JP2004533401A5 - - Google Patents
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- JP2004533401A5 JP2004533401A5 JP2001586308A JP2001586308A JP2004533401A5 JP 2004533401 A5 JP2004533401 A5 JP 2004533401A5 JP 2001586308 A JP2001586308 A JP 2001586308A JP 2001586308 A JP2001586308 A JP 2001586308A JP 2004533401 A5 JP2004533401 A5 JP 2004533401A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- alkyl
- phosphate
- ester
- hepatitis
- 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 description 38
- 229910019142 PO4 Inorganic materials 0.000 description 29
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 29
- 239000010452 phosphate Substances 0.000 description 29
- 150000003839 salts Chemical class 0.000 description 26
- 150000002148 esters Chemical class 0.000 description 22
- 125000000217 alkyl group Chemical group 0.000 description 21
- 239000003814 drug Substances 0.000 description 17
- 125000002252 acyl group Chemical group 0.000 description 16
- -1 bromo, chloro, fluoro, iodo Chemical group 0.000 description 15
- 229910052739 hydrogen Inorganic materials 0.000 description 13
- 239000003443 antiviral agent Substances 0.000 description 12
- 239000001257 hydrogen Substances 0.000 description 12
- 239000008194 pharmaceutical composition Substances 0.000 description 12
- 150000002431 hydrogen Chemical group 0.000 description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 10
- 241000711549 Hepacivirus C Species 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 208000005176 Hepatitis C Diseases 0.000 description 8
- 241000700605 Viruses Species 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 8
- 229940079593 drug Drugs 0.000 description 8
- 208000010710 hepatitis C virus infection Diseases 0.000 description 8
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- 150000001413 amino acids Chemical class 0.000 description 5
- 150000001720 carbohydrates Chemical class 0.000 description 5
- 235000014633 carbohydrates Nutrition 0.000 description 5
- 150000002632 lipids Chemical class 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 102000014150 Interferons Human genes 0.000 description 4
- 108010050904 Interferons Proteins 0.000 description 4
- 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 description 4
- 125000005354 acylalkyl group Chemical group 0.000 description 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 4
- 125000005140 aralkylsulfonyl group Chemical group 0.000 description 4
- 235000012000 cholesterol Nutrition 0.000 description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 4
- 239000001177 diphosphate Substances 0.000 description 4
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 4
- 235000011180 diphosphates Nutrition 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000001727 in vivo Methods 0.000 description 4
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 4
- 150000004712 monophosphates Chemical class 0.000 description 4
- 150000003904 phospholipids Chemical class 0.000 description 4
- 102000004196 processed proteins & peptides Human genes 0.000 description 4
- 108090000765 processed proteins & peptides Proteins 0.000 description 4
- 229940002612 prodrug Drugs 0.000 description 4
- 239000000651 prodrug Substances 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 229960000329 ribavirin Drugs 0.000 description 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 description 4
- 150000003459 sulfonic acid esters Chemical class 0.000 description 4
- 239000001226 triphosphate Substances 0.000 description 4
- 235000011178 triphosphate Nutrition 0.000 description 4
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 4
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000002775 capsule Substances 0.000 description 3
- 229940079322 interferon Drugs 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 229910005965 SO 2 Inorganic materials 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000000137 peptide hydrolase inhibitor Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 2
- 150000003548 thiazolidines Chemical class 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 0 *C[C@]1O[C@@](*(C=CC(*)=*2)C2=O)C(*)(*)C1* Chemical compound *C[C@]1O[C@@](*(C=CC(*)=*2)C2=O)C(*)(*)C1* 0.000 description 1
- PASOFFRBGIVJET-XGVAEZDOSA-N CC1([C@H]([n]2c(ncnc3N)c3nc2)O[C@H](CO)C1O)O Chemical compound CC1([C@H]([n]2c(ncnc3N)c3nc2)O[C@H](CO)C1O)O PASOFFRBGIVJET-XGVAEZDOSA-N 0.000 description 1
- 229940121759 Helicase inhibitor Drugs 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 108060004795 Methyltransferase Proteins 0.000 description 1
- 229940123066 Polymerase inhibitor Drugs 0.000 description 1
- 229940124158 Protease/peptidase inhibitor Drugs 0.000 description 1
- 150000001540 azides Chemical class 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229940047124 interferons Drugs 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- 150000004944 pyrrolopyrimidines Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20658500P | 2000-05-23 | 2000-05-23 | |
