89282-09-7

Basic information

• Product Name: 2-Methyloxazole-4-carbonitrile
• Synonyms: 2-Methyloxazole-4-carbonitrile;2-methyl-1,3-oxazole-4-carbonitrile(SALTDATA: FREE)
• CAS NO: 89282-09-7
• Molecular Formula: C₅H₄N₂O
• Molecular Weight: 108.1
• Mol File: 89282-09-7.mol

Chemical Properties

• Melting Point: 106-107℃
• Boiling Point: 92℃ (20 Torr)
• Flash Point: 71.0±19.8℃
• Appearance: /
• Density: 1.18±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.457mmHg at 25°C
• Refractive Index: 1.4631 (589.3 nm 20℃)
• CAS DataBase Reference: 2-Methyloxazole-4-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyloxazole-4-carbonitrile(89282-09-7)
• EPA Substance Registry System: 2-Methyloxazole-4-carbonitrile(89282-09-7)

Safety Data

• Hazardous Substances Data: 89282-09-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-Methyloxazole-4-carbonitrile is utilized as a key building block in the synthesis of various pharmaceuticals and agrochemicals. Its distinct chemical structure and properties make it a valuable component in the development of new drugs and pesticides, contributing to advancements in healthcare and agriculture.
Used in Antimicrobial, Antifungal, and Antiviral Applications:
2-Methyloxazole-4-carbonitrile has been investigated for its potential biological activities, including antimicrobial, antifungal, and antiviral properties. Its ability to target and inhibit the growth of harmful microorganisms makes it a promising candidate for use in the development of new antimicrobial agents and treatments for fungal and viral infections.
Used as a Fluorescent Probe in Biological and Analytical Research:
2-Methyloxazole-4-carbonitrile has been studied for its potential use as a fluorescent probe in various biological and analytical applications. Its unique fluorescent properties allow for the detection and monitoring of specific biological processes and interactions, providing valuable insights into the mechanisms of various diseases and conditions. This versatile compound has the potential to enhance our understanding of biological systems and contribute to the development of new diagnostic and therapeutic tools.

InChI:InChI=1/C5H4N2O/c1-4-7-5(2-6)3-8-4/h3H,1H3

Upstream product

• 100959-91-9 2-Methyloxazole-4-carboxamide 
• 73859-07-1 N-cyanomethyl-acetimidic acid ethyl ester 
• 109-94-4 formic acid ethyl ester 
• 221558-32-3 5-azido-2-methylthiazole-4-carbaldehyde 
• 221558-21-0 4-dichloromethyl-2-methylthiazole 
• 221558-28-7 5-bromo-2-methylthiazole-4-carbaldehyde 
• 10200-43-8 2-methyl-4-carbethoxy-1,3-oxazole 
• 221558-25-4 5-bromo-4-dichloromethyl-2-methylthiazole 

Downstream Products

• 113732-84-6 2-methyl-1,3-oxazole-4-carbaldehyde 
• 100872-45-5 4-[4-(4-methoxy-phenyl)-thiazol-2-yl]-2-methyl-oxazole 
• 96461-28-8 2-methyl-4-[4-(4-nitro-phenyl)-thiazol-2-yl]-oxazole 
• 96462-75-8 4-[4-(4-bromo-phenyl)-thiazol-2-yl]-2-methyl-oxazole 
• 96583-11-8 4-[4-(4-chloro-phenyl)-thiazol-2-yl]-2-methyl-oxazole 
• 100872-18-2 2-methyl-4-(4-p-tolyl-thiazol-2-yl)-oxazole 
• 106166-86-3 2-methyl-4-(4-phenyl-thiazol-2-yl)-oxazole 
• 90980-10-2 2-methyl-oxazole-4-carbothioic acid amide 

Relevant articles and documents

Large-scale preparation of 2-methyloxazole-4-carboxaldehyde

The large-scale preparation of 2-methyloxazole-4-carboxaldehyde presents a significant challenge due to the physical characteristics of the molecule. A method for the preparation of 10-kg batches of 2-methyloxazole-4-carboxaldehyde is described. The key reaction is the reduction of the corresponding N-methoxy-N-methyl amide using lithium aluminium hydride, followed by workup and isolation by crystallization.

Selective cyclooxygenase-2 inhibitors: Heteroaryl modified 1,2-diarylimidazoles are potent, orally active antiinflammatory agents

A series of heteroaryl modified 1,2-diarylimidazoles has been synthesized and found to be potent and highly selective (1000-9000-fold) inhibitors of the human COX-2.3-Pyridyl derived COX-2 selective inhibitor (25) exhibited excellent activity in acute (carrageenan induced paw edema, ED50 = 5.4 mg/kg) and chronic (adjuvant induced arthritis, ED50 = 0.25 mg/kg) models of inflammation. The relatively long half-life of 25 in rat and dog prompted investigation of the pyridyl and other heteroaromatic systems containing potential metabolic functionalities. A number of substituted pyridyl and thiazole containing compounds (e.g., 44, 46, 54, 76, and 78) demonstrated excellent oral activity in every efficacy model evaluated. Several orally active diarylimidazoles exhibited desirable pharmacokinetics profiles and showed no GI toxicity in the rat up to 100 mg/kg in both acute and chronic models. The paper describes facile and practical syntheses of the targeted diarylimidazoles. The structure-activity relationships and antiinflammatory properties of a series of diarylimidazoles are discussed.

A novel ring transformation of 5-azidothiazoles

The 4-oxoalkyl- and 4-iminoalkyl-5-azidothiazoles undergo a ring transformation with nitrogen loss at relatively low temperatures to afford 4- cyanooxazoles and 4-cyanoimidazoles, respectively. The mechanism, which is thought to involve a ring opening-ring closure process, is discussed.