24889-95-0

Basic information

• Product Name: [(4-methoxyphenyl)amino]acetonitrile
• Synonyms: [(4-methoxyphenyl)amino]acetonitrile;Einecs 246-517-7
• CAS NO: 24889-95-0
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.1885
• EINECS: 246-517-7
• Mol File: 24889-95-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 346.1°Cat760mmHg
• Flash Point: 163.1°C
• Appearance: /
• Density: 1.135g/cm³
• Vapor Pressure: 5.89E-05mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: [(4-methoxyphenyl)amino]acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: [(4-methoxyphenyl)amino]acetonitrile(24889-95-0)
• EPA Substance Registry System: [(4-methoxyphenyl)amino]acetonitrile(24889-95-0)

Safety Data

• Hazardous Substances Data: 24889-95-0(Hazardous Substances Data)

Usage

Description

[(4-methoxyphenyl)amino]acetonitrile, with the molecular formula C9H10N2O, is a chemical compound derived from 4-methoxyaniline. It features a phenyl group with a methoxy substituent and an amino group connected to an acetonitrile group. [(4-methoxyphenyl)amino]acetonitrile is recognized for its unique chemical structure and properties, making it a valuable building block in organic synthesis and pharmaceutical research.

Uses

Used in Pharmaceutical Research:
[(4-methoxyphenyl)amino]acetonitrile is utilized as a key building block in the development of various drugs and biologically active molecules. Its unique structure allows for the creation of a wide range of pharmaceutical compounds with potential therapeutic applications.
Used in Organic Synthesis:
[(4-methoxyphenyl)amino]acetonitrile serves as an important intermediate in organic synthesis, enabling the production of a diverse array of chemical products.
Used in Antimicrobial Applications:
[(4-methoxyphenyl)amino]acetonitrile has been studied for its potential antimicrobial properties, making it a candidate for the development of new antimicrobial agents to combat resistant bacteria and other pathogens.
Used in Antitumor Applications:
[(4-methoxyphenyl)amino]acetonitrile has also been investigated for its antitumor properties, indicating its potential use in the development of novel cancer treatments.
Used in Material Science:
Due to its unique chemical structure and properties, [(4-methoxyphenyl)amino]acetonitrile is of interest in the development of new materials, with potential applications in various industries.

InChI:InChI=1/C9H10N2O/c1-12-9-4-2-8(3-5-9)11-7-6-10/h2-5,11H,7H2,1H3

Upstream product

• 50-00-0 formaldehyd 
• 151-50-8 potassium cyanide 
• 104-94-9 4-methoxy-aniline 
• 7677-24-9 trimethylsilyl cyanide 
• 5470-34-8 4-methoxyformanilide 
• 590-17-0 cyanomethyl bromide 
• 372-09-8 cyanoacetic acid 
• 107-14-2 chloroacetonitrile 
• 143-33-9 sodium cyanide 

Downstream Products

• 199278-03-0 N-Cyanomethyl-N-(4-methoxy-phenyl)-formamide 
• 78366-91-3 [(4-Methoxy-phenyl)-(2-oxo-2-phenyl-ethyl)-amino]-acetonitrile 
• 831-21-0 N-Nitroso-N-<4-methoxy-phenylamino>-acetonitril 
• 99843-95-5 N-(4-methoxyphenyl)-N,N-bis(cyanomethyl)amine 
• 1204614-42-5 (p-methoxyphenyl)iminoacetonitrile 
• 107551-93-9 2-(p-methoxyphenyl)iminomalononitrile 
• 78367-21-2 8-Methoxy-1,10-diphenyl-3,4-dihydro-pyrazino[1,2-a]indole 
• 78367-12-1 8-Methoxy-1-methyl-10-phenyl-3,4-dihydro-pyrazino[1,2-a]indole 
• 77574-06-2 2-(5-Methoxy-3-phenyl-indol-1-yl)-ethylamine 
• 78367-33-6 N-[2-(5-Methoxy-3-phenyl-indol-1-yl)-ethyl]-benzamide 
• 78367-04-1 N-[2-(5-Methoxy-3-phenyl-indol-1-yl)-ethyl]-acetamide 
• 78367-28-9 (5-Methoxy-3-phenyl-indol-1-yl)-acetic acid 
• 78366-95-7 (5-Methoxy-3-phenyl-indol-1-yl)-acetonitrile 
• 93048-96-5 5-Amino-3-(4-methoxy-phenyl)-[1,2,3]oxadiazol-3-ium; chloride 

Relevant articles and documents

Iron-catalyzed reductive strecker reaction

Strecker reaction is widely applied for the synthesis of amino acids from aldehydes, amines and cyanides. Herein, we report the FeI2-catalyzed reductive Strecker type reaction of formamides instead of aldehydes to produce amino acetonitriles. The challenging capture of carbinolamine intermediates by CN? was achieved via Fe catalysis. This approach afforded better yields than the use of Ir- or Rh-catalysts. The application ability of this methodology is demonstrated by 1) one-pot construction of (13C labeled) complex molecules from CO2 via amino acetonitrile intermediates and 2) convenient production of homologated carboxylic acids from aldehydes.

Development of hydroxamate-based histone deacetylase inhibitors containing 1,2,4-oxadiazole moiety core with antitumor activities

Histone deacetylases (HDACs) has proved to be promising target for the development of antitumor drugs. In this study, we reported the design and synthesis of a class of novel hydroxamate-based bis-substituted aromatic amide HDAC inhibitors with 1,2,4-oxadiazole core. Most newly synthesized compounds displayed excellent HDAC1 inhibitory effects and significant anti-proliferative activities. Among them, compounds 11a and 11c increased acetylation of histone H3 and H4 in dose-dependent manner. Furthermore, 11a and 11c remarkably induced apoptosis in HepG2 cancer cells. Finally, the high potency of compound 11a was rationalized by molecular docking studies.

Nitrogen-atom double-substitution hydroxamic acid compound with oxadiazole structure as well as application and preparation method thereof

The invention provides a novel nitrogen-atom double-substitution hydroxamate histone deacetylase inhibitor with an oxadiazole structure. The novel nitrogen-atom double-substitution hydroxamate histonedeacetylase inhibitor is synthesized by taking a nitrogen-atom double-substitution structure with oxadiazole as a CAP zone and combining the nitrogen-atom double-substitution structure with a hydroxamic acid structure. The invention also provides application of the compound used as a novel histone deacetylase inhibitor. The invention further discloses application of the compound or pharmaceuticalcompositions thereof to preparation of medicines for treating diseases such as growth, metastasis and recurrence of various malignant tumors caused by histone acetylation disorder.