80018-50-4

Basic information

• Product Name: 3-ETHOXY-4-HYDROXYPHENYLACETIC ACID
• Synonyms: 3-ETHOXY-4-HYDROXYPHENYLACETIC ACID;3-ETHOXY-4-HYDROXYBENZENEACETIC ACID;RARECHEM AL BO 0349;Benzenacetic acid, 3-ethoxy-4-hydroxy-;Benzeneacetic acid, 3-ethoxy-4-hydroxy-
• CAS NO: 80018-50-4
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.2
• Product Categories: Aromatic Phenylacetic Acids and Derivatives
• Mol File: 80018-50-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 90-92°C
• Boiling Point: 376.4 °C at 760 mmHg
• Flash Point: 151 °C
• Appearance: /
• Density: 1.259 g/cm³
• Vapor Pressure: 2.46E-06mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 3-ETHOXY-4-HYDROXYPHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHOXY-4-HYDROXYPHENYLACETIC ACID(80018-50-4)
• EPA Substance Registry System: 3-ETHOXY-4-HYDROXYPHENYLACETIC ACID(80018-50-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 80018-50-4(Hazardous Substances Data)

Usage

General Description

3-ETHOXY-4-HYDROXYPHENYLACETIC ACID, also known as ethyl vanillic acid, is a chemical compound with the formula C10H12O4. It is a derivative of vanillic acid, containing an ethoxy group and a hydroxyl group on the phenyl ring. 3-ETHOXY-4-HYDROXYPHENYLACETIC ACID is found in various plant sources and is used in the synthesis of pharmaceuticals and flavoring agents. It has antioxidant and anti-inflammatory properties, and has been studied for its potential therapeutic benefits in treating conditions such as diabetes and cardiovascular diseases. 3-ETHOXY-4-HYDROXYPHENYLACETIC ACID is a valuable chemical with diverse applications in the pharmaceutical and food industries.

InChI:InChI=1/C10H12O4/c1-2-14-9-5-7(6-10(12)13)3-4-8(9)11/h3-5,11H,2,6H2,1H3,(H,12,13)

Upstream product

• 94-71-3 2-Ethoxyphenol 
• 39549-22-9 3-ethoxy-4-hydroxymandelic acid 
• 358742-92-4 methyl 2-(3-ethoxy-1-methyloxycarbonyl-4-oxo-2,5-cyclohexadienyl)acetate 

Downstream Products

• 1224591-24-5 C₁₉H₂₀N₂O₇ 

Relevant articles and documents

Design, synthesis, and evaluation of phenylpiperazine-phenylacetate derivatives as rapid recovery hypnotic agents

In this paper, we designed and synthesized a series of novel phenylpiperazine-phenylacetate derivatives as rapid recovery hypnotic agents. The best compound 10 had relatively high affinity for the GABAA receptor and low affinity for thirteen other off-target receptors. In three animal models (mice, rats, and rabbits), compound 10 exerted potent hypnotic effects (HD50 = 5.2 mg/kg in rabbits), comparable duration of the loss of righting reflex (LORR), and significant shorter recovery time (time to walk) than propanidid. Furthermore, compound 10 (TI = 18.1) showed higher safety profile than propanidid (TI = 14.7) in rabbits. Above results suggested that compound 10 may have predictable and rapid recovery profile in anesthesia.

Synthesis of 3-alkoxy-4-hydroxyphenylacetic acids from methyl 3-alkoxybenzoates

3-Alkoxy-4-hydroxyphenylacetic acids 4 were obtained from 3-alkoxyl-substituted methyl benzoates 1 by reductive alkylation, followed by allylic oxidation and hydrolysis.