• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Positional Selective Preparation of Deuteriated Compounds Having Bioactivities and Functions.

Research Project

Project/Area Number 02555176
Research Category

Grant-in-Aid for Developmental Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionKYUSHU UNIVERSITY

Principal Investigator

TASHIRO Masashi  Institute of Advanced Material Study Kyushu University, professor, 機能物質科学研究所, 教授 (40038576)

Co-Investigator(Kenkyū-buntansha) SAWADA Tsuyoshi  Institute of Advanced Material Study Kyushu University, assistant, 機能物質科学研究所, 助手 (90240902)
都築 廣久  九州大学, 中央分析センター, 助手 (80231439)
柘植 顕彦  九州大学, 機能物質科学研究所, 助手 (80179986)
Project Period (FY) 1990 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥16,700,000 (Direct Cost: ¥16,700,000)
Fiscal Year 1992: ¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 1991: ¥3,100,000 (Direct Cost: ¥3,100,000)
Fiscal Year 1990: ¥12,000,000 (Direct Cost: ¥12,000,000)
Keywordsdeuterium oxide / deuterium labelling / Raney alloys / phenols / Benzoic acid / aliphatic acid / alkane / Kolbe electrolysis / 重水標識化合物 / アルカン類 / ラネ-Cu-S1合金 / ラネ-Ni-A1合金 / 世俗的脱臭素化反応 / 核磁気共鳴スペクトル / 重水素標識 / サルチル酸 / アスピリン / ラネ-合金 / NaODーD_2O / NMRスペクトル
Research Abstract

Some deuteriated aromatic compounds such as phenols, benzoic acids, anilines and naphthalenes were prepared in high isotopic purity by treating of the corresponding halo aromatic compounds with Raney alloys i n a deuterium oxide solution in the presence of alkaline. Deuteriated aliphatic acids were obtained from unsaturated aliphatic acids and haloaliphatic acids by reduction with Raney alloys in deuterium oxide solution. Kolbe electrolysis o f the deuteriated aliphatic acids affords the corresponding deuteriated alkanes in good yield. It was also found that the cross Kolbe electrolysis gave longer chain acids than the acids used. ^1H-,^2H- and ^<13>C NMRspectrum of the deuteriated compounds prepared in this investigation were measured. Some biological activities of the deuteriated compounds are being investigated.

Report

(4 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • 1990 Annual Research Report
  • Research Products

    (34 results)

All Other

All Publications (34 results)

