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Synthesis of Organic Heteroatom Compounds Having Biological Activity

Research Project

Project/Area Number 04555207
Research Category

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

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionTottori University

Principal Investigator

WADA Masanori  Tottori University, Faculty of Engineering Professor, 工学部, 教授 (30029053)

Co-Investigator(Kenkyū-buntansha) SHINOHARA Akira  K.I.Kasei Co.Ltd.Vice-director, 研究開発部, 次長
HAMASAKI Takashi  Tottori University, Faculty of Agriculture Professor, 農学部, 教授 (40032081)
NAKASHIMA Ruka  Tottori University, Faculty of Engineering Professor, 工学部, 教授 (40025987)
HAYASE Shuichi  Tottori University, Faculty of Engineering Reseach Associate, 工学部, 助手 (50238143)
ERABI Tatsuo  Tottori University, Faculty of Engineering Associate Professor, 工学部, 助教授 (60032025)
Project Period (FY) 1992 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥18,900,000 (Direct Cost: ¥18,900,000)
Fiscal Year 1994: ¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 1993: ¥9,100,000 (Direct Cost: ¥9,100,000)
Fiscal Year 1992: ¥7,900,000 (Direct Cost: ¥7,900,000)
Keywords2,6-Dimethoxyphenyl / Heteroatom compound / quarternary phosphonium / tertiary phosphine / alkylselenophosphonium / triarylmethanol / triarylcarbenium / biological activit / アルコール酸化 / 抗菌性 / アルキルチオホスホニウム塩 / アルコキシホスホニウム塩 / アルコキシアルソニウム塩 / 光分解性
Research Abstract

A variety of organic heteroatom compounds bearing 2,6-dimethoxyphenyl group [abbr.PHI=2,6-(MeO)_2C_6H_3] have been prepared, and the general physical and chemical properties have been investigated, such as PHI_<3-n>Ph_nP,[PHI_<3-n>Ph_nP-R] X,and [PHI_<3-n>Ph_nP-YR] X(n=0,1,2 ; R=alkyl, Y=O,S,Se) ; PHI_3M,PHI_3MO,[PHI_3M-R] X,and[PHI_3M-OR] X (M=As, Sb ; R=H,alkyl, aryl) ; [PHI_3M-YH-NR_3d] X (M=P,As ; Y=O,S) ; Me_2SnX_2・PHI_<3-n>Ph_nPY (X=Cl, Br ; n=0,1,2 ; Y=O,S,Se) ; PHIM'R,[PHI_2RM'] X,and [PHIR_2M'] X (M'=S,Se, Te ; R=Me, Et, PHI) ; PHI_<3-n>Ar_nCOH,[PHI_<3-n>Ar_nC] X,and PHI_<3-n>Ar_nCH [Ar=PHI, YC_6H_4 (Y=2-MeO,H,4-MeO,4-Cl, 4-Me_2N) ; n=0,1,2] ; PHI_2C=C_6H_4=Z (Z=O,NMe, NEt) ; and 9-aryl-1,8-dimethoxyxanthenol. The number of compounds has attained to 560 including 44 known compounds, 98 reported compounds before this work, 165 reported new compounds during this work, and 253 unreported compounds. Biological activities such as herbicides, insecticides, fungicides, plantregulators, acaricides, bactericides, animal health products such as endo- and ecto-parasiticides have been tested for 79 compounds. Pronouncing activities have been observed for many 2,6-dimethoxyphenyl derivatives, and eight of these compounds have been served for field screening. Until now, unfortunately, no compound has been found to have much better biological activity and less toxicity than the existing commercial materials. The tests are still in progress for some compounds, and the tests are to be started for the remaining compounds.

Report

(3 results)
  • 1994 Final Research Report Summary
  • 1993 Annual Research Report
  • 1992 Annual Research Report
  • Research Products

    (31 results)

All Other

All Publications (31 results)

  • [Publications] Tatsuo Erabi,Shinichiro Nakamoto,Hiroshi Yuasa,Haruo Tohda,Shuichi Hayase,Masanori Wada: "Temperature Dependence of Redox Potential of Rs. rubrum Cytochrome C_2 at a4-Mercaptopyridine-modified Gold Electrode" Chemistry Express. 7. 529-532 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Shinji Hayashi,Shin-ichi Miyake,Shuichi Hayase,Tatsuo Erabi: "Acid-base Adducts between Tris (2,6-dimethoxyphenyl) mercaptophosphonium Perchlorate and Amines" Chemistry Express. 7. 693-696 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Tatsuo Erabi,Shinichiro Ozawa,Shuichi Hayase,and Masanori Wada: "Direct Voltammetric Behaviour of Rs.Rubrum Cytochrome c′ at a 2-Mercaptosuccinate-modified Gold Electrode" Chemistry Letters. 2115-2118 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Takeshi Fujii,Sinsuke Iijima,Shuichi Hayase,Tatsuo Erabi,and Gen-Etsu Matsubayashi: "1:1 Complexes of Dimethyltin Dihalides with Tris (2,6-dimethoxyphenyl) phosphine Wxide,its Sulfide,and Related Compounds" Journal of Organometallic Chemistry. 445. 65-70 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Shin-ichi Miyake,Masanobu Fujiwara,Shinji Hayashi,Tetsuji Kawaguchi,and Tatsuo Erabi: "Properties of Tris (2,6-dimethoxyphenyl) phosphine Oxide,Sulfide,and Selenide,and Their Related Compounds" Phosphorus,Sulfur,and Silicon. 75. 179-182 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Tatsuo Erabi,Kiyoharu Matsumoto,Hideki Itoh,Noritaka Takahashi,Kazunori Fujimura,Shuichi Hayase,and Masanori Wada: "Light-induced Redox Characteristics of Reaction Center Complexes Prepared from Photosynthetic Bacterium,Rhodospirillum Rubrum" Chemistry Express. 8. 649-652 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Hisashi Mishima,Tetsuya Watanabe,Satoko Natsume,Hideki Konishi,Shuichi Hayase,and Tatsuo Erabi: "Triarylcarbenium Salts Highly Reducible by Primary Alcohols" Journal of the Chemical Society,Chemical Communication. 1462-1463 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Mitsuyuki Kanzaki,Hideo Ogura,Shuichi Hayase,and Tatsuo Erabi: "Tris (2,6-dimethoxyphenyl) borane and its Adducts" Journal of Organometallic Chemistry. 485. 127-133 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Hisashi Mishima,Tetsuya Watanabe,Satoko Natsume,Hideki Konishi,Katsuhisa Kirishima,Shuichi Hayase,and Tatsuo Erabi: "Triarylcarbenium Salts Highly Reducible by Primary Alcohols" Bulletin of the Chemical Society of Japan. 68. 243-249 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Tatsuo Erabi,Kiyoharu Matsumoto,Tsutomu Okamoto,Megumi Moriuchi,Tsuyoshi Ikeda,Yukihiro Yokoyama,Shuichi Hayase,and Masanori Wada: "Role of Bipyridinium Salts in Generation of Photocurrent by Rhodospirillum rubrum Cells" Bulletin of the Chemical Society of Japan. 68. 1545-1550 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Tetsuya Watanabe,Satoko Natsume,Hisashi Mishima,Katsuhiko Kirishima,and Tatsuo Erabi: "Facile Aromatic Nucleophilic Substitutions Observed for the Triarylcarbenium Ions,[(4-YC_6H_4)Φ_2C]^+[Φ=2,6-(MeO)_2C_6H_3 ; Y=MeO,Cl,Me_2N,HO]" Bulletin of the Chemical Society of Japan. 68. 3235-3240 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Shin-ichi Miyake,Shinji Hayashi,Hiroshi Ohba,Shin-ichi Nobuki,Shuichi Hayase,and Tatsuo Erabi: "Reactions of Tris (2,6-dimethoxyphenyl) arsine,-stibine and -bismuthine and Their Derivatives" Journal of Organometallic Chemistry. 507. 53-63 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada,Shuichi Hayase,Masanobu Fujiwara,Tetsuji Kawaguchi,Toshio Iwasaki,Akira Uo,and Tatsuo Erabi: "Crystal Structure and Chemical Properties of Tris (2,6-dimethoxyphenyl) phosphine Selenide" Bulletin of the Chemical Society of Japan. 69. 655-664 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Tatsuo Erabi, Shinichiro Nakamoto, Hiroshi Yuasa, Haruo Tohda, Shuichi Hayase, Masanori Wada: ""Temperature Dependence of Redox Potential of Rs.rubrum Cytochrome C_2 at a 4-Mercaptopyridine-modified Gold Electrode"" Chem.Express. Vol.7, No.7. 529-532 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada, Shinji Hayashi, Shin-ichi Miyake, Shuichi Hayase, Tatsuo Erabi: ""Acid-base Adducts between Tris (2,6-dimethoxyphenyl) mercaptophosphonium Perchlorate and Amines"" Chem.Express. Vol.7, No.9. 693-696 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Tatsuo Erabi, Shinichiro Ozawa, Shuichi Hayase, and Masanori Wada: ""Direct Voltammetric Behavior of Rs.rubrum Cytochrome c' at a 2-Mercaptosuccinate-modified Gold Electrode"" Chem.Lett.Vol.1992, No.11. 2115-2118 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada, Takeshi Fujii, Sinsuke Iijima, Shuichi Hayase, Tatsuo Erabi, and Gen-Etsu Matsubayashi: ""1 : 1 Complexes of dimethyltin Dihalides with Tris (2,6-dimethoxyphenyl) Phosphine Oxide, its Sulfide, and Related Compounds"" J.Organometal.Chem.Vol.445. 65-70 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada, Shin-ichi Miyake, Masanobu Fujiwara, Shinji Hayashi, Tetsuji Kawaguchi, and Tatsuo Erabi: ""Properties of Tris (2,6-dimethoxyphenyl) phosphine Oxide, Sulfide, and Selenide, and Their Related Compounds"" Phosphorus, Sulfur, and Silicon. Vol.75. 179-182 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Tatsuo Erabi, Kiyoharu Matsumoto, Hideki Itoh, Noritaka Takahashi, Kazunori Fujimura, Shuichi Hayase, and Masanori Wada: ""Light-induced Redox Characteristics of Reaction Center Complexes Prepared from Photosynthetic Bacterium, Phodospirillum Rubrum"" Chem.Express. Vol.8, No.9. 649-652 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada, Hisashi Mishima, Tetsuya Watanabe, Satoko Natsume, Hideki Konishi, Shuichi Hayase, and Tatsuo Erabi: ""Triarylcarbenium Salts Highly Reducible by Primary Alcohols"" J.Chem.Soc., Chem.Commun. Vol.1993, No.18. 1462-1463 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada, Mitsuyuki Kanzaki, Hideo Ogura, Shuichi Hayase, and Tatsuo Erabi: ""Tris (2,6-dimethoxyphenyl) borane and its Adducts"" J.Organometal.Chem.Vol.485, No.1. 127-133 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masnori Wada, Hisashi Mishima, Tetsuya Watanabe, Satoko Natsume, Hideki Konishi, Katsuhisa Kirishima, Shuichi Hayase, and Tatsuo Erabi: ""Triarylcarbenium Salts Highly Reducible by Primary Alcohols"" Bull.Chem.Soc.Jpn.Vol.68, No.1. 243-249 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Tatsuo Erabi, Kiyoharu Matsumoto, Tsutomu Okamoto, Megumi Moriuchi, Tsuyoshi Ikeda, Yukihiro Yokoyama, Shuichi Hayase, and Masanori Wada: ""Role of Bipyridinium Salts in Generation of Photocurrent by Rhodospirillum rubrum Cells"" Bull.Chem.Soc.Jpn.Vol.68, No.6. 1545-1550 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada, Tetsuya Watanabe, Satoko Natsume, Hisashi Mishima, Katsuhiko Kirishima, and Tatsuo Erabi: ""Facile Aromatic Nucleophilic Substitutions Observed for the Triarylcarbenium Ions, [(4-YC_6H_4)PHI_2C]^+ [PHI=2,6-(MeO)_2C_6H_3 ; Y=MeO,Cl, Me_2N,HO]"" Bull.Chem.Soc.Jpn.Vol.68, No.11. 3235-3240 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada, Shin-ichi Miyake, Shinji Hayashi, Hiroshi Ohba, Shin-ichi Nobuki, Shuichi Hayase, and Tatuo Erabi: ""Reactions of Tris (2,6-dimethoxyphenyl) arsine, -stibine and -bismuthine and Their Derivatives"" J.Organometal.Chem.Vol.507, No.1. 53-63 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Masanori Wada, Shuichi Hayase, Masanobu Fujiwara, Tetsuji Kawaguchi, Toshio Iwasaki, Akira Uo, and Tatsuo Erabi: ""Crystal Structure and Chemical Properties of Tris (2,6-demethoxyphenyl) phosphine Selenide"" Bull.Chem.Soc.Jpn.Vol.69, No.3. 655-664 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Wada: "Acid-base Adducts between Tris(2,6-dimethoxyphenyl)mercaptophosphonium Perchlorate and Amines" Chemistey Express. 7. 693-696 (1992)

    • Related Report
      1993 Annual Research Report
  • [Publications] T.Erabi: "Direct Voltammetric Behaviour of Rs.rubrum Cytochrome c' at a 2-Mercaptosuccinate-modified Gold Electrode" Chemistry Letters. 2115-2118 (1992)

    • Related Report
      1993 Annual Research Report
  • [Publications] M.Wada: "Properties of Tris(2,6-dimethoxyphenyl)phosphine Oxide,Sulfide,and Selenide,and Their Related Compounds" Phosphorus,Sulfur,and Silicon. 75. 179-182 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] T.Erabi: "Light-induced Redox Characteristics of Reaction Center Complexes Prepared from Photosynthetic Bacterium,Rhodospirillum Rubrum" Chemistry Letters. 8. 649-652 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] M.Wada: "Triarylcarbenium Salts Highly Reducible by Primary Alcohols" J.Chem.Soc.,Chem.Commun.1462-1463 (1993)

    • Related Report
      1993 Annual Research Report

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Published: 1992-04-01   Modified: 2016-04-21  

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