25025-06-3

Usage

Uses

Used in Pharmaceutical Industry:
4-Acetamidophenylacetonitrile is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the formation of active drug molecules. Its chemical structure allows for the creation of a wide range of therapeutic agents, making it a valuable component in drug development.
Used in Organic Synthesis:
In the realm of organic chemistry, 4-acetamidophenylacetonitrile serves as a reagent in various organic synthesis processes. Its unique properties enable the formation of different chemical compounds, expanding the scope of chemical research and product development.
Used in Chemical Compound Manufacturing:
4-Acetamidophenylacetonitrile is also employed in the manufacture of other chemical compounds, where its specific chemical characteristics are leveraged to produce a variety of end products in the chemical industry.
Safety Considerations:
It is important to handle and store 4-acetamidophenylacetonitrile with caution due to its potential harmful effects. Ingestion or inhalation of 4-ACETAMIDOPHENYLACETONITRILE can be detrimental to health, and it is known to cause skin and eye irritation. Proper safety measures should be implemented during its use to mitigate these risks.

InChI:InChI=1/C10H10N2O/c1-8(13)12-10-4-2-9(3-5-10)6-7-11/h2-5H,6H2,1H3,(H,12,13)

Upstream product

• 3544-25-0 p-aminophenylacetonitrile 
• 75-36-5 acetyl chloride 
• 351002-90-9 2-(4-ethynylphenyl)acetonitrile 
• 103-88-8 4-bromoacetanilide 
• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 137499-42-4 N-[4-(N-hydroxycarbamidoyl-methyl)-phenyl]-acetamide 
• 106-49-0 p-toluidine 
• 123270-23-5 acetic acid-(4-cyanomethyl-2-nitro-anilide) 
• 1878-67-7 3-Bromophenylacetic acid 
• 66955-75-7 2-(4-amino-3-bromophenyl)acetic acid 
• 116435-82-6 2-(4-amino-3-nitrophenyl)acetic acid 
• 79545-11-2 4-amino-3-nitrobenzyl cyanide 
• 1115300-60-1 N-{4-[5-amino-1-(2-fluoro-4-trifluoromethyl-phenyl)-1H-[1,2,3]triazol-4-yl]-phenyl}-acetamide 
• 137499-42-4 N-[4-(N-hydroxycarbaimidoyl-methyl)-phenyl]-acetamide 
• 63630-08-0 N-[4-(2-aminoethyl)phenyl]acetamide 
• 864630-44-4 N-[4-( H-Tetrazol-5-ylmethyl) phenyl] acetamide 
• 501357-70-6 acetic acid-(2-bromo-4-cyanomethyl-anilide) 
• 64225-20-3 4'-amino-2,4,6-trihydroxy-deoxybenzoin 

Relevant academic research and scientific papers

Assembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides

α-(Hetero)aryl nitriles are important structural motifs for pharmaceutical design. The known methods for direct synthesis of these compounds via coupling with (hetero)aryl halides suffer from narrow reaction scope. Herein, we report that the combination of copper salts and oxalic diamides enables the coupling of a variety of (hetero)aryl halides (Cl, Br) and ethyl cyanoacetate under mild conditions, affording α-(hetero)arylacetonitriles via one-pot decarboxylation. Additionally, the CuBr/oxalic diamide catalyzed coupling of (hetero)aryl bromides with α-alkyl-substituted ethyl cyanoacetates proceeds smoothly at 60 °C, leading to the formation of α-alkyl (hetero)arylacetonitriles after decarboxylation. The method features a general substrate scope and is compatible with various functionalities and heteroaryls.

Efficient Heterogeneous Gold(I)-Catalyzed Direct C(sp2)–C(sp) Bond Functionalization of Arylalkynes through a Nitrogenation Process to Amides

The first heterogeneous gold(I)-catalyzed direct C(sp2)–C(sp) bond functionalization of arylalkynes through a nitrogenation process to amides has been achieved by using an ordered mesoporous silica (MCM-41)-immobilized phosphine gold(I) complex [MCM-41-PPh3-AuCl] as catalyst and silver carbonate (Ag2CO3) as cocatalyst with trimethylsilyl azide (TMSN3) as a nitrogen source, yielding a variety of amides in moderate to excellent yields under mild conditions. This heterogeneous phosphine gold(I) complex shows the same turnover numbers as the homogeneous chloro(triphenylphosphine)gold(I) (Ph3PAuCl) and can easily be recovered by simple filtration of the reaction solution and recycled at least eight times without significant loss of activity, providing a novel, efficient, practical and economic method for the synthesis of amides from alkynes. (Figure presented.).

Synthesis, analgesic and anti-inflammatory activities of novel 3-(4-acetamido-benzyl)-5-substituted-1,2,4-oxadiazoles

A series of 3-(4-acetamido-benzyl)-5-substituted-1,2,4-oxadiazoles (7a-7n) were synthesized and screened for analgesic and in vivo anti-inflammatory activities using acetic acid writhing in mice model and carrageenan-induced paw oedema method in mice, respectively. The analgesic activity of compounds 7i and 7m is superior while that of 7d, 7c, 7f and 7j is equal to the reference standard, diclofenac sodium. The anti-inflammatory activity of compounds 6, 7c, 7e, 7f, 7i, 7l, 7m and 7n is found to be superior than that of diclofenac sodium which is used as a reference, while compounds 7d and 7g are found to be equipotent with the reference compound.

Synthesis of substituted 1,2,4-oxadiazoles from substituted acid chlorides and amidoximes under mild conditions

(Chemical Equation Presented) Substituted amidoximes have been synthesized, isolated and converted into substituted oxadiazoles as a novel heterocyclic compounds under mild conditions in good to excellent yield.

Azetidine, pyrrolidine and piperidine derivatives

A class of substituted azetidine, pyrrolidine and piperidine derivatives are selective agonists of 5-HT1 -like receptors, being potent agonists of the human 5-HT1Dα receptor subtype whilst possessing at least a 10-fold selective affinity for the 5-HT1Dα receptor subtype relative to the 5-HT1Dβ subtype; they are therefore useful in the treatment and/or prevention of clinical conditions, in particular migraine and associated disorders, for which a subtype-selective agonist of 5-HT1D receptors is indicated, whilst eliciting fewer side-effects, notably adverse cardiovascular events, than those associated with non-subtype-selective 5-HT1D receptor agonists.