58534-64-8

Basic information

• Product Name: 3,4-DIACETOXY-BENZOIC ACID
• Synonyms: 3,4-bis(acetyloxy)-benzoicaci;3,4-bis(acetyloxy)benzoicacid;RARECHEM AL BE 0382;3,4-DIACETOXY-BENZOIC ACID;Protocatechuic Acid Diacetate
• CAS NO: 58534-64-8
• Molecular Formula: C₁₁H₁₀O₆
• Molecular Weight: 238.19
• EINECS: 261-312-2
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 58534-64-8.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 403.8°Cat760mmHg
• Flash Point: 158.4°C
• Appearance: /
• Density: 1.344g/cm³
• Vapor Pressure: 3.02E-07mmHg at 25°C
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: DMSO, Ethyl Acetate, Methanol
• CAS DataBase Reference: 3,4-DIACETOXY-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIACETOXY-BENZOIC ACID(58534-64-8)
• EPA Substance Registry System: 3,4-DIACETOXY-BENZOIC ACID(58534-64-8)

Safety Data

• Hazardous Substances Data: 58534-64-8(Hazardous Substances Data)

Usage

Uses

Protocatechuic Acid Diacetate is an intermediate in the synthesis of Roflumilast (R639700), an selective phosphodiesterase 4(PDE4) inhibitor.

InChI:InChI=1/C11H10O6/c1-6(12)16-9-4-3-8(11(14)15)5-10(9)17-7(2)13/h3-5H,1-2H3,(H,14,15)/p-1

Upstream product

• 108-24-7 acetic anhydride 
• 528-58-5 cyanidin chloride 
• 120-58-1 isosafrole 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 83516-97-6 Acetic acid 2-acetoxy-5-[2-(acetyl-isopropyl-amino)-acetyl]-phenyl ester 
• 90826-59-8 1-(3',4'-Diacetoxyphenyl)-3-(2,6,7-triacetoxy-4-methoxy-1-phenanthryl)-2-propen-1-on 
• 90826-61-2 1-(4'-Acetoxy-3'-methoxyphenyl)-3-(2,6,7-triacetoxy-4-methoxy-1-phenanthryl)-2-propen-1-on 
• 89475-36-5 3',4'-dihydroxy-7-dimethoxyflavylium chloride 
• 18393-49-2 3',4',7-trihydroxyflavylium chloride 
• 89475-38-7 2,3',4,4',6-Pentaacetoxy-chalkon 
• 89475-37-6 2,3',4'-Triacetoxy-4-methoxy-chalkon 
• 39972-59-3 2,3',4,4'-Tetrahydroxy-chalkon 
• 117-39-5 quercetol 
• 2150-11-0 3',4',7-trihydroxyflavone 

Downstream Products

• 263277-12-9 benzyl 4-(benzyloxy)-3-hydroxybenzoate 
• 1376575-10-8 benzyl 4-(benzyloxy)-3-(2,2,2-trichloroethoxysulfonyloxy)benzoate 
• 1376575-35-7 4-hydroxy-3-sulfooxybenzoic acid monoammonium salt 
• 1376574-89-8 benzyl 3-acetoxy-4-(benzyloxy)benzoate 
• 1425795-76-1 3-phenylpropyl-3,4-diacetoxybenzoate 
• 100981-80-4 2-phenylethyl 3,4-dihydroxybenzoate 
• 1425795-77-2 3-phenylpropyl-3,4-dihydroxybenzoate 
• 1425795-75-0 phenethyl-3,4-diacetoxybenzoate 
• 139290-97-4 (6R,7R)-3-<<<3,4-bis(acetyloxy)benzoyl>oxy>methyl>-7-<<(1,1-dimethylethoxy)carbonyl>amino>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid 
• 104056-02-2 3-acetoxy-4-hydroxy-benzoic acid 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 57929-25-6 3,4-(diacetyloxy)benzoyl chloride 
• 55981-19-6 Acetic acid 2-acetoxy-5-(5-nitro-thiazol-2-ylcarbamoyl)-phenyl ester 

Relevant articles and documents

Polyhydroxybenzoic acid derivatives as potential new antimalarial agents

With more than 200 million cases and 400,000 related deaths, malaria remains one of the deadliest infectious diseases of 2021. Unfortunately, despite the availability of efficient treatments, we have observed an increase in people infected with malaria since 2015 (from 211 million in 2015 to 229 million in 2019). This trend could partially be due to the development of resistance to all the current drugs. Therefore, there is an urgent need for new alternatives. We have, thus, selected common natural scaffolds, polyhydroxybenzoic acids, and synthesized a library of derivatives to better understand the structure–activity relationships explaining their antiplasmodial effect. Only gallic acid derivatives showed a noticeable potential for further developments. Indeed, they showed a selective inhibitory effect on Plasmodium (IC50 ~20 μM, SI > 5) often associated with interesting water solubility. Moreover, this has confirmed the critical importance of free phenolic functions (pyrogallol moiety) for the antimalarial effect. Methyl 4-benzoxy-3,5-dihydroxybenzoate (39) has, for the first time, been recognized as a potential lead for future research because of its marked inhibitory activity against Plasmodium falciparum and its significant hydrosolubility (3.72 mM).

Reversible Covalent End-Capping of Collagen Model Peptides

The combination of supramolecular aggregation of collagen model peptides with reversible covalent end-capping of the formed triple helix in a single experimental set-up yielded minicollagens, which were characterized by a single melting temperature. In spite of the numerous possible reaction intermediates, a specific synthetic collagen with a leading, middle and trailing strand is formed in a highly cooperative self-assembly process.

Examination of α-exosite inhibitors against Botulinum neurotoxin A protease through structure-activity relationship studies of chicoric acid

Botulinum neurotoxins (BoNT) are among the most toxic known substances and currently there are no effective treatments for intraneuronal BoNT intoxication. Chicoric acid (ChA) was previously reported as a BoNT/A inhibitor that binds to the enzyme's α-exosite. Herein, we report the synthesis and structure-activity relationships (SARs) of a series of ChA derivatives, which revealed essential binding interactions between ChA and BoNT/A. Moreover, several ChA-based inhibitors with improved potency against the BoNT/A were discovered.