76569-43-2

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Dimethoxybenzoyl acetonitrile is used as a starting material for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its ability to react with nucleophiles allows for the creation of a wide range of substituted products, enhancing the diversity of potential drug candidates.
Used in Agrochemical Industry:
In the agrochemical sector, 2,4-Dimethoxybenzoyl acetonitrile is utilized as a precursor in the production of various agrochemicals, including pesticides and herbicides. Its unique chemical properties enable the synthesis of effective and targeted agrochemicals, supporting agricultural productivity and crop protection.
Used in Organic Synthesis:
2,4-Dimethoxybenzoyl acetonitrile is employed as a key intermediate in organic synthesis, facilitating the creation of complex organic molecules and compounds. Its reactivity with nucleophiles makes it a valuable building block for the development of novel organic compounds with potential applications in various industries.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2,4-Dimethoxybenzoyl acetonitrile is used for the synthesis of bioactive molecules and drug candidates. Its unique chemical properties allow for the exploration of new chemical space and the discovery of innovative therapeutic agents with potential applications in treating various diseases and medical conditions.

InChI:InChI=1/C11H11NO3/c1-14-8-3-4-9(10(13)5-6-12)11(7-8)15-2/h3-4,7H,5H2,1-2H3

Upstream product

• 2150-41-6 methyl 2, 4-dimethoxybenzoate 
• 75-05-8 acetonitrile 
• 109-77-3 malononitrile 
• 151-10-0 1,3-Dimethoxybenzene 
• 151-50-8 potassium cyanide 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 829-20-9 2',4'-dimethoxyacetophenone 

Downstream Products

• 1476782-08-7 5-(2,4-dimethoxyphenyl)furan-2,3,4-tricarbonitrile 
• 501326-00-7 3-(2,4-dimethoxyphenyl)isoxazol-5-amine 
• 179327-36-7 6-chloromethyl-4-(2,4-dimethoxy-phenyl)-2,3-dimethyl-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester 
• 103861-03-6 2-(2,4-dimethoxyphenyl)thiazoline 
• 179327-21-0 2-amino-3-(2,4-dimethoxybenzoyl)-4,5-dimethylthiophene 

Relevant academic research and scientific papers

Synthesis of 4-Quinolones: N,O-Bis(trimethylsilyl)acetamide-Mediated Cyclization with Cleavage of Aromatic C-O Bond

The synthesis of 1,4-dihydro-4-oxoquinoline derivatives (4-quinolones) based on a BSA [N,O-bis(trimethylsilyl)acetamide]-mediated cyclization of substituted 1-(2-methoxyphenyl)-3-(alkyl/arylamino)prop-2-en-1-ones is described. The reaction belongs to a rare set of cyclizations in which a methoxy group serves as the leaving group. Reaction takes place by the action of silylating agent under mild conditions and provides high yields of pure products following simple aqueous work-up. The versatility of the approach is exemplified by a wide range of 1-alkyl/aryl 3-carboxylates and 3-nitriles that have been prepared. A crucial advantage of this approach is the facile availability of starting methoxy compounds enabling new synthetic possibilities as well as improved cost efficiency. A new approach to the synthesis of 1,4-dihydro-4-oxoquinoline (4-quinolone) derivatives using a BSA-mediated reaction was developed; this entails an example of rare cyclizations in which an OMe group serves as a leaving group. This transformation has great synthetic potential due to the phenolic framework of starting materials and the mildness of the reagent.

Opening or closing the lock? when reactivity is the key to biological activity

Thiol-mediated processes play a key role to induce or inhibit inflammation proteins. Tailoring the reactivity of electrophiles can enhance the selectivity to address only certain surface cysteines. Fourteen 2',3,4,4'- tetramethoxychalcones with different α-X substituents (X=H, F, Cl, Br, I, CN, Me, p-NO2-C6H4, Ph, p-OMe-C 6H4, NO2, CF3, COOEt, COOH) were synthesized, containing the potentially electrophilic α,β-unsaturated carbonyl unit. The assessment of their reactivity as electrophiles in thia-Michael additions with cysteamine shows a change in the reactivity of more than six orders of magnitude. Moreover, a clear correlation between their reactivity and an influence on the inflammation proteins heme oxygenase-1 (HO-1) and the inducible NO synthase (iNOS) is demonstrated. As the biologically most active compound, the α-CF3-chalcone is shown to inhibit the NO production in RAW264.7 mouse macrophages in the nanomolar range. More than a million by only one substituent: The direct manipulation of the chemical reactivity of electrophilic agents could be proven for chalcones by simply exchanging the α-hydrogen atom of the α,β-unsaturated carbonyl unit with different substituents (X), leading to a change in reactivity of more than six orders of magnitude for thia-Michael additions with cysteamine, which correlates very well with two electrophile-sensitive biological readouts (see scheme).

Thienopyridine or thienopyrimidine derivatives and their use

This invention provides an anti-inflammatory agent, particularly an agent for treating arthritis, and a bone resorption inhibiting agent, containing a thienopyridine or thienopyrimidine derivative or a salt thereof. This invention also provides a novel th

The Chemistry of Nitrilium Salts. Part 1. Acylation of Phenols and Phenol Ethers with Nitriles and Trifluoromethanesulphonic Acid

Aliphatic nitriles, RCN (R = Me, n-Pr, CH2Cl, and CCl3), in the presence of trifluoromethanesulphonic acid have been found to react with a number of mono-, di-, and tri-substituted phenols and phenol ethers at room temperature to give ketones after hydrolysis of the reaction mixture.Moderate to good yields of acylation products are obtained in the majority of these reactions.The yield with malononitrile and succinonitrile, which are only slightly soluble in the reaction medium, are generally poor, and reaction involves only one of the available nitrile groups.Attempts to use diethyl ether and dichloromethane as solvents for some of these reactions were unsuccessful, but limited success was achieved with nitromethane.