1032508-03-4

Basic information

• Product Name: 1-[2-(4-Chloro-phenyl)-vinyl]-3,5-diMethoxy-benzene
• Synonyms: 1-[2-(4-Chloro-phenyl)-vinyl]-3,5-diMeth;1-[2-(4-Chloro-phenyl)-vinyl]-3,5-diMethoxy-benzene;1-[(E)-2-(4-chlorophenyl)ethenyl]-3,5-dimethoxybenzene;Benzene, 1-[(1E)-2-(4-chlorophenyl)ethenyl]-3,5-dimethoxy-
• CAS NO: 1032508-03-4
• Molecular Formula: C₁₆H₁₅ClO₂
• Molecular Weight: 274.74
• EINECS: 604-604-1
• Mol File: 1032508-03-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 65-66 °C
• Boiling Point: 409.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.181±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-[2-(4-Chloro-phenyl)-vinyl]-3,5-diMethoxy-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-(4-Chloro-phenyl)-vinyl]-3,5-diMethoxy-benzene(1032508-03-4)
• EPA Substance Registry System: 1-[2-(4-Chloro-phenyl)-vinyl]-3,5-diMethoxy-benzene(1032508-03-4)

Safety Data

• Hazardous Substances Data: 1032508-03-4(Hazardous Substances Data)

Usage

Description

(E)-5-[2-(4-chlorophenyl)ethenyl]-1,3-dimethoxyphenylethene is a chemical compound derived from resveratrol, a naturally occurring antioxidant found in various plants. It is characterized by its unique molecular structure, which includes a 4-chlorophenyl group and two methoxy groups attached to a phenyl ring. (E)-5-[2-(4-chlorophenyl)ethenyl]-1,3-dimethoxyphenylethene exhibits specific biological activities and has potential applications in various fields due to its unique properties.

Uses

Used in Pharmaceutical Industry:
(E)-5-[2-(4-chlorophenyl)ethenyl]-1,3-dimethoxyphenylethene is used as a potential therapeutic agent for the treatment of various diseases. Its antioxidant properties and ability to inhibit cancer cell growth make it a promising candidate for further research and development in the pharmaceutical industry.
Used in Cancer Research:
In cancer research, (E)-5-[2-(4-chlorophenyl)ethenyl]-1,3-dimethoxyphenylethene is used as an inhibitor of cancer cell growth, particularly for intestinal epithelial cancer cells. Its stronger antagonist affinity for arylhydrocarbon receptors (AhR) compared to resveratrol suggests that it may have potential applications in the development of novel cancer treatments.
Used in Drug Delivery Systems:
(E)-5-[2-(4-chlorophenyl)ethenyl]-1,3-dimethoxyphenylethene can be utilized in the development of drug delivery systems to improve the bioavailability and therapeutic outcomes of various drugs. Its unique chemical structure may allow for the design of targeted drug delivery systems, enhancing the efficacy of treatments for specific diseases.
Used in Chemical Synthesis:
Due to its unique molecular structure, (E)-5-[2-(4-chlorophenyl)ethenyl]-1,3-dimethoxyphenylethene can be used as a starting material or intermediate in the synthesis of other complex organic compounds. This may have applications in the development of new pharmaceuticals, agrochemicals, or other specialty chemicals.

Upstream product

• 86255-43-8 trans-1-(3,5-Dimethoxyphenyl)-2-nitroethylene 
• 1073-69-4 N-4-chlorophenylhydrazine 
• 1073-67-2 4-vinylbenzyl chloride 
• 192182-54-0 3,5-dimethoxyphenylboronic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 108957-75-1 diethyl 3,5-dimethoxybenzylphosphonate 
• 877-88-3 3,5-dimethoxybenzyl bromide 
• 705-76-0 3,5-dimethoxybenzyl alcohol 
• 2150-37-0 methyl 3,5-dimethoxybenzoate 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 91-52-1 2,4 dimethoxybenzoic acid 
• 24131-30-4 (3,5-dimethoxybenzyl)triphenylphosphonium bromide 

Downstream Products

• 823804-63-3 5-[(1E)-2-(4-chlorophenyl)ethenyl]-1,3-benzenediol 

Relevant articles and documents

O -Iodoxybenzoic acid mediated generation of aryl free radicals: Synthesis of stilbenes through C-C cross-coupling with β-nitrostyrenes

The generation of an aryl free radicals in the presence of nitrostyrenes through a combination of aryl hydrazines and o-iodoxybenzoic acid led to the synthesis of stilbenes by forming a new carbon-carbon bond after subsequent elimination of a nitrosyl radical. The symmetrical and unsymmetrical stilbenes with excellent E-selectivity were synthesized in good yields, with advantages of broad substrate scope and transition metal free, mild reaction conditions, under an open atmosphere in a short reaction time. A free radical mediated mechanism was postulated and supported by radical trapping experiments. Application of the developed methodology is demonstrated through a simple, two step synthesis of resveratrol, a valuable stilbenoid for anticancer and neurological studies via its prodrug E-1,3-dimethoxy-5-(4-methoxystyryl)benzene.

Synthesis and bioactivity of resveratrol analogues

It has been reported that resveratrol enhanced SIRT1 expression and significantly mimicked calorie restriction by stimulating Sir2 which is the most homologic homologue of SIRT1 of mammalian. A series of novel resveratrol derivatives were designed and synthesized as novel SIRT1 activator candidates. These synthesized compounds were characterized by spectral (1H NMR) analysis and examined for their Sir2 activation against yeast parental strain-BY4743 at a concentration of 100 μM/L by Bioscreen C MBR machine. Several compounds showed a promising Sir2 activation activity compared with resveratrol. Meanwhile, the structure-activity relationships with Sirt2 activation activities were also discussed.

Synthesis of stilbene and distyrylbenzene derivatives through rhodium-catalyzed ortho -olefination and decarboxylation of benzoic acids

Ortho-substituted benzoic acids efficiently undergo precisely ordered ortho-olefination/decarboxylation upon treatment with styrenes in the presence of a rhodium catalyst and silver salt oxidant to afford the corresponding meta-substituted stilbene deriva