35094-87-2

Basic information

• Product Name: 2,4,5-TRIHYDROXYBENZALDEHYDE
• Synonyms: 2,4,5-TRIHYDROXYBENZALDEHYDE;2,4,5-Trihydroxybenzaldehyde,99%;2,4,5-Trihydroxybenzaldehyde, 99% 1GR;5-Formylbenzene-1,2,4-triol;2,4,5-Trihydroxybenzaldehyde 99%
• CAS NO: 35094-87-2
• Molecular Formula: C₇H₆O₄
• Molecular Weight: 154.12
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;C7;Carbonyl Compounds;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 35094-87-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 223-225 °C(lit.)
• Boiling Point: 237.46°C (rough estimate)
• Flash Point: 196.8 °C
• Appearance: Yellow to brown or khaki/Crystalline Powder
• Density: 1.3725 (rough estimate)
• Vapor Pressure: 2.89E-06mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 7.41±0.23(Predicted)
• Sensitive: Air Sensitive
• BRN: 2250084
• CAS DataBase Reference: 2,4,5-TRIHYDROXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,5-TRIHYDROXYBENZALDEHYDE(35094-87-2)
• EPA Substance Registry System: 2,4,5-TRIHYDROXYBENZALDEHYDE(35094-87-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 35094-87-2(Hazardous Substances Data)

Usage

Description

2,4,5-Trihydroxybenzaldehyde (2,4,5-THBA) is a tri-substituted benzaldehyde derived from sesamol. It is a yellow to brown or khaki crystalline powder with notable free radical-quenching ability, antioxidant bioactivity, and cytotoxicity. 2,4,5-TRIHYDROXYBENZALDEHYDE has been identified as a component in the ethyl acetate extract of Beta vulgaris var. cicla seeds and possesses a freezing point of 499.65K, a boiling point of 510.61K, a density of 1.3725g/cm3, and a refractive index of 1.6400.

Uses

Used in Pharmaceutical Industry:
2,4,5-Trihydroxybenzaldehyde is used as a reactant for the preparation of bis-?indolylmethanes, which have potential as β-?glucuronidase inhibitors. These inhibitors can be beneficial in the development of drugs targeting various diseases and conditions.
Used in Chemical Synthesis:
2,4,5-Trihydroxybenzaldehyde may be used in the synthesis of various compounds, such as 2,4,5-tribenzyloxybenzaldehyde, 2,4,5-trihydroxybenzaldehyde N-(diphenylmethylene)hydrazine, and 2-hydroxy-4,5-dimethoxybenzaldehyde. These synthesized compounds can have applications in different industries, including pharmaceuticals, materials science, and chemical research.

InChI:InChI=1/C7H6O4/c8-3-4-1-6(10)7(11)2-5(4)9/h1-3,9-11H

Upstream product

• 74-90-8 hydrogen cyanide 
• 533-73-3 1,2,4-Trihydroxybenzene 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 68-12-2 N,N-dimethyl-formamide 
• 29865-97-2 2,5-dihydroxy-4-methoxy-benzaldehyde 
• 77-78-1 dimethyl sulfate 
• 5780-00-7 2-methoxy-4,5-methylenedioxybenzaldehyde 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 621-59-0 isovanillin 
• 106-51-4 p-benzoquinone 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 102948-62-9 2-(2,4-dimethoxy-phenyl)-3-(3,4-dimethoxy-phenyl)-6-methoxy-chromen-7-one 
• 100397-69-1 2,4,5-triacetoxy-benzaldehyde 
• 41273-90-9 2,4,5-trihydroxy-3-morpholin-4-ylmethyl-benzaldehyde 
• 149555-68-0 2,5-dihydroxy-4-(methoxymethoxy)benzaldehyde 
• 207743-58-6 2,3,6,8-tetrahydroxybenzofuro[3,2-b][1]benzopyrylium chloride 
• 1012332-23-8 2,4,5-Tris-tetradecyloxy-benzaldehyde 
• 29865-97-2 2,5-dihydroxy-4-methoxy-benzaldehyde 

Relevant articles and documents

Cytotoxicity effects of di- and tri-hydroxybenzaldehydes as a chemopreventive potential agent on tumor cells

As part of our earlier search for new compounds with improved biological activities including antioxidant, anti-inflammatory, and tumor growth inhibition activities, we synthesized 2,4,5-trihydroxybenzaldehyde (2,4,5-THBA) from commercially available Sesa

Synthesis and biological evaluation of 2-aroylbenzofurans, rugchalcones A, B and their derivatives as potent anti-inflammatory agents

An efficient synthesis of 2-aroylbenzofurans, rugchalcones A, B and their derivatives was accomplished in excellent yields by the Rap–Stoermer reaction between substituted salicylaldehydes and phenacyl bromides. Later their anti-inflammatory effects were evaluated in lipopolysaccharide (LPS)-induced RAW-264.7 macrophages. The compounds were exhibited exceptional potency against inflammatory mediated NO production with no cytotoxicity at 10?μM concentration and IC50values are found in the range from 0.75 to 13.27?μM. Among the 2-aroylbenzofurans prepared in this study, compounds 4 (99.6%; IC50?=?0.57), rugchalcone B (2) (99.3%; IC50?=?4.13), 7 (96.8%; IC50?=?1.90) and 8 (74.3%; IC50?=?0.99) were showed the maximum inhibitory activity. This study suggests that compounds 2, 4, 7 and 8 which are having 4-hydroxyphenyl group and/or hydroxy (–OH) group at 5- and/or 6-position of benzofuran motif could be considered as a promising scaffolds for the further development of iNOS inhibitors for potential anti-inflammatory applications.