| PCT/US2001/016671 WO2001090121A2 (en) | 2000-05-23 | 2001-05-23 | Methods and compositions for treating hepatitis c virus |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013036937A Division JP5926211B2 (ja) | 2000-05-23 | 2013-02-27 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2013212565A Division JP5753563B2 (ja) | 2000-05-23 | 2013-10-10 | C型肝炎ウイルス治療のための方法および組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004533401A JP2004533401A (ja) | 2004-11-04 |
| JP2004533401A5 true JP2004533401A5 (enExample) | 2008-07-17 |
Family
ID=22767031
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001586308A Withdrawn JP2004533401A (ja) | 2000-05-23 | 2001-05-23 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2013036937A Expired - Lifetime JP5926211B2 (ja) | 2000-05-23 | 2013-02-27 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2013212565A Expired - Lifetime JP5753563B2 (ja) | 2000-05-23 | 2013-10-10 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2016063156A Expired - Lifetime JP6240699B2 (ja) | 2000-05-23 | 2016-03-28 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2017146982A Pending JP2018012702A (ja) | 2000-05-23 | 2017-07-28 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2018232209A Withdrawn JP2019069968A (ja) | 2000-05-23 | 2018-12-12 | C型肝炎ウイルス治療のための方法および組成物 |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013036937A Expired - Lifetime JP5926211B2 (ja) | 2000-05-23 | 2013-02-27 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2013212565A Expired - Lifetime JP5753563B2 (ja) | 2000-05-23 | 2013-10-10 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2016063156A Expired - Lifetime JP6240699B2 (ja) | 2000-05-23 | 2016-03-28 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2017146982A Pending JP2018012702A (ja) | 2000-05-23 | 2017-07-28 | C型肝炎ウイルス治療のための方法および組成物 |
| JP2018232209A Withdrawn JP2019069968A (ja) | 2000-05-23 | 2018-12-12 | C型肝炎ウイルス治療のための方法および組成物 |
Country Status (28)
| Country | Link |
|---|---|
| US (10) | US6914054B2 (enExample) |
| EP (3) | EP1292603B8 (enExample) |
| JP (6) | JP2004533401A (enExample) |
| KR (3) | KR20080030670A (enExample) |
| CN (3) | CN101469009A (enExample) |
| AP (2) | AP1782A (enExample) |
| AR (1) | AR035336A1 (enExample) |
| AU (5) | AU2001274906B2 (enExample) |
| BR (1) | BR0111127A (enExample) |
| CA (3) | CA2712547A1 (enExample) |
| CZ (1) | CZ301169B6 (enExample) |
| EA (2) | EA011720B1 (enExample) |
| ES (2) | ES2620807T3 (enExample) |
| IL (3) | IL152934A0 (enExample) |
| MA (1) | MA27292A1 (enExample) |
| MX (1) | MXPA02011635A (enExample) |
| MY (1) | MY164523A (enExample) |
| NO (3) | NO325352B1 (enExample) |
| NZ (2) | NZ540755A (enExample) |
| PE (2) | PE20100363A1 (enExample) |
| PL (3) | PL409123A1 (enExample) |
| PY (1) | PY0111577A (enExample) |
| RS (2) | RS52394B (enExample) |
| SG (5) | SG156517A1 (enExample) |
| TW (4) | TWI335334B (enExample) |
| UY (2) | UY26724A1 (enExample) |
| WO (1) | WO2001090121A2 (enExample) |
| ZA (2) | ZA200210101B (enExample) |
Families Citing this family (324)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE313550T1 (de) * | 1998-08-10 | 2006-01-15 | Idenix Cayman Ltd | Beta-l-2'-deoxynukleoside für die behandlung von hepatitis b virus |
| US6444652B1 (en) * | 1998-08-10 | 2002-09-03 | Novirio Pharmaceuticals Limited | β-L-2'-deoxy-nucleosides for the treatment of hepatitis B |
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| ES2319732T3 (es) * | 2000-04-13 | 2009-05-12 | Pharmasset, Inc. | Derivados de nucleosido 3'- o 2'-hidroximetilo sustituido para el tratamiento de infecciones virales. |
| MY164523A (en) * | 2000-05-23 | 2017-12-29 | Univ Degli Studi Cagliari | Methods and compositions for treating hepatitis c virus |
| JP5230052B2 (ja) | 2000-05-26 | 2013-07-10 | イデニクス(ケイマン)リミテツド | フラビウイルスおよびペスチウイルス治療のための方法および組成物 |
| US20030008841A1 (en) * | 2000-08-30 | 2003-01-09 | Rene Devos | Anti-HCV nucleoside derivatives |
| ATE491459T1 (de) | 2000-10-18 | 2011-01-15 | Pharmasset Inc | Modifizierte nukleoside zur behandlung von virusinfektionen und abnormaler zellulärer proliferation |
| US8481712B2 (en) | 2001-01-22 | 2013-07-09 | Merck Sharp & Dohme Corp. | Nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase |
| DZ3487A1 (fr) * | 2001-01-22 | 2002-07-25 | Merck Sharp & Dohme | Derives de nucleoside comme inhibiteurs de l'arn polymerase virale d'arn-dependant |
| US7105499B2 (en) * | 2001-01-22 | 2006-09-12 | Merck & Co., Inc. | Nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase |
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| RU2437892C2 (ru) * | 2002-06-28 | 2011-12-27 | Айденикс (Кайман) Лимитед | Модифицированные 2- и 3-нуклеозиды и их применение для получения лекарственного средства, обладающего ингибирующей активностью в отношении вируса гепатита с |
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| WO2004007512A2 (en) * | 2002-07-16 | 2004-01-22 | Merck & Co., Inc. | Nucleoside derivatives as inhibitors of rna-dependent rna viral polymerase |
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