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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 Overview of 1-Hydrazinyl-7-methoxyisoquinoline (CAS No. 27187-10-6): Properties, Applications, and Research Insights

1-Hydrazinyl-7-methoxyisoquinoline (CAS No. 27187-10-6) is a specialized heterocyclic compound gaining attention in pharmaceutical and organic synthesis research. This isoquinoline derivative features a unique hydrazinyl functional group and methoxy substitution, making it a versatile intermediate for drug discovery and material science applications. Researchers increasingly focus on its potential as a building block for bioactive molecules, particularly in developing kinase inhibitors and antimicrobial agents.

The compound's molecular structure (C₁₀H₁₁N₃O) combines the planar aromaticity of the isoquinoline core with the nucleophilic reactivity of the hydrazine moiety. This dual functionality enables diverse chemical transformations, addressing current demands for multifunctional intermediates in medicinal chemistry. Recent patent analyses reveal growing interest in its application for cancer therapeutics and neuroprotective agents, aligning with trending searches for "next-generation heterocyclic compounds" and "targeted drug delivery scaffolds."

From a synthetic perspective, 1-Hydrazinyl-7-methoxyisoquinoline demonstrates excellent solubility in polar aprotic solvents like DMSO and DMF, a property frequently queried in research forums. Its melting point range of 178-182°C and stability under inert atmospheres make it suitable for high-temperature reactions, a feature valued in flow chemistry applications. Analytical characterization typically involves HPLC (>98% purity) and spectroscopic methods (HRMS, ¹H/¹³C NMR), with fragmentation patterns being a common discussion topic in mass spectrometry communities.

In drug discovery contexts, the compound's hydrogen bond donor/acceptor capacity (3 HBD, 4 HBA) and moderate logP value (~1.2) contribute to favorable pharmacokinetic profiles, a hot topic in ADME optimization. Computational studies suggest its potential as a privileged scaffold for GPCR-targeted compounds, responding to frequent searches about "GPCR drug design 2024." The methoxy group's electron-donating effects and the hydrazinyl group's metal-chelating ability further expand its utility in catalysis and coordination chemistry applications.

Environmental and handling considerations for CAS 27187-10-6 follow standard laboratory protocols for nitrogen-containing heterocycles. Stability studies indicate compatibility with common green chemistry conditions, addressing the rising demand for sustainable synthetic methods. The compound's shelf life (>24 months at -20°C) and compatibility with automated synthesis platforms make it relevant for high-throughput screening programs, a frequently searched topic in pharmaceutical R&D circles.

Emerging applications include its use as a precursor for fluorescent probes (notably in ROS detection) and covalent inhibitor design, areas generating substantial academic interest. The compound's structure-activity relationship (SAR) potential is being explored in fragment-based drug discovery, with particular attention to its isoquinoline pharmacophore interactions with biological targets. These aspects correlate with trending searches about "small molecule-protein interactions" and "allosteric modulator development."

Commercial availability of 1-Hydrazinyl-7-methoxyisoquinoline has expanded significantly, with multiple suppliers offering custom quantities from milligram to kilogram scale. Quality specifications now commonly include genotoxic impurity testing (<0.1%) and residual solvent profiling, reflecting industry concerns about "ICH Q3D compliance" in API synthesis. Pricing trends show decreasing costs due to improved synthetic routes, making it more accessible for academic and industrial research programs.

Future research directions likely focus on the compound's potential in PROTAC technology (as a linker component) and bioconjugation chemistry, addressing current limitations in targeted degradation strategies. Its structural features position it as a candidate for developing dual-action therapeutics, particularly in inflammation and metabolic disorder research – areas generating frequent queries about "multi-target drug design approaches." Continuous optimization of its synthetic routes (currently averaging 5 steps from commercially available starting materials) remains an active area of process chemistry investigation.

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