Design, Synthesis, Fungicidal Activity, and Unexpected Docking Model of the First Chiral Boscalid Analogues Containing Oxazolines was written by Li, Shengkun;Li, Dangdang;Xiao, Taifeng;Zhang, ShaSha;Song, Zehua;Ma, Hongyu. And the article was included in Journal of Agricultural and Food Chemistry in 2016.SDS of cas: 5856-63-3 This article mentions the following:
Chirality greatly influences a pesticide’s biol. and pharmacol. properties, and will contribute to unnecessary environment loading and undesired ecol. impact. No structure and activity relationship (SAR) of enantiopure succinate dehydrogenase inhibitors (SDHIs) were documented during the structure optimization of boscalids. Based on com. SDHIs, oxazoline natural products and versatile oxazoline ligands in organic synthesis, the first effort was devoted to explore the chiral SDHIs and the preliminary mechanism thereof. Fine-tuning furnished chiral nicotinamides I as a more promising fungicidal candidate against Rhizoctonia solani, Botrytis cinerea and Sclerotinia sclerotiorum, with EC50 values of 0.58, 0.42 and 2.10 mg/L, resp. In vivo bioassay and mol. docking were investigated to explore the potential in practical application and plausible novelty in action mechanism, resp. The unexpected mol. docking model showed the differently chiral effect on the binding site with the amino acids residues. This chiral nicotinamides also featured easy synthesis and cost-efficacy. It will provide a powerful complement to the com. SDHI fungicides with the introduction of chirality. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3SDS of cas: 5856-63-3).
(R)-2-Aminobutan-1-ol (cas: 5856-63-3) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.SDS of cas: 5856-63-3
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts