COA of Formula: C16H20N2O2On May 1, 1989 ,《Specific inhibitors of tyrosine-specific protein kinases: properties of 4-hydroxycinnamamide derivatives in vitro》 appeared in Cancer Research. The author of the article were Shiraishi, Tadayoshi; Owada, M. Koji; Tatsuka, Masaaki; Yamashita, Takashi; Watanabe, Kiyoshi; Kakunaga, Takeo. The article conveys some information:
Inhibition by 7 synthetic 4-hydroxycinnamamide derivatives, ST 271, ST 280, ST 458, ST 494, ST 633, ST 638, and ST 642, of tyrosine-specific protein kinases (tyrosine kinase) of oncogene or proto-oncogene products (p130gag-v-fps, p70gag-actin-v-fgr, pp60v-src, pp60c-src) and epidermal growth factor (EGF) receptor kinase were investigated. ST 638 (α-cyano-3-ethoxy-4-hydroxy-5-phenylthiomethylcinnamamide) strongly inhibited more of the tyrosine kinases than any of the other compounds The susceptibilities of these tyrosine kinases to ST 638 increased in the following order: EGF receptor > p70gag-actin-v-fgr > pp60c-src > p130gag-v-fps, pp60v-src, with 50% inhibitory concentration values of 1.1, 4.2, 18, 70, and 87 μM, resp. The phosphorylation of the tyrosine residues in particulate fractions from RR1022 cells expressing pp60v-src was inhibited by ST 638 in a dose-dependent way, while it had a negligible effect on the phosphorylations of threonine and serine residues. Kinetic anal. showed that ST 638 competitively inhibited the phosphorylation of an exogenous substrate by the EGF receptor kinase with a Ki of 2.1 μM. ST 638 noncompetitively inhibited autophosphorylation by EGF receptor kinase. Thus, ST 638 is a potent and specific inhibitor of tyrosine kinases in vitro, and its inhibitory activity is caused by competing with the substrate protein for the tyrosine kinase binding site. In the experiment, the researchers used 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7COA of Formula: C16H20N2O2)
2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.COA of Formula: C16H20N2O2 The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics