3343-59-7

Basic information

• Product Name: 3,4-DIHYDROXYBENZALDOXIME
• Synonyms: 3,4-DIHYDROXYBENZALDEHYDE OXIME;3,4-DIHYDROXYBENZALDOXIME;AKOS B004049
• CAS NO: 3343-59-7
• Molecular Formula: C₇H₇NO₃
• Molecular Weight: 153.14
• EINECS: -0
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes
• Mol File: 3343-59-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 155-157°C
• Boiling Point: 317.2°Cat760mmHg
• Flash Point: 145.6°C
• Appearance: /
• Density: 1.672g/cm³
• Vapor Pressure: 3.29E-05mmHg at 25°C
• Refractive Index: 1.823
• BRN: 3126402
• CAS DataBase Reference: 3,4-DIHYDROXYBENZALDOXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIHYDROXYBENZALDOXIME(3343-59-7)
• EPA Substance Registry System: 3,4-DIHYDROXYBENZALDOXIME(3343-59-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 3343-59-7(Hazardous Substances Data)

Usage

General Description

3,4-Dihydroxybenzaldoxime, also known as gentisaldehyde oxime, is a chemical compound with the molecular formula C7H7NO2. It is a white to light-yellow solid that is commonly used as a ligand in coordination chemistry. 3,4-Dihydroxybenzaldoxime is often employed in the detection and extraction of various metal ions, such as copper and nickel, due to its ability to form stable complexes with these metals. It can also be used in the synthesis of pharmaceuticals and other organic compounds. Additionally, 3,4-Dihydroxybenzaldoxime has been studied for its potential antioxidant and anti-cancer properties. Although it is generally considered to be of low toxicity, proper handling and storage of this compound are still necessary to prevent any potential health hazards.

InChI:InChI=1/C7H7NO3/c9-6-2-1-5(4-8-11)3-7(6)10/h1-4,8,10-11H/b5-4+

Upstream product

• 139-85-5 3,4-dihydroxybenzaldehyde 

Downstream Products

• 203626-45-3 3,4-diacetoxy-benzonitrile 
• 37491-68-2 3,4-dihydroxybenzylamine 
• 27020-02-6 3,4-dihydroxy-benzaldehyde (E)-O-(1,1-dioxo-1H-1λ⁶-benzo[d]isothiazol-3-yl)-oxime 
• 17345-61-8 3,4-dihydroxybenzonitrile 
• 83306-82-5 3,4-Dihydroxybenzimidsaeureethylesterhydrochlorid 
• 1111736-09-4 N,3,4-trihydroxybenzimidoyl chloride 
• 1124-40-9 3,4-dihydroxybenzylamine hydrochloride 

Relevant articles and documents

Synthesis and SAR study of simple aryl oximes and nitrofuranyl derivatives with potent activity against Mycobacterium tuberculosis

Background: Oximes and nitrofuranyl derivatives are particularly important compounds in medicinal chemistry. Thus, many researchers have been reported to possess antibacterial, antiparasitic, insecticidal and fungicidal activities. Methods: In this work, we report the synthesis and the biological activity against Mycobacterium tuberculosis H37RV of a series of fifty aryl oximes, ArCH=N-OH, I, and eight nitrofuranyl compounds, 2-nitrofuranyl-X, II. Results: Among the oximes, I: Ar = 2-OH-4-OH, 42, and I: Ar = 5-nitrofuranyl, 46, possessed the best activity at 3.74 and 32.0 μM, respectively. Also, 46, the nitrofuran compounds, II; X = MeO, 55, and II: X = NHCH2Ph, 58, (14.6 and 12.6 μM, respectively), exhibited excellent biological activities and were non-cytotoxic. Conclusion: The compound 55 showed a selectivity index of 9.85. Further antibacterial tests were performed with compound 55 which was inactive against Enterococcus faecalis, Klebisiella pneumonae, Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhymurium and Shigel-la flexneri. This study adds important information to the rational design of new lead anti-TB drugs. Structure-activity Relationship (SAR) is reported.

Synthesis of nitrogenated lignin-derived compounds and reactivity with laccases. Study of their application in mild chemoenzymatic oxidative processes

The chemical synthesis of a series of lignin-derived nitrogenated compounds was performed in high yields (73-99%) through simple conventional chemical transformations starting from natural monomers such as vanillin, syringaldehyde or 3,4-dihydroxybenzaldehyde. The study of the vanillin-derived compounds as substrates for commercially available laccases from Trametes versicolor and Myceliophthora thermophila in oxidative transformations, generally led to the isolation of several dimeric species in high to excellent conversions (>70%), while for hydrazone derivatives a more rapidly oxidative coupling was evidenced by the formation of oligomers and/or polymers. Remarkably, vanillin was obtained due to the hydrolysis of some of the nitrogenated functional groups, such as the hydrazone or the hydrazono tetrazole. The three families of lignin-derived compounds can provide a great source of new laccase-mediator systems (LMS), the possibility of employing them for lignin modification being particularly attractive. Preliminary experiments showed promising levels of activity towards the oxidation of a monomer (veratryl alcohol, up to 70% conversion) and a dimer (adlerol, up to 22% conversion) lignin models, higher than those achieved with the natural vanillin and syringaldehyde (up to 7% conversion with veratryl alcohol and almost negligible conversion with adlerol), these processes being also highly influenced by the pH of the reaction medium.

NITRONE COMPOUNDS AND THEIR USE IN PERSONAL CARE

Provided are compounds and compositions thereof that are useful as antioxidants in personal care formulations. The compounds are of the Formula I: wherein R1, R2, R3, R4, R5, R6, R7/s