CA2035038A1 - Intermediaires synthetiques de 2-alkynyladenosines, procedes de preparation de ces intermediaires synthetiques, procedes de preparation de 2-alkynyladenosines a l'aide d'intermediaires synthetiques et derives de la 2-alkynyladenosine stable - Google Patents

Intermediaires synthetiques de 2-alkynyladenosines, procedes de preparation de ces intermediaires synthetiques, procedes de preparation de 2-alkynyladenosines a l'aide d'intermediaires synthetiques et derives de la 2-alkynyladenosine stable

Info

Publication number
CA2035038A1
CA2035038A1 CA2035038A CA2035038A CA2035038A1 CA 2035038 A1 CA2035038 A1 CA 2035038A1 CA 2035038 A CA2035038 A CA 2035038A CA 2035038 A CA2035038 A CA 2035038A CA 2035038 A1 CA2035038 A1 CA 2035038A1
Authority
CA
Canada
Prior art keywords
synthetic intermediates
alkynyladenosines
preparing
processes
alkynyladenosine
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
Application number
CA2035038A
Other languages
English (en)
Other versions
CA2035038C (fr
Inventor
Toyofumi Yamaguchi
Takanori Miyashita
Shinji Sakata
Toichi Abiru
Akira Matsuda
Tohru Ueda (Deceased)
Kentaro Kogi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Toa Eiyo Ltd
Yamasa Shoyu KK
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2035038A1 publication Critical patent/CA2035038A1/fr
Application granted granted Critical
Publication of CA2035038C publication Critical patent/CA2035038C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16—Purine radicals
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Ladders (AREA)

Abstract

Cette invention a trait à un nouveau composé représenté par la formule [I] qui est utile comme intermédiaire synthétique d'une 2-alkynyladénosine. La présente invention concerne également un procédé pour produire le composé et un procédé pour produire une 2-alkynyladénosine [IV] au moyen du composé. Cette invention a en outre trait à un dérivé d'une 2-alkynyladénosine représenté par la formule suivante [V] et ayant une excellente stabilité d'entreposage et, à une méthode d'entreposage de la 2-alkynyladénosine sous la forme dudit dérivé. (Voir fig. I) [I] A = un groupe partant, [II] A = NH2, [V] A = NHR4, où R1 à R4 représentent un atome d'hydrogène ou un groupe protecteur, et n réfère à un nombre entier de 1 à 15 15, à condition que R1 à R4 ne représentent pas simultanément un atome d'hydrogène.
CA002035038A 1989-06-20 1990-06-20 Intermediaires synthetiques de 2-alkynyladenosines, procedes de preparation de ces intermediaires synthetiques, procedes de preparation de 2-alkynyladenosines a l'aide d'intermediaires synthetiques et derives de la 2-alkynyladenosine stable Expired - Lifetime CA2035038C (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP15751789 1989-06-20
JP157517/1989 1989-06-20
JP472790 1990-01-13
JP4727/1990 1990-01-13
PCT/JP1990/000807 WO1990015812A1 (fr) 1989-06-20 1990-06-20 Intermediaire de synthese de 2-alkynyladenosine, production de cet intermediaire, production de 2-alkynyladenosine avec cet intermediaire et derive stable de 2-alkynyladenosine

Publications (2)

Publication Number Publication Date
CA2035038A1 true CA2035038A1 (fr) 1990-12-21
CA2035038C CA2035038C (fr) 1998-12-29

Family

ID=26338545

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002035038A Expired - Lifetime CA2035038C (fr) 1989-06-20 1990-06-20 Intermediaires synthetiques de 2-alkynyladenosines, procedes de preparation de ces intermediaires synthetiques, procedes de preparation de 2-alkynyladenosines a l'aide d'intermediaires synthetiques et derives de la 2-alkynyladenosine stable

Country Status (8)

