✦ LIBER ✦

Dimethoxypyrimidines as Novel Herbicides. Part 2. Synthesis and Herbicidal Activity of O -Pyrimidinylsalicylates and Analogues

✍ Scribed by Nezu, Yukio; Miyazaki, Masahiro; Sugiyama, Kazuhiko; Wada, Nobuhide; Kajiwara, Ikuo; Miyazawa, Takeshige

Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 721 KB
Volume: 47
Category: Article
ISSN: 1526-498X
DOI: 10.1002/(sici)1096-9063(199606)47:2<115::aid-ps397>3.0.co;2-r

No coin nor oath required. For personal study only.

✦ Synopsis

A new series of the 0-pyrimidinylsalicylates was synthesized and their herbicidal activity was examined. Some of these compounds showed very strong herbicidal activity under pre-and post-emergent treatment conditions against various kinds of grass and broadleaf weeds. Among these compounds, 0-(4, 6dimethoxypyrimidin-2-yl) salicylic acid and its methyl ester were found to exhibit the highest activity. The herbicidal symptoms observed after the treatments included early cessation of plant growth followed by chlorosis, necrosis and plant death. The symptoms were similar to those caused by sulfonylureas and imidazolinones, which inhibit branched-chain amino acid biosynthesis.

📜 SIMILAR VOLUMES

Dimethoxypyrimidines as Novel Herbicides

Dimethoxypyrimidines as Novel Herbicides. Part 1. Synthesis and Herbicidal Activity of Dimethoxyphenoxyphenoxypyrimidines and Analogues

✍ Nezu, Yukio; Miyazaki, Masahiro; Sugiyama, Kazuhiko; Kajiwara, Ikuo 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 738 KB

A number of 6-(4-phenoxyphenoxy)pyrimidines and triazines were synthesized and their herbicidal activity was measured. Compounds with the methoxy groups at the 2-and 4-positions on the pyrimidine and triazine rings exhibited high herbicidal activity. Introduction of a substituent into the 5position

Dimethoxypyrimidines as novel herbicides

Dimethoxypyrimidines as novel herbicides. Part 4. Quantitative structure-activity relationships of dimethoxypyrimidinyl(thio)salicylic acids

✍ Nezu, Yukio; Wada, Nobuhide; Yoshida, Fumitaka; Miyazawa, Takeshige; Shimizu, Ts 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 276 KB 👁 3 views

The activity of a number of O-(4,6-dimethoxypyrimidin-2-yl)salicylic acids and their thio analogs inhibiting acetolactate synthase (ALS) preparation was measured. The e †ects of substituents on the salicylic-benzene ring on the inhibitory activity were analyzed quantitatively with physicochemical su

Studies of the New Herbicide KIH-6127. P

Studies of the New Herbicide KIH-6127. Part II. Synthesis and Herbicidal Activity of 6-Acyl Pyrimidin-2-yl Salicylates and Analogues against Barnyard Grass

✍ Tamaru, Masatoshi; Takehi, Takayoshi; Masuyama, Naoshi; Hanai, Ryo 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 679 KB

The method reported previously (Part I) was employed to prepare a variety of novel 6-acylsalicylates as key intermediates. 6-Acylpyrimidin-2-yl salicylates (2-acyl-6-[(4,6-disubstituted pyrimidin-2-y1)oxylbenzoate derivatives: Type l), the closely related phthalide compounds (3-alkyl-7-[(4,6dimethox

Design, synthesis and biological activit

Design, synthesis and biological activity of novel herbicides targeted ALS(XII)—Quantitative structure-activity relationships of herbicidal 1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonanilides

✍ Yang Guang-Fu; Liu Hua-Yin; Yang Xiu-Feng; Yang Hua-Zheng 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 336 KB

Studies of the New Herbicide KIH-6127. P

Studies of the New Herbicide KIH-6127. Part III. Synthesis and Structure-Activity Studies of Analogues of KIH-6127 against Barnyard Grass ( Echinochloa oryzicola )*

✍ Tamaru, Masatoshi; Masuyama, Naoshi; Sato, Masahiro; Takabe, Fumiaki; Inoue, Jun 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 336 KB 👁 2 views

The previously evaluated prototype, methyl 6-acetyl-2-[(4,6dimethoxypyrimidin-2-yl)oxy]benzoate, was modiÐed by the introduction of an oximino group. Further extensive synthetic modiÐcations were then made to the 6-alkyl moiety (R1), the ester moiety (R2), the alkoxyimino moiety (R3), the bridge-ato

Studies of the New Herbicide KIH-6127. P

Studies of the New Herbicide KIH-6127. Part I. Novel Synthesis of Methyl 6-Acetylsalicylate as a Key Synthetic Intermediate for the Preparation of 6-Acetyl Pyrimidin-2-yl Salicylates and Analogues

✍ Tamaru, Masatoshi; Saito, Yoshihiro 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 492 KB 👁 2 views

A novel synthesis of methyl 6-acetylsalicylate as a key synthetic intermediate for methyl 2-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-[l-(methoxyimino) ethyllbenzoate (KIH-6127) was studied, and directed at 6-substituted pyrimidin-2-yl salicylate herbicides and their analogues. Three synthetic approaches