25379-88-8

Basic information

• Product Name: 3,4-DIHYDROXYPHENYLACETIC ACID METHYL ESTER
• Synonyms: METHYL 3,4-DIHYDROXYPHENYLACETATE;HOMOPROTOCATECHUIC ACID METHYL ESTER;CATECHOL-4-ACETIC ACID METHYL ESTER;3,4-DIHYDROXYPHENYLACETIC ACID METHYL ESTER;PYROCATECHOL-4-ACETIC ACID METHYL ESTER;Chatechol-4-acetic acid methyl ester;3,4-Dihydroxybenzeneacetic Acid Methyl Ester;Catechol-4-acetic Acid Methyl Ester 3,4-Dihydroxyphenylacetic Acid Methyl Ester Homoprotocatechuic Acid Methyl Ester Pyrocatechol-4-acetic Acid Methyl Ester
• CAS NO: 25379-88-8
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17
• Product Categories: Aromatic Esters
• Mol File: 25379-88-8.mol
• Article Data: 37

Chemical Properties

• Melting Point: 36 °C
• Boiling Point: 335 °C at 760 mmHg
• Flash Point: 136.2 °C
• Appearance: /
• Density: 1.309 g/cm³
• Vapor Pressure: 6.34E-05mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 9.48±0.12(Predicted)
• CAS DataBase Reference: 3,4-DIHYDROXYPHENYLACETIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIHYDROXYPHENYLACETIC ACID METHYL ESTER(25379-88-8)
• EPA Substance Registry System: 3,4-DIHYDROXYPHENYLACETIC ACID METHYL ESTER(25379-88-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 25379-88-8(Hazardous Substances Data)

Usage

Chemical Properties

Off-White to Brown Solid

Uses

Different sources of media describe the Uses of 25379-88-8 differently. You can refer to the following data:
1. 3,4-Dihydroxyphenylacetic Acid Methyl Ester is a biogenic amine metabolite. 3,4-Dihydroxyphenylacetic Acid Methyl Ester is used in the preparation of antioxidants and bacteriostatic agents. It is used in the synthesis of noncompetitive AMPA receptor antagonists as benzodiazepines, as well as optically active quinolones with dopaminergic properties.
2. 3,4-Dihydroxyphenylacetic Acid Methyl Ester is a biogenic amine metabolite. 3,4-Dihydroxyphenylacetic Acid Methyl Ester is used in the preparation of antioxidants and bacteriostatic agents. It is used in the synthesis of noncompetitive AMPA receptor antagonists as benzodiazepines, as well as optically active quinolones with dopaminergic properties.

InChI:InChI=1/C9H10O4/c1-13-9(12)5-6-2-3-7(10)8(11)4-6/h2-4,10-11H,5H2,1H3

Upstream product

• 67-56-1 methanol 
• 775-01-9 3,4-dihydroxymandelic acid 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 1126-62-1 (3,4-dihydroxy-phenyl)-acetonitrile 
• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 156-38-7 4-hydroxyphenylacetate 
• 29413-65-8 methyl 2-(3,4-dihydroxyphenyl)-2-hydroxyacetate 
• 7664-93-9 sulfuric acid 
• 102-32-9 3,4-dihydroxyphenylacetate 

Downstream Products

• 1129-53-9 3,4-dihydroxyphenylacetamide 
• 326-59-0 benzo[1,3]dioxol-5-yl-acetic acid methyl ester 
• 500573-80-8 methyl 2-[3,4-bis(octyloxy)phenyl]acetate 
• 129504-03-6 Methyl (4-hydroxy-3-allyloxyphenyl)acetate 
• 1037077-54-5 oleyl 3,4-hydroxyphenylacetate 
• 1618083-84-3 2-(3,4-bis(2-(tert-butoxycarbonylamino)ethoxy)phenyl)acetic acid 
• 106972-94-5 calceolarioside B 
• 246872-15-1 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethanol 
• 347378-53-4 (1R)-1-benzyl-(S)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline 
• 347378-43-2 (1S)-1-benzyl-(R)-N-(1-phenyl-2-phenylacetylethoxy)-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline 
• 347378-41-0 (R)-N-(1-phenyl-2-phenylacetylethoxy)-N-[2-(3,4-methylenedioxyphenyl)ethyl]-2-phenylacetamide 
• 347378-51-2 (S)-N-(1-phenyl-2-phenylacetylethoxy)-N-[2-(3,4-methylenedioxyphenyl)ethyl]-2-phenylacetamide 
• 347378-49-8 (S)-N-(1-phenyl-2-tert-butyldimethylsilylethoxy)-2-(3,4-methylenedioxyphenyl)acetamide 
• 347378-39-6 (R)-N-(1-phenyl-2-tert-butyldimethylsilylethoxy)-2-(3,4-methylenedioxyphenyl)acetamide 

Relevant articles and documents

Antioxidant properties of two novel lipophilic derivatives of hydroxytyrosol

Two novel lipophilic derivatives of the natural olive oil phenol, hydroxytyrosol (HT), were synthesized using 3,4-dihydroxyphenylacetic acid as starting material. Their antioxidant activities and kinetics compared to HT and TBHQ were assessed by Rancimat,

Flavonoids, flavonoid metabolites, and phenolic acids inhibit oxidative stress in the neuronal cell line HT-22 monitored by ECIS and MTT assay: A comparative study

A real-time and label-free in vitro assay based on electric cell-substrate impedance sensing (ECIS) was established, validated, and compared to an end-point MTT assay within an experimental trial addressing the cytoprotective effects of 19 different flavo

Regioselectivity of Cobalamin-Dependent Methyltransferase Can Be Tuned by Reaction Conditions and Substrate

Regioselective reactions represent a significant challenge for organic chemistry. Here the regioselective methylation of a single hydroxy group of 4-substituted catechols was investigated employing the cobalamin-dependent methyltransferase from Desulfitobacterium hafniense. Catechols substituted in position four were methylated either in meta- or para-position to the substituent depending whether the substituent was polar or apolar. While the biocatalytic cobalamin dependent methylation was meta-selective with 4-substituted catechols bearing hydrophilic groups, it was para-selective for hydrophobic substituents. Furthermore, the presence of water miscible co-solvents had a clear improving influence, whereby THF turned out to enable the formation of a single regioisomer in selected cases. Finally, it was found that also the pH led to an enhancement of regioselectivity for the cases investigated.

Synthesis and antioxidant activity of conjugates of hydroxytyrosol and coumarin

Antioxidants have been the subject of intense research interest due to their numerous health benefits. In this work, a series of new conjugates of hydroxytyrosol and coumarin were synthesized and evaluated for their free radical scavenging, toxicity and antioxidant mechanism in vitro. The all target compounds 14a–t exhibited better radical scavenging activity than BHT, hydroxytyrosol, and coumarin in both DPPH radical and ABTS+ radical cation scavenging assays. The structure-activity relationships study indicated that the number and position of hydroxyl groups on the coumarin ring were vital to a good antioxidant capacity. Furthermore, the most promising compound 14q showed less toxicity in hemolysis assay and weaker antiproliferative effects than BHT against normal WI-38 and GES cells, and enhanced viability of H2O2-induced HepG2 cells. Additionally, 14q decreased the apoptotic percentage of HepG2 cells, reduced the ROS produce and LDH release, and improved GSH and SOD levels in H2O2-treated HepG2 cells. Lastly, 14q exhibited more stability than hydroxytyrosol in methanol solution. These results revealed that conjugations of hydroxytyrosol and coumarin show better antioxidant capacity, and are the efficacious approach to finding novel potential antioxidant.