85621-43-8

Basic information

• Product Name: 3,4-DIACETOXYPHENYLACETIC ACID
• Synonyms: 3,4-DIACETOXYPHENYLACETIC ACID;3,4-Bis(acetyloxy)benzeneacetic acid;Benzeneacetic acid, 3,4-bis(acetyloxy)-;Einecs 287-942-8;VYELVKLTNGETIC-UHFFFAOYSA-N
• CAS NO: 85621-43-8
• Molecular Formula: C₁₂H₁₂O₆
• Molecular Weight: 252.22
• EINECS: 287-942-8
• Product Categories: Aromatic Phenylacetic Acids and Derivatives
• Mol File: 85621-43-8.mol

Chemical Properties

• Boiling Point: 390.7°C at 760 mmHg
• Flash Point: 148.5°C
• Appearance: /
• Density: 1.312g/cm³
• Vapor Pressure: 8.37E-07mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: 3,4-DIACETOXYPHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIACETOXYPHENYLACETIC ACID(85621-43-8)
• EPA Substance Registry System: 3,4-DIACETOXYPHENYLACETIC ACID(85621-43-8)

Safety Data

• Hazardous Substances Data: 85621-43-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-DIACETOXYPHENYLACETIC ACID is used as an intermediate in the synthesis of various pharmaceuticals for its role in creating the core structures of certain drugs. Its versatility in chemical reactions allows for the development of a wide range of medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 3,4-DIACETOXYPHENYLACETIC ACID is utilized as an intermediate in the production of agrochemicals, contributing to the development of pesticides and other agricultural chemicals that are essential for crop protection and yield enhancement.
Used in Organic Chemistry Research:
3,4-DIACETOXYPHENYLACETIC ACID is used as a building block in organic chemistry for the preparation of various derivatives and analogs. Its structural properties make it suitable for further chemical modifications, leading to the discovery of new compounds with potential applications in various fields.
Used in Therapeutic Applications:
3,4-DIACETOXYPHENYLACETIC ACID is being studied for its potential therapeutic effects in the treatment of various medical conditions. Its active chemical groups and reactivity allow it to be a candidate for developing new treatments and therapies, expanding its use beyond the laboratory and into clinical settings.

InChI:InChI=1/C12H12O6/c1-7(13)17-10-4-3-9(6-12(15)16)5-11(10)18-8(2)14/h3-5H,6H2,1-2H3,(H,15,16)

Upstream product

• 7664-93-9 sulfuric acid 
• 102-32-9 3,4-dihydroxyphenylacetate 
• 108-24-7 acetic anhydride 

Downstream Products

• 10313-60-7 3,4-dimethoxyphenylacetyl chloride 
• 139-76-4 N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide 
• 6957-27-3 3,4-dihydropapaverine 
• 1425795-72-7 3-phenylpropyl-2-(3,4-diacetoxyphenyl)acetate 
• 1425795-73-8 2-phenylethyl (3,4-dihydroxyphenyl)acetate 
• 1425795-71-6 phenethyl-2-(3,4-diacetoxyphenyl)acetate 

Relevant articles and documents

Bioactive aromatic compounds from leaves and stems of Vanilla fragrans

Alcoholic extracts of leaves and stems of Vanilla fragrans were fractionated with ethyl acetate and aqueous butanol. All three fractions of ethyl acetate, butanol, and water were screened for toxic bioactivity against mosquito larvae. The results of these experiments showed that the fractions from the ethyl acetate and butanol phases were both active in the bioassay. Bioactivity of the ethyl acetate fraction was found to be much greater than that from the butanol fraction in mosquito larvae toxicity. The water phase appeared to contain no substances that impaired mosquito larval growth. Repeated column chromatography of the ethyl acetate fraction on silica gel led to the isolation of 4-ethoxymethylphenol (1), 4-butoxymethylphenol (2), vanillin (3), 4-hydroxy-2-methoxycinnamaldehyde (4), and 3,4-dihydroxyphenylacetic acid (5). Compounds 4 and 5 were isolated from Vanilla species for the first time and 2 has not been reported to have been found in a natural form. 4-Ethoxymethylphenol (1) was the predominant compound, but 4-butoxymethylphenol (2) showed the strongest toxicity to mosquito larvae. The structures of the compounds were determined on the basis of their mass spectra and 1H or 13C NMR data.

Design, synthesis, and biological evaluation of novel Tempol derivatives as effective antitumor agents

Two series of novel Tempol derivatives T1–T6 based on the piperidine nitroxide Tempol and phenolic acids were designed and synthesized, and their biological evaluation is also described. The chemical structure was verified by HRMS, IR, and EPR analysis. The antitumor activity was tested against two tumor cell lines (A549 and Hela cells). Simultaneously, HK-2 cells were selected to investigate cytotoxicity and selectivity of synthetic compounds to the normal cells. The antioxidant property was also studied by DPPH radical scavenging assay and hydrogen peroxide-induced cell injury assay. The results demonstrated that most of the Tempol derivatives exhibited more active antioxidant activity than Tempol, and all synthesized Tempol derivatives exhibited more potent antitumor activity than Tempol. Among them, compound T6 displayed the highest antitumor activity (IC50?=?29.4?μg/mL for A549 cells; IC50?=?16.2?μg/mL for Hela cells). The results indicated that T6 exhibited efficient antitumor performance, having the potential of being excellent antitumor agents for cancer treatment.

Synthesis and antiradical/antioxidant activities of caffeic acid phenethyl ester and its related propionic, acetic, and benzoic acid analogues

Caffeic acid phenethyl ester (CAPE) is a bioactive component isolated from propolis. A series of CAPE analogues was synthesized and their antiradical/antioxidant effects analyzed. The effect of the presence of the double bond and of the conjugated system on the antioxidant effect is evaluated with the analogues obtained from 3-(3,4-dihydroxyphenyl) propanoic acid. Those obtained from 2-(3,4-dihydroxyphenyl) acetic acid and 3,4-dihydroxybenzoic acid allow the evaluation of the effect of the presence of two carbons between the carbonyl and aromatic system.

NOVEL SULFONAMIDOMETHYLPHOSPHONATE INHIBITORS OF BETA-LACTAMASE

This invention provides novel β-lactamase inhibitors of the aryl-and heteroaryl-sulfonamidomethylphosphonate monoester class. The compounds inhibit three classes of β-lactamases and synergize the antibacterial effects of β-lactam antibiotics (e.g., imipenem and ceftazimdime) against those micro-organisms normally resistant to the β-lactam antibiotics as a result of the presence of the β-lactamases. Formula (I) or a pro-drug or pharmaceutically acceptable salt thereof, wherein: W represents: Formula (II).

Cephalosporin compounds

Cephalosporins having the formula: are described, wherein X is S, SO, CH2 or O, R2 is hydrogen, methoxy or formamido, R3 is hydrogen, alkenyl, alkyl or substituted alkyl, Q is a mono- or bicyclic heterocyclic ring, variously substituted, R1 represents various groups including 2-aminothiazol-4-yl, A is =NO-, =N-NH- or =CH-, Y is CO or various linking groups, m is zero or one and P is a benzene ring with two orthogroups, one of which is hydroxy or an in vivo hydrolysable ester thereof and the other is hydroxy, an in vivo hydrolysable ester thereof, carboxy, sulpho, hydroxymethyl, --NHSO2CH3 or -NHCONH2; or P is a particularly substituted pyridone or pyranone. The use of such compounds as antibacterial agents is described as are processes for their preparation.