHFHSA-N 0.000 claims 1
• 241000237858 Gastropoda Species 0.000 claims 1
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• 241001465754 Metazoa Species 0.000 claims 1
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• 238000002651 drug therapy Methods 0.000 claims 1
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• 239000000243 solution Substances 0.000 description 124
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