14382-86-6

Usage

Uses

Used in Organic Synthesis:
2-BENZYLOXY-4,5-DIMETHOXYBENZALDEHYDE is utilized as a building block in organic synthesis for constructing complex organic molecules. Its unique structure allows for the creation of a wide range of chemical entities, making it valuable in the development of new compounds with potential applications in various fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-BENZYLOXY-4,5-DIMETHOXYBENZALDEHYDE is studied for its potential antimicrobial and antifungal properties. Its ability to combat various microorganisms makes it a promising candidate for the development of new drugs to address microbial resistance and treat infections.
Used in Flavor and Fragrance Industry:
2-BENZYLOXY-4,5-DIMETHOXYBENZALDEHYDE is employed as a flavor and fragrance ingredient in the food and cosmetic industries. Its aromatic properties contribute to the creation of unique scents and tastes, enhancing the sensory experience of consumer products.
Used in Cosmetic Industry:
In the cosmetic industry, 2-BENZYLOXY-4,5-DIMETHOXYBENZALDEHYDE is used for its aromatic properties, adding pleasant scents to various cosmetic products. Its incorporation into formulations can improve the overall appeal and consumer experience of these products.

InChI:InChI=1/C16H16O4/c1-18-15-8-13(10-17)14(9-16(15)19-2)20-11-12-6-4-3-5-7-12/h3-10H,11H2,1-2H3

Upstream product

• 42138-42-1 1,2-dimethoxy-4-(benzyloxy)benzene 
• 68-12-2 N,N-dimethyl-formamide 
• 4885-02-3 Dichloromethyl methyl ether 
• 7203-46-5 3,4-dimethoxyphenyl acetate 
• 100-44-7 benzyl chloride 
• 14382-91-3 2-hydroxy-4,5-dimethoxybenzaldehyde 
• 100-39-0 benzyl bromide 
• 4460-86-0 asaraldehyde 
• 2033-89-8 3,4-dimethoxyphenol 
• 135-77-3 1,2,4-trimethoxy-benzene 

Downstream Products

• 14382-89-9 4-(2-benzyloxy-4,5-dimethoxy-benzylidene)-2-phenyl-4H-oxazol-5-one 
• 14382-88-8 5-(2-benzyloxy-4,5-dimethoxy-benzylidene)-2-thioxo-thiazolidin-4-one 
• 105827-27-8 2-benzyloxy-2'-hydroxy-4,4',5,5',6'-pentamethoxychalcone 
• 100363-89-1 2,4'-dibenzyloxy-2'-hydroxy-3',4,5,5',6'-pentamethoxychalcone 
• 317350-56-4 2-benzyloxy-4,5-dimethoxybenzoic acid 
• 1034028-87-9 (Z)-ethyl 2-benzyloxy-4,5-dimethoxy-α-nitrocinnamate 
• 1332481-40-9 2'-hydroxy-7,4',5'-trimethoxyflavone 
• 1435269-67-2 (5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-7-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone 
• 1435269-76-3 (5,6-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-8-yl)(2-hydroxy-4,5-dimethoxyphenyl)methanone 
• 1435269-48-9 C₂₉H₃₀O₇ 
• 1435269-59-2 C₂₉H₃₀O₇ 
• 1435269-28-5 C₂₉H₃₂O₇ 
• 1435269-38-7 C₂₉H₃₂O₇ 
• 1435267-52-9 (2-(benzyloxy)-4,5-dimethoxyphenyl)(7,8-dimethoxy-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl)methanol 

Relevant academic research and scientific papers

Synthetic method for dihydrostilbenes and anti-inflammatory compounds containing thereof

The present invention aims to provide an effective anti-inflammatory agent without side effects. The present inventors have invented a method for efficiently synthesizing dihydrostilbene and derivatives (compounds 1 to 5) from starting materials at a high yield. In addition, the anti-inflammatory effects were evaluated in LPS-induced RAW-264.7 macrophages. The compounds of dihydrostilbene do not exhibit cytotoxicity and are shown to weakly or well inhibit nitric oxide production induced by LPS at the concentration of 10 andmu;M.COPYRIGHT KIPO 2018

Dihydrostilbenes and diarylpropanes: Synthesis and in vitro pharmacological evaluation as potent nitric oxide production inhibition agents

An efficient synthesis of dihydrostilbenes (1–5) and diarylpropanes (6–10) is achieved from the commercially available starting materials and Wittig-Horner reaction, Claisen–Schmidt condensation and hydrogenation as key steps. Later, their nitric oxide (NO) production inhibition effects were evaluated in lipopolysaccharide (LPS)-induced RAW-264.7 macrophages as an indicator of anti-inflammatory activity. All the tested compounds significantly decreased NO production in a concentration-dependent manner except compounds 2, 6 and 8 and did not show notable cytotoxicity except compound 1. Two compounds i.e., compound 9 (hindsiipropane B) (100%; IC50?=?1.84?μM) possessed the most potent NO inhibitory activity which was even stronger than the positive control, L-NMMA (90.1%; IC50?=?2.73?μM) followed by compound 4 (75.5%; IC50?=?2.98?μM) at 10?μM concentration and this finding was also further correlated by suppressed expression of LPS stimulated inducible NO synthase. Our study revealed that compound 9, a 1,3-diarylpropane scaffold with 3″,4″-dimethoxyphenyl and 3′,4′-dihydroxy-2′-methoxyphenyl motifs could be considered as potential compound or lead compound for further development of NO production-targeted anti-inflammatory agents.

Divergent and concise total syntheses of dihydrochalcones and 5-deoxyflavones recently isolated from Tacca species and Mimosa diplotricha

Dihydrochalcones and 5-deoxyflavones are types of compounds possessing various biologically interesting properties. Herein, we report the concise and divergent total syntheses of several naturally occurring dihydrochalcones and 5-deoxyflavones from readily available starting materials. The divergent strategy is based around manipulation of a common chalcone scaffold and features application of Algar-Flynn-Oyamada oxidation and benzoquinone C-H activation methodologies. These are the first reported total syntheses of these biologically interesting compounds and the concise and flexible route should be readily amenable to future analogue generation. Furthermore, this work provides an illustration of the utility of divergent synthesis for the expedient and step-economical preparation of natural product libraries.

Synthesis of lamellarin U and lamellarin G trimethyl ether by alkylation of a deprotonated α-aminonitrile

(Chemical Equation Presented) 1,2,3,4-Tetrahydroisoquinoline-1- carbonitriles can serve as starting materials for the one-pot synthesis of 5,6-dihydropyrrolo[2,1a]isoquinolines and 1-benzyl-3,4-dihydroisoquinolines. The latter compounds were transformed to lamellarin G trimethyl ether and lamellarin U in short reaction sequences. This method allows the introduction of acid-sensitive protecting groups for the phenolic hydroxy functions which would be cleaved under the harsh conditions of the classical Bischler-Napieralski reaction.