Li, Zhanhui et al. published their research in European Journal of Medicinal Chemistry in 2020 | CAS: 1620-76-4

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Synthetic Route of C7H6N2

Design, synthesis, and evaluation of pyrrolidine based CXCR4 antagonists with in vivo anti-tumor metastatic activity was written by Li, Zhanhui;Wang, Xu;Lin, Yu;Wang, Yujie;Wu, Shuwei;Xia, Kaijiang;Xu, Chen;Ma, Haikuo;Zheng, Jiyue;Luo, Lusong;Zhu, Fang;He, Sudan;Zhang, Xiaohu. And the article was included in European Journal of Medicinal Chemistry in 2020.Synthetic Route of C7H6N2 This article mentions the following:

The design, synthesis and evaluation of novel CXCR4 antagonists were based on a pyrrolidine scaffold e.g., 3-(1,3-dioxolan-2-yl)-1-(3-methylpyridin-2-yl)propan-1one. The structural exploration/optimization identified numerous potent CXCR4 antagonists, represented by (S)-2-methyl-4-(4-methylpiperazin-1-yl)-6-((2-(3methylpyridin-2-yl)pyrrolidin-1-yl)methyl)pyrimidine, which displayed potent binding affinity to CXCR4 receptor (IC50 = 79 nM competitively displacing fluorescent 12G5 antibody) and inhibited CXCL12 induced cytosolic calcium flux (IC50 = 0.25 nM). Moreover, in a transwell invasion assay, (S)-2-methyl-4-(4-methylpiperazin-1-yl)-6-((2-(3methylpyridin-2-yl)pyrrolidin-1-yl)methyl)pyrimidine significantly mitigated CXCL12/CXCR4 mediated cell migration. The (S)-2-Methyl-4-(4-methylpiperazin-1-yl)-6-((2-(3methylpyridin-2-yl)pyrrolidin-1-yl)methyl)pyrimidine exhibited good physicochem. properties (MW 367, logD7.4 1.12, pKa 8.2) and excellent in vitro safety profiles (e.g., hERG patch clamp IC50 > 30μM and minimal CYP isoenzyme inhibition). Importantly, (S)-2-methyl-4-(4-methylpiperazin-1-yl)-6-((2-(3methylpyridin-2-yl)pyrrolidin-1-yl)methyl)pyrimidine displayed much improved metabolic stability in human and rat liver microsomes. Lastly, (S)-2-Methyl-4-(4-methylpiperazin-1-yl)-6-((2-(3methylpyridin-2-yl)pyrrolidin-1-yl)methyl)pyrimidine demonstrated marked efficacy in a cancer metastasis model in mice. These results strongly support (S)-2-methyl-4-(4-methylpiperazin-1-yl)-6-((2-(3methylpyridin-2-yl)pyrrolidin-1-yl)methyl)pyrimidine as a prototypical lead for the development of promising CXCR4 antagonists as clin. candidates. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Synthetic Route of C7H6N2).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Synthetic Route of C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem