文献类型：期刊文献

英文题名：Study of Cycloxaprid Co-crystals: Characterization, Theory Calculation, Solubility, and Stability

作者：Li, Mengnan[1];Wang, Jinling[1];Xu, Xiaoyong[1];Ren, Guobin[2,3,4];Zhu, Bin[2,3,4];Hong, Minghuang[2,3,4];Li, Zhong[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Minist Educ, Shanghai 200237, Peoples R China;[3]East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Minist Educ, Shanghai 200237, Peoples R China;[4]East China Univ Sci & Technol, Lab Pharmaceut Crystal Engn & Technol, Sch Pharm, Shanghai 200237, Peoples R China

年份：2022

卷号：22

期号：7

起止页码：4437

外文期刊名：CRYSTAL GROWTH & DESIGN

收录：;EI(收录号：20222512240180);WOS:【SCI-EXPANDED(收录号:WOS:000821211900001)】；

基金：This work was financially supported by the Innovation Program of Shanghai Municipal Education Commission (201701070002E00037), the National Key Research Program of China (2017YFD0200505), the National Natural Science Foundation of China (nos. 21706064 and 21776073), and the Natural Science Foundation of Shanghai (no. 20ZR1413600).

语种：英文

外文关键词：Chemical stability - Differential scanning calorimetry - Fourier transform infrared spectroscopy - Molecular orbitals - Nuclear magnetic resonance spectroscopy - Single crystals - Thermogravimetric analysis - X ray diffraction

摘要：Cycloxaprid (CYC) is a potentially commercially available pesticide with high activity, but its further development is limited due to the poor solubility and stability. In this paper, the co-crystallization strategy is applied to improve the physical and chemical properties of CYC for the first time. The cycloxaprid-succinimide (CYC-SM) co-crystal and the cycloxaprid-trifluoromethanesulfonamide (CYC-TS) co-crystal with a stoichiometric ratio of 1:1 between API and co-crystal former were successfully prepared through experimental screening and systemically characterized by powder X-ray diffraction, nuclear magnetic resonance, differential scanning calorimetry, thermogravimetry, Fourier trans- form infrared spectroscopy, and single-crystal X-ray diffraction techniques. The weak interaction of CYC-SM and CYC-TS co-crystals was quantified and analyzed by quantum chemistry calculations. Compared with CYC-TS, the molecular orbital and lattice energy calculation results of CYC-SM show lower chemical reactivity and better stability, which is consistent with the results of solid-state and solution stability tests. The partially weak interaction remained in the solution, and the weakly basic nature of SM and the relatively slow release of CYC from CYC-SM contributed to the promoted solution stability of CYC-SM. In addition, due to the introduction of SM molecules, the solubility of CYC-SM was significantly improved. The CYC-SM co-crystal could be a candidate solid-state form that provides an opportunity for the further development of CYC.