6527-32-8

Usage

Uses

Used in Pharmaceutical Industry:
4-(Benzyloxy)-3,5-dimethoxybenzaldehyde is utilized as an intermediate in the synthesis of various pharmaceuticals due to its reactivity and ability to be modified through chemical reactions. Its role in the development of new drugs is pivotal, as it can be transformed into a multitude of medicinally relevant compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(Benzyloxy)-3,5-dimethoxybenzaldehyde serves as a crucial intermediate for the production of agrochemicals. Its chemical properties allow it to be a component in the formulation of pesticides and other agricultural chemicals that are designed to protect crops and enhance yield.
Used in Organic Synthesis:
4-(Benzyloxy)-3,5-dimethoxybenzaldehyde is employed as a building block in organic synthesis for creating a variety of organic compounds. Its structural features make it a valuable precursor in the synthesis of complex organic molecules.
Used for Therapeutic Research:
4-(Benzyloxy)-3,5-dimethoxybenzaldehyde is studied for its potential therapeutic properties, such as antimicrobial and antioxidant effects. Researchers are exploring its capacity to combat infections and oxidative stress, which could lead to its use in the development of new treatments and therapies.
Used in Antioxidant Applications:
As an antioxidant, 4-(Benzyloxy)-3,5-dimethoxybenzaldehyde is being investigated for its ability to protect cells from damage caused by reactive oxygen species. Its potential use in health and skincare products is being explored to leverage its protective effects on the body.
Overall, 4-(Benzyloxy)-3,5-dimethoxybenzaldehyde's multifaceted applications underscore its importance in both the chemical and pharmaceutical realms, with ongoing research likely to uncover further uses and enhance its utility.

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

Upstream product

• 100-39-0 benzyl bromide 
• 134-96-3 syringic aldehyde 
• 100-44-7 benzyl chloride 
• 100-51-6 benzyl alcohol 
• 14588-60-4 4-(benzyloxy)-3,5-dimethoxybenzoic acid 
• 3840-31-1 (3,4,5-trimethoxyphenyl)methanol 
• 2176-18-3 4-benzyloxy-3,5-dimethoxybenzyl alcohol 
• 14588-61-5 4-benzyloxy-3,5-dimethoxybenzoic acid chloride 
• 27065-65-2 methyl 4-benzyloxy-3,5-dimethoxybenzoate 
• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 

Downstream Products

• 6527-33-9 4-benzyloxy-3,5-dimethoxy-β-nitrostyrene 
• 148123-49-3 2-(4-benzyloxy-3,5-dimethoxyphenyl)-2-(trimethylsilyloxy)acetonitrile 
• 136863-17-7 1-<3,5-Dimethoxyphenyl-4-(phenylmethoxy)phenyl>-2-carbethoxy-2-(2-methoxyphenoxy)ethanol 
• 136863-17-7 1-<3,5-Dimethoxyphenyl-4-(phenylmethoxy)phenyl>-2-carbethoxy-2-(2-methoxyphenoxy)ethanol 
• 89354-98-3 2'-hydroxy-4-benzyloxy-3,5,4',5',6'-pentamethoxychalkone 
• 141172-12-5 (Z)-1-<4-(benzyloxy)-3,5-dimethoxyphenyl>-2-(4-methoxyphenyl)ethene 
• 141172-22-7 (E)-1-<4-(benzyloxy)-3,5-dimethoxyphenyl>-2-(4-methoxyphenyl)ethene 
• 92831-75-9 <(benzyloxy-4 dimethoxy-3,5 phenyl) hydroxymethyl>-3 (benzyloxy-4 methoxy-3 benzyl)-4 dihydro-3H-furannone-2 
• 2176-18-3 4-benzyloxy-3,5-dimethoxybenzyl alcohol 
• 119030-61-4 rac-methyl (8'α)-4'-benzyloxy-7'-hydroxy-3',5'-dimethoxy-3,4-methylenedioxy-9-norlignan-9'-oates 
• 173070-70-7 (4-Benzyloxy-3,5-dimethoxy-phenyl)-(2-[1,3]dithian-2-yl-4,5-dimethoxy-phenyl)-methanol 
• 123251-25-2 4-benzyloxy-3,5-dimethoxybenzaldehyde bis(phenylthio)acetal 
• 138566-43-5 (E)-3-(4-benzyloxy-3,5-dimethoxyphenyl)-2-methylpropenoic acid 
• 52121-61-6 2-(4-Benzyloxy-3,5-dimethoxyphenyl)-vinylcyclopropylketon 

