JP2008509218A5 - - Google Patents

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Publication number

JP2008509218A5

JP2008509218A5 JP2007525623A JP2007525623A JP2008509218A5 JP 2008509218 A5 JP2008509218 A5 JP 2008509218A5 JP 2007525623 A JP2007525623 A JP 2007525623A JP 2007525623 A JP2007525623 A JP 2007525623A JP 2008509218 A5 JP2008509218 A5 JP 2008509218A5

Authority

JP

Japan

Prior art keywords

alkyl

hcv

compound

interferon

independently selected

Prior art date

2005-07-15

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.)

Withdrawn

Links

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• 125000000217 alkyl group Chemical group 0.000 claims 37
• 150000001875 compounds Chemical class 0.000 claims 35
• 239000003814 drug Substances 0.000 claims 13
• 230000000694 effects Effects 0.000 claims 13
• 229940124597 therapeutic agent Drugs 0.000 claims 13
• 229910052739 hydrogen Inorganic materials 0.000 claims 12
• 239000001257 hydrogen Substances 0.000 claims 12
• 125000003118 aryl group Chemical group 0.000 claims 11
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 11
• 125000001424 substituent group Chemical group 0.000 claims 11
• -1 5-tetrazolyl Chemical group 0.000 claims 10
• 125000003282 alkyl amino group Chemical group 0.000 claims 10
• 125000004663 dialkyl amino group Chemical group 0.000 claims 10
• 108010050904 Interferons Proteins 0.000 claims 9
• 102000014150 Interferons Human genes 0.000 claims 9
• 125000003545 alkoxy group Chemical group 0.000 claims 9
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 9
• 125000005842 heteroatom Chemical group 0.000 claims 9
• 150000002431 hydrogen Chemical class 0.000 claims 9
• 229940079322 interferon Drugs 0.000 claims 9
• 229910052757 nitrogen Inorganic materials 0.000 claims 9
• 229910052760 oxygen Inorganic materials 0.000 claims 9
• 239000001301 oxygen Chemical group 0.000 claims 9
• 150000003839 salts Chemical class 0.000 claims 9
• 125000002768 hydroxyalkyl group Chemical group 0.000 claims 8
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 7
• PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical group CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims 6
• 108010036949 Cyclosporine Proteins 0.000 claims 6
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 6
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 6
• 125000004103 aminoalkyl group Chemical group 0.000 claims 6
• 229960001265 ciclosporin Drugs 0.000 claims 6
• 125000000753 cycloalkyl group Chemical group 0.000 claims 6
• 125000004356 hydroxy functional group Chemical group O* 0.000 claims 6
• 125000003386 piperidinyl group Chemical group 0.000 claims 6
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims 6
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 5
• 125000001475 halogen functional group Chemical group 0.000 claims 5
• 108700008776 hepatitis C virus NS-5 Proteins 0.000 claims 5
• 125000004076 pyridyl group Chemical group 0.000 claims 5
• 108010047761 Interferon-alpha Proteins 0.000 claims 4
• 102000006992 Interferon-alpha Human genes 0.000 claims 4
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 4
• 229930182912 cyclosporin Natural products 0.000 claims 4
• 125000001072 heteroaryl group Chemical group 0.000 claims 4
• 239000003112 inhibitor Substances 0.000 claims 4
• 229920006395 saturated elastomer Polymers 0.000 claims 4
• 229910052717 sulfur Chemical group 0.000 claims 4
• 239000011593 sulfur Chemical group 0.000 claims 4
• 229930105110 Cyclosporin A Natural products 0.000 claims 3
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
• 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 3
• 125000005080 alkoxycarbonylalkenyl group Chemical group 0.000 claims 3
• 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims 3
• 125000002102 aryl alkyloxo group Chemical group 0.000 claims 3
• 125000005019 carboxyalkenyl group Chemical group 0.000 claims 3
• 125000004181 carboxyalkyl group Chemical group 0.000 claims 3
• 208000015181 infectious disease Diseases 0.000 claims 3
• 230000002401 inhibitory effect Effects 0.000 claims 3
• 125000002757 morpholinyl group Chemical group 0.000 claims 3
• 125000004193 piperazinyl group Chemical group 0.000 claims 3
• 229960000329 ribavirin Drugs 0.000 claims 3
• 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 3
• 239000012453 solvate Substances 0.000 claims 3
• 125000004568 thiomorpholinyl group Chemical group 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
• 108020005544 Antisense RNA Proteins 0.000 claims 2
• 229940124186 Dehydrogenase inhibitor Drugs 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
• 125000004448 alkyl carbonyl 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
• 125000003710 aryl alkyl group Chemical group 0.000 claims 2
• 229910052799 carbon Inorganic materials 0.000 claims 2
• 125000004432 carbon atom Chemical group C* 0.000 claims 2
• 239000003184 complementary RNA Substances 0.000 claims 2
• 125000004093 cyano group Chemical group *C#N 0.000 claims 2
• 125000002541 furyl group Chemical group 0.000 claims 2
• 210000002443 helper t lymphocyte Anatomy 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
• 230000005764 inhibitory process Effects 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
• 239000002777 nucleoside Substances 0.000 claims 2
• 150000003833 nucleoside derivatives Chemical class 0.000 claims 2
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
• 230000004853 protein function Effects 0.000 claims 2
• 230000036647 reaction Effects 0.000 claims 2
• 229960000888 rimantadine Drugs 0.000 claims 2
• 150000003384 small molecules Chemical class 0.000 claims 2
• GRSZFWQUAKGDAV-KQYNXXCUSA-N IMP Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H]1N1C(NC=NC2=O)=C2N=C1 GRSZFWQUAKGDAV-KQYNXXCUSA-N 0.000 claims 1
• 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 1
• 229910019142 PO4 Inorganic materials 0.000 claims 1
• 239000004480 active ingredient Substances 0.000 claims 1
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
• 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 1
• 125000005129 aryl carbonyl group Chemical group 0.000 claims 1
• 125000004104 aryloxy group Chemical group 0.000 claims 1
• 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• 125000004438 haloalkoxy group Chemical group 0.000 claims 1
• 125000001188 haloalkyl group Chemical group 0.000 claims 1
• 238000004519 manufacturing process Methods 0.000 claims 1
• 238000000034 method Methods 0.000 claims 1
• 125000004043 oxo group Chemical group O=* 0.000 claims 1
• NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
• 239000010452 phosphate Substances 0.000 claims 1
• 239000003880 polar aprotic solvent Substances 0.000 claims 1
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
• 0 **C(*)(CCC1)CCC2C1c1c(*)c3ccc(*)cc3[n]1CCCC2 Chemical compound **C(*)(CCC1)CCC2C1c1c(*)c3ccc(*)cc3[n]1CCCC2 0.000 description 2