37580

3,4-Dihydroxybenzoic acid

≥97.0% (T)

• Synonym(s): Protocatechuic acid
• Linear Formula: (HO)₂C₆H₃CO₂H
• CAS Number: 99-50-3
• Molecular Weight: 154.12
• Beilstein: 1448841
• EC Number: 202-760-0
• MDL number: MFCD00002509
• UNSPSC Code: 12352100
• PubChem Substance ID: 57649743
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: ≥97.0% (T)
• mp: 197-200 °C (dec.) (lit.)
• functional group: carboxylic acid
• SMILES string: OC(=O)c1ccc(O)c(O)c1
• InChI: 1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)
• InChI key: YQUVCSBJEUQKSH-UHFFFAOYSA-N

Description

General description

3,4-Dihydroxybenzoic acid is reported as dietery polyphenol. Antiviral activity of 3,4-dihydroxybenzoic acid (protocatechuic acid, PCA) against a virulent H9N2 strain in a mouse model is reported. Cytotoxic effects of PCA on 3 non-small cell lung cancer (NSCLC) cell lines, A549, H3255, and Calu-6 cell lines is reported. PCA is reported to prevent the carcinogenesis or antitumor growth in vivo. Signaling pathway involved in PCA-induced apoptosis in human gastric adenocarcinoma (AGS) cells is reported. The oxidation of 3,4-dihydroxybenzoic acid by H₂O₂ in aqueous/goethite slurry at varying operating conditions (catalyst load, temperature, pH, substrate and hydrogen peroxide starting concentration) is investigated.

Application

3,4-Dihydroxybenzoic acid is suitable for use in a study to investigate the effect of 4-coumaric and 3,4-dihydroxybenzoic acid on the basal oxidative DNA damage of rat colonic mucosa in vivo. It may be used in the derivatization of chitosan resin.

Biochem/physiol Actions

Chemopreventive in several animal models of carcinogenesis. Blocks cell proliferation in the post-initiation phase.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves