JP2011521903A5 - - Google Patents
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- JP2011521903A5 JP2011521903A5 JP2011506435A JP2011506435A JP2011521903A5 JP 2011521903 A5 JP2011521903 A5 JP 2011521903A5 JP 2011506435 A JP2011506435 A JP 2011506435A JP 2011506435 A JP2011506435 A JP 2011506435A JP 2011521903 A5 JP2011521903 A5 JP 2011521903A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutically acceptable
- alkyl
- virus
- acceptable salt
- compound
- Prior art date
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 49
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 40
- 150000003839 salts Chemical class 0.000 claims description 28
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 24
- 239000003112 inhibitor Substances 0.000 claims description 15
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 14
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 14
- 239000003814 drug Substances 0.000 claims description 13
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 12
- 241000700605 Viruses Species 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 230000009385 viral infection Effects 0.000 claims description 9
- 208000036142 Viral infection Diseases 0.000 claims description 8
- 125000005884 carbocyclylalkyl group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 229940124597 therapeutic agent Drugs 0.000 claims description 8
- 239000008194 pharmaceutical composition Substances 0.000 claims description 7
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 150000001721 carbon Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000001072 heteroaryl group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- 125000004426 substituted alkynyl group Chemical group 0.000 claims description 6
- 125000003107 substituted aryl group Chemical group 0.000 claims description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 5
- 101001023866 Arabidopsis thaliana Mannosyl-oligosaccharide glucosidase GCS1 Proteins 0.000 claims description 4
- 241000710780 Bovine viral diarrhea virus 1 Species 0.000 claims description 4
- 241000725619 Dengue virus Species 0.000 claims description 4
- 241000710781 Flaviviridae Species 0.000 claims description 4
- 241000711549 Hepacivirus C Species 0.000 claims description 4
- 102000014150 Interferons Human genes 0.000 claims description 4
- 108010050904 Interferons Proteins 0.000 claims description 4
- 241000710842 Japanese encephalitis virus Species 0.000 claims description 4
- 241000710912 Kunjin virus Species 0.000 claims description 4
- 241000124008 Mammalia Species 0.000 claims description 4
- 241000710908 Murray Valley encephalitis virus Species 0.000 claims description 4
- 241000725177 Omsk hemorrhagic fever virus Species 0.000 claims description 4
- IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical class 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 description 4
- 101800001838 Serine protease/helicase NS3 Proteins 0.000 claims description 4
- 241000710888 St. Louis encephalitis virus Species 0.000 claims description 4
- 241000710771 Tick-borne encephalitis virus Species 0.000 claims description 4
- 241000710886 West Nile virus Species 0.000 claims description 4
- 241000710772 Yellow fever virus Species 0.000 claims description 4
- 241000907316 Zika virus Species 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 239000000134 cyclophilin inhibitor Substances 0.000 claims description 4
- 239000002777 nucleoside Substances 0.000 claims description 4
- 150000003833 nucleoside derivatives Chemical class 0.000 claims description 4
- 239000000137 peptide hydrolase inhibitor Substances 0.000 claims description 4
- 125000005017 substituted alkenyl group Chemical group 0.000 claims description 4
- 229940051021 yellow-fever virus Drugs 0.000 claims description 4
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 claims description 3
- 229940079593 drug Drugs 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- -1 —C (═O) OR 11 Chemical compound 0.000 claims description 3
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 208000005176 Hepatitis C Diseases 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 125000002837 carbocyclic group Chemical group 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- 229940079322 interferon Drugs 0.000 claims description 2
- 229940047124 interferons Drugs 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 9
- 108060004795 Methyltransferase Proteins 0.000 description 2
- 150000007523 nucleic acids Chemical class 0.000 description 2
- 102000039446 nucleic acids Human genes 0.000 description 2
- 108020004707 nucleic acids Proteins 0.000 description 2
- 229940122806 Cyclophilin inhibitor Drugs 0.000 description 1
- 208000004576 Flaviviridae Infections Diseases 0.000 description 1
- FWKQNCXZGNBPFD-UHFFFAOYSA-N Guaiazulene Chemical compound CC(C)C1=CC=C(C)C2=CC=C(C)C2=C1 FWKQNCXZGNBPFD-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229940123066 Polymerase inhibitor Drugs 0.000 description 1
- 229940124158 Protease/peptidase inhibitor Drugs 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4726308P | 2008-04-23 | 2008-04-23 | |
| US61/047,263 | 2008-04-23 | ||
| US13944908P | 2008-12-19 | 2008-12-19 | |
| US61/139,449 | 2008-12-19 | ||
| PCT/US2009/041447 WO2009132135A1 (en) | 2008-04-23 | 2009-04-22 | 1' -substituted carba-nucleoside analogs for antiviral treatment |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013218129A Division JP2014040471A (ja) | 2008-04-23 | 2013-10-21 | 抗ウイルス処置のための１’−置換カルバ−ヌクレオシドアナログ |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011521903A JP2011521903A (ja) | 2011-07-28 |
| JP2011521903A5 true JP2011521903A5 (enExample) | 2013-04-04 |
| JP5425187B2 JP5425187B2 (ja) | 2014-02-26 |
Family
ID=40887058
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011506435A Active JP5425187B2 (ja) | 2008-04-23 | 2009-04-22 | 抗ウイルス処置のための１’−置換カルバ−ヌクレオシドアナログ |
| JP2011506429A Active JP5425186B2 (ja) | 2008-04-23 | 2009-04-22 | 抗ウイルス処置のためのカルバ−ヌクレオシドアナログ |
| JP2013218129A Withdrawn JP2014040471A (ja) | 2008-04-23 | 2013-10-21 | 抗ウイルス処置のための１’−置換カルバ−ヌクレオシドアナログ |
| JP2013218139A Withdrawn JP2014012739A (ja) | 2008-04-23 | 2013-10-21 | 抗ウイルス処置のためのカルバ−ヌクレオシドアナログ |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011506429A Active JP5425186B2 (ja) | 2008-04-23 | 2009-04-22 | 抗ウイルス処置のためのカルバ−ヌクレオシドアナログ |
| JP2013218129A Withdrawn JP2014040471A (ja) | 2008-04-23 | 2013-10-21 | 抗ウイルス処置のための１’−置換カルバ−ヌクレオシドアナログ |
| JP2013218139A Withdrawn JP2014012739A (ja) | 2008-04-23 | 2013-10-21 | 抗ウイルス処置のためのカルバ−ヌクレオシドアナログ |
Country Status (32)
Families Citing this family (189)
| Publication number | Priority date | Publication date | Assignee | Title |
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| EP2313102A2 (en) | 2008-07-03 | 2011-04-27 | Biota Scientific Management | Bycyclic nucleosides and nucleotides as therapeutic agents |
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| US8551973B2 (en) | 2008-12-23 | 2013-10-08 | Gilead Pharmasset Llc | Nucleoside analogs |
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| BR122021021135B1 (pt) | 2009-09-21 | 2022-08-30 | Gilead Sciences, Inc | Compostos análogos de 2-flúor substituído carba-nucleosídeo, composição farmacêutica e uso dos compostos análogos de 2´-flúoro substituído carbonucleosídeo |
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