JP2009536188A5 - - Google Patents
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- Publication number
- JP2009536188A5 JP2009536188A5 JP2009508479A JP2009508479A JP2009536188A5 JP 2009536188 A5 JP2009536188 A5 JP 2009536188A5 JP 2009508479 A JP2009508479 A JP 2009508479A JP 2009508479 A JP2009508479 A JP 2009508479A JP 2009536188 A5 JP2009536188 A5 JP 2009536188A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- valine
- formula
- compound according
- pharmaceutically acceptable
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 11
- 238000000034 method Methods 0.000 claims 5
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims 4
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims 4
- 229940024606 amino acid Drugs 0.000 claims 4
- 235000001014 amino acid Nutrition 0.000 claims 4
- 150000001413 amino acids Chemical class 0.000 claims 4
- 229960004295 valine Drugs 0.000 claims 4
- 230000007935 neutral effect Effects 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 239000004474 valine Substances 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 208000036142 Viral infection Diseases 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 238000005886 esterification reaction Methods 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- -1 n- pentyl Chemical group 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 230000009385 viral infection Effects 0.000 claims 2
- 125000003088 (fluoren-9-ylmethoxy)carbonyl group Chemical group 0.000 claims 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 1
- KZSNJWFQEVHDMF-SCSAIBSYSA-N D-valine Chemical compound CC(C)[C@@H](N)C(O)=O KZSNJWFQEVHDMF-SCSAIBSYSA-N 0.000 claims 1
- 229930182831 D-valine Natural products 0.000 claims 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 1
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 claims 1
- 125000003580 L-valyl group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(C([H])([H])[H])(C([H])([H])[H])[H] 0.000 claims 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 235000004279 alanine Nutrition 0.000 claims 1
- 229960003767 alanine Drugs 0.000 claims 1
- 229940126214 compound 3 Drugs 0.000 claims 1
- 229940125898 compound 5 Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000032050 esterification Effects 0.000 claims 1
- 229960000310 isoleucine Drugs 0.000 claims 1
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 claims 1
- 229960003136 leucine Drugs 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0609178.9A GB0609178D0 (en) | 2006-05-09 | 2006-05-09 | Novel compounds |
| GB0609178.9 | 2006-05-09 | ||
| PCT/GB2007/001677 WO2007129083A1 (en) | 2006-05-09 | 2007-05-09 | Anti-viral pyrimidine nucleoside derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009536188A JP2009536188A (ja) | 2009-10-08 |
| JP2009536188A5 true JP2009536188A5 (enExample) | 2011-01-13 |
| JP5261374B2 JP5261374B2 (ja) | 2013-08-14 |
Family
ID=36637171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009508479A Expired - Fee Related JP5261374B2 (ja) | 2006-05-09 | 2007-05-09 | 抗ウイルス性ピリミジンヌクレオシド誘導体 |
Country Status (22)
| Country | Link |
|---|---|
| US (3) | US8329664B2 (enExample) |
| EP (1) | EP2016081B1 (enExample) |
| JP (1) | JP5261374B2 (enExample) |
| KR (1) | KR101447522B1 (enExample) |
| CN (1) | CN101443332B (enExample) |
| AT (1) | ATE506367T1 (enExample) |
| AU (1) | AU2007246814B2 (enExample) |
| BR (1) | BRPI0711354A2 (enExample) |
| CA (1) | CA2656780C (enExample) |
| CY (1) | CY1111711T1 (enExample) |
| DE (1) | DE602007014030D1 (enExample) |
| DK (1) | DK2016081T3 (enExample) |
| EA (1) | EA015178B1 (enExample) |
| ES (1) | ES2365057T3 (enExample) |
| GB (1) | GB0609178D0 (enExample) |
| IL (1) | IL194806A (enExample) |
| NZ (1) | NZ573377A (enExample) |
| PL (1) | PL2016081T3 (enExample) |
| PT (1) | PT2016081E (enExample) |
| SI (1) | SI2016081T1 (enExample) |
| TW (1) | TWI385172B (enExample) |
| WO (1) | WO2007129083A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0009486D0 (en) * | 2000-04-17 | 2000-06-07 | Univ Cardiff | Chemical compounds |
| GB2452556A (en) * | 2007-09-07 | 2009-03-11 | Univ Leuven Kath | Nucleoside analogues esterified at 3 and/or 5 positions by neutral non-polar amino acid, or oligopeptide thereof, for combating Varicella Zoster virus |
| US9260469B2 (en) * | 2010-10-09 | 2016-02-16 | Contravir Pharmaceuticals, Inc. | Method of preparation of antiviral compounds and useful intermediates thereof |
| CN105037468A (zh) * | 2010-10-09 | 2015-11-11 | 英希比泰克斯公司 | 制备抗病毒组合物的方法及其中间体的应用 |
| MD4110C1 (ro) * | 2010-10-21 | 2011-12-31 | Валериу РУДИК | Preparat antiherpetiс |
| KR101875997B1 (ko) * | 2015-05-04 | 2018-07-06 | 엔 앤드 엔 파마세우티칼스 인크. | 엔-메탄노카르바티미딘을 이용한 대상포진의 치료방법 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62255499A (ja) | 1986-04-28 | 1987-11-07 | Teijin Ltd | 螢光性ヌクレオシド又はヌクレオチド |
| EP0346108A3 (en) | 1988-06-09 | 1991-04-24 | The Wellcome Foundation Limited | Anti-infective nucleosides |
| YU43193A (sh) | 1992-06-22 | 1997-01-08 | Eli Lilly And Company | 2'-deoksi-2',2'-difluoro(4-supstituisani)pirimidinski nukleozidi antivirusnog i antikancerogenog dejstva i međuproizvodi |
| GB9505025D0 (en) | 1995-03-13 | 1995-05-03 | Medical Res Council | Chemical compounds |
| US6022876A (en) * | 1996-11-15 | 2000-02-08 | Yale University | L-β-dioxolane uridine analogs and methods for treating and preventing Epstein-Barr virus infections |
| GB9708611D0 (en) | 1997-04-28 | 1997-06-18 | Univ Cardiff | Chemical compounds |
| GB9716231D0 (en) | 1997-07-31 | 1997-10-08 | Amersham Int Ltd | Base analogues |
| MXPA02000763A (es) | 1999-07-22 | 2002-08-12 | Newbiotics Inc | Activacion terapeutica catalizada por enzima. |
| MXPA02000761A (es) | 1999-07-22 | 2002-08-12 | Newbiotics Inc | Agentes terapeuticos anti-infecciosos catalizados por enzima. |
| CN1391486A (zh) | 1999-07-22 | 2003-01-15 | 新生物公司 | 治疗对治疗有抗性的肿瘤的方法 |
| GB0009486D0 (en) * | 2000-04-17 | 2000-06-07 | Univ Cardiff | Chemical compounds |
| GB0011203D0 (en) * | 2000-05-09 | 2000-06-28 | Univ Cardiff | Chemical compounds |
| MY141594A (en) * | 2000-06-15 | 2010-05-14 | Novirio Pharmaceuticals Ltd | 3'-PRODRUGS OF 2'-DEOXY-ß-L-NUCLEOSIDES |
| US6875751B2 (en) | 2000-06-15 | 2005-04-05 | Idenix Pharmaceuticals, Inc. | 3′-prodrugs of 2′-deoxy-β-L-nucleosides |
| CA2490191C (en) | 2002-06-28 | 2010-08-03 | Idenix (Cayman) Limited | Modified 2' and 3' -nucleoside prodrugs for treating flaviviridae infections |
| EP1745573A4 (en) * | 2003-03-20 | 2010-05-26 | Microbiol Quimica Farmaceutica | PROCESS FOR PREPARING 2-DEOXY-BETA-L-NUCLEOSIDES |
| US20050137141A1 (en) | 2003-10-24 | 2005-06-23 | John Hilfinger | Prodrug composition |
| JP4856638B2 (ja) | 2004-06-07 | 2012-01-18 | アナディス・ファーマシューティカルズ・インコーポレイテッド | 3−β−D−リボフラノシルチアゾロ[4,5−d]ピリミジンヌクレオシドおよびその使用 |
-
2006
- 2006-05-09 GB GBGB0609178.9A patent/GB0609178D0/en not_active Ceased
-
2007
- 2007-05-09 DE DE602007014030T patent/DE602007014030D1/de active Active
- 2007-05-09 BR BRPI0711354-4A patent/BRPI0711354A2/pt not_active IP Right Cessation
- 2007-05-09 DK DK07732706.2T patent/DK2016081T3/da active
- 2007-05-09 EP EP07732706A patent/EP2016081B1/en not_active Not-in-force
- 2007-05-09 JP JP2009508479A patent/JP5261374B2/ja not_active Expired - Fee Related
- 2007-05-09 WO PCT/GB2007/001677 patent/WO2007129083A1/en not_active Ceased
- 2007-05-09 CA CA 2656780 patent/CA2656780C/en not_active Expired - Fee Related
- 2007-05-09 SI SI200730661T patent/SI2016081T1/sl unknown
- 2007-05-09 CN CN2007800169982A patent/CN101443332B/zh not_active Expired - Fee Related
- 2007-05-09 US US12/226,044 patent/US8329664B2/en not_active Expired - Fee Related
- 2007-05-09 ES ES07732706T patent/ES2365057T3/es active Active
- 2007-05-09 PL PL07732706T patent/PL2016081T3/pl unknown
- 2007-05-09 AT AT07732706T patent/ATE506367T1/de active
- 2007-05-09 NZ NZ573377A patent/NZ573377A/en not_active IP Right Cessation
- 2007-05-09 PT PT07732706T patent/PT2016081E/pt unknown
- 2007-05-09 TW TW096116477A patent/TWI385172B/zh not_active IP Right Cessation
- 2007-05-09 AU AU2007246814A patent/AU2007246814B2/en not_active Ceased
- 2007-05-09 EA EA200870505A patent/EA015178B1/ru not_active IP Right Cessation
- 2007-05-09 KR KR1020087029280A patent/KR101447522B1/ko not_active Expired - Fee Related
-
2008
- 2008-10-22 IL IL194806A patent/IL194806A/en active IP Right Grant
-
2011
- 2011-07-15 CY CY20111100693T patent/CY1111711T1/el unknown
-
2012
- 2012-11-30 US US13/690,794 patent/US8859512B2/en not_active Expired - Fee Related
-
2014
- 2014-09-10 US US14/482,125 patent/US9427447B2/en not_active Expired - Fee Related