Relevant academic research and scientific papers

Chromium-Salen Complex/Nitroxyl Radical Cooperative Catalysis: A Combination for Aerobic Intramolecular Dearomative Coupling of Phenols

We describe an aerobic intramolecular dearomative coupling reaction of tethered phenols using a catalytic system consisting of a chromium-salen (Cr-salen) complex combined with a nitroxyl radical. This novel catalytic system enables formation of various spirocyclic dienone products including those unable to be accessed by previously reported methods efficiently under mild reaction conditions.

Compound with plant growth regulating activity and preparation method thereof

The invention provides a compound with regulation and control of plant growth activity and and a preparation method of the compound. In addition, the invention relates to an application of the compound in preparation of a regulation and control plant growth medicament, and for regulating and controlling plant growth.

Vanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products

A mild and efficient method for the vanadium-catalyzed intramolecular coupling of tethered free phenols is described. The corresponding phenol-dienone products are prepared directly in good yields with low catalyst loadings. Electronically diverse tethered phenol precursors are well tolerated, and the catalytic method was effectively applied as the key step in syntheses of three natural products and a synthetically useful morphinan alkaloid precursor.

Sequential Cleavage of Lignin Systems by Nitrogen Monoxide and Hydrazine

The cleavage of representative lignin systems has been achieved in a metal-free two-step sequence first employing nitrogen monoxide for oxidation followed by hydrazine for reductive C?O bond scission. In combining nitrogen monoxide and lignin, the newly developed valorization strategy shows the particular feature of starting from two waste materials, and it further exploits the attractive conditions of a Wolff-Kishner reduction for C?O bond cleavage for the first time. (Figure presented.).

Iron(III)/O2-Mediated Regioselective Oxidative Cleavage of 1-Arylbutadienes to Cinnamaldehydes

A simple, efficient, and environmentally benevolent regioselective oxidative cleavage of 1-arylbutadienes to cinnamaldehydes mediated by iron(III) sulfate/O2 has been developed. The reaction offered good yields and excellent regioselectivity and showed good functional group tolerance (31 examples). The method is important, as few reports with limited substrate scope are available for such excellent oxidative cleavage of conjugated dienes.

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

Asymmetric total synthesis of (+)-ovafolinins A and B

(+)-Ovafolinins A and B are two homologous lignans containing unique polycyclic skeletons. Benefiting from a highly diastereoselective alkylation of (S)-Taniguchi lactone, a double Friedel-Crafts reaction, a global debenzylation and a Cu(OAc)2-

A process for preparing a broad pH fluorescent probe of the organic compound and use thereof (by machine translation)

The present invention discloses a process for the preparation of a wide range of fluorescent probe in the pH of the organic compound, the organic compound can be produced according to the actual need to carry out any proportion of combination, and can be fixed in the hydrophilic high polymer further preparing and detecting water environment acidity and alkalinity of the product. The product can be realized to the pH value of the continuous measuring, thereby greatly improving the efficiency, sensitivity and repeatability. (by machine translation)

Naamines and naamidines as novel agents against a plant virus and phytopathogenic fungi

Naamines, naamidines and various derivatives of these marine natural products were synthesized and characterized by means of nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry. The activities of these alkaloids against a plant virus and phytopathogenic fungi were evaluated for the first time. A benzyloxy naamine derivative 15d displayed excellent in vivo activity against tobacco mosaic virus at 500 μg/mL (inactivation activity, 46%; curative activity, 49%; and protective activity, 41%); its activities were higher than the corresponding activities of the commercial plant virucide ribavirin (32%, 35%, and 34%, respectively), making it a promising new lead compound for antiviral research. In vitro assays revealed that the test compounds exhibited very good antifungal activity against 14 kinds of phytopathogenic fungi. Again, the benzyloxy naamine derivative 15d exhibited broad-spectrum fungicidal activity, emerging as a new lead compound for fungicidal research. Additional in vivo assays indicated that many of the compounds displayed inhibitory effects >30%.

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.