54234-59-2

Basic information

• Product Name: (3,4-dihydroxyphenyl)acetyl chloride
• Synonyms: (3,4-dihydroxyphenyl)acetyl chloride;3,4-Dihydroxybenzeneacetic acid chloride
• CAS NO: 54234-59-2
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.59238
• EINECS: 259-036-2
• Mol File: 54234-59-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 360.5°C at 760 mmHg
• Flash Point: 171.8°C
• Appearance: /
• Density: 1.462g/cm³
• Vapor Pressure: 1.06E-05mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: (3,4-dihydroxyphenyl)acetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (3,4-dihydroxyphenyl)acetyl chloride(54234-59-2)
• EPA Substance Registry System: (3,4-dihydroxyphenyl)acetyl chloride(54234-59-2)

Safety Data

• Hazardous Substances Data: 54234-59-2(Hazardous Substances Data)

Usage

General Description

(3,4-dihydroxyphenyl)acetyl chloride is a chemical compound with the molecular formula C8H7ClO3. It is a derivative of acetic acid and contains a phenyl ring substituted with hydroxy groups at the 3 and 4 positions. The acetyl chloride functional group is attached to the phenyl ring, making it a reactive acylating agent. (3,4-dihydroxyphenyl)acetyl chloride is commonly used in organic synthesis as a reagent for introducing the acetyl group into various organic molecules. It is also used in the production of pharmaceuticals and agrochemicals. However, (3,4-dihydroxyphenyl)acetyl chloride is highly reactive and should be handled with caution due to its potential to cause skin and respiratory irritations.

InChI:InChI=1/C8H7ClO3/c9-8(12)4-5-1-2-6(10)7(11)3-5/h1-3,10-11H,4H2

Upstream product

• 102-32-9 3,4-dihydroxyphenylacetate 

Downstream Products

• 1243290-18-7 N-(1-(1H-benzo[d][1,2,3]triazol-1-yl)-2,2-dimethylpropyl)-2-(3,4-dihydroxyphenyl)acetamide 
• 1129-53-9 3,4-dihydroxyphenylacetamide 

Relevant articles and documents

Small Molecule Inhibitors of the BfrB-Bfd Interaction Decrease Pseudomonas aeruginosa Fitness and Potentiate Fluoroquinolone Activity

The iron storage protein bacterioferritin (BfrB) is central to bacterial iron homeostasis. The mobilization of iron from BfrB, which requires binding by a cognate ferredoxin (Bfd), is essential to the regulation of cytosolic iron levels in P. aeruginosa. This paper describes the structure-guided development of small molecule inhibitors of the BfrB-Bfd protein-protein interaction. The process was initiated by screening a fragment library and followed by obtaining the structure of a fragment hit bound to BfrB. The structural insights were used to develop a series of 4-(benzylamino)- A nd 4-((3-phenylpropyl)amino)-isoindoline-1,3-dione analogs that selectively bind BfrB at the Bfd binding site. Challenging P. aeruginosa cells with the 4-substituted isoindoline analogs revealed a dose-dependent growth phenotype. Further investigation determined that the analogs elicit a pyoverdin hyperproduction phenotype that is consistent with blockade of the BfrB-Bfd interaction and ensuing irreversible accumulation of iron in BfrB, with concomitant depletion of iron in the cytosol. The irreversible accumulation of iron in BfrB prompted by the 4-substituted isoindoline analogs was confirmed by visualization of BfrB-iron in P. aeruginosa cell lysates separated on native PAGE gels and stained for iron with Ferene S. Challenging P. aeruginosa cultures with a combination of commercial fluoroquinolone and our isoindoline analogs results in significantly lower cell survival relative to treatment with either antibiotic or analog alone. Collectively, these findings furnish proof of concept for the usefulness of small molecule probes designed to dysregulate bacterial iron homeostasis by targeting a protein-protein interaction pivotal for iron storage in the bacterial cell.

Synthesis, characterization and cardioprotective activity of some novel benzotriazole and pyrazole derivatives

A series of N-(1-(1H-benzo[d]) [1,2,3]triazol-1-yl)-2,2-dimethyl propyl)-2-(substituted phenyl) acetamide derivatives and methyl 5-((4- (2,5-disubstituted phenyl) furan-2 carboxylate derivatives are prepared from different substituted aryl carboxylic acids, phenyl acetic acid and cinnamic acid, respectively. All the synthesized compounds are investigated for cardioprotective activity by ischemia reperfusion method, while all the compounds show significant activity.