Synthesis of Organic Heteroatom Compounds Having Biological Activity

具有生物活性的有机杂原子化合物的合成

• 批准号: 04555207
• 负责人: WADA Masanori
• 金额: $ 12.1万
• 依托单位: Tottori University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Developmental Scientific Research (B)
• 财政年份: 1992
• 资助国家: 日本
• 起止时间: 1992 至 1994
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-04555207/
• 关键词: 2,6-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

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.

本文合成了一系列含2，6-二甲氧基苯基的有机杂原子化合物[简称PHI = 2，6-（MeO）_2C_6H_3]，并研究了它们的一般物理和化学性质，如[PHI_Ph_nP-R] X和[PHI_Ph_nP-YR] X<3-n>（n = 0，1，2; R =烷基，Y = O，S，Se）; PHI_3M，PHI_3MO，[PHI_3M-R] X和[PHI_3M-OR] X（M = As，Sb; R = H，烷基，芳基）;[PHI_3M-YH-NR_3d] X（M = P，As; Y = O，S）; Me_2SnX_2·PHI_Ph_nPY（X = Cl，Br; n = 0，1，2; Y = O，S，Se）; PHIM ′ R、[PHI_2RM ′] X和[PHIR_2M ′] X（M ′ = S、Se、Te; R = Me、Et、PHI）; PHI_Ar_nCOH、[PHI_Ar_nC] X和PHI_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）;<3-n><3-n><3-n><3-n><3-n><3-n>其中已知化合物44个，以前报道的化合物98个，本次工作中报道的新化合物165个，未报道的化合物253个。生物活性，如除草剂，杀虫剂，杀真菌剂，植物调节剂，杀螨剂，杀虫剂，动物保健产品，如内和外寄生虫药已被测试的79个化合物。已观察到许多2，6-二甲氧基苯基衍生物的发音活性，其中8个化合物已用于田间筛选。不幸的是，到目前为止，还没有发现比现有的商业材料具有更好的生物活性和更低的毒性的化合物。一些化合物的测试仍在进行中，其余化合物的测试即将开始。

项目成果

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)

Masanori Wada、Mitsuyuki Kanzaki、Hideo Ogura、Shuichi Hayase 和 Tatsuo Erabi：““三（2,6-二甲氧基苯基）硼烷及其加合物””J.Organometal.Chem.Vol.485，No.1。

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 (1

Masanori Wada、Shin-ichi Miyake、Shinji Hayashi、Hiroshi Ohba、Shin-ichi Nobuki、Shuichi Hayase 和 Tatuo Erabi：“三(2,6-二甲氧基苯基)胂、-锑和-铋及其衍生物的反应”

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)

Masanori Wada、Hisashi Mishima、Tetsuya Watanabe、Satoko Natsume、Hideki Konishi、Katsuhisa Kirishima、Shuichi Hayase 和 Tatsuo Erabi：“可被伯醇高度还原的三芳基碳盐”日本化学会通报。

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 o

Tatsuo Erabi、Kiyoharu Matsumoto、Tsutomu Okamoto、Megumi Moriuchi、Tsuyoshi Ikeda、Yukihiro Yokoyama、Shuichi Hayase 和 Masanori Wada：“联吡啶盐在红色红螺菌细胞产生光电流中的作用”化学会通报

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)

Masanori Wada、Hisashi Mishima、Tetsuya Watanabe、Satoko Natsume、Hideki Konishi、Shuichi Hayase 和 Tatsuo Erabi：“可被伯醇高度还原的三芳基碳盐”化学会杂志，化学通讯。