7362-37-0

Basic information

• Product Name: 3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID
• Synonyms: trans-4-Hydroxy-3,5-dimethoxy-cinnamic acid;trans-Sinapic acid;trans-Sinapinic acid
• CAS NO: 7362-37-0
• Molecular Formula: C11H12O5
• Molecular Weight: 224.2153
• EINECS: 208-487-3
• Mol File: 7362-37-0.mol
• Article Data: 45

Chemical Properties

• Melting Point: 195-205°C (dec.)
• Appearance: /
• CAS DataBase Reference: 3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID(7362-37-0)
• EPA Substance Registry System: 3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID(7362-37-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 7362-37-0(Hazardous Substances Data)

Usage

Description

3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID, also known as trans-Sinapic acid, is a type of sinapic acid with a trans-configuration of the double bond. It is an organic compound derived from hydroxycinnamic acid and is characterized by the presence of two methoxy groups at the 3rd and 5th positions, along with a hydroxyl group at the 4th position.

Uses

Used in Analytical Chemistry:
3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID is used as an analytical reference standard for the quantification of the analyte in seed samples and vegetables. It is employed in various chromatography techniques to ensure accurate measurement and analysis of the compound in these samples.
Used in Pharmaceutical Industry:
3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID is used as a pharmaceutical compound for its potential therapeutic applications. Its unique chemical structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs and therapies.
Used in Food Industry:
In the food industry, 3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID may be used as a natural additive or preservative due to its antioxidant and antimicrobial properties. It can help improve the shelf life and quality of various food products while also providing potential health benefits.
Used in Cosmetics Industry:
3,5-DIMETHOXY-4-HYDROXYCINNAMIC ACID can be used as an active ingredient in the cosmetics industry, where it may offer anti-aging, anti-inflammatory, and skin-protective properties. Its incorporation into skincare products could provide consumers with a natural and effective solution for various skin concerns.

Upstream product

• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 134-96-3 syringic aldehyde 
• 42041-51-0 4-hydroxy-3,5-dimethoxycinnamic acid methyl ester 
• 141-82-2 malonic acid 
• 20196-67-2 sinalbin 
• 530-59-6 trans-3,5-dimethoxy-4-hydroxycinnamic acid 
• 28343-22-8 canolol 
• 298-14-6 potassium hydrogencarbonate 
• 186581-53-3 diazomethane 
• 1359001-20-9 4-O-[(E)-4-hydroxy-3,5-dimethoxycinnamoyl]bergenin 
• 1276682-51-9 3-α-trans-sinapoyloxyjhanol 18-O-β-D-glucopyranoside 
• 1062606-23-8 (8R,7'S,8'R)-5,5'-dimethoxylariciresinol 9'-O-β-D-(6-O-E-4-hydroxy-3,5-dimethoxycinnamoyl)glucopyranoside 
• 78185-48-5 trans-p-sinapoyl β-D-glucopyranoside 

Downstream Products

• 26350-60-7 trans-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid 
• 92446-11-2 [(E)-3-(4-Hydroxy-3,5-dimethoxy-phenyl)-acryloyloxymethylene]-dimethyl-ammonium; chloride 
• 7361-90-2 cis-sinapic acid 
• 1395418-33-3 2,3-di-O-acetyl-β-D-glucopyranosyl trans-sinapinate 

Relevant articles and documents

Total Syntheses and Anti-inflammatory Activities of Syringin and Its Natural Analogues

Syringin (1), a natural bioactive glucoside isolated from the root of Acanthopanax senticosus (Rupr. Maxim.) Harms, possesses significant anti-inflammatory activity. In this study, we have accomplished the total syntheses of syringin (1), along with its natural analogues 2-12, from a common starting material, syringaldehyde (13), in 4-8 steps with an overall yields of 11.8-61.3%. The anti-inflammatory activities of these compounds were determined against NO production in the LPS-stimulated RAW264.7 cells. Among them, compounds 1-5, 7, and 9 exhibited different levels of anti-inflammatory activity.

Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters

Herein, a dual nickel/ruthenium strategy is developed for photoinduced decarboxylative cross-coupling between α,β-unsaturated carboxylic acids and cycloketone oxime esters. The reaction mechanism is distinct from previous photoinduced decarboxylation of α,β-unsaturated carboxylic acids. This reaction might proceed through a nickelacyclopropane intermediate. The C(sp2)-C(sp3) bond constructed by the aforementioned reaction provides an efficient approach to obtaining various cyanoalkyl alkenes, which are synthetically valuable organic skeletons in organic and medicinal chemistry, under mild reaction conditions. The protocol tolerates many critical functional groups and provides a route for the modification of complex organic molecules.

Tetracyclic Triterpenoids, Steroids and Lignanes from the Aerial Parts of Oxypetalum caeruleum

The MeOH extract from dried aerial parts of Oxypetalum caeruleum (Apocynaceae) plants yielded seventeen compounds, including four new tetracyclic triterpenoids, one pregnane glycoside, two lignane glycosides, and ten known compounds. The structures of the