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2002 Fiscal Year Final Research Report Summary

Development and Application of Novel Histamine H_3 agonist Imifuramine

Research Project

Project/Area Number 11672127
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionOsaka University of Pharmaceutical Sciences

Principal Investigator

KURIHARA Takushi  Osaka University of Pharmaceutical Sciences, Prof., 薬学部, 教授 (90067281)

Co-Investigator(Kenkyū-buntansha) YAMATODANI Atsushi  Osaka University, Faculty of Medicine, Prof., 医学部, 教授 (30116123)
HARUSAWA Shinya  Osaka University of Pharmaceutical Sciences, Ass. Prof., 薬学部, 助教授 (90167601)
Project Period (FY) 1999 – 2002
Keywordshistamine / H_3 / H_4 / receptor / agonist / antagonist / imidazole / imifuramine
Research Abstract

Synthetic studies of imidazole C-nucleoside derivatives and their application to novel histamine H_3- and H_4-ligands are described, in which the following items are covered. 1) Stereoselective synthesis of imidazole C-nucleosides via diazafulvene intermediates. 2) Synthesis of tetrahydrofuranylimidazoles using efficient use of a PhSe group and its application to novel histamine H_3-ligands. 3) Histamine H_3- and H_4-agonistic activities of imifuramine derivatives. 4) Efficient synthesis of imifuramine and its stereoisomer via diazafulvene intermediates. 5) Difference between diazafulvene cyclization and intramolecular Mitsunobu reaction of 1,4-diols.

  • Research Products

    (11 results)

All Other

All Publications (11 results)

  • [Publications] T.Hashimoto: "A Selective Human H_4-Rccepcor Agonist : (-)-2-Cyano-1-methyl-3-{(2R,SR)-5-[1H-imidazol-4(5)-yl]tetrahydrofuran-2-yl}methylguanidine"J. Med. Chem.. (in press). (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 春沢信哉: "総合論文:イミダゾールC-ヌクレオシド誘導体の合成研究とヒスタミンH_3およびH_4リガンドへの応用"有機合成化学協会誌. 61. 682-693 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Harusawa: "Efficient Synthesis of trans-or cis-4(5)-(5-Aminomethyl-tetrahydrofuranyl)imidazoles via Diazafulvene Intermediates : Synthetic Approach"Chem.Pharm.Bull.. 51. 832-837 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Harusawa: "Synthesis of (±)-trans-or cis-(5-Aminomethyltetrahydrofuranyl)imidazole by Mitsunobu Cyclization : Synthetic Studies toward Novel Histamine H_3 or"Chem.Pharm.Bull.. 51. 325-329 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Harusawa: "An Efficient and Convenient Synthesis of 4-Vinylimidazoics Using a Novel Horner-Wadsworth-Emmons (HME) Reagent : Synthetic Studies Toward Novel"Synthesis. 1072-1078 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] L.Araki: "Synthesis of 4(5)-(α-D-Xylofuranosyl)imidazole Starting from L-Arabinose : Mitsunobu Cyclization via C4'-Oxyphosphonium Intermediate"Heterocycles. 55. 1907-1917 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] L. Araki: "Synthesis of Cis- or Trans-2,4-Disubstituted Tetrahydrofurans Bearing Amino and Imidazole Groups by Efficient Use of the Modified or Standard Mitsunobu"Heterocycles. 55. 889-903 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Harusawa: "Stereoselective Synthesis of 4(5)-[(2S,3S)-and (2R,3R)-3-Aminotetrahydrofuran-2-yl]imidazoles 〜"Heterocycles. 53. 2739-2751 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] L. Araki: "4(5)-[5'-Amino-5'-deoxy-α-arabinofuranosyl]imidazole and its S'-derivatives Using Modified Mitsunobu Cyclization: Synthetic Studies Toward Novel"Heterocycles. 53. 1957-1973 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Harusawa: "Synthesis of 4(5)-[5-(Aminomethyl)-tetrahydrofuran-2-yl or 5-(Aminomethyl)- 〜"J. Org. Chem.. 64. 8608-8615 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S. Harusawa: "Synthesis of Imifuramine and its Stereoisomers Exhibiting Histamine H3-Agonistic Activity"Tetrahedron Lett.. 40. 2561-2564 (1999)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2004-04-14  

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