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-氰基亚磺酰亚胺官能团作为邻氨基苯甲酰胺类杀虫剂强效类似物设计中的非经典酰胺键生物电子等排体。

-Cyano sulfilimine functional group as a nonclassical amide bond bioisostere in the design of a potent analogue to anthranilic diamide insecticide.

作者信息

Kang On-Yu, Kim Eunsil, Lee Won Hyung, Ryu Do Hyun, Lim Hwan Jung, Park Seong Jun

机构信息

Data Convergence Drug Research Center, Korea Research Institute of Chemical Technology Daejeon 34114 Republic of Korea

Department of Chemistry, Sungkyunkwan University 2066 Seobu-ro Suwon 16419 Republic of Korea.

出版信息

RSC Adv. 2023 Jan 11;13(3):2004-2009. doi: 10.1039/d2ra06988a. eCollection 2023 Jan 6.

DOI:10.1039/d2ra06988a
PMID:36712628
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9832345/
Abstract

To explore the potential of the -cyano sulfilimine group as an amide bond isostere, a derivative of the blockbuster anthranilic diamide, chlorantramiliprole, was synthesized and evaluated with regard to its physicochemical properties, permeability, and biological activity. Given the combination of -cyano sulfilimine chlorantraniliprole 1 and its strong hydrogen bond acceptor character, high permeability, and excellent insecticidal activity, the -cyano sulfilimine functional group could be considered as an amide bond isostere.

摘要

为了探索氰基磺胺亚胺基团作为酰胺键电子等排体的潜力，合成了重磅邻氨基苯甲酰胺类杀虫剂氯虫酰胺的一种衍生物，并对其物理化学性质、渗透性和生物活性进行了评估。鉴于氰基磺胺亚胺氯虫酰胺1兼具强氢键受体特性、高渗透性和优异的杀虫活性，氰基磺胺亚胺官能团可被视为一种酰胺键电子等排体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/208b022c8c71/d2ra06988a-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/e980b7243fd0/d2ra06988a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/c4f063bb5fe9/d2ra06988a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/fe3e5fcb3465/d2ra06988a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/a3b8cf197527/d2ra06988a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/1b983384154f/d2ra06988a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/b69d3f3b7578/d2ra06988a-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/6e7ba41e2682/d2ra06988a-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/208b022c8c71/d2ra06988a-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/e980b7243fd0/d2ra06988a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/c4f063bb5fe9/d2ra06988a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/fe3e5fcb3465/d2ra06988a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/a3b8cf197527/d2ra06988a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/1b983384154f/d2ra06988a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/b69d3f3b7578/d2ra06988a-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/6e7ba41e2682/d2ra06988a-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9edf/9832345/208b022c8c71/d2ra06988a-f6.jpg

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