3-Hydroxy-4-methoxybenzonitrile (CAS: 52805-46-6) stands as a versatile chemical compound with significant applications across various scientific disciplines, particularly within pharmaceutical research and advanced chemical synthesis. This compound, also known by synonyms such as 3-HYDROXY-4-METHOXYBENZONITRILE (ISOVANILLONITRILE) or 5-Cyano-2-methoxyphenol, presents a unique molecular structure that contributes to its diverse properties and potential.

Chemically, 3-Hydroxy-4-methoxybenzonitrile is characterized by its molecular formula C8H7NO2 and a molecular weight of 149.15 g/mol. Physically, it typically appears as a white solid, exhibiting well-defined thermal properties. Its melting point is approximately 124 °C, with a boiling point around 300.8±27.0 °C and a flash point of 135.7±23.7 °C. The compound's density is measured at 1.24±0.1 g/cm3. In terms of solubility, it is noted to be soluble in aqueous acid environments, and depending on the specific application, it may also demonstrate solubility in various organic solvents like chloroform, dichloromethane, ethyl acetate, DMSO, and acetone, indicating its adaptability in different reaction media.

The synthesis of 3-Hydroxy-4-methoxybenzonitrile involves intricate chemical pathways. One established method describes its achievement through the reaction of bromoethane, chloride, and methylating agents in hydrochloric acid. This process typically yields a mixture of products which are subsequently separated, often by fractional distillation, to isolate the desired compound with high purity. Interestingly, the reaction yield of 3-Hydroxy-4-methoxybenzonitrile can be influenced by factors such as the presence of epidermal growth factor (EGF), with studies suggesting that additions like morpholine can enhance the overall efficiency of the synthetic route. This highlights the precision required in its production.

Beyond its chemical characteristics, 3-Hydroxy-4-methoxybenzonitrile holds notable biological relevance. Research has indicated that this compound can act as a growth factor, demonstrating the capacity to stimulate cell proliferation and differentiation in vitro. This activity is attributed to its ability to bind to the epidermal growth factor receptor, thereby activating EGF-dependent signal transduction pathways. Such activation can lead to downstream effects, including the stimulation of protein kinase C and mitogen-activated protein kinase, pathways critical in various cellular processes. This makes 3-Hydroxy-4-methoxybenzonitrile a compound of great interest in fields exploring cell biology, regenerative medicine, and drug development, particularly as a valuable intermediate in the synthesis of complex pharmaceutical agents.

As a key building block and pharmaceutical intermediate, 3-Hydroxy-4-methoxybenzonitrile is crucial for advancing chemical research and industrial applications. Its consistent high quality and purity are paramount for reproducible results and efficient manufacturing processes. NINGBO INNO PHARMCHEM CO.,LTD. is dedicated to being a reliable manufacturer and supplier of high-quality 3-Hydroxy-4-methoxybenzonitrile. We ensure our chemical products meet stringent quality standards, providing researchers and industries with dependable materials. For those looking to buy or purchase this essential compound, NINGBO INNO PHARMCHEM CO.,LTD. offers competitive price options and flexible packaging solutions to meet diverse requirements, from small laboratory quantities to bulk orders for industrial scale. We are committed to supporting your scientific endeavors with superior chemical solutions and seamless procurement experiences.