WO1996013512B1 - Nucleosides de l-ribofuranosyle - Google Patents
Nucleosides de l-ribofuranosyleInfo
- Publication number
- WO1996013512B1 WO1996013512B1 PCT/US1995/013716 US9513716W WO9613512B1 WO 1996013512 B1 WO1996013512 B1 WO 1996013512B1 US 9513716 W US9513716 W US 9513716W WO 9613512 B1 WO9613512 B1 WO 9613512B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- alkyl
- carbon atoms
- substituted
- compound
- base
- Prior art date
Links
- 239000002777 nucleoside Substances 0.000 title abstract 2
- 241000124008 Mammalia Species 0.000 claims abstract 7
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 125000004432 carbon atoms Chemical group C* 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 11
- 201000011510 cancer Diseases 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 8
- FDGQSTZJBFJUBT-UHFFFAOYSA-N Hypoxanthine Chemical compound O=C1NC=NC2=C1NC=N2 FDGQSTZJBFJUBT-UHFFFAOYSA-N 0.000 claims 4
- 125000003277 amino group Chemical group 0.000 claims 4
- 125000004429 atoms Chemical group 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 4
- 150000002367 halogens Chemical class 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- WYWHKKSPHMUBEB-UHFFFAOYSA-N tioguanine Chemical compound N1C(N)=NC(=S)C2=C1N=CN2 WYWHKKSPHMUBEB-UHFFFAOYSA-N 0.000 claims 4
- 125000004122 cyclic group Chemical group 0.000 claims 3
- 230000002401 inhibitory effect Effects 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 239000011780 sodium chloride Substances 0.000 claims 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 2
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims 2
- OVONXEQGWXGFJD-UHFFFAOYSA-N 4-sulfanylidene-1H-pyrimidin-2-one Chemical compound SC=1C=CNC(=O)N=1 OVONXEQGWXGFJD-UHFFFAOYSA-N 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- KDCGOANMDULRCW-UHFFFAOYSA-N Purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 claims 2
- 229910006069 SO3H Inorganic materials 0.000 claims 2
- 229960005454 Thioguanine Drugs 0.000 claims 2
- -1 aralkoxy Chemical group 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims 2
- 125000005110 aryl thio group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 2
- 125000005366 cycloalkylthio group Chemical group 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N 289-95-2 Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 1
- GHASVSINZRGABV-UHFFFAOYSA-N 5-flurouricil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims 1
- 229960002949 Fluorouracil Drugs 0.000 claims 1
- 229940035893 Uracil Drugs 0.000 claims 1
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Natural products O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 201000010099 disease Diseases 0.000 abstract 1
Abstract
L'invention concerne des nucléosides de α et β-L-ribofuranosyle, des procédés servant à les préparer, des compositions pharmaceutiques les contenant et des procédés servant à les utiliser, afin de traiter différentes maladies chez les mammifères.
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA 2203672 CA2203672A1 (fr) | 1994-10-24 | 1995-10-24 | Nucleosides de l-ribofuranosyle |
EP95938871A EP0788506A2 (fr) | 1994-10-24 | 1995-10-24 | Nucleosides de l-ribofuranosyle |
MX9702932A MX9702932A (es) | 1994-10-24 | 1995-10-24 | L-ribofuranosilnucleosidos. |
JP8514695A JPH10507772A (ja) | 1994-10-24 | 1995-10-24 | L−リボフラノシルヌクレオシド |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/328,304 US5559101A (en) | 1994-10-24 | 1994-10-24 | L-ribofuranosyl nucleosides |
US08/328,304 | 1994-10-24 |
Publications (3)
Publication Number | Publication Date |
---|---|
WO1996013512A2 WO1996013512A2 (fr) | 1996-05-09 |
WO1996013512A3 WO1996013512A3 (fr) | 1997-02-06 |
WO1996013512B1 true WO1996013512B1 (fr) | 1997-03-27 |
Family
ID=23280423
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1995/013716 WO1996013512A2 (fr) | 1994-10-24 | 1995-10-24 | Nucleosides de l-ribofuranosyle |
Country Status (5)
Country | Link |
---|---|
US (1) | US5559101A (fr) |
EP (1) | EP0788506A2 (fr) |
JP (1) | JPH10507772A (fr) |
MX (1) | MX9702932A (fr) |
WO (1) | WO1996013512A2 (fr) |
Families Citing this family (49)
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US20020120130A1 (en) * | 1993-09-10 | 2002-08-29 | Gilles Gosselin | 2' or 3' -deoxy and 2', 3' -dideoxy-beta-L-pentofuranonucleo-side compounds, method of preparation and application in therapy, especially as anti- viral agents |
US6025335A (en) * | 1995-09-21 | 2000-02-15 | Lipitek International, Inc. | L-Nucleoside Dimer Compounds and therapeutic uses |
EP1072607A3 (fr) * | 1996-10-16 | 2001-09-12 | ICN Pharmaceuticals, Inc. | Analogues de nucléosides-L-purine et leurs utilisations |
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DE69729887T2 (de) * | 1996-10-16 | 2005-07-28 | ICN Pharmaceuticals, Inc., Costa Mesa | Purin-L-Nukleoside, Analoga und deren Verwendung |
SI20076A (sl) * | 1996-10-16 | 2000-04-30 | Icn Pharmaceuticals, Inc. | Monociklični L-nukleozidi, analogi in uporaba od teh |
US6509320B1 (en) * | 1996-10-16 | 2003-01-21 | Icn Pharmaceuticals, Inc. | Purine L-nucleosides, analogs and uses thereof |
US6090602A (en) * | 1998-02-18 | 2000-07-18 | Promelas Research Corporation | Levo-monosaccharide in a nucleoside analog for use as an anti-retroviral agent |
JP2002506036A (ja) * | 1998-03-11 | 2002-02-26 | リピテック インターナショナル, インコーポレイテッド | 疾患を処置するにおける新規ヌクレオシドアナログおよびその使用 |
US6444652B1 (en) * | 1998-08-10 | 2002-09-03 | Novirio Pharmaceuticals Limited | β-L-2'-deoxy-nucleosides for the treatment of hepatitis B |
CN101120947B (zh) * | 1998-08-10 | 2010-11-24 | 艾丹尼克斯(开曼)有限公司 | 用于治疗乙型肝炎的β-L-2′-脱氧-核苷 |
DK1104436T3 (da) * | 1998-08-10 | 2006-04-03 | Centre Nat Rech Scient | Beta-L-2'-deoxy-nukleosider til behandling af hepatitis B-virus |
AU2004201286B2 (en) * | 1998-08-10 | 2007-06-21 | Centre National De La Recherche Scientifique (Cnrs) | Beta-L-2'-Deoxy Nucleosides for the Treatment of Hepatitis B |
AU2011211428B2 (en) * | 1998-08-10 | 2013-02-07 | Centre National De La Recherche Scientifique | Beta-L-2'-Deoxy Nucleosides for the treatment of Hepatitis B |
AU2007216721B2 (en) * | 1998-08-10 | 2011-05-19 | Centre National De La Recherche Scientifique | Beta-L-2'-Deoxy Nucleosides for the Treatment of Hepatitis B |
CA2348470C (fr) | 1998-11-05 | 2007-06-05 | Centre National De La Recherche Scientifique | Nucleosides possedant une activite dirigee contre le virus de l'hepatite b |
US6407077B1 (en) | 1998-11-05 | 2002-06-18 | Emory University | β-L nucleosides for the treatment of HIV infection |
DE60033927T2 (de) * | 1999-05-04 | 2007-11-29 | Santaris Pharma A/S | L-ribo-lna analoge |
EP1600451A3 (fr) * | 1999-11-12 | 2008-09-10 | Pharmasset, Inc. | Synthèse de 2'-déoxy-L-nucléosides |
IL149592A0 (en) * | 1999-11-12 | 2002-11-10 | Pharmasset Ltd | Synthesis of 2'-deoxy-l-nucleosides |
KR100385281B1 (ko) * | 2000-02-15 | 2003-05-23 | 이승기 | 새로운 세포 주기 조절 인자 억제제 |
US6822089B1 (en) * | 2000-03-29 | 2004-11-23 | Isis Pharmaceuticals, Inc. | Preparation of deoxynucleosides |
US6787526B1 (en) | 2000-05-26 | 2004-09-07 | Idenix Pharmaceuticals, Inc. | Methods of treating hepatitis delta virus infection with β-L-2′-deoxy-nucleosides |
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 |
CN101250194B (zh) * | 2000-11-29 | 2011-05-04 | 三井化学株式会社 | L-核酸衍生物及其合成方法 |
CN102241720B (zh) * | 2000-11-29 | 2014-01-29 | 三井化学株式会社 | L-核酸衍生物及其合成方法 |
AU2002351077A1 (en) * | 2001-11-05 | 2003-05-19 | Exiqon A/S | Oligonucleotides modified with novel alpha-l-rna analogues |
EP1569658A4 (fr) | 2001-12-20 | 2007-05-30 | Pharmassett Ltd | Traitement du virus d'epstein-barr, infection a l'herpesvirus lie au sarcome de kaposi et proliferation cellulaire anormale associee |
SE521676C2 (sv) * | 2002-01-02 | 2003-11-25 | Dilafor Ab | Användning av glykosaminoglykaner för prevention och behandling av värksvaghet vid fullgången graviditet |
TWI244393B (en) * | 2002-08-06 | 2005-12-01 | Idenix Pharmaceuticals Inc | Crystalline and amorphous forms of beta-L-2'-deoxythymidine |
KR100855907B1 (ko) * | 2002-09-13 | 2008-09-02 | 노파르티스 아게 | 내성 HBV 균주 치료용 β-L-2'-데옥시뉴클레오시드 및병용 요법 |
CN101415719A (zh) | 2003-03-20 | 2009-04-22 | 微生物化学及药品有限公司 | 生产2’-脱氧-β-L-核苷的方法 |
CN1812995A (zh) * | 2003-04-28 | 2006-08-02 | 艾登尼科斯(开曼)有限公司 | 工业化规模的核苷合成 |
EP2345659A1 (fr) | 2003-05-30 | 2011-07-20 | Pharmasset, Inc. | Analogues de nucléosides fluores modifiés |
EP1639121A4 (fr) | 2003-06-30 | 2008-04-16 | Idenix Cayman Ltd | Synthese de nucleosides beta l-2-desoxy |
WO2005037214A2 (fr) | 2003-10-14 | 2005-04-28 | Intermune, Inc. | Acylsulfonamides et acides carboxyliques macrocycliques utilises en tant qu'inhibiteurs de la replication du virus de l'hepatite c |
GB0400290D0 (en) | 2004-01-08 | 2004-02-11 | Medivir Ab | dUTPase inhibitors |
CN101023094B (zh) | 2004-07-21 | 2011-05-18 | 法莫赛特股份有限公司 | 烷基取代的2-脱氧-2-氟代-d-呋喃核糖基嘧啶和嘌呤及其衍生物的制备 |
US7597884B2 (en) | 2004-08-09 | 2009-10-06 | Alios Biopharma, Inc. | Hyperglycosylated polypeptide variants and methods of use |
EP1809301B1 (fr) | 2004-09-14 | 2019-11-06 | Gilead Pharmasset LLC | Intermédiaires de d-ribonolactone à substitution 2-fluoro-2-alkyl |
BRPI0613796A2 (pt) | 2005-06-07 | 2011-02-15 | Univ Yale | composicões farmacêuticas e seus usos, e métodos de tratamento de cáncer e outras condições ou estados patológicos, por meio do uso de clevudina (lfmau) e telbivudina (ldt) |
CN108969767A (zh) * | 2005-06-07 | 2018-12-11 | 耶鲁大学 | 使用克来夫定和替比夫定治疗癌症和其它病症或疾病状态的方法 |
US7951788B2 (en) | 2005-12-02 | 2011-05-31 | Yale University | Method of treating cancer and other conditions or disease states using L-cytosine nucleoside analogs |
EP2054076A2 (fr) * | 2006-08-21 | 2009-05-06 | United Therapeutics Corporation | Polytherapie destinée a traiter des infections virales |
WO2010039801A2 (fr) | 2008-10-02 | 2010-04-08 | The J. David Gladstone Institutes | Méthodes de traitement d’une infection par le virus de l’hépatite c |
EP2408449A4 (fr) | 2009-03-18 | 2012-08-08 | Univ Leland Stanford Junior | Méthodes et compositions pour traiter l'infection par un virus de la famille des flaviviridae |
JP5663576B2 (ja) * | 2010-07-06 | 2015-02-04 | 上西 秀則 | 神経突起伸長剤 |
CN102649788B (zh) * | 2011-02-28 | 2015-03-25 | 四川大学 | β-L-2’-脱氧-胸腺嘧啶核苷衍生物及其制备方法和用途 |
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DE1620185C3 (de) * | 1966-03-02 | 1982-01-14 | Robugen Gmbh Pharmazeutische Fabrik Esslingen A.N., 7300 Esslingen | 5-Äthyl- und 5-Propyl-2'-deoxyuridin, Verfahren zur Herstellung dieser Verbindungen und diese Verbindungen enthaltende Arzneimittel |
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CS164401B1 (en) * | 1971-10-07 | 1975-11-07 | Jiri Beranek | Method of 1-beta-d-arabinofuranosylcytosine's preparation |
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CA1135258A (fr) * | 1979-06-15 | 1982-11-09 | Richard D'souza | Procede d'obtention de 5'-desoxy-5- fluorouridine |
FR2528311B1 (fr) * | 1982-06-14 | 1985-06-14 | Synthelabo | Compositions pharmaceutiques a base de xylosides et lyxosides de bases puriques et pyrimidiques |
CA1285935C (fr) * | 1985-03-16 | 1991-07-09 | Janet Lister Rideout | Nucleosides therapeutiques |
ES8801303A1 (es) * | 1985-05-15 | 1987-12-16 | Wellcome Found | Un procedimiento para preparar una formulacion farmaceutica que contiene un 2'3'-didesoxi-nucleosido. |
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EP0285884A3 (fr) * | 1987-03-20 | 1990-07-04 | Bristol-Myers Squibb Company | Procédé pour la préparation de nucléosides 2',3'-didéoxy |
SE8704298D0 (sv) * | 1987-11-03 | 1987-11-03 | Astra Ab | Compounds for use in therapy |
SE8802687D0 (sv) * | 1988-07-20 | 1988-07-20 | Astra Ab | Nucleoside derivatives |
DE3900964A1 (de) * | 1989-01-14 | 1990-07-19 | Boehringer Mannheim Gmbh | Neue nukleoside, verfahren zu deren herstellung sowie arzneimittel, die diese verbindungen enthalten |
DD296281A5 (de) * | 1990-07-01 | 1991-11-28 | Akademie Der Wissenschaften Der Ddr,De | Verfahren zur herstellung von neuen purinnukleosiden |
SE9003151D0 (sv) * | 1990-10-02 | 1990-10-02 | Medivir Ab | Nucleoside derivatives |
IT1246983B (it) * | 1990-11-13 | 1994-12-12 | Consiglio Nazionale Ricerche | L-2'-desossiuridine e composizioni farmaceutiche che le contengono. |
WO1993003733A1 (fr) * | 1991-08-12 | 1993-03-04 | Basco, Ltd. | Synthese, composition pharmaceutique et procede d'application d'analogues de (2'-5') oligoadenylate |
US5627160A (en) * | 1993-05-25 | 1997-05-06 | Yale University | L-2',3'-dideoxy nucleoside analogs as anti-hepatitis B (HBV) and anti-HIV agents |
FR2709754B1 (fr) * | 1993-09-10 | 1995-12-01 | Centre Nat Rech Scient | Composés 2' ou 3'-déoxy- et 2', 3'-didéoxy-beta-L-pentofuranonucléosides, procédé de préparation et application thérapeutique, notamment anti-virale. |
-
1994
- 1994-10-24 US US08/328,304 patent/US5559101A/en not_active Expired - Fee Related
-
1995
- 1995-10-24 EP EP95938871A patent/EP0788506A2/fr not_active Withdrawn
- 1995-10-24 WO PCT/US1995/013716 patent/WO1996013512A2/fr not_active Application Discontinuation
- 1995-10-24 MX MX9702932A patent/MX9702932A/es unknown
- 1995-10-24 JP JP8514695A patent/JPH10507772A/ja not_active Ceased
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