64142-23-0

Usage

Derivation

Derived from vanillin, the primary component of vanilla bean extract

Usage

Commonly used as a flavoring agent in the food and beverage industry, production of fragrances, pharmaceuticals, and as a chemical intermediate for various other compounds

Aroma

Pleasant and sweet

Popularity

Popular choice for adding flavor and fragrance to a wide range of products

Medicinal and therapeutic properties

Studied for its potential antioxidant and anti-inflammatory effects.

Upstream product

• 114515-48-9 1-(4-hydroxy-3-methoxy-phenyl)-butan-1-ol 
• 90-05-1 2-methoxy-phenol 
• 17386-89-9 4-Butyroylpyrocatechol 
• 74-88-4 methyl iodide 
• 141-75-3 butyryl chloride 
• 881-68-5 vanillin acetate 
• 107-92-6 butyric acid 

Downstream Products

• 1447024-78-3 C₁₅H₂₀O₅ 
• 134610-35-8 4'-hydroxy-3'-methoxy-5'-nitrobutyrophenone 

Relevant academic research and scientific papers

A convenient synthetic approach to dioncoquinone B and related compounds

A total synthesis of dioncoquinone B and related compounds, including ancistroquinones B, C and malvon A, is presented. The strategy is based on available reagents and can be used as a preparative synthesis of a number of natural and synthetic biologically active (3-alkyl)-2,7,8-di(tri)methoxy(hydroxy)-1,4-naphthoquinones.

Ethacrynic acid as a lead structure for the development of potent urease inhibitors

Ethacrynic acid and a series of its analogues were synthesized and subsequently evaluated for their inhibitory effect on jack bean urease. Ethacrynic acid showed, even at low concentrations, very potent inhibitory activity against the enzyme. For ethacrynic acid, the inhibition potential increased with increasing preincubation time of ethacrynic acid and enzyme, whereas for some other compounds a higher preincubation time lead to a significant reduction of their activity. We could demonstrate that the α,β-unsaturated carbonyl unit of our compounds is mandatory to inhibit the enzyme, possibly due to its ability to bind to cysteine residues in the active site of the jack bean urease.

Catechol derivatives

Catechol derivatives of the formula STR1 wherein Ra, Rb and Rc have the significance given herein, the ester and ether derivatives thereof which are hydrolyzable under physiological conditions and the pharmaceutically acceptable salts thereof are described and possess valuable pharmacological properties. In particular, they inhibit the enzyme catechol-O-methyltransferase (COMT), a soluble, magnesium-dependent enzyme which catalyses the transference of the methyl group of S-adensoylmethionine to a catechol substrate, whereby the corresponding methyl ethers are formed. Suitable substrates which can be O-methylated by COMT and which can thus be deactivated are, for example, extraneuornal catecholamines and exogeneously-administered therapeutically active substances having a catechol structure. Formula Ia above embraces not only compounds which form part of the invention, but also known compounds; the compounds which form part of the invention can be prepared according to known methods.

Synthesis of Apocynin, a Choleretic Constituent of Picrorhiza kurroa and Its Homologues

Apocynin (4-hydroxy-3-methoxyacetophenone) and a few of its side chain homologues have been synthesized by a simple two-step procedure.The key step in the synthesis involves Grignard reaction between vanillin acetate and different haloalkanes.The carbinols thus generated have been dehydrogenated to the desired compounds by stirring with DDQ in benzene.The synthesised compounds show consistent choleretic activity in experimental animals.