• 1. An approach to the structure and vibrational analysis of cis- and trans-3-chlorostyrene through IR/Raman and INS spectroscopies and theoretical ab initio/DFT calculations?
  J. M. Granadino-Roldán,M. Fernández-Gómez,A. Navarro,T. Pe?a Ruiz,U. A. Jayasooriya Phys. Chem. Chem. Phys., 2004,6, 1133-1143
• 2. An assay for the enzyme N-acetyl-β-d-glucosaminidase (NAGase) based on electrochemical detection using screen-printed carbon electrodes (SPCEs)
  R. M. Pemberton,J. P. Hart,T. T. Mottram Analyst, 2001,126, 1866-1871
• 3. An asymmetric supercapacitor based on controllable WO3 nanorod bundle and alfalfa-derived porous carbon?
  Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu Ma RSC Adv., 2021,11, 37631-37642
• 4. Aggregated-fluorescent detection of PFAS with a simple chip
  Cheng Fang,Jinjian Wu,Zahra Sobhani,Md. Al Amin,Youhong Tang Anal. Methods, 2019,11, 163-170
• 5. An atomically efficient, highly stable and redox active Ce0.5Tb0.5Ox (3% mol.)/MgO catalyst for total oxidation of methane?
  Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003

Recent Advances in the Study of 4,6-Dichloro-N-methylpyrimidin-2-amine (CAS: 10397-15-6): A Key Intermediate in Pharmaceutical Development

4,6-Dichloro-N-methylpyrimidin-2-amine (CAS: 10397-15-6) is a critical intermediate in the synthesis of various biologically active compounds, particularly in the development of kinase inhibitors and antiviral agents. Recent studies have highlighted its significance in medicinal chemistry due to its versatile reactivity and ability to serve as a scaffold for diverse pharmacophores. This research briefing consolidates the latest findings on this compound, focusing on its synthetic applications, biological activities, and potential therapeutic implications.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 4,6-Dichloro-N-methylpyrimidin-2-amine in the synthesis of novel Bruton's tyrosine kinase (BTK) inhibitors. The researchers employed a structure-activity relationship (SAR) approach, modifying the pyrimidine core to enhance selectivity and potency. The compound's dichloro-substituted structure was found to be crucial for binding to the ATP pocket of BTK, with the N-methyl group improving metabolic stability. These findings underscore its role in developing next-generation treatments for B-cell malignancies and autoimmune disorders.

In parallel, a team from the University of Cambridge reported in Chemical Science (2024) on the compound's application in photoaffinity labeling probes. By incorporating 4,6-Dichloro-N-methylpyrimidin-2-amine into a diazirine-containing scaffold, they created tools for target identification of kinase inhibitors. This innovative approach leverages the compound's electrophilic properties to form covalent bonds with target proteins upon UV irradiation, enabling precise mapping of drug-protein interactions in complex biological systems.

Recent pharmacokinetic studies have addressed previous challenges associated with 4,6-Dichloro-N-methylpyrimidin-2-amine derivatives. A 2024 Drug Metabolism and Disposition paper revealed that strategic modifications at the 4- and 6-positions significantly impact metabolic clearance without compromising target engagement. This breakthrough has opened new avenues for developing orally bioavailable drugs based on this scaffold, particularly for chronic conditions requiring sustained therapeutic exposure.

The compound's role in antiviral research has also gained attention. A Nature Communications publication (2023) detailed its incorporation into broad-spectrum antiviral agents targeting RNA-dependent RNA polymerases. The dichloropyrimidine moiety was shown to enhance binding to conserved viral polymerase domains while maintaining selectivity against host enzymes. This discovery is particularly relevant for pandemic preparedness, offering a template for developing therapeutics against emerging RNA viruses.

From a synthetic chemistry perspective, recent advances in green chemistry have improved the production of 4,6-Dichloro-N-methylpyrimidin-2-amine. A 2024 Organic Process Research & Development article described a continuous-flow synthesis method that reduces solvent use by 70% while achieving 95% yield. This environmentally friendly approach addresses both economic and regulatory concerns in large-scale pharmaceutical manufacturing.

Looking forward, the unique properties of 4,6-Dichloro-N-methylpyrimidin-2-amine continue to inspire innovative applications. Current clinical trials include three investigational drugs derived from this scaffold, targeting oncology, inflammation, and infectious diseases. Its versatility as a building block, combined with recent methodological advances, positions this compound as a cornerstone in modern drug discovery pipelines.

• 3993-78-0(4-chloropyrimidin-2-amine)
• 10397-16-7(4,6-Dichloro-N-isopropylpyrimidin-2-amine)
• 30117-05-6(2,4-Pyrimidinediamine,6-chloro-N2-methyl-)
• 56-05-3(4,6-dichloropyrimidin-2-amine)
• 22404-46-2(4-Chloro-N-methylpyrimidin-2-amine)
• 7038-63-3(4,6-Dichloro-N,N-diethylpyrimidin-2-amine)
• 86575-65-7(4-chloro-N-ethylpyrimidin-2-amine)
• 71406-60-5((4-CHLORO-PYRIMIDIN-2-YL)-ISOPROPYL-AMINE)
• 5734-68-9(4,6-Dichloro-N,N-dimethyl-2-pyrimidinamine)
• 58910-74-0(Formamide, N-(4,6-dichloro-2-pyrimidinyl)-)