Discovery of novel N-benzylbenzamide derivatives as tubulin polymerization inhibitors with potent antitumor activities was written by Zhu, Huajian;Li, Wenlong;Shuai, Wen;Liu, Yang;Yang, Limei;Tan, Yuchen;Zheng, Tiandong;Yao, Hong;Xu, Jinyi;Zhu, Zheying;Yang, Dong-Hua;Chen, Zhe-Sheng;Xu, Shengtao. And the article was included in European Journal of Medicinal Chemistry in 2021.COA of Formula: C3H9NO The following contents are mentioned in the article:
A series of novel N-benzylbenzamide derivatives I (R = dimethylaminyl, piperidin-1-yl, morpholin-4-yl, etc.; R1 = H, Cl, NO2, (pyridin-4-ylmethyl)aminyl, etc.; R2 = H, NO2; R3 = (3-hydroxy-4-methoxyphenyl)methyl, (3-fluoro-4-methoxyphenyl)methyl, pyridin-4-ylmethyl, etc.; R4 = H, Me), II (X = Y = N, CH) and III were designed and synthesized as tubulin polymerization inhibitors. Among fifty-one target compounds, I, II and III compound I [R = morpholin-4-yl; R1 = F; R2 = H; R3 = (3-hydroxy-4-methoxyphenyl)methyl; R4 = H] (IV) exhibited significant antiproliferative activities with IC50 values ranging from 12 to 27 nM against several cancer cell lines, and possessed good plasma stability and satisfactory physicochem. properties. Mechanism studies demonstrated that IV bound to the colchicine binding site and displayed potent anti-vascular activity. Notably, the corresponding disodium phosphate III exhibited an excellent safety profile with the LD50 value of 599.7 mg/kg (i.v. injection), meanwhile, it significantly inhibited tumor growth and decreased microvessel d. in liver cancer cell H22 allograft mouse model without obvious toxicity. Collectively, IV and III are novel promising anti-tubulin agents with more druggable properties and deserve to be further investigated for cancer therapy. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3COA of Formula: C3H9NO).
2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.COA of Formula: C3H9NO
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem