SDS of cas: 614-16-4In 2021 ,《Mechanistic selectivity investigation and 2D-QSAR study of some new antiproliferative pyrazoles and pyrazolopyridines as potential CDK2 inhibitors》 appeared in European Journal of Medicinal Chemistry. The author of the article were Hassan, Ghaneya S.; Georgey, Hanan H.; Mohammed, Esraa Z.; George, Riham F.; Mahmoud, Walaa R.; Omar, Farghaly A.. The article conveys some information:
Novel series of diphenyl-1H-pyrazoles (Z/E)I (Ar = C6H5, 4-BrC6H4, 2-thienyl, etc.) and pyrazolo[3,4-b]pyridines II and III (R = H, OMe, Cl; X = CH2, O, NCH3) were synthesized and evaluated for their antiproliferative activity against breast cancer cell line (MCF7) and Hepatocellular carcinoma cell line (HepG2). The highest MCF7 growth inhibition activity was attained via compounds (Z/E)I (Ar = 4-CH3OC6H4) and III (R = OMe; X = O) (IC50 = 1.29 and 0.93μM, resp.), while compounds II (4-FC6H4) and III (R = OMe; X = NMe) were the most active ones against HepG2 (IC50 = 1.57 and 1.33μM, resp.) compared to doxorubicin (IC50 = 1.88 and 7.30μM, resp.). Cell cycle anal. showed arrest at S and G2-M phases in MCF7 cells treated with (Z/E)I (Ar = 4-CH3OC6H4) and III (R = OMe; X = O), and at G2-M and G1/S phases in HepG2 cells treated with II (4-FC6H4) and III (R = OMe; X = NMe), resp. Apoptotic effect of compounds (Z/E)I (Ar = 4-CH3OC6H4), II (4-FC6H4), III (R = OMe; X = O, NMe) was indicated via their pre-G1 early and late apoptotic effects and augmented levels of caspase-9/MCF7 and caspase-3/HepG2. A worthy safety profile was assessed for compounds (Z/E)I (Ar = 4-CH3OC6H4) and III (R = OMe; X = O) on MCF10A and compounds II (4-FC6H4) and III (R = OMe; X = NMe) on THLE2 treated normal cells. Furthermore, compounds (Z/E)I (Ar = 4-CH3OC6H4), II (4-FC6H4) and III (R = OMe; X = NMe) displayed a promising selective profile for CDK2 inhibition vs. CDK1, CDK4, and CDK7 isoforms are proved from their selectivity index. Docking in CDK2 ATP binding site, co-crystallized with R-Roscovitine, demonstrated analogous interactions and comparable binding energy with the native ligand. 2D QSAR sighted the possible structural features governing the CDK2 inhibition activity elicited by the studied pyrazolo[3,4-b]pyridines II and III. These findings present compounds (Z/E)I (Ar = 4-CH3OC6H4), II (4-FC6H4) and III (R = OMe; X = NMe) as selective CDK2 inhibitors with promising antiproliferative activity against MCF7 and HepG2 cancer cells.3-Oxo-3-phenylpropanenitrile(cas: 614-16-4SDS of cas: 614-16-4) was used in this study.
3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.SDS of cas: 614-16-4
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts