39635-11-5

Basic information

• Product Name: 3,4-DIHYDROXYBENZHYDRAZIDE
• Synonyms: LABOTEST-BB LT00455293;3,4-DIHYDROXYBENZHYDRAZIDE;PROTOCATECHUIC HYDRAZIDE;3,4-dihydroxybenzohydrazide;3,4-DIHYROXYBENZHYDRAZIDE;3,4-DIHYDROXYBENZHYDRAZIDE 97%;4-Dihydroxybenzhydrazide
• CAS NO: 39635-11-5
• Molecular Formula: C₇H₈N₂O₃
• Molecular Weight: 168.15
• EINECS: 254-550-3
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
• Mol File: 39635-11-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 268°C
• Appearance: /
• Density: 1.477 g/cm³
• Refractive Index: 1.67
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• BRN: 2642968
• CAS DataBase Reference: 3,4-DIHYDROXYBENZHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIHYDROXYBENZHYDRAZIDE(39635-11-5)
• EPA Substance Registry System: 3,4-DIHYDROXYBENZHYDRAZIDE(39635-11-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot
• HazardClass: IRRITANT
• Hazardous Substances Data: 39635-11-5(Hazardous Substances Data)

Usage

General Description

3,4-Dihydroxybenzhydrazide, also known as DHBA, is a chemical compound with the molecular formula C7H8N2O3. It is a white to off-white crystalline powder that is primarily used as a chelating agent and antioxidant in various industrial and commercial applications. DHBA is also known for its use in medical research and pharmaceutical development, particularly for its potential as a therapeutic agent for conditions related to oxidative stress. Additionally, it is used as a precursor in the synthesis of various organic compounds and has been studied for its potential use in the treatment of neurodegenerative diseases and cancer. DHBA is a versatile compound with various potential applications in different fields due to its unique chemical properties.

InChI:InChI=1/C7H8N2O3/c8-9-7(12)4-1-2-5(10)6(11)3-4/h1-3,10-11H,8H2,(H,9,12)

Upstream product

• 83759-00-6 3,4-dihydroxybenzoyl chloride 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 2150-43-8 3,4-dihydroxybenzoic acid methyl ester 
• 3943-89-3 Ethyl protocatechuate 

Downstream Products

• 19949-24-7 4-(5-amino-[1,3,4]oxadiazol-2-yl)-benzene-1,2-diol 
• 807628-34-8 C₃₁H₃₃N₅O₇Si 
• 134368-07-3 1-(3,4-dihydroxybenzoylamino)-4-thiopyridone 
• 150191-76-7 4-(5-amino-1H-1,2,4-triazol-3-yl)pyrocatechol 
• 736-53-8 1,2-bis((5-nitrofuran-2-yl)methylene)hydrazine 

Relevant articles and documents

Pyrazole derivatives of medically relevant phenolic acids: Insight into antioxidative and anti-lox activity

Background: From the point of view of medicinal chemistry, compounds containing phenolic and pyrazolic moiety are significant since they are often constituents of bioactive compounds. Objective: The aims of this study were to synthesize pyrazole derivatives of medically relevant phenolic acids, confirm their structure, and evaluate their antioxidative and anti-LOX activities. Methods: Phenolic pyrazole derivatives were obtained, starting from esters of medically relevant phenolic acids. The structures of all obtained compounds were determined by NMR and IR spectroscopy, and UV-Vis spectrophotometry. In addition, the single-crystal X-ray diffraction was used. Pyrazole derivatives were tested for their in vitro antioxidative (DPPH assay), and lipoxygenase (LOX) inhibitory ac-tivities. Radical quenching mechanism was estimated using DFT and thermodynamic approach, while molecular docking was used to estimate the binding mode within the enzyme. Results: Pyrazole derivatives were obtained in high yields. The crystal structure of a new compound 3e was determined. Pyrazole derivative with catechol moiety 3d exhibited excellent radical scavenging ac-tivity, while compound 3b exhibited the best anti-LOX activity. Molecular docking study revealed that there is no direct interaction of any ligand with the active site of LOX-Ib, but pyrazoles 3a-e behave as inhibitors blocking the approach of linoleic acid to the active site. Conclusion: In this research, protocatechuic and vanillic acid pyrazole derivatives have been obtained for the first time. In vitro antioxidative assay suggests that pyrazole derivate of protocatechuic acid is a powerful radical scavenger, while anti-LOX assay indicates a pyrazole derivative with 4-hydroxyphenyl moiety.

Green synthesis of benzamide-dioxoisoindoline derivatives and assessment of their radical scavenging activity – Experimental and theoretical approach

A series of benzamide-dioxoisoindoline derivatives 3 was obtained, starting from phthalic anhydride and different benzoyl hydrazides 2, by ultrasound irradiation in water as solvent and without any catalyst. Five obtained compounds have been reported in this study for the first time and crystal structure of compound 3h was determined. All compounds were subjected to experimental determination of their antioxidative potential. DPPH test revealed that newly synthesized phenolic compounds 3d, 3e, and 3j are the best antioxidants. Additionally, probable radical scavenging pathway was analysed for reactions of the most active compounds and some radicals that can be found in living cells.

Design, synthesis, and evaluation of simple phenol amides as ERRγ agonists

Herein we report the design and synthesis of a series of simple phenol amide ERRγ agonists based on a hydrazone lead molecule. Our structure activity relationship studies in this series revealed the phenol portion of the molecule to be required for activity. Attempts to replace the hydrazone with more suitable chemotypes led to a simple amide as a viable alternative. Differential hydrogen-deuterium exchange experiments were used to help understand the structural basis for binding to ERRγ and aid in the development of more potent ligands.