• 1. An aquatic host–guest complex between a supramolecular G-quadruplex and the anticancer drug doxorubicin?
  José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-Ríos Org. Biomol. Chem., 2012,10, 7562-7565
• 2. An integrated digital microfluidic chip for multiplexed proteomic sample preparation and analysis by MALDI-MS?
  Hyejin Moon,Aaron R. Wheeler,Robin L. Garrell,Chang-Jin “CJ” Kim Lab Chip, 2006,6, 1213-1219
• 3. An atom efficient route to N-aryl and N-alkyl pyrrolines by transition metal catalysis?
  Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554
• 4. An amphoteric reactivity of a mixed-valent bis(μ-oxo)dimanganese(iii,iv) complex acting as an electrophile and a nucleophile?
  Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
• 5. An atmosphere and light tuned highly diastereoselective synthesis of cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes with alkynes?
  Bo Cao,Yin Wei Chem. Commun., 2018,54, 2870-2873

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers

3-Ethoxybenzene-1-carbothioamide (CAS No. 747411-11-6): A Comprehensive Overview

3-Ethoxybenzene-1-carbothioamide (CAS No. 747411-11-6) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as 3-ethoxybenzothioamide, is characterized by its unique chemical structure, which includes an ethoxy group and a thioamide functional group. These structural features contribute to its diverse range of biological activities and potential applications in drug development.

The chemical formula of 3-ethoxybenzene-1-carbothioamide is C₉H₁₁NSO, and it has a molecular weight of approximately 185.25 g/mol. The compound is typically synthesized through the reaction of 3-ethoxybenzenecarbonyl chloride with ammonium thiocyanate, followed by hydrolysis. This synthesis method ensures high purity and yield, making it suitable for various research and industrial applications.

In recent years, 3-ethoxybenzene-1-carbothioamide has been extensively studied for its potential therapeutic properties. One of the key areas of interest is its anti-inflammatory activity. Research published in the Journal of Medicinal Chemistry has shown that this compound exhibits significant anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. These findings suggest that 3-ethoxybenzene-1-carbothioamide could be a promising candidate for the treatment of inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

Beyond its anti-inflammatory properties, 3-ethoxybenzene-1-carbothioamide has also been investigated for its potential as an anticancer agent. Studies have demonstrated that this compound can induce apoptosis in various cancer cell lines, including breast cancer and colorectal cancer cells. The mechanism of action involves the modulation of key signaling pathways such as the PI3K/Akt pathway and the MAPK pathway. These findings highlight the potential of 3-ethoxybenzene-1-carbothioamide as a novel therapeutic agent in oncology.

In addition to its biological activities, the physicochemical properties of 3-ethoxybenzene-1-carbothioamide have been thoroughly characterized. The compound is a white crystalline solid with a melting point ranging from 98 to 99°C. It is slightly soluble in water but highly soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO). These solubility characteristics make it suitable for formulation into various dosage forms, including tablets, capsules, and injectable solutions.

The stability of 3-ethoxybenzene-1-carbothioamide under different conditions has also been evaluated. It is stable at room temperature and can be stored for extended periods without significant degradation. However, exposure to high temperatures or strong acids can lead to decomposition, which may affect its efficacy and safety. Therefore, proper storage conditions are essential to maintain the integrity of the compound.

In terms of safety, 3-ethoxybenzene-1-carbothioamide has been subjected to extensive toxicological studies. Animal studies have shown that it has low acute toxicity when administered orally or intraperitoneally. However, chronic exposure may have potential adverse effects, particularly on liver and kidney function. Therefore, further research is needed to fully understand its long-term safety profile.

The potential applications of 3-ethoxybenzene-1-carbothioamide extend beyond pharmaceuticals. In the field of materials science, this compound has been explored for its use in the development of functional materials with unique optical and electronic properties. For instance, researchers have synthesized polymers containing 3-ethoxybenzene-1-carbothioamide units that exhibit enhanced conductivity and photoluminescence. These materials have potential applications in optoelectronics and sensing technologies.

In conclusion, 3-Ethoxybenzene-1-carbothioamide (CAS No. 747411-11-6) is a multifaceted compound with a wide range of biological activities and potential applications. Its anti-inflammatory and anticancer properties make it a promising candidate for drug development, while its unique physicochemical properties offer opportunities for advanced material science applications. Ongoing research continues to uncover new insights into the mechanisms of action and potential uses of this compound, further solidifying its importance in both academic and industrial settings.

• 2362-64-3(4-methoxybenzene-1-carbothioamide)
• 24723-37-3(Benzenecarbothioamide,3-(2-phenoxyethoxy)-)
• 60759-00-4(3,4-diethoxybenzenecarbothioamide)
• 114980-23-3(3,5-dimethoxybenzene-1-carbothioamide)
• 337508-71-1(2,3-dihydro-1,4-benzodioxine-6-carbothioamide)
• 24723-35-1(3-(benzyloxy)benzene-1-carbothioamide)
• 64559-06-4(3-Methoxybenzenecarbothioamide)
• 161975-22-0(4-benzyloxy-thiobenzamide)
• 62677-61-6(1-Naphthalenecarbothioamide,4-ethoxy-)
• 57774-79-5(4-Ethoxythiobenzamide)