P3502

Phloroglucinol

Used to detect the presence of wood fiber.

• Synonym(s): 1,3,5-Trihydroxybenzene
• Empirical Formula (Hill Notation): C₆H₆O₃
• CAS Number: 108-73-6
• Molecular Weight: 126.11
• UNSPSC Code: 12171500
• NACRES: NA.47
• PubChem Substance ID: 24898417
• EC Number: 203-611-2
• Beilstein/REAXYS Number: 1341907
• MDL number: MFCD00002286
• Form: powder or crystals

Properties

• Quality Segment: 100
• form: powder or crystals
• mp: 215-220 °C
• solubility: ethanol: 50 mg/mL (clear to hazy)
• application(s): diagnostic assay manufacturing; hematology; histology
• storage temp.: room temp
• SMILES string: Oc1cc(O)cc(O)c1
• InChI: 1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
• InChI key: QCDYQQDYXPDABM-UHFFFAOYSA-N

Description

General description

Phloroglucinol is an antispasmodic and a derivative of phenol.

Phloroglucinol (phlo) is a phenol derivative that shows a cytoprotective effect from oxidative damage by enhancing the activity of cellular catalase. It can also be used to prepare synthetic analogs of A-type proanthocyanidins (PACs) such as 2,8-dioxabicyclo[3.3.1]nonane derivatives by reacting with the corresponding flavylium salts. Phlo can react with benzaldehyde derivatives to form phloroglucinol-based microporous polymeric organic frameworks (phlo-POF) with potential applications in ion exchange and gas adsorption.

Application

Phloroglucinol has been used to stain root sections. It has also been used to stain plant sections to identify plant materials like lignin.

Phloroglucinol has been used to prevent hyperhydricity by promoting the lignification of shoots. It has also been used in PG (phloroglucinol)-sucrose treatments for the growth and development of in vitro derived shoot tips. Phloroglucinol has been used to stain root sections. It has also been used to stain plant sections to identify plant materials like lignin.

Biochem/physiol Actions

Phloroglucinol displays antispasmodic activity. It is a trihydroxybenzene with antithrombotic, profibrinolytic, antimicrobial, antimalarial, cancer chemopreventive, anti-HIV, and anti-leishmanial activities. Phloroglucinol (PG) is a biosynthetic precursor of the 2,4-diacetylphloroglucinol (DAPG) an antibiotic against soil-borne diseases. Phloroglucinol is a useful intermediate because it is polyfunctional.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H317,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)