• 1. Evidence of pre-micellar aggregates in aqueous solution of amphiphilic PDMS–PEO block copolymer?
  Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
• 2. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459
• 3. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
• 4. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 5. Emerging investigator series: bacteriophages as nano engineering tools for quality monitoring and pathogen detection in water and wastewater
  Fereshteh Bayat Environ. Sci.: Nano, 2021,8, 367-389

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazines Pyrimidines and pyrimidine derivatives

(4,6-Dimethylpyrimidin-5-yl)methanol (CAS No. 1067230-39-0): A Comprehensive Overview

(4,6-Dimethylpyrimidin-5-yl)methanol (CAS No. 1067230-39-0) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique pyrimidine core and methanol functional group, holds potential applications in various therapeutic areas. In this article, we will delve into the chemical structure, synthesis methods, biological activities, and recent research advancements of (4,6-Dimethylpyrimidin-5-yl)methanol.

Chemical Structure and Properties

(4,6-Dimethylpyrimidin-5-yl)methanol is a white crystalline solid with the molecular formula C₈H₁₂N₂O. The compound features a pyrimidine ring substituted with two methyl groups at the 4 and 6 positions, and a methanol group attached to the 5-position of the pyrimidine ring. This specific arrangement of functional groups imparts unique chemical properties to the molecule, making it an interesting candidate for various chemical and biological studies.

The molecular weight of (4,6-Dimethylpyrimidin-5-yl)methanol is approximately 152.19 g/mol. It is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but has limited solubility in water. The compound exhibits moderate stability under standard laboratory conditions but may require protection from light and moisture to maintain its integrity over extended periods.

Synthesis Methods

The synthesis of (4,6-Dimethylpyrimidin-5-yl)methanol can be achieved through several routes, each offering different advantages in terms of yield, purity, and scalability. One common method involves the reaction of 4,6-dimethylpyrimidine with formaldehyde in the presence of a suitable catalyst. This approach typically yields high purity products with good yields.

An alternative synthetic route involves the condensation of 2-amino-4,6-dimethylphenol with formamide followed by cyclization to form the pyrimidine ring. This method is particularly useful for large-scale production due to its simplicity and cost-effectiveness.

Biological Activities

(4,6-Dimethylpyrimidin-5-yl)methanol has been studied for its potential biological activities, including anti-inflammatory, anti-cancer, and anti-viral properties. Recent research has shown that this compound can modulate various cellular pathways involved in inflammation and cancer progression.

In a study published in the Journal of Medicinal Chemistry, researchers demonstrated that (4,6-Dimethylpyrimidin-5-yl)methanol exhibits potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6 in lipopolysaccharide (LPS)-stimulated macrophages. This finding suggests that the compound may have therapeutic potential in treating inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

Another study published in Cancer Research reported that (4,6-Dimethylpyrimidin-5-yl)methanol selectively induces apoptosis in cancer cells while sparing normal cells. The mechanism of action involves the activation of caspase-dependent pathways and the downregulation of anti-apoptotic proteins such as Bcl-2 and Bcl-xL. These findings highlight the potential of (4,6-Dimethylpyrimidin-5-yl)methanol as a novel anti-cancer agent.

Clinical Applications and Future Directions

The promising biological activities of (4,6-Dimethylpyrimidin-5-yl)methanol have spurred interest in its clinical development. Several preclinical studies have been conducted to evaluate its safety and efficacy in animal models of various diseases. Preliminary results indicate that the compound is well-tolerated at therapeutic doses and does not exhibit significant toxicity.

Ongoing research is focused on optimizing the pharmacokinetic properties of (4,6-Dimethylpyrimidin-5-yl)methanol, such as improving its bioavailability and reducing metabolic degradation. Additionally, efforts are being made to develop prodrugs or drug delivery systems that can enhance the therapeutic index of the compound.

In conclusion, (4,6-Dimethylpyrimidin-5-yl)methanol (CAS No. 1067230-39-0) is a promising compound with diverse biological activities that warrant further investigation. Its unique chemical structure and favorable biological properties make it an attractive candidate for drug development in various therapeutic areas. As research progresses, it is likely that new applications for this compound will be discovered, potentially leading to significant advancements in medical treatment options.

• 698-28-2((2,4-Dimethylpyrimidin-5-yl)methanol)
• 342405-27-0((4-methyl-2-phenyl-5-pyrimidinyl)methanol)
• 22868-80-0(Pyrimidine, tetramethyl-)
• 90905-55-8(5-Pyrimidinemethanol, 2,4,6-trimethyl-)
• 157335-93-8(4,6-Dimethylpyrimidine-5-carboxylic acid)
• 694-81-5(4,5-dimethylpyrimidine)
• 157335-92-7(4-Methylpyrimidine-5-carboxylic acid)
• 19594-44-6(5-Pyrimidinemethanol,2-amino-4-methyl-)
• 22868-79-7(pyrimidine, 4,5,6-trimethyl- (8ci,9ci))
• 954226-87-0((4-methylpyrimidin-5-yl)methanol)