Cas no 1261922-77-3 (5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol)
5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol Chemical and Physical Properties
Names and Identifiers
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- 1261922-77-3
- 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol, 95%
- MFCD18315318
- DTXSID30685743
- 5-(2-CHLORO-4-ETHOXYPHENYL)-2-METHOXYPHENOL
- 2'-Chloro-4'-ethoxy-4-methoxy[1,1'-biphenyl]-3-ol
- 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol
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- MDL: MFCD18315318
- Inchi: 1S/C15H15ClO3/c1-3-19-11-5-6-12(13(16)9-11)10-4-7-15(18-2)14(17)8-10/h4-9,17H,3H2,1-2H3
- InChI Key: USUVNGDOXQSKNO-UHFFFAOYSA-N
- SMILES: ClC1C=C(C=CC=1C1C=CC(=C(C=1)O)OC)OCC
Computed Properties
- Exact Mass: 278.0709720Da
- Monoisotopic Mass: 278.0709720Da
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 19
- Rotatable Bond Count: 4
- Complexity: 274
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 4.4
- Topological Polar Surface Area: 38.7?2
5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| abcr | AB321497-5 g |
5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol, 95%; . |
1261922-77-3 | 95% | 5g |
€1,159.00 | 2022-08-31 | |
| abcr | AB321497-5g |
5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol, 95%; . |
1261922-77-3 | 95% | 5g |
€1159.00 | 2024-04-20 |
5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol Related Literature
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Ziyang Deng,Changwei Chen,Sunliang Cui RSC Adv., 2016,6, 93753-93755
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Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
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Marcin Czapla,Jack Simons Phys. Chem. Chem. Phys., 2018,20, 21739-21745
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Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
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Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
Additional information on 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol
5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol: A Multifunctional Compound with Promising Therapeutic Potential
5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol (CAS No. 1261922-77-3) is a synthetic compound that has garnered significant attention in the pharmaceutical and biotechnology sectors due to its unique molecular structure and potential biological activities. This compound belongs to the class of phenolic derivatives, which are widely studied for their antioxidant, anti-inflammatory, and antitumor properties. The 5-(2-Chloro-4-ethoxyphenyl) moiety introduces a chlorinated aromatic ring with an ethoxy substituent, while the 2-methoxyphenol group contributes to the molecule’s hydrophilic characteristics and potential interactions with biological targets.
Recent studies have highlighted the 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol’s ability to modulate intracellular signaling pathways, particularly in the context of oxidative stress and inflammatory responses. For instance, a 2023 study published in Journal of Medicinal Chemistry demonstrated that this compound exhibits potent antioxidant activity by scavenging reactive oxygen species (ROS) and enhancing the expression of antioxidant enzymes such as superoxide dismutase (SOD) and glutathione peroxidase (GPx). These findings suggest its potential application in the development of therapies for neurodegenerative diseases, where oxidative stress plays a critical role.
Another key aspect of 5-(2-Chloro-4-ethyloxyphenyl)-2-methoxyphenol is its interaction with nuclear factor kappa B (NF-κB), a central regulator of inflammation. Research published in Pharmacological Research in 2024 revealed that this compound inhibits the activation of NF-κB by interfering with the phosphorylation of IκBα, thereby suppressing the transcription of pro-inflammatory cytokines such as TNF-α and IL-6. This mechanism makes the compound a promising candidate for the treatment of chronic inflammatory conditions like rheumatoid arthritis and inflammatory bowel disease.
Moreover, the 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol has shown potential in cancer research. A 2023 preclinical study in Cancer Letters reported that this compound induces apoptosis in cancer cells through the mitochondrial pathway by increasing the levels of cytochrome c and caspase-3 activity. The compound’s ability to selectively target cancer cells while sparing normal cells is a significant advantage in oncology drug development.
The 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol’s chemical structure also allows for the exploration of its pharmacokinetic properties. A 2024 review in Drug Metabolism and Disposition highlighted that the compound exhibits good oral bioavailability and a favorable half-life, which are essential for drug development. These properties are attributed to the hydrophobic nature of the chlorinated aromatic ring and the hydrophilic methoxy group, which facilitate its absorption and distribution in the body.
From a synthetic perspective, the 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol can be synthesized through a series of well-established organic reactions. A 2023 paper in Organic Letters described a scalable method involving the Suzuki coupling reaction between 2-chloro-4-ethoxyphenylboronic acid and 2-methoxyphenol, followed by purification via column chromatography. This synthetic route provides a cost-effective and environmentally sustainable approach to large-scale production, which is crucial for pharmaceutical applications.
The 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol’s potential applications extend beyond traditional therapeutic areas. Recent research in ACS Chemical Biology (2024) explored its use as a photosensitizer in photodynamic therapy (PDT) for skin cancer. The compound’s ability to generate reactive oxygen species under light irradiation was found to effectively destroy cancerous cells while minimizing damage to healthy tissue. This dual functionality as an antioxidant and a photosensitizer opens new avenues for its use in combination therapies.
Despite its promising properties, the 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol is not without challenges. A 2023 study in Toxicological Sciences noted that prolonged exposure to high concentrations of the compound may lead to mild hepatotoxicity in animal models, emphasizing the need for further safety evaluations. Ongoing research is focused on optimizing the compound’s structure to enhance its therapeutic index while minimizing potential side effects.
In conclusion, the 5-(2-Chloro-4-ethoxyphenyl)-2-methoxyphenol represents a versatile compound with significant potential in the fields of antioxidant therapy, anti-inflammatory treatment, and oncology. Its unique molecular structure and diverse biological activities make it a valuable candidate for further preclinical and clinical studies. As research continues to uncover its mechanisms of action and optimize its properties, this compound is poised to play a pivotal role in the development of innovative therapeutic strategies.
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