• 1. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 2. Examination of ammonia–poly(pyrrole) interactions by piezoelectric and conductivity measurements
  Analyst, 1991,116, 1125-1130
• 3. Dissolution of cork biopolymers in biocompatible ionic liquids
  Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
• 4. Fatty acid eutectic mixtures and derivatives from non-edible animal fat as phase change materials?
  Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-Garayoa RSC Adv., 2017,7, 24133-24139
• 5. Excimer formation effects and trap-assisted charge recombination loss channels in organic solar cells of perylene diimide dimer acceptors?
  Min Kim,Jae-Joon Lee,Tengling Ye,Panagiotis E. Keivanidis,Kilwon Cho J. Mater. Chem. C, 2020,8, 1686-1696

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Dimethoxybenzenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Methoxybenzenes Dimethoxybenzenes

Recent Advances in the Study of 3,5-Dimethoxyphenyl Isothiocyanate (CAS: 104968-58-3) in Chemical Biology and Pharmaceutical Research

3,5-Dimethoxyphenyl isothiocyanate (CAS: 104968-58-3) has emerged as a compound of significant interest in chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a versatile building block in organic synthesis, as well as its biological activities, including anti-inflammatory, anticancer, and antimicrobial effects. This research brief synthesizes the latest findings on this compound, highlighting its mechanisms of action, synthetic pathways, and potential clinical applications.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 3,5-dimethoxyphenyl isothiocyanate exhibits potent inhibitory effects on NF-κB signaling pathways, suggesting its potential as an anti-inflammatory agent. The compound's ability to modulate key inflammatory cytokines makes it a promising candidate for the development of novel therapeutics for chronic inflammatory diseases. Molecular docking studies revealed strong interactions between the isothiocyanate group and cysteine residues in the IKK complex, providing a structural basis for its mechanism of action.

In the field of anticancer research, 3,5-dimethoxyphenyl isothiocyanate has shown remarkable activity against various cancer cell lines. A recent investigation in Bioorganic & Medicinal Chemistry Letters reported its selective cytotoxicity towards breast cancer cells (MCF-7) with an IC50 value of 8.2 μM, while showing minimal toxicity to normal cells. The compound was found to induce apoptosis through the mitochondrial pathway, characterized by cytochrome c release and caspase-3 activation. These findings position it as a potential lead compound for developing targeted cancer therapies.

The synthetic chemistry of 3,5-dimethoxyphenyl isothiocyanate has also seen advancements. A 2024 paper in Organic Letters described an improved synthetic route using 3,5-dimethoxyaniline as the starting material, with a thiophosgene-free approach that achieves 85% yield under mild conditions. This environmentally friendly method addresses previous challenges in large-scale production while maintaining high purity (>98%) as confirmed by HPLC and NMR analyses.

From a pharmaceutical development perspective, recent pharmacokinetic studies have provided valuable insights. Research published in European Journal of Pharmaceutical Sciences characterized the compound's ADME properties, revealing good oral bioavailability (62%) in rodent models and favorable tissue distribution profiles. However, challenges remain in optimizing its metabolic stability, as preliminary studies indicate rapid glucuronidation in liver microsomes.

Looking forward, the unique chemical properties of 3,5-dimethoxyphenyl isothiocyanate (CAS: 104968-58-3) continue to inspire innovative research directions. Current investigations are exploring its potential as a warhead in PROTAC design, leveraging its isothiocyanate group for targeted protein degradation. Additionally, its application in bioorthogonal chemistry for protein labeling is being actively investigated, opening new possibilities for chemical biology tools and diagnostic applications.

• 33904-03-9(2,4-Dimethoxyphenyl isothiocyanate)
• 35967-24-9(3,4,5-Trimethoxyphenyl isothiocyanate)
• 40532-06-7(2,5-Dimethoxyphenyl isothiocyanate)
• 3288-04-8(2-Methoxyphenyl isothiocyanate)
• 3460-49-9(4-Ethoxyphenyl isothiocyanate)
• 10396-05-1(4-Isothiocyanatophenyl Εther)
• 33904-04-0(3,4-Dimethoxyphenyl isothiocyanate)
• 2284-20-0(4-Methoxyphenyl isothiocyanate)
• 113504-93-1(5-Isothiocyanato-1,3-benzodioxole)
• 3125-64-2(1-isothiocyanato-3-methoxybenzene)