22446-12-4

Usage

Uses

Used in Pharmaceutical Industry:
4-METHOXYPHENOXYACETONITRILE is used as a key intermediate in the synthesis of α-aryloxy-2,4-dihydroxyacetophenone 4-O-β-D-glucopyranosides, which are valuable compounds in the development of pharmaceuticals. These compounds exhibit various biological activities, making them essential in the creation of new drugs and therapeutic agents.
Used in Organic Synthesis:
4-METHOXYPHENOXYACETONITRILE is used as a versatile building block in organic synthesis for the production of various organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in the Production of 3-aryloxy-7-glucosyloxychromones:
4-METHOXYPHENOXYACETONITRILE is used as a precursor in the conversion process to produce 3-aryloxy-7-glucosyloxychromones. These chromones are important compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C9H9NO2/c1-11-8-2-4-9(5-3-8)12-7-6-10/h2-5H,7H2,1H3

Upstream product

• 107-14-2 chloroacetonitrile 
• 150-76-5 4-methoxy-phenol 
• 624-75-9 iodoacetonitrile 
• 590-17-0 cyanomethyl bromide 
• 75-05-8 acetonitrile 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 50800-92-5 2-(4-methoxyphenoxy)ethylamine 
• 135290-38-9 chlorhydrate de 2-(4-methoxyphenoxy)acetimidate d'ethyle 
• 121361-55-5 2,4-dihydroxy-α-(4-methoxyphenoxy)acetophenone 
• 243657-65-0 2-(4-methoxyphenoxy)-1-(2,4,6-trihydroxyphenyl)ethanone 
• 261362-97-4 Isonicotinic acid [1-amino-2-(4-methoxy-phenoxy)-eth-(E)-ylidene]-hydrazide 
• 606966-31-8 (Z)-1-benzoyl-3-[2-cyano-2-(4-methoxyphenoxy)-1-(4-methoxyphenoxymethyl)vinyl]urea 
• 259207-85-7 1-methoxy-4-(2,2,2-triethoxy-ethoxy)-benzene 
• 243657-83-2 5,7-dihydroxy-3-(4-methoxy-phenoxy)-2-methyl-chromen-4-one 
• 243657-82-1 acetic acid 7-acetoxy-3-(4-methoxy-phenoxy)-2-methyl-4-oxo-4H-chromen-5-yl ester 
• 243657-80-9 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 5-hydroxy-3-(4-methoxy-phenoxy)-2-methyl-4-oxo-4H-chromen-7-yl ester 
• 121361-58-8 4-β-D-glucopyranosyloxy-2-hydroxy-α-(4-methoxyphenoxy)acetophenone 
• 121361-57-7 2-hydroxy-α-(4-methoxyphenoxy)-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)acetophenone 
• 121361-59-9 3-(4-methoxyphenoxy)-7-(tetra-O-acetyl-β-D-glucopyranosyloxy)chromone 
• 196928-53-7 3-(4-hydroxyphenyl)-7-hydroxychromone 

Relevant academic research and scientific papers

Synthesis of aryloxyacetonitriles based on arylboronic acids with 2-bromoacetonitrile

A new and efficient protocol for the synthesis of aryloxyacetonitriles based on arylboronic acids with 2-bromoacetonitrile has been developed using eco-friendly hydrogen peroxide as oxidant under metal-free conditions. This method is compatible with arylboronic acid attached sensitive substituent and obtains desired product in moderate to good yield.

Perfluorobutyl iodide-assisted direct cyanomethylation of azoles and phenols with acetonitrile

A perfluorobutyl iodide-assisted transition-metal-free cyanomethylation of azoles and phenols with acetonitrile in the presence of NaH has been developed. The reaction proceeded smoothly under mild reaction conditions to give the cyanomethylated products in moderate to high yields. A mechanism involving the cyanomethyl radical through C-H bond cleavage in acetonitrile was proposed. This journal is

SELECTIVE GLUCOCORTICOID RECEPTOR LIGANDS

Described herein are certain steroid derivative compounds, for example of formula (I): wherein X1, X2, X3 L, and Ar are as defined herein, pharmaceutical compositions comprising such compounds, the use of such compounds and compositions to specifically target glucocorticoid action, and the use of such compounds and compositions in the treatment of acute and chronic inflammatory conditions, in particular rheumatoid arthritis, haematological and other malignancies, and for causing immunosuppression in the prevention or treatment of transplant rejection, as well as methods of preparing such compounds.

Combinatorial synthesis and in vitro evaluation of a biaryl hydroxyketone library as antivirulence agents against mrsa

Antibiotic resistance coupled with decreased development of new antibiotics necessitates the search for novel antibacterial agents. Antivirulence agents offer an alternative to conventional antibiotics. In this work, we report on a family of small-molecule antivirulence agents against methicillin-resistant Staphylococcus aureus (MRSA), the most widespread bacterial pathogen. Structure-activity relationship studies led to the development of a concise synthesis of a 148-member biarylhydroxyketone library. An acylation bond-forming process afforded resorcinols (1) and aryloxy acetonitriles (2) as synthons. A Lewis-acid-activated Friedel-Crafts' acylation step involving a nitrile functionality of 2 by ZnCl2, followed by nucleophilic attack by 1 was executed to obtain biaryl hydroxyketones in excellent yields. A large number of products crystallized. This strategy affords a range of biarylhydroxyketones in a single step. This is the first collective synthetic study documenting access to this class of compounds through a single synthetic operation. In vitro efficacy of compounds in this library was evaluated by a rabbit erythrocyte hemolysis assay. The most efficacious compound, 4f-12, inhibits hemolysis by 98.1 ± 0.1% compared to control in the absence of the compound.

CHROMENONE DERIVATIVES FOR TREATMENT OF CANCER

4-Chromenone derivatives of the formula I herein that inhibit the ubiquitin-mediated degradation of p27, are useful for the treatment of cancer.

Cytosine analogues from substituted acetonitriles via Thorpe condensation

(Matrix presented) A Thorpe condensation is the key bond construction in a rapid and efficient synthesis of substituted cytosine derivatives from readily available starting materials.

Substituted 8-arylquinoline phosphodiesterase-4 inhibitors

Novel sulfuric acid, methanesulfonic acid, p-toluenesulfonic acid, 2-naphthalenesulfonic acid, hydrochloride acid, or benzenesulfonic acid salts of substituted 8-arylquinolines, wherein the aryl group at the 8-position contains a substituent substituted-a

Substituted 8-arylquinoline phosphodiesterase-4 inhibitors

Novel substituted 8-arylquinolines, wherein the aryl group at the 8-position contains a substituent substituted-alkenyl group, are PDE4 inhibitors.

Imidazoline-binding domains on monoamine oxidase B and subpopulations of enzyme

A series of phenoxy-substituted methylimidazoline derivatives were synthesized and used to define the ligand recognition properties of the imidazoline-binding domain (IBD) on monoamine oxidase (MAO)-B-and its role in substrate processing. The rank order o

Iodoacetonitrile and bromoacetonitrile as alkylating reagents for the nitrogen-phosphorus detector

Iodoacetonitrile and bromoacetonitrile were used to enhance the sensitivity of chromatographically difficult compounds. Selective derivatization occurs with acidic hydroxyl, amino, and amide functional groups but does not occur for the alcoholic hydroxyl