90985-68-5

Basic information

• Product Name: 3-[4-(Acetyloxy)-3,5-dimethoxyphenyl]-2-propenoic acid
• Synonyms: 3-[4-(Acetyloxy)-3,5-dimethoxycinnamic acid;3-[4-(Acetyloxy)-3,5-dimethoxyphenyl]-2-propenoic acid;(E)-3-(4-acetoxy-3,5-dimethoxyphenyl)acrylic acid
• CAS NO: 90985-68-5
• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.248
• Mol File: 90985-68-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 188-193 ºC
• Boiling Point: 385 °C at 760 mmHg
• Flash Point: 142.2 °C
• Appearance: /
• Density: 1.263
• CAS DataBase Reference: 3-[4-(Acetyloxy)-3,5-dimethoxyphenyl]-2-propenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[4-(Acetyloxy)-3,5-dimethoxyphenyl]-2-propenoic acid(90985-68-5)
• EPA Substance Registry System: 3-[4-(Acetyloxy)-3,5-dimethoxyphenyl]-2-propenoic acid(90985-68-5)

Safety Data

• Hazardous Substances Data: 90985-68-5(Hazardous Substances Data)

Usage

General Description

The chemical 3-[4-(Acetyloxy)-3,5-dimethoxyphenyl]-2-propenoic acid, also known as methyl 3-(4-acetoxy-3,5-dimethoxyphenyl)acrylate, is a modified phenolic compound. It is an ester derivative of 3,5-dimethoxy-4-hydroxybenzoic acid, which is found in certain plants and fungi. This chemical has potential medicinal and therapeutic applications due to its anti-inflammatory and antioxidant properties. It is being studied for its potential use in treating various diseases, including cancer, neurodegenerative disorders, and cardiovascular diseases. Additionally, it is also used in the synthesis of other organic compounds and as a research tool in biochemistry and pharmacology.

Upstream product

• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 134-96-3 syringic aldehyde 
• 91-10-1 1,3-dimethoxy-2-hydroxy-benzene 
• 81947-97-9 (4-hydroxy-3,5-dimethoxy-phenyl)-glyoxylic acid 
• 860755-25-5 hydroxy-(4-hydroxy-3,5-dimethoxy-phenyl)-malonic acid diethyl ester 
• 530-59-6 sinapinic acid 
• 141-82-2 malonic acid 
• 53669-33-3 4-acetoxy-3,5-dimethoxybenzaldehyde 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 530-59-6 trans-3,5-dimethoxy-4-hydroxycinnamic acid 
• 6318-20-3 O-acetylsyringic acid 
• 39657-47-1 O-acetylsyringic acid chloride 

Downstream Products

• 39657-48-2 4-acetoxy-3,5-dimethoxycinnamic acid chloride 
• 1240483-61-7 (E)-N-(3,4-methylenedioxyphenyl)-3-(4-acetoxy-3,5-dimethoxyphenyl)acrylamide 
• 1240483-62-8 (E)-N-(3,4,5-trimethoxyphenyl)-3-(4-acetoxy-3,5-dimethoxyphenyl)acrylamide 
• 1552301-95-7 2-[4-(4-hydroxy-3,5-dimethoxyphenyl)-2-oxochroman-6-yl]ethyl methyl carbonate 
• 1552302-05-2 3-(4-hydroxy-3,5-dimethoxyphenyl)-3-(2-hydroxy-5-(2-hydroxyethyl)phenyl)propanoic acid 
• 90985-69-6 (E)-methyl 3-(4-acetoxy-3,5-dimethoxyphenyl)acrylate 

Relevant articles and documents

Research on Crystal Structure and Fungicidal Activity of the Amide Derivatives Based on the Natural Products Sinapic Acid and Mycophenolic Acid

Structural optimization based on natural products is an important and effective way to discover new green pesticides. Here, two series of amide derivatives based on sinapic acid and mycophenolic acid were designed in combination with the fungicidal natura

Design and synthesis of cenocladamide analogues and their evaluation against breast cancer cell lines

This work describes the total synthesis of the alkaloid cenocladamide and a concise library of nine structural analogues aiming at their evaluation against the breast cancer cell line MDA-MB-231. The most promising compound (3; IC50 = 6.6 μM) was also evaluated in a panel of seven breast cancer cell lines and two non-tumorigenic cell lines. We further conducted an initial investigation on the mechanism of action of analogue 3, which lacks the endocyclic double bond when compared to cenocladamide. The present study presents the discovery of a cenocladamide analogue with interesting cytotoxic activity, which could be useful for further optimization towards new chemotherapeutic agents for breast cancer treatment.

Synthesis and DPPH radical scavenging activity of novel compounds obtained from tyrosol and cinnamic acid derivatives

Tyrosol, a naturally occurring phenolic compound poorly attractive as an antioxidant because of its weak efficacy, was used as starting material to obtain novel compounds. The synthesis is based on a trifluoroacetic acid-mediated hydroarylation of cinnamic esters with tyrosol to produce 4-aryl-3,4-dihydrocoumarins, molecules of biological interest, followed by a basic hydrolysis to give the corresponding ring opening products. Unreported mechanistic investigations confirmed that the first step resulted from an electrophilic aromatic substitution and an intramolecular transesterification. Final products exhibited DPPH radical scavenging activity significantly higher than tyrosol.