Zhao, Liyu; Yin, Wenbo; Sun, Yin; Sun, Nannan; Tian, Linfeng; Zheng, Yang; Zhang, Chu; Zhao, Shizhen; Su, Xin; Zhao, Dongmei; Cheng, Maosheng published an article in 2021. The article was titled 《Improving the metabolic stability of antifungal compounds based on a scaffold hopping strategy: Design, synthesis, and structure-activity relationship studies of dihydrooxazole derivatives》, and you may find the article in European Journal of Medicinal Chemistry.SDS of cas: 622-95-7 The information in the text is summarized as follows:
L-Amino alc. derivatives exhibited high antifungal activity, but the metabolic stability of human liver microsomes in vitro was poor, and the half-life of optimal compound 5 was less than 5 min. To improve the metabolic properties of the compounds, the scaffold hopping strategy was adopted and a series of antifungal compounds with a dihydrooxazole scaffold was designed and synthesized. Compounds substituted with 4-Ph group on dihydrooxazole ring exhibited excellent antifungal activities against C. albicans, C. tropicalis and C. krusei, with MIC values in the range of 0.03-0.25μg/mL. In addition, the metabolic stability of compounds A33 and A34 (I and II, resp.) in human liver microsomes in vitro was improved significantly, with the half-life greater than 145 min and the half-life of 59.1 min, resp. Moreover, pharmacokinetic studies in SD rats showed that A33 exhibited favorable pharmacokinetic properties, with a bioavailability of 77.69%, and half-life (i.v. administration) of 9.35 h, indicating that A33 is worthy of further study. The experimental process involved the reaction of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7SDS of cas: 622-95-7)
1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.SDS of cas: 622-95-7 It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics