C8H6N2

C8H6N2 is the molecular formula associated with quinazoline, the parent compound of a class of nitrogen-containing heterocycles. Quinazoline is a bicyclic aromatic system formed by a benzene ring fused to a pyrimidine ring, yielding a planar C8H6N2 core with two ring nitrogens located at positions 1 and 3.

The structure consists of a fused ring system in which the benzene and pyrimidine rings share two adjacent carbon atoms. This arrangements gives a rigid, aromatic framework that is relatively electron-poor compared with benzene. The two nitrogen atoms contribute to the heteroaromatic character and influence reactivity, directing substitution patterns mainly to the benzene portion and enabling diverse functionalization to create derivatives.

In terms of properties, quinazoline is typically a colorless solid with limited water solubility and higher solubility in organic solvents. It is stable under ordinary laboratory conditions and can undergo typical reactions of heteroaromatics, including electrophilic substitution on the benzene ring and hydrogenation or functionalization at the heterocycle. The compound can be synthesized via cyclocondensation and oxidative dehydrogenation routes from suitable precursors such as o-aminobenzonitriles or tetrahydroquinazoline derivatives.

Quinazoline and its derivatives are important scaffolds in medicinal chemistry. The core is found in a variety of pharmaceutical agents, including several anticancer drugs. Notable examples of quinazoline-based therapeutics include gefitinib and erlotinib, which are 4-anilinoquinazoline kinase inhibitors. Researchers also explore quinazoline derivatives for antimicrobial, anti-inflammatory, and central nervous system applications.