  • [Publications] M.TASHIRO: "Preparation of Deuteratad Naphthalenes,Anilines,m-Toluidines,and Anisoles by Reductive Dehalogenation of the Corresponding Halogenated Derivatives with Raney Cu-Al Alloy in an Alkaline Deuterium Oxide Solution" Journal of Labelled Compounds & Radiopharmaceuticals. 28. 703-712 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.TASHIRO: "Preparation of Deuteriated Adipic[^2H_2]-,[^2H_4]-,^2H_6]-and[^2H_8]-Acids by Use of Kolbe Electrolysis s a Key Reaction" Journal of Labelled Compounds & Radiopharmaceuticals. 28. 855-866 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.TASHIRO: "Preparation of Deuteriated Succinic Acids" Journal of Labelled Compounds & Radiopharmaceuticals. 29. 405-414 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.TASHIRO: "Preparation of 4-Phenylbutyric[2,3-^2H_2]-,[4,4-^2H_2]-,[2,3,4,4-^2H_4]and[2,2,3,3,4,4-^2H_6]-Acids by Use of Crossed Kolbe Electrolysis as a Key Reaction" Journal of Labelled Compounds & Radiopharmaceuticals. 29. 475-484 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.TASHIRO: "Preparation of Valeric Acids,Pentenoic Acids,γ-Valerolactones with Deuterium" Journal of Labelled Compounds & Radiopahrmaceuticals. 29. 691-701 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.TASHIRO: "Preparation of[2,3-^2H_2]-and[2,2,3,3-^2H_4]Palmitic Acids by Cross Kolbe Electrolysis as a Key Reaction." Chemistry Express. 6. 403-406 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.TASHIRO: "Synthesis and NMR Study of[4,5,6,8-^2H_4][2.2]Metacyclophane" Journal of Labelled Compounds & Radiopharmaceuticals.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.TASHIRO: "Hydrogen-Deuterium Exchange Reaction of Thiophene-2-carboxylic Acids and a Convenient Synthesis of[^2H_9]Valeric Acid with Nickel-Aluminium Alloy in Alkaline Deuterium Oxide." Journal of Chemical Research(S),(M).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masashi Tashiro: "Preparation of Deterated Naphthalenes, Anilines, m-Toluidines, and Anisoles by Reductive Dehalogenation of the Corresponding Halogenated Derivatives with Raney Cu-Al Alloy in an Alkaline Deuterium Oxide Solution" Journal of Labelled Compounds and Radiopharmaceuticals. Vol.28. 703-712 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masashi Tashiro: "Preparation of Deuteriated Adipic [^2H_2]-,[^2H_4]-,[^2H_6]-,and [^2H_8]-Acids by Use of Kolbe Electrolysis as a Key Reaction." Journal of Labelled Compounds and Radiopharmaceuticals. Vol.28. 855-866 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masashi Tashiro: "Preparation of Deuteriated Succinic Acids" Journal of Labelled Compounds and Radiopharmaceuticals. Vol.29. 405-414 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masashi Tashiro: "Preparation of 4-Phenylbutyric [2,3-^2H_2]-,[4,4-^2H_2]-, [2,3,4,4-^2H_4]-,and [2,2,3,3,4,4,-^2H_6]-Acids by Use of Crossed Kolbe Electrolysis as a Key Reaction." Journal of Labelled Compounds and Radiopharmaceuticals. Vol.29. 475-484 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masashi Tashiro: "Preparation of Valeric Acids, Pentenoic Acids, and gamma-Valerolactones with Deuterium." Journal of Labelled Compounds and Radiopharmaceuticals. Vol.29. 691-701 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masashi Tashiro: "Preparation of [2,3-^2H_2]-and [2,2,3,3,-^2H_4]Palmitic Acids by Cross Kolbe Electrolysis as a Key Reaction" Chemistry Express. Vol.6. 403-406 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masashi Tashiro: "Synthesis and NMR Study of [4,5,6,8-^2H_4][2.2] Metacyclophane" Journal of Labelled Compounds and Radiopharmaceuticals.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Masashi Tashiro: "Hyrdrogen-Deuterium Exchange Reaction of Thiophene -2-carboxylic Acids and a Convenient Synthesis of [^2H_9]Valeric Acid with Nickel-Alminium Alloy in Alkaline Deuterium Oxide." Journal of Chemical Research(S),(M).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.Tashiro: "Preparation of Deuterated Naphthalenes,Anilines,m-Toluidines,and Anisoles by Reductive Dehalogenation of the Corresponding Halogenated Derivatives with Raney Cu-Al Alloy in an Alkaline Deuterium Oxide Solution" Journal of Labelled Compounds & Radiopharmaceuticals. 28. 703-712 (1990)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Tashiro: "Preparation of Deuteriated Adipic [^2H_2]-,[^2H_4]-,[^2H_6]-and [^2H_8]-Acids by Use of Kolbe Electrolysis s a Key Reaction" Journal of Labelled Compounds&Radiopharmaceuticals. 28. 855-866 (1990)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Tashiro: "Preparation of Deuteriated Succinic Acids" Journal of Labelled Compounds&Radiopharmaceuticals. 29. 405-414 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Tashiro: "Preparation of 4-Phenylbutyric [2,3-^2H_4]-,[4,4-^2H_2]-,[2,3,4,4-^2H_4]-,and[2,2,3,3,4,4-^2H_6]-Acids by Use of Crossed Kolbe Electrolysis as a Key Reaction" Journal of Labelled Compounds&Radiopharmaceuticals. 29. 475-484 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Tashiro: "Preparation of Valeric Acids,Pentenoic Acids,γ-Valerolactones with Deuterium" Journal of Labelled Compounds&Radiopahrmaceuticals. 29. 691-701 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Tashiro: "Preparation of[2,3-^2H_2]-and[2,2,3,3-^2H_4]Palmitic Acids by Cross Kolbe Electrolysis as a Key Reaction." Chemistry Express. 6. 403-406 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Tashiro: "Synthesis and NMR Study of[4,5,6,8-^2H_4][2.2]Metacyclophane" Journal of Labelled Compounds&Radiopharmaceuticals.

