25025-06-3

Basic information

• Product Name: 4-ACETAMIDOPHENYLACETONITRILE
• Synonyms: 4-ACETAMIDOPHENYLACETONITRILE;N-[4-(Cyanomethyl)phenyl]acetamide;4'-(Cyanomethyl)acetanilide;4-Acetamidophenylacetonitrile, N-[4-(Cyanomethyl)phenyl]acetamide
• CAS NO: 25025-06-3
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.2
• Product Categories: Aromatic Nitriles
• Mol File: 25025-06-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 82 °C
• Boiling Point: 410.8 °C at 760 mmHg
• Flash Point: 202.2 °C
• Appearance: /
• Density: 1.171 g/cm³
• Vapor Pressure: 5.86E-07mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 4-ACETAMIDOPHENYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ACETAMIDOPHENYLACETONITRILE(25025-06-3)
• EPA Substance Registry System: 4-ACETAMIDOPHENYLACETONITRILE(25025-06-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 25025-06-3(Hazardous Substances Data)

Usage

General Description

4-Acetamidophenylacetonitrile, also known as 4'-cyanoacetanilide, is a chemical compound with the molecular formula C10H10N2O. It is a white to light yellow crystalline powder with a melting point of 177-179°C. 4-ACETAMIDOPHENYLACETONITRILE is primarily used in the production of pharmaceuticals, specifically as an intermediate in the synthesis of various drugs. It is also used in organic synthesis and as a reagent in the manufacture of other chemical compounds. However, 4-acetamidophenylacetonitrile should be handled and stored with care, as it may be harmful if ingested or inhaled, and it can cause skin and eye irritation.

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

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

Downstream Products

• 64225-20-3 4'-amino-2,4,6-trihydroxy-deoxybenzoin 
• 123270-23-5 acetic acid-(4-cyanomethyl-2-nitro-anilide) 
• 501357-70-6 acetic acid-(2-bromo-4-cyanomethyl-anilide) 
• 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 
• 79545-11-2 4-amino-3-nitrobenzyl cyanide 
• 116435-82-6 2-(4-amino-3-nitrophenyl)acetic acid 
• 66955-75-7 2-(4-amino-3-bromophenyl)acetic acid 
• 1878-67-7 3-Bromophenylacetic acid 
• 106-49-0 p-toluidine 
• 137499-42-4 N-[4-(N-hydroxycarbamidoyl-methyl)-phenyl]-acetamide 

Relevant articles and documents

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.

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.

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.