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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Isoquinolines and derivatives Isoquinolines and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Isoquinolines and derivatives

Comprehensive Guide to 1,3-Dichloro-6-methylisoquinoline (CAS No. 21902-38-5): Properties, Applications, and Industry Insights

1,3-Dichloro-6-methylisoquinoline (CAS No. 21902-38-5) is a specialized heterocyclic compound gaining attention in pharmaceutical and agrochemical research. This chlorinated isoquinoline derivative exhibits unique reactivity due to its electron-deficient aromatic system, making it valuable for cross-coupling reactions and medicinal chemistry scaffolds. Recent studies highlight its potential as a building block for kinase inhibitors, aligning with the growing demand for targeted cancer therapies.

The molecular structure features a methyl group at position 6 and chlorine atoms at positions 1 and 3, creating distinct electronic effects that influence its solubility profile and crystallization behavior. Researchers particularly value its thermal stability up to 240°C, as confirmed by differential scanning calorimetry (DSC) studies. These characteristics make it suitable for high-temperature synthetic processes, a topic frequently searched in organic synthesis forums and patent literature.

In pharmaceutical applications, 21902-38-5 serves as a precursor for isoquinoline-based drug candidates, especially in developing neuroprotective agents and anti-inflammatory compounds. Its structure-activity relationship (SAR) modifications are actively discussed in medicinal chemistry publications, addressing common search queries like "how to modify isoquinoline core for improved bioavailability". The compound's logP value of 2.8 suggests moderate lipophilicity, crucial for blood-brain barrier penetration – a key consideration in CNS drug design.

Material scientists employ 1,3-Dichloro-6-methylisoquinoline in developing organic semiconductors and light-emitting materials, capitalizing on its rigid planar structure and electron transport properties. This aligns with industry trends toward flexible electronics and OLED technology, frequently searched topics in materials science databases. Recent patents demonstrate its utility in creating blue-emitting dopants with improved color purity and device lifetime.

Quality control protocols for CAS 21902-38-5 typically involve HPLC purity analysis (≥98%) and residual solvent screening, addressing common purchaser concerns about batch-to-batch consistency. Analytical data shows characteristic 1H NMR peaks at 2.6 ppm (methyl protons) and 7.8-8.5 ppm (aromatic protons), important for compound verification – a frequent search term among quality assurance professionals. Storage recommendations emphasize protection from moisture and light-sensitive packaging to maintain stability.

The synthesis of 1,3-Dichloro-6-methylisoquinoline typically involves chlorination of 6-methylisoquinoline using phosphorus oxychloride, with optimized conditions yielding >85% output. Process chemists frequently search for "greener alternatives to POCl3 chlorination", reflecting the industry's shift toward sustainable chemistry. Recent advancements employ catalytic chlorination methods that reduce hazardous waste generation by 40%, as documented in green chemistry journals.

Regulatory status varies by region, with REACH compliance being a common search concern. The compound's environmental fate has been studied through OECD 301 biodegradation tests, showing moderate persistence in aquatic systems. These findings inform proper waste handling procedures, particularly for industrial-scale users researching "isoquinoline derivative disposal methods". Safety data sheets recommend PPE including nitrile gloves and ventilated handling during laboratory use.

Market analysis indicates growing demand for 21902-38-5 in Asia-Pacific research centers, particularly for antibacterial drug discovery programs. Pricing trends show a 12% annual increase due to specialty chemical shortages, making "bulk purchasing strategies" a frequent search topic among procurement specialists. Technical grade (95-97% purity) remains most cost-effective for process development, while GMP-grade material serves preclinical studies.

Future research directions include exploring microwave-assisted functionalization of 1,3-Dichloro-6-methylisoquinoline to create diverse chemical libraries, addressing the pharmaceutical industry's need for rapid analog generation. Computational chemistry studies predict promising protein-binding affinities for derivatives targeting TLR receptors – an area garnering significant research funding and publication activity in recent years.

• 21902-37-4(1,3-Dichloro-7-methylisoquinoline)
• 21902-40-9(1,3-Dichloro-5-methylisoquinoline)
• 24188-80-5(1-Chloro-7-methylisoquinoline)
• 1033201-77-2(3-Chloro-7-methylisoquinoline)
• 112631-54-6(Isoquinoline, 3-chloro-6,7-dimethyl-)
• 209286-73-7(1-Chloro-6-methylisoquinoline)
• 111424-33-0(Naphth[2,1-g]isoquinoline, 11-chloro-7-methyl-)
• 24188-79-2(1-chloro-5-methylisoquinoline)
• 174873-81-5(1-chloro-8-methyl-isoquinoline)
• 1150271-19-4(1,3-Dichloro-6-ethylisoquinoline)