38544-16-0

Usage

Uses

Used in Organic Synthesis:
2-(Benzyloxy)-5-chlorobenzaldehyde is used as a key intermediate in organic synthesis for the preparation of a variety of organic compounds. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2-(Benzyloxy)-5-chlorobenzaldehyde is utilized as an intermediate in the synthesis of various drugs. Its presence in the molecular structure can contribute to the development of new pharmaceuticals with improved therapeutic properties.
Used in Agrochemical Development:
2-(Benzyloxy)-5-chlorobenzaldehyde also finds application in the agrochemical sector, where it is used as a building block for the development of new agrochemicals. Its unique chemical structure can lead to the creation of novel compounds with enhanced pesticidal or herbicidal activity.
Used in Biotechnology:
In the field of biotechnology, 2-(Benzyloxy)-5-chlorobenzaldehyde has potential applications in the development of new biologically active compounds. Its unique structure can be leveraged to create molecules with specific biological functions, contributing to advancements in biotechnological applications.
Used in Materials Science:
2-(Benzyloxy)-5-chlorobenzaldehyde is also employed in materials science for the development of new materials with specialized properties. Its incorporation into the molecular structure of these materials can lead to the creation of innovative materials with unique characteristics for various applications.

InChI:InChI=1/C14H11ClO2/c15-13-6-7-14(12(8-13)9-16)17-10-11-4-2-1-3-5-11/h1-9H,10H2

Upstream product

• 100-44-7 benzyl chloride 
• 635-93-8 5-chlorosalicyclaldehyde 
• 90-02-8 salicylaldehyde 
• 100-39-0 benzyl bromide 

Downstream Products

• 713115-29-8 {5-chloro-2-[(phenylmethyl)oxy]phenyl}methanol 
• 515160-03-9 3-(2-benzyloxy-5-chlorophenyl)-3-hydroxy-2-methylenepropanenitrile 
• 632627-71-5 1-[5-chloro-2-(benzyloxy)phenyl]-hexane-1,4-dione 
• 913567-33-6 1-(2-benzyloxy-5-chloro-benzyl)-5-methyl-1H-pyrazol-3-ol 
• 1189360-81-3 2-benzyloxy-5-chlorophenyl formate 
• 767330-32-5 3-[5-(2-benzyloxy-5-chloro-phenyl)-imidazol-1-yl]-benzoic acid ethyl ester 
• 177760-44-0 1-(benzyloxy)-2-(bromomethyl)-4-chlorobenzene 
• 1439373-62-2 C₂₈H₂₄Cl₂O₂ 
• 65576-45-6 asenapine 
• 515160-07-3 methyl 3-(2-benzyloxy-3-chlorophenyl)-3-hydroxy-2-methylenepropanoate 

Relevant academic research and scientific papers

Exploring intermolecular contacts in multi-substituted benzaldehyde derivatives: X-ray, Hirshfeld surface and lattice energy analyses

Crystal structures of six benzaldehyde derivatives (1-6) have been determined and their supramolecular networks were established by an X-ray crystallographic study. The study has shown that the compounds are linked by various intermolecular interactions s

Design, synthesis, biological evaluation, and molecular modeling studies of rhodanine derivatives as pancreatic lipase inhibitors

A series of rhodanine-3-acetic acid derivatives were synthesized via Knoevenagel condensation of rhodanine-3-acetic acid with various substituted aromatic aldehydes. The synthesized derivatives were screened in vitro for understanding the inhibitory potential towards pancreatic lipase (PL), a key enzyme responsible for the digestion of dietary fats. Derivative 8f exhibited a potential inhibitory activity towards PL (IC50=5.16 μM), comparable to that of the standard drug, orlistat (0.99 μM). An increase in the density of the aromatic ring resulted in potential PL inhibition. The enzyme kinetics of 8f exhibited a reversible competitive-type inhibition, similar to that of orlistat. Derivative 8f exhibited a MolDock score of -125.19 kcal/mol in docking studies, and the results were in accordance with their PL inhibitory potential. Furthermore, the reactive carbonyl group of 8f existed at a distance adjacent to Ser152 (≈3 ?) similar to that of orlistat. Molecular dynamics simulation (10 ns) of the 8f-PL complex revealed a stable binding conformation of 8f in the active site of PL (maximum root mean square displacement of ≈2.25 ?). The present study identified novel rhodanine-3-acetic acid derivatives with promising PL inhibitory potential, and further lead optimization might result in potent PL inhibitors.

