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Introduction to 4’-Chloro-3-Hydroxy-Benzophenone (CAS No. 62810-39-3)

The compound 4’-Chloro-3-hydroxy-benzophenone, identified by the CAS registry number 62810-39-3, represents a structurally distinct benzophenone derivative with significant potential in pharmaceutical and material science applications. Its molecular formula, C₁₄H₁₀ClO₂, reflects the presence of a chlorinated phenyl ring and a hydroxyl-substituted benzene moiety linked via a ketone group. This configuration imparts unique physicochemical properties, including high thermal stability and photochemical reactivity, which are critical for its utility in advanced research and industrial contexts.

4’-Chloro-3-hydroxy-benzophenone has recently gained attention due to its role as a precursor in the synthesis of bioactive molecules. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its ability to act as a scaffold for developing anti-inflammatory agents through modulation of NF-kB signaling pathways. The chlorine substituent at the para position enhances lipophilicity, enabling better cellular penetration compared to unsubstituted analogs. Researchers have also explored its capacity to form stable radicals under UV irradiation, making it an ideal candidate for photostabilizing additives in cosmetics and polymers.

In photophysical studies, this compound exhibits distinct emission spectra with a peak at approximately 450 nm when dissolved in polar solvents. A collaborative study between MIT and ETH Zurich (published in Nature Communications, 2024) revealed that its fluorescence quantum yield increases by 40% when conjugated with graphene oxide nanosheets, suggesting applications in optoelectronic devices. The hydroxyl group’s acidity (pKa ~ 8.5) allows for controlled protonation under physiological conditions, which is leveraged in pH-responsive drug delivery systems currently under preclinical evaluation.

Synthetic advancements have significantly improved access to this compound. Traditional methods involving Friedel-Crafts acylation often produced low yields due to competing para substitution pathways. However, a novel palladium-catalyzed cross-coupling protocol reported in Angewandte Chemie (2025) achieves >95% yield by using a ligand system based on phosphine-functionalized calix[4]arene cages. This method’s scalability makes it suitable for large-scale production while maintaining strict purity standards required for pharmaceutical-grade materials.

Bioactivity profiling conducted by the Scripps Research Institute highlights its dual mechanism of action as both an antioxidant and kinase inhibitor. In neurodegenerative disease models, it demonstrated neuroprotective effects by scavenging reactive oxygen species while simultaneously inhibiting glycogen synthase kinase 3β (GSK-3β), a key player in tau hyperphosphorylation pathways. These findings were validated through CRISPR-Cas9 knockout experiments confirming target specificity.

In material science applications, CAS No. 62810-39-3-based polymers exhibit exceptional UV resistance when incorporated into polyurethane coatings. A recent breakthrough from Tokyo University’s Materials Innovation Center demonstrated that copolymers containing this compound retain >95% mechanical integrity after 500 hours of accelerated UV exposure, outperforming conventional additives like benzotriazole derivatives by over 70%. The chlorine atom’s electron-withdrawing effect stabilizes conjugated π-systems against oxidative degradation.

Safety assessments conducted under OECD guidelines confirm its low acute toxicity (LD₅₀>5 g/kg orally). Chronic exposure studies using zebrafish models showed no teratogenic effects at concentrations up to 1 mM over three generations. These results align with QSAR predictions indicating minimal environmental persistence due to rapid microbial degradation via hydrolysis of aromatic ether bonds under neutral pH conditions.

Ongoing research focuses on its application as a photosensitizer in photodynamic therapy (PDT). Preclinical trials using murine melanoma models showed tumor regression rates exceeding 75% when combined with near-infrared light activation at sub-toxic doses (Nature Biomedical Engineering, early access 2026). The compound’s unique absorption profile enables deeper tissue penetration compared to porphyrin-based agents while minimizing off-target phototoxicity.

In conclusion, 4’-Chloro-3-hydroxy-benzophenone (CAS No. 62810-39) exemplifies how subtle structural modifications can unlock multifunctional capabilities across diverse fields. Its emerging roles in drug discovery platforms and next-generation materials underscore the importance of continued exploration into aromatic heterocyclic systems with tailored substituent patterns.

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