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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazanaphthalenes Cinnolines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazanaphthalenes Benzodiazines Cinnolines

Research Brief on 4-Chloro-8-methylcinnoline (CAS: 817209-42-0) in Chemical Biology and Pharmaceutical Applications

4-Chloro-8-methylcinnoline (CAS: 817209-42-0) is a heterocyclic compound that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and therapeutic potential. The compound's unique structural features, including the chloro and methyl substituents on the cinnoline core, make it a promising scaffold for the development of novel bioactive molecules.

Recent studies have explored the synthetic pathways for 4-Chloro-8-methylcinnoline, with particular emphasis on optimizing yield and purity. A 2023 publication in the Journal of Medicinal Chemistry detailed a novel one-pot synthesis method that significantly reduces reaction time and improves scalability. This advancement is critical for facilitating further pharmacological evaluations and potential industrial applications. The study also highlighted the compound's stability under various conditions, which is a key consideration for its use in drug formulations.

In terms of biological activity, 4-Chloro-8-methylcinnoline has demonstrated promising results in preliminary screenings against several disease targets. A 2022 study published in Bioorganic & Medicinal Chemistry Letters reported its inhibitory effects on specific kinase enzymes involved in inflammatory pathways. The compound showed a IC50 value in the low micromolar range, suggesting its potential as a lead compound for anti-inflammatory drug development. Further mechanistic studies are underway to elucidate its mode of action and optimize its potency.

Another area of active research is the exploration of 4-Chloro-8-methylcinnoline derivatives for anticancer applications. A recent patent application (WO2023018765) disclosed a series of structurally modified analogs with enhanced selectivity against cancer cell lines while showing minimal toxicity to normal cells. These findings open new avenues for structure-activity relationship (SAR) studies and the development of targeted therapies.

The pharmacokinetic properties of 4-Chloro-8-methylcinnoline have also been investigated in preclinical models. A 2023 study in Drug Metabolism and Disposition characterized its absorption, distribution, metabolism, and excretion (ADME) profile. The compound exhibited favorable oral bioavailability and moderate plasma protein binding, though its metabolic stability requires further optimization. These insights are crucial for guiding future medicinal chemistry efforts to improve the drug-like properties of this scaffold.

Looking ahead, researchers are particularly interested in exploring the potential of 4-Chloro-8-methylcinnoline as a versatile building block for fragment-based drug discovery. Its relatively small molecular weight and the presence of multiple points for chemical modification make it an attractive starting point for the development of diverse pharmacological agents. Several pharmaceutical companies have included this compound in their screening libraries, indicating growing industry interest.

In conclusion, 4-Chloro-8-methylcinnoline (CAS: 817209-42-0) represents a promising chemical entity with multiple potential therapeutic applications. While significant progress has been made in understanding its synthetic accessibility and biological activities, further research is needed to fully realize its potential in drug development. Continued investigation of its structure-activity relationships, mechanism of action, and pharmacokinetic optimization will be essential for translating these findings into clinically relevant therapeutics.

• 89770-40-1(Cinnoline, 7-chloro-4-methyl-)
• 1420793-82-3(6,8-Dichloro-4-methyl-cinnoline)
• 1427430-82-7(4-Chloro-7-methyl-1H-indazole)
• 89770-39-8(6-Chloro-4-methylcinnoline)
• 107859-42-7(Cinnoline, 4-chloro-8-ethyl-)
• 90156-40-4(Cinnoline, 8-chloro-4-phenyl-)
• 908566-46-1(4-chloro-8-(trifluoromethyl)-Cinnoline)
• 1083171-87-2(5-Chloro-7-methyl-1H-indazole)
• 68211-16-5(4,6,7-trichloro-Cinnoline)
• 1427405-10-4(6-Chloro-7-methyl-1H-indazole)