13246-46-3

Basic information

• Product Name: 2,4-bis(phenylmethoxy)-Benzaldehyde
• Synonyms: 2,4-bis(phenylmethoxy)-Benzaldehyde;2,4-Dibenzyloxy benzaldehyde
• CAS NO: 13246-46-3
• Molecular Formula: C₂₁H₁₈O₃
• Molecular Weight: 318
• Mol File: 13246-46-3.mol
• Article Data: 45

Chemical Properties

• Melting Point: 94-95 °C
• Boiling Point: 508.5±40.0 °C(Predicted)
• Appearance: /
• Density: 1.176±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2,4-bis(phenylmethoxy)-Benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-bis(phenylmethoxy)-Benzaldehyde(13246-46-3)
• EPA Substance Registry System: 2,4-bis(phenylmethoxy)-Benzaldehyde(13246-46-3)

Safety Data

• Hazardous Substances Data: 13246-46-3(Hazardous Substances Data)

Usage

General Description

2,4-bis(phenylmethoxy)-Benzaldehyde is a chemical compound with the molecular formula C20H18O3. It is a benzaldehyde derivative with two phenylmethoxy groups attached to the 2 and 4 positions. 2,4-bis(phenylmethoxy)-Benzaldehyde is commonly used as a building block in organic synthesis, particularly in the production of various pharmaceuticals, agrochemicals, and other organic compounds. It has also been studied for its potential anti-inflammatory and anti-cancer properties. 2,4-bis(phenylmethoxy)-Benzaldehyde is a colorless crystalline solid with a high melting point and is typically handled and stored in a controlled environment due to its reactivity and potential health hazards.

Upstream product

• 100-44-7 benzyl chloride 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 100-39-0 benzyl bromide 

Downstream Products

• 33083-92-0 2,4-Dibenzyloxy-3'-cyan-chalkon 
• 122841-71-8 ethyl 3-(2,4-dibenzyloxy)phenyl propen-2-oate 
• 170282-04-9 ethyl (E)-2-benzyl-3-(2,4-dibenzyloxyphenyl)acrylate 
• 170279-11-5 2,4-Dibenzyloxybenzonitrile 
• 204591-00-4 (Z)-1-(2,4-Bis-benzyloxy-3,6-dimethoxy-phenyl)-3-(2,4-bis-benzyloxy-phenyl)-propenone 
• 208581-36-6 8-benzyloxy-10-[2-({[(tert-butyl)oxy]carbonyl}amino)ethyl]-5-carba-3H,10H-benzo[g]pteridine-2,4-dione 
• 215603-65-9 [1-(2,4-Bis-benzyloxy-phenyl)-meth-(E)-ylidene]-(4-fluoro-phenyl)-amine 
• 218966-06-4 (S)-2-amino-N^α-(tert-butyloxycarbonyl)-6-(8'-O-benzyl-5'-carbaisoalloxazin-10'-yl)hexanoic acid tert-butyl ester 
• 220468-12-2 2,2',4,5'-tetrabenzyloxy-6'-(p-methoxybenzylmercapto)chalcone 
• 218898-04-5 2,4-bis(benzyloxy)-5-iodobenzaldehyde 
• 220468-39-3 2',4',5,8-tetrabenzyloxythioflavone 
• 220468-23-5 2',4',5,8-tetrabenzyloxythioflavanone 
• 66056-40-4 2-(2,4-bis(benzyloxy)phenyl)acetic acid 
• 122841-70-7 3-(2,4-dibenzyloxyphenyl)-propionic acid 

Relevant articles and documents

Regioselective Biomimetic Synthesis of Dimeric Oxyresveratrol Derivatives

Oxyresveratrol and its methylated derivative as coupling precursors were efficiently prepared in four steps, with Wittig reactions and subsequent isomerization reactions as the key steps. The coupling reactions of oxyresveratrol under various oxidative conditions gave a complex and inseparable mixture of coupling products. The oxidative dimerizations of methylated oxyresveratrols catalyzed by horseradish peroxidase-H 2O 2or FeCl 3·6H 2O in an acetone system predominantly produced the 8-5-coupled and 8-10-coupled dihydrobenzofuran-type dimers, respectively. This regioselective biomimetic strategy might be useful in synthesizing other dimeric oxyresveratrol derivatives.

Synthesis and characterisation of novel tricyclic and tetracyclic furoindoles: Biological evaluation as SAHA enhancer against neuroblastoma and breast cancer cells

The dihydropyranoindole structures were previously identified as promising scaffolds for improving the anti-cancer activity of histone deacetylase inhibitors. This work describes the synthesis of related furoindoles and their ability to synergize with suberoylanilide hydroxamic acid (SAHA) against neuroblastoma and breast cancer cells. The nucleophilic substitution of hydroxyin-dole methyl esters with α-haloketones yielded the corresponding arylether ketones, which were subsequently cyclized to tricyclic and tetracyclic furoindoles. The furoindoles showed promising individual cytotoxic efficiency against breast cancer cells, as well as decent SAHA enhancement against cancer cells in select cases. Interestingly, the best IC50 value was obtained with the non-cyclized intermediate.

Potent human dihydroorotate dehydrogenase inhibitory activity of new quinoline-4-carboxylic acids derived from phenolic aldehydes: Synthesis, cytotoxicity, lipophilicity and molecular docking studies

A series of novel 2-substituted quinoline-4-carboxylic acids was synthesized by Doebner reaction starting from freely available protocatechuic aldehyde and vanillin precursors. Human dihydroorotate dehydrogenase (hDHODH) was recognised as a clear molecular target for these heterocycles. All compounds were also tested for their antiproliferative potential against three cancer cells (MCF-7, A549, A375) and one normal cell line (HaCaT) to evaluate the selective cytotoxicity. Quinoline derivatives 3f and 3g were identified as potent hDHODH inhibitors while 3k and 3l demonstrated high cytotoxic activity against MCF-7 and A375 cells and good selectivity. In addition, the logD7.4 values obtained by the experimental method were found to be in the range from ?1.15 to 1.69. The chemical structures of all compounds were confirmed by IR, NMR and elemental analysis. The compounds pharmacology on the molecular level was revealed by means of molecular docking, highlighting the structural differences that distinguish highly active from medium and low active hDHODH inhibitors.