Synthesis of 2,3-Disubstituted Indoles and Benzofurans by the Tandem Reaction of Rhodium(II)-Catalyzed Intramolecular C-H Insertion and Oxygen-Mediated Oxidation

A highly effective and straightforward method to construct a wide range of functionalized 2,3-disubstituted indoles has been developed. The method involves the tandem reaction of rhodium(II)-catalyzed denitrogenative annulation of triazole-based benzyl an

3-Arylpropionylhydroxamic acid derivatives as Helicobacter pylori urease inhibitors: Synthesis, molecular docking and biological evaluation

Helicobacter pylori urease is involved in several physiologic responses such as stomach and duodenal ulcers, adenocarcinomas and stomach lymphomas. Thus, inhibition of urease is taken for a good chance to treat H. pylori-caused infections, we have therefore focused our efforts on seeking novel urease inhibitors. Here, a series of arylpropionylhydroxamic acids were synthesized and evaluated for urease inhibition. Out of these compounds, 3-(2-benzyloxy-5-chlorophenyl)-3-hydroxypropionylhydroxamic acid (d24) was the most active inhibitor with IC50of 0.15?±?0.05?μM, showing a mixed inhibition with both competitive and uncompetitive aspects. Non-linear fitting of kinetic data gives kinetics parameters of 0.13 and 0.12?μg·mL?1for Kiand Ki′, respectively. The plasma protein binding assays suggested that d24 exhibited moderate binding to human and rabbit plasma proteins.

Synthesis and evaluation of 3-hydroxy-3-phenylpropanoate ester-AZT conjugates as potential dual-action HIV-1 Integrase and Reverse Transcriptase inhibitors

Novel 3-hydroxy-3-phenylpropanoate ester-azidothymidine (AZT) conjugates have been prepared using Baylis-Hillman methodology, and their potential as dual-action HIV-1 Integrase and Reverse Transcriptase inhibitors has been explored using enzyme inhibition

Synthesis of cinnamate ester-AZT conjugates as potential dual-action HIV-1 integrase and reverse transcriptase inhibitors

Synthetic approaches to a series of novel cinnamate ester-AZT conjugates have been explored and a successful pathway has finally been developed. α-(Halomethyl)cinnamate esters, obtained in high yield by treating benzyl-protected salicylaldehde-derived Bay

Multidimensional optimization of promising antitumor xanthone derivatives

A promising antitumor xanthone derivative was optimized following a multidimensional approach that involved the synthesis of 17 analogues, the study of their lipophilicity and solubility, and the evaluation of their growth inhibitory activity on four human tumor cell lines. A new synthetic route for the hit xanthone derivative was also developed and applied for the synthesis of its analogues. Among the used cell lines, the HL-60 showed to be in general more sensitive to the compounds tested, with the most potent compound having a GI50 of 5.1 μM, lower than the hit compound. Lipophilicity was evaluated by the partition coefficient (Kp) of a solute between buffer and two membrane models, namely liposomes and micelles. The compounds showed a log Kp between 3 and 5 and the two membrane models showed a good correlation (r2 = 0.916) between each other. Studies concerning relationship between solubility and structure were developed for the hit compound and 5 of its analogues.

Isolation, structure determination and synthesis of a trichlorodihydroxybibenzyl from a terrestrial plant

A new natural product isolated from the leaves of the plant Anthurium aripoense found in Trinidad is shown by spectroscopic analysis and total synthesis to be 2′,5,6′-trichloro-2,3′-dihydroxybibenzyl, a structure unprecedented in a higher plant. The Royal Society of Chemistry 2013.

COMPOUNDS ACTING AT MULTIPLE PROSTAGLANDIN RECEPTORS GIVING A GENERAL ANTI-INFLAMMATORY RESPONSE

The present invention provides a compound that is represented by the following general formula wherein R1, R2, R4, R5, R6, R7, X, W, X and Y are as defined in the specification. The compoun

Neighboring lithium-assisted [1,2]-wittig rearrangement: Practical access to diarylmethanol-based 1,4-diols and optically active binol derivatives with axial and sp3-central chirality

A facile and practical methodology for the synthesis of synthetically useful diarylmethanol-based 1,4-diols and enantiomerically pure BINOL-derived diols with axial and sp3-central chirality has been developed through neighboring lithium-promot