In 2022,Zhang, Zhen; Li, Jie; Chen, Hao; Huang, Jing; Song, Xiaojuan; Tu, Zheng-Chao; Zhang, Zhang; Peng, Lijie; Zhou, Yang; Ding, Ke published an article in Journal of Medicinal Chemistry. The title of the article was 《Design, Synthesis, and Biological Evaluation of 2-Formyl Tetrahydronaphthyridine Urea Derivatives as New Selective Covalently Reversible FGFR4 Inhibitors》.Reference of 4-Ethynylpyridine The author mentioned the following in the article:
Aberrant FGF19/FGFR4 signaling is an oncogenic driver force for the development of human hepatocellular carcinoma (HCC). A series of 2-formyl tetrahydronaphthyridine urea derivatives I (R = 2-phenylethynyl, 2-(pyridin-2-yl)ethynyl, 2-(3-methoxyphenyl)ethyl, etc.; R1 = F, propan-2-yloxidanyl, cyclopentylaminyl, etc.) and II was designed and synthesized as new covalently reversible inhibitors of FGFR4. The representative compound II (R = 2-(pyridin-3-yl)ethynyl) (III) exhibited an IC50 value of 5.4 nM against FGFR4 and demonstrated extraordinary kinome selectivity. Compound III also exhibited good oral pharmacokinetic properties with an AUC(0-t) value of 38 950.06 h*ng/mL, a T1/2 value of 3.06 h, and an oral bioavailability of 50.97%, at an oral dose of 25 mg/kg in Sprague-Dawley (SD) rats. Furthermore, compound III induced significant tumor regressions in a xenograft mouse model of Hep3B2.1-7 HCC cancer cells without an obvious sign of toxicity upon 30 mg/kg oral administration. Compound III may serve as a promising lead compound for further anticancer drug development. After reading the article, we found that the author used 4-Ethynylpyridine(cas: 2510-22-7Reference of 4-Ethynylpyridine)
4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Reference of 4-Ethynylpyridine