Country Link
US (2) US5283327A (fr)
EP (1) EP0429681B1 (fr)
KR (1) KR920700218A (fr)
AT (1) ATE127472T1 (fr)
CA (1) CA2035038C (fr)
DE (1) DE69022176T2 (fr)
ES (1) ES2077070T3 (fr)
WO (1) WO1990015812A1 (fr)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5189027A (en) 1990-11-30 1993-02-23 Yamasa Shoyu Kabushiki Kaisha 2-substituted adenosine derivatives and pharmaceutical compositions for circulatory diseases
JP2740362B2 (ja) * 1991-02-12 1998-04-15 ヤマサ醤油株式会社 安定な固体状２‐オクチニルアデノシンおよびその製造法
UA72912C2 (uk) * 1999-02-01 2005-05-16 Юніверсіті Оф Вірджінія Патент Фаундейшн Композиція для лікування запальної реакції
US6403567B1 (en) 1999-06-22 2002-06-11 Cv Therapeutics, Inc. N-pyrazole A2A adenosine receptor agonists
US6180615B1 (en) * 1999-06-22 2001-01-30 Cv Therapeutics, Inc. Propargyl phenyl ether A2A receptor agonists
USRE47351E1 (en) 1999-06-22 2019-04-16 Gilead Sciences, Inc. 2-(N-pyrazolo)adenosines with application as adenosine A2A receptor agonists
US6214807B1 (en) * 1999-06-22 2001-04-10 Cv Therapeutics, Inc. C-pyrazole 2A A receptor agonists
CA2671940A1 (fr) * 2000-02-23 2001-08-30 Cv Therapeutics, Inc. Procede permettant d'identifier des agonistes partiels du recepteur a2a
US8470801B2 (en) 2002-07-29 2013-06-25 Gilead Sciences, Inc. Myocardial perfusion imaging methods and compositions
US20050020915A1 (en) * 2002-07-29 2005-01-27 Cv Therapeutics, Inc. Myocardial perfusion imaging methods and compositions
NZ537975A (en) * 2002-07-29 2007-08-31 Cv Therapeutics Inc Method of producing coronary vasodilation without peripheral vasodilation comprising administering at least 10 mcg of at least one A2A receptor agonist
KR20070083714A (ko) * 2004-10-20 2007-08-24 씨브이 쎄러퓨틱스, 인코포레이티드 Ａ2ａ 아데노신 수용체 작용제의 용도
US7732595B2 (en) 2006-02-03 2010-06-08 Gilead Palo Alto, Inc. Process for preparing an A2A-adenosine receptor agonist and its polymorphs
CA2655310A1 (fr) * 2006-06-22 2008-05-29 Cv Therapeutics, Inc. Utilisation d'agonistes de recepteur d'adenosine a<sb>2a</sb> dans le traitement d'une ischemie
US20090081120A1 (en) * 2006-09-01 2009-03-26 Cv Therapeutics, Inc. Methods and Compositions for Increasing Patient Tolerability During Myocardial Imaging Methods
RU2459626C2 (ru) * 2006-09-01 2012-08-27 Гайлид Сайэнсиз, Инк. Способы и композиции, повышающие переносимость пациентом методов визуализации миокарда
US20080170990A1 (en) * 2006-09-29 2008-07-17 Cv Therapeutics, Inc. Methods for Myocardial Imaging in Patients Having a History of Pulmonary Disease
JP2010515081A (ja) * 2007-01-03 2010-05-06 ギリアード・パロ・アルト・インコーポレイテッド 心筋灌流画像化
AU2009296235A1 (en) * 2008-09-29 2010-04-01 Gilead Sciences, Inc. Combinations of a rate control agent and an A-2-alpha receptor antagonist for use in multidetector computed tomography methods
MX367879B (es) 2012-08-01 2019-09-10 Lewis And Clark Pharmaceuticals Inc N-alquil 2-(disustituido)alquiladenosin-5-uronamidas como agonistas a2a.
US9822141B2 (en) 2012-08-01 2017-11-21 Lewis And Clark Pharmaceuticals, Inc. N-alkyl 2-(disubstituted)alkynyladenosine-5-uronamides as A2A agonists

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6299395A (ja) * 1985-10-25 1987-05-08 Yamasa Shoyu Co Ltd ２−アルキニルアデノシンおよび抗高血圧剤
EP0444196B1 (fr) * 1988-11-15 1994-06-08 Yamasa Shoyu Kabushiki Kaisha Agent de traitement et de prophylaxie des troubles ischemiques du cor ou du cerveau

Also Published As

Publication number Publication date
ATE127472T1 (de) 1995-09-15
DE69022176D1 (de) 1995-10-12
EP0429681B1 (fr) 1995-09-06
DE69022176T2 (de) 1996-02-15
ES2077070T3 (es) 1995-11-16
CA2035038C (fr) 1998-12-29
WO1990015812A1 (fr) 1990-12-27
US5283327A (en) 1994-02-01
EP0429681A4 (en) 1992-03-11
EP0429681A1 (fr) 1991-06-05
US5459254A (en) 1995-10-17
KR920700218A (ko) 1992-02-19

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