In 2019,Journal of Heterocyclic Chemistry included an article by Heppell, Jacob T.; Islam, Amirul Md.; McAlpine, Shelli R.; Al-Rawi, Jasim M. A.. Synthetic Route of C5H6BNO2. The article was titled 《Functionalization of Quinazolin-4-ones Part 3: Synthesis, Structures Elucidation, DNA-PK, PI3K, and Cytotoxicity of Novel 8-Aryl-2-morpholino-quinazolin-4-ones》. The information in the text is summarized as follows:
A series of novel 8-aryl-2-morpholino quinazolines I (X = H, Cl; Ar = C6H5, 4-ClC6H4, 3-pyridyl, etc.) and II (X = H, Cl; R1 = Me, Bn; Ar = C6H5, 4-MeOC6H4, 3-H2NC6H4, etc.) were synthesized from the precursor 2-thioxo quinazolin-4-one. The compounds I and II were assayed for DNA-dependent protein kinase (DNA-PK) and phosphatidylinositol 3-kinase (PI3K). All compounds showed low DNA-PK % inhibition activity at 10 μM compound concertation, and the compound I (X = H; Ar = dibenzo[b,d]thiophen-4-yl) was most active with 38% inhibition. Similar pattern of PI3K α, β, γ, and δ isoforms inhibition activity at 10 μM were observed and the most active isoform was PI3K δ of 41% inhibition for compound I (X = Cl; Ar = dibenzo[b,d]thiophen-4-yl). Most compounds were less active than expected in spite of the strong structural resemblance to known inhibitors. Loss of activity could be attributed to the tautomerization to the aromatic enol (4-OH), which could specify that the carbonyl (C=O) group is important functional group for the activity. Selected compounds displayed appreciable cytotoxicity and compound I (X = Cl; Ar = dibenzo[b,d]thiophen-4-yl) exhibiting the greatest activity with an IC50 of 9.95 μM, therefore, the mechanism of the cytotoxicity of this compd, were not through DNA-PK or PI3K inhibition activity. The experimental part of the paper was very detailed, including the reaction process of Pyridin-3-ylboronic acid(cas: 1692-25-7Synthetic Route of C5H6BNO2)
Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Synthetic Route of C5H6BNO2