JP2010500415A5 - - Google Patents

Info

Publication number

JP2010500415A5

JP2010500415A5 JP2009524738A JP2009524738A JP2010500415A5 JP 2010500415 A5 JP2010500415 A5 JP 2010500415A5 JP 2009524738 A JP2009524738 A JP 2009524738A JP 2009524738 A JP2009524738 A JP 2009524738A JP 2010500415 A5 JP2010500415 A5 JP 2010500415A5

Authority

JP

Japan

Prior art keywords

imidazol

phenyl

alkyl

ethyl

amino

Prior art date

2007-08-09

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Granted

Links

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• 125000000217 alkyl group Chemical group 0.000 claims 30
• 150000001875 compounds Chemical class 0.000 claims 21
• -1 carboxy, formyl Chemical group 0.000 claims 20
• GTCAXTIRRLKXRU-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 claims 20
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 19
• 229910052739 hydrogen Inorganic materials 0.000 claims 19
• 239000001257 hydrogen Substances 0.000 claims 19
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 17
• 150000003839 salts Chemical class 0.000 claims 14
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 13
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 13
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 11
• 125000001188 haloalkyl group Chemical group 0.000 claims 9
• 125000003545 alkoxy group Chemical group 0.000 claims 7
• 239000003814 drug Substances 0.000 claims 7
• 229940124597 therapeutic agent Drugs 0.000 claims 7
• 108010047761 Interferon-alpha Proteins 0.000 claims 6
• 102000006992 Interferon-alpha Human genes 0.000 claims 6
• 108010050904 Interferons Proteins 0.000 claims 6
• 102000014150 Interferons Human genes 0.000 claims 6
• 125000003342 alkenyl group Chemical group 0.000 claims 6
• 125000000753 cycloalkyl group Chemical group 0.000 claims 6
• 150000002431 hydrogen Chemical class 0.000 claims 6
• 229940079322 interferon Drugs 0.000 claims 6
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims 5
• 125000003710 aryl alkyl group Chemical group 0.000 claims 5
• 125000002102 aryl alkyloxo group Chemical group 0.000 claims 5
• IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 claims 4
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 4
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 4
• 229910052757 nitrogen Inorganic materials 0.000 claims 4
• 229960000329 ribavirin Drugs 0.000 claims 4
• HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 claims 4
• 229910052717 sulfur Inorganic materials 0.000 claims 4
• 125000003118 aryl group Chemical group 0.000 claims 3
• 125000004432 carbon atom Chemical group C* 0.000 claims 3
• 125000005843 halogen group Chemical group 0.000 claims 3
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims 3
• 208000015181 infectious disease Diseases 0.000 claims 3
• 229910052760 oxygen Inorganic materials 0.000 claims 3
• 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims 3
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
• 108091032973 (ribonucleotides)n+m Proteins 0.000 claims 2
• UBCHPRBFMUDMNC-UHFFFAOYSA-N 1-(1-adamantyl)ethanamine Chemical compound C1C(C2)CC3CC2CC1(C(N)C)C3 UBCHPRBFMUDMNC-UHFFFAOYSA-N 0.000 claims 2
• DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
• 108020005544 Antisense RNA Proteins 0.000 claims 2
• 229940124186 Dehydrogenase inhibitor Drugs 0.000 claims 2
• HAEJPQIATWHALX-KQYNXXCUSA-N ITP Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]1N1C(N=CNC2=O)=C2N=C1 HAEJPQIATWHALX-KQYNXXCUSA-N 0.000 claims 2
• 101710200424 Inosine-5'-monophosphate dehydrogenase Proteins 0.000 claims 2
• 102100040018 Interferon alpha-2 Human genes 0.000 claims 2
• 108010079944 Interferon-alpha2b Proteins 0.000 claims 2
• 102000013462 Interleukin-12 Human genes 0.000 claims 2
• 108010065805 Interleukin-12 Proteins 0.000 claims 2
• 102000000588 Interleukin-2 Human genes 0.000 claims 2
• 108010002350 Interleukin-2 Proteins 0.000 claims 2
• 102000004889 Interleukin-6 Human genes 0.000 claims 2
• 108090001005 Interleukin-6 Proteins 0.000 claims 2
• 102000005741 Metalloproteases Human genes 0.000 claims 2
• 108010006035 Metalloproteases Proteins 0.000 claims 2
• 108060004795 Methyltransferase Proteins 0.000 claims 2
• 101800001019 Non-structural protein 4B Proteins 0.000 claims 2
• 101800001014 Non-structural protein 5A Proteins 0.000 claims 2
• 102000012479 Serine Proteases Human genes 0.000 claims 2
• 108010022999 Serine Proteases Proteins 0.000 claims 2
• 230000005867 T cell response Effects 0.000 claims 2
• 239000002253 acid Substances 0.000 claims 2
• 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims 2
• 125000005093 alkyl carbonyl alkyl group Chemical group 0.000 claims 2
• DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 claims 2
• 229960003805 amantadine Drugs 0.000 claims 2
• 125000005018 aryl alkenyl group Chemical group 0.000 claims 2
• 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 claims 2
• 125000005160 aryl oxy alkyl group Chemical group 0.000 claims 2
• 239000003184 complementary RNA Substances 0.000 claims 2
• 125000004858 cycloalkoxyalkyl group Chemical group 0.000 claims 2
• 230000000694 effects Effects 0.000 claims 2
• 210000002443 helper t lymphocyte Anatomy 0.000 claims 2
• 125000001072 heteroaryl group Chemical group 0.000 claims 2
• 125000005842 heteroatom Chemical group 0.000 claims 2
• 125000000623 heterocyclic group Chemical group 0.000 claims 2
• 125000004449 heterocyclylalkenyl group Chemical group 0.000 claims 2
• 125000004415 heterocyclylalkyl group Chemical group 0.000 claims 2
• 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
• DOUYETYNHWVLEO-UHFFFAOYSA-N imiquimod Chemical compound C1=CC=CC2=C3N(CC(C)C)C=NC3=C(N)N=C21 DOUYETYNHWVLEO-UHFFFAOYSA-N 0.000 claims 2
• 229960002751 imiquimod Drugs 0.000 claims 2
• 230000002452 interceptive effect Effects 0.000 claims 2
• 229940117681 interleukin-12 Drugs 0.000 claims 2
• 229940100601 interleukin-6 Drugs 0.000 claims 2
• 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
• 229960000888 rimantadine Drugs 0.000 claims 2
• 229920006395 saturated elastomer Polymers 0.000 claims 2
• UNUXSBCPEDMUOI-UHFFFAOYSA-N 2-(dimethylamino)-n-methyl-2-phenylacetamide Chemical compound CNC(=O)C(N(C)C)C1=CC=CC=C1 UNUXSBCPEDMUOI-UHFFFAOYSA-N 0.000 claims 1
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
• LLHXWUZQNNRPFH-HOTGVXAUSA-N [(1S)-1-[5-[4-[4-[2-[(1S)-1-[carboxy(methyl)amino]ethyl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]ethyl]-methylcarbamic acid Chemical compound N1C([C@@H](N(C)C(O)=O)C)=NC=C1C1=CC=C(C=2C=CC(=CC=2)C=2NC(=NC=2)[C@H](C)N(C)C(O)=O)C=C1 LLHXWUZQNNRPFH-HOTGVXAUSA-N 0.000 claims 1
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
• 229910052799 carbon Inorganic materials 0.000 claims 1
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• PQJFJRGZSZKPTF-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O.COC(N)=O PQJFJRGZSZKPTF-UHFFFAOYSA-N 0.000 claims 1
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
• 229910052698 phosphorus Inorganic materials 0.000 claims 1
• 239000011574 phosphorus Substances 0.000 claims 1