《Design, synthesis and biological evaluation of novel indole-based oxalamide and aminoacetamide derivatives as tubulin polymerization inhibitors》 was written by Diao, Peng-Cheng; Jian, Xie-Er; Chen, Peng; Huang, Chuan; Yin, Jie; Huang, Jie Chun; Li, Jun-Sheng; Zhao, Pei-Liang. Electric Literature of C3H3ClO3 And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020. The article conveys some information:
A series of novel indole-based oxalamides I [R1 = H, Me, Cl; R2 = H, C(O)Me, C(O)C6H5, cyclopropanecarbonyl, furan-2-carbonyl; X = N, CH] and aminoacetamides II [R3 = H, Cl; R4 = C(O)C6H5, 4-MeC6H4C(O), 4-MeOC6H4C(O); R5 = H, 2-Me, 4-Me, 4-F, 4-MeO, 3,4,5-tri-MeO] were designed, synthesized, and evaluated for antiproliferative activities. Preliminary results revealed that compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] exhibited significant antiproliferative effect against PC-3, HeLa and HCT-116 cell lines. Flow cytometric anal. of the cell cycle demonstrated the compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] induced the cell cycle arrest at G2/M phase in HeLa cell lines. Immunocytochem. revealed loss of intact microtubule structure in cells treated with compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] and inhibition of tubulin polymerization Addnl., mol. docking anal. suggested that compound II [R3 = Cl; R4 = C(O)C6H5; R5 = H] formed stable interactions in the colchicine-binding site of tubulin. These preliminary results demonstrated that a new class of novel indole-based oxalamide and aminoacetamide derivatives described in the investigation could be developed as potential scaffolds to new anticancer agents. In addition to this study using Methyl 2-chloro-2-oxoacetate, there are many other studies that have used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Electric Literature of C3H3ClO3) was used in this study.
Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Electric Literature of C3H3ClO3
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics