35276-81-4

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE is used as a chemical intermediate for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows it to be a key component in the development of new drugs and pesticides, contributing to advancements in healthcare and agriculture.
Used in the Development of Fluorescent Chemosensors:
3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE is utilized as a component in the creation of fluorescent chemosensors. Its chemical properties make it suitable for detecting specific molecules or ions, which is crucial in fields such as environmental monitoring, medical diagnostics, and chemical research.
Used in the Development of Optical Brighteners:
In the textile and paper industries, 3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE is used as a precursor in the development of optical brighteners. These brighteners enhance the appearance of fabrics and paper by reflecting light more effectively, improving the brightness and whiteness of the materials.
Used in Biological Research:
3-(2-METHYLPHENYL)-3-OXOPROPANENITRILE has been studied for its potential biological activities, including its role as an inhibitor of various enzymes. This research could lead to the discovery of new therapeutic agents or tools for understanding enzyme functions and their role in diseases.

InChI:InChI=1/C10H9NO/c1-8-4-2-3-5-9(8)10(12)6-7-11/h2-5H,6H2,1H3

Upstream product

• 5955-73-7 2-methylbenzoyl cyanide 
• 590-17-0 cyanomethyl bromide 
• 7677-24-9 trimethylsilyl cyanide 
• 59790-53-3 trimethyl[1-(2-methylphenyl)vinyloxy]silane 
• 773837-37-9 sodium cyanide 
• 51012-65-8 2-bromo-1-o-tolylethanone 
• 13138-21-1 diazoacetonitrile 
• 529-20-4 2-methylphenyl aldehyde 
• 75-05-8 acetonitrile 
• 89-95-2 2-methyl-benzyl alcohol 
• 118-90-1 ortho-methylbenzoic acid 
• 615-37-2 ortho-methylphenyl iodide 
• 18293-53-3 2-trimethylsilylacetonitrile 
• 201230-82-2 carbon monoxide 

Downstream Products

• 847950-08-7 1-[2-amino-3-(2-methyl-benzoyl)-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-ethanone 
• 57860-42-1 5-o-Tolyl-2H-pyrazol-3-ylamine 
• 1159001-68-9 3-o-tolyl-3-(p-tolylamino)acrylonitrile 
• 934340-11-1 C₁₃H₁₃NO₃ 
• 55654-24-5 2-amino-3-(2-methylbenzoyl)thiophene 
• 53882-53-4 Dithiophosphoric acid O-((E)-2-cyano-1-o-tolyl-vinyl) ester O'-ethyl ester S-propyl ester 
• 69316-12-7 2-Oximino-3-oxo-(2-tolyl)-propionitril 

Relevant academic research and scientific papers

Catalytic Activation of 1-Cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole with B(C6F5)3 Enabling the Electrophilic Cyanation of Silyl Enol Ethers

The Lewis acidic activation of a hypervalent iodine reagent containing a transferable cyano group, 1-cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole (CDBX), with B(C6F5)3, to achieve the catalytic electrophilic cyanation of silyl enol ethers is presented. Mechanistic studies indicate that CDBX is activated through coordination of its cyano group to B(C6F5)3, thus enabling the electrophilic cyanation reaction to occur.

Synthesis and Structure-Activity Relationship of Dual-Stage Antimalarial Pyrazolo[3,4- b]pyridines

Malaria remains one of the most deadly infectious diseases, causing hundreds of thousands of deaths each year, primarily in young children and pregnant mothers. Here, we report the discovery and derivatization of a series of pyrazolo[3,4-b]pyridines targeting Plasmodium falciparum, the deadliest species of the malaria parasite. Hit compounds in this series display sub-micromolar in vitro activity against the intraerythrocytic stage of the parasite as well as little to no toxicity against the human fibroblast BJ and liver HepG2 cell lines. In addition, our hit compounds show good activity against the liver stage of the parasite but little activity against the gametocyte stage. Parasitological profiles, including rate of killing, docking, and molecular dynamics studies, suggest that our compounds may target the Qo binding site of cytochrome bc1.

One-pot dichlorinative deamidation of primary β-ketoamides

An approach to the dichlorinative deamidation of primary β-ketoamides through ketonic cleavage is described, and a series of α,α-dichloroketones were furnished mostly in the presence of TEMPO. Based on control experiments, a mechanism involving tandem dichlorination and deamidation is proposed to interpret the observed reactivity.

A new strategy for synthesis of 9-benzoyl-4-methylpyrano[2,3-f]chromene-2,8-dione using L-proline as a novel and efficient catalyst

We report the high yield synthesis of novel 9-benzoyl-4-methylpyrano[2,3-f]chromene-2,8-dione derivatives obtained by the reaction of 8-formyl-7-hydroxy-4-methylcoumarin with various active methylene compounds. A mechanism of the tandem Knoevenagel condensation and cyclisation reaction is proposed. Structures of all compounds were elucidated on the basis of 1H and 13C NMR, and mass spectrometry, and elemental analysis.

WNT PATHWAY MODULATORS

The present invention relates to dihydropyrazolo[l,5-a]pyrimidine compounds of formula I, defined herein, as WNT pathways modulators, processes for making them, and pharmaceutical compositions comprising them. Methods of treatment of conditions mediated by WNT pathway signalling including cancer, fibrosis, stem cell and diabetic retinopathy, rheumatoid arthritis, psoriasis and myocardial infarction, comprising the compounds of formula I are also provided.

Umpolung Strategy for Synthesis of β-Ketonitriles through Hypervalent Iodine-Promoted Cyanation of Silyl Enol Ethers

An efficient method to synthesize β-ketonitriles from silyl enol ethers by an umploung hypervalent iodine(III)-CN species generated in situ from PhIO/BF3·Et2O/TMSCN has been developed for the first time. This method can be applied to structurally diverse aromatic and aliphatic substrates and further extended to preparation of bioactive compounds like 5-aminopyrazole and 5-aminoisoxazole.

Specific 1,2-Hydride Shift in the Boron Trifluoride Catalyzed Reactions of Aromatic Aldehydes with Diazoacetonitrile: Simple Synthesis of β-Ketonitriles

A series of β-ketonitriles was synthesized within 30 min under mild conditions through the BF3 ·OEt2-catalyzed addition reactions of diazoacetonitrile to aromatic aldehydes and subsequent 1,2-hydride shift. This method is advantageous in that it is operationally simple, mild and metal-free conditions are used, the substrate scope is wide, and the products are obtained in moderate to high yields (up to 81 %). Additionally, γ,δ-unsaturated β-ketonitriles are also accessible by this method by using cinnamaldehydes.

Cascade synthesis of 3-aza-bicyclo[3.1.0]hex-2-ene derivatives from N-allyl enamines

An efficient iodine-mediated cascade synthesis of 3-aza-bicyclo[3.1.0]hex-2-ene derivatives from easily prepared N-allyl enamines has been developed. The advantages of the reaction include facilitative preparation of substrates 3a-t, good functional group tolerance and transition-metal-free conditions.

Copper-catalyzed Aerobic Oxidative coupling of Aromatic Alcohols and Acetonitrile to β-Ketonitriles

A practical, convenient, and cheap coppercatalyzed aerobic oxidative coupling of aromatic alcohols and acetonitrile to β-ketonitriles has been developed. The green C-C bond formation involving the loss of two hydrogen atoms from the corresponding two carbons, respectively, unlocks opportunities for markedly different synthetic strategies.

An efficient synthesis of 2-aminothiophenes via the gewald reaction catalyzed by an N-methylpiperazine-functionalized polyacrylonitrile fiber

A new N-methylpiperazine-functionalized polyacrylonitrile fiber has been developed to catalyze the Gewald reaction between 2,5-dihydroxy-1,4-dithiane and activated nitriles to afford 3-substituted 2-aminothiophenes in good to excellent yields (65-91%). Low catalyst loading (8.0 mol%), simple procedure, high yields, excellent recyclability, and reusability (up to 10 times with minimal loss of catalytic activity) are attractive features of this fiber catalyst. Georg Thieme Verlag Stuttgart · New York.