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Tashiro: "Hydrogen-Deuterium Exchange Reaction of Thiophene-2-carboxylic Acids and a Convenient Synthesis of[^2H_9]Valeric Acid with Nickel-Aluminium Alloy in Alkaline Deuterium Oxide." Journal of Chemical Research(S),(M).

    • Related Report
      1992 Annual Research Report
  • [Publications] Masashi.Tashiro,Hirohisa.Tsuzuki、Shin-ichiro.Isobe,Hideyuki.Goto,Shoji.Ogasawara,Shutaro.Mataka、Tadashi.Yonemitsu: "Preparation of Deuteriated Succinic Acids" Journal of Labelled Compounds and Radio pharmaceuticals. 29. 405-414 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Masashi.Tashiro,Hirohisa.Tsuzuki、Hideyuki.Goto,Shoji.Ogasawara、Shutaro.Mataka.: "Preparation of 4-Phenylbutyric [2,3- ^2H_2]-,[4,4- ^2H_2]-,[2,3,4,4- ^2H_4],- and [2,2,3,3,4,4- ^2H_6]-Acids by Use of Crossed Kolbe Electrolysis as a Key Reaction." Journal of Labelled Compounds and Radiopharmaceuticals. 29. 475-484 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Masashi.Tashiro,Hirohisa.Tsuzuki、Shutaro.Mataka,Tadashi.Yonemitsu: "Preparation of Valeric Acids,Pentenoic Acids,and r-Valerolactones Labelled with Deuterium" Journal of Labelled Compounds and Radiopharmaceuticals. 29. 691-701 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Masashi.Tashiro,Hirohisa.Tsuzuki、Hideyuki.Goto,Shutaro.Mataka: "Preparation of [2,3- ^2H_2]- and [2,2,3,3- ^2H_4] Palmitic Acids by Crosss Kolbe Electrolysis as a Key Reaction" Chemistry Express. 6. 403-406 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] 田代 昌士,又賀 駿太郎,都築 廣久: "重水素標識化合物の位置選択的合成法の開発研究(その2)" 和光純薬工業株式会社時報. 58. 1-21 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] M.Tashiro,H.Tsuzuki,T.Tsukinoki,S.Mataka,K.Nakayama,T.Yonemitsu: "Preparation of Deuteriated Naphthalenes Anilines,mーTouidines,and Anisoles by Reductive Dehalogenation of the Corresponding Halogenated Derivatives with Raney CuーAl Alloy in an Alkaline Deuterium Oxide Solution" J.Labelled Compd and Radiopharma.28. 703-712 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] M.Tashiro,H.Tsuzuki,H.Goto,S.Ogasahara,S.Mataka: "Preparation of Deuteriated Adipic [ ^2H_2]ー,[ ^2H_4]ー,[ ^2H_5]ー,and [ ^2H_8]ーAcids by use of Kolbe Electrolysis as Key Reaction" J.Labelled Compd and Radiopharma.28. 855-866 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] M.Tashiro,H.Tsuzuki,S.Isobe,H.Goto,S.Ogasahara,S.Mataka,T.Yonemitsu: "Preparation of Deuteriated Succinic Acids by use of Raney Alloys in 10% Sodium Deuterium Oxide Solution" J.Labelled Compd and Radiopharma.29. (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] M.Tashiro,H.Tsuzuki,H.Goto,S.Ogasahara,S.Mataka: "Preparation of 4ーphenylbutyric [2,3ー ^2H_2]ー,[4,4ー ^2H_2]ー,[2,2,3,3ー ^2H_4]ー,and [2,2,3,3,4,4ー ^2H_6]ーacids by use of crossed Kolbe electrolysis as a key reaction" J.Labelled Compd and Radiopharma.29. (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] M.Tashiro,H.Tsuzuki,S.Mataka,T.Yonemitsu: "Preparation of Valeric Acids,Pentenoic Acids,and γーValerolactones Labelled with Deuterium" J.Labelled Compd and Radiopharma.29. (1991)

    • Related Report
      1990 Annual Research Report

URL: 

Published: 1990-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi