89128-08-5

Basic information

• Product Name: 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE
• Synonyms: 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE;2-methyl-4-nitro-1-imidazolepropionitrile;3-(2-Methyl-4-nitroimidazol-1-yl)propionitrile;1-(2-CYANOETHYL)-2-METHYL-4-NITROIMIDAZOLE;3-(2-methyl-4-nitro-1H-imidazol-1-yl)propanenitrile;1-(2-Cyanoethyl)-2-methyl-4-nitro-1H-imidazole
• CAS NO: 89128-08-5
• Molecular Formula: C7H8N4O2
• Molecular Weight: 180.16
• Mol File: 89128-08-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 113-116℃
• Boiling Point: 440.1°C at 760 mmHg
• Flash Point: 219.9°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 6.07E-08mmHg at 25°C
• Refractive Index: 1.615
• PKA: 0.84±0.60(Predicted)
• CAS DataBase Reference: 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE(89128-08-5)
• EPA Substance Registry System: 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE(89128-08-5)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 22-36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 89128-08-5(Hazardous Substances Data)

Usage

Description

3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE, with the molecular formula C7H7N3O2, is a chemical compound that serves as a propionitrile derivative of 2-methyl-4-nitroimidazole. It is recognized for its diverse biological activities, such as antibacterial, antifungal, and antitumor properties, and is valued for its high chemical stability. 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE is integral in the synthesis of pharmaceuticals and agrochemicals, and it also holds potential in the field of materials science.

Uses

Used in Pharmaceutical Synthesis:
3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of drugs with potent antibacterial, antifungal, and antitumor capabilities.
Used in Agrochemical Synthesis:
In the agrochemical industry, 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE is utilized as a precursor in the creation of compounds that possess pesticidal properties, leveraging its inherent biological activities to control or prevent crop diseases and pests.
Used in Materials Science:
3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE is employed in materials science applications due to its high chemical stability, which makes it suitable for the development of new materials with specific properties for various industrial uses.
Used in Research Applications:
3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE is also used as a research tool in scientific studies, where its unique properties can be explored for new applications and to enhance understanding of its biological activities and potential interactions with other compounds.

InChI:InChI=1/C7H8N4O2/c1-6-9-7(11(12)13)5-10(6)4-2-3-8/h5H,2,4H2,1H3

Upstream product

• 542-76-7 3-Chloropropionitrile 
• 696-23-1 2-methyl-4-nitro-1H-imidazole 
• 143-33-9 sodium cyanide 
• 705-19-1 1-(2-hydroxyethyl)-2-methyl-4-nitro-1H-imidazole 
• 107-13-1 acrylonitrile 

Downstream Products

• 154475-32-8 3-(5-Iodo-2-methyl-4-nitro-imidazol-1-yl)-propionitrile 
• 139975-78-3 1-(2-cyanoethyl)-2-methyl-4-nitro-5-bromoimidazole 

Relevant articles and documents

Synthesis, antifungal evaluation and molecular docking studies of some tetrazole derivatives

A facile and simple protocol for the [3+2] cycloaddition of alkyl nitriles (RCN) with sodium azide (NaN3) in the presence of copper bis(diacetylcurcumin) 1,2-diamin-obenzene Schiff base complex, SiO2-[Cu-BDACDABSBC] as a heterogeneous catalyst in the presence of ascorbic acid and a solution of water/i-PrOH (50:50, V/V) media at reflux condition is described. The supported catalyst was prepared by immobilization of a copper bis(diacetylcurcumin) 1,2-diaminobenzene Schiff base complex [Cu-BDACDABSBC] on silica gel. The complex has high selectivity, catalytic activity, and recyclability. The significant features of this procedure are high yields, broad substrate scope and simple and efficient work-up procedure. According to this synthetic methodology, excellent yields of 5-substituted 1H-tetrazoles having bioactive N-heterocyclic cores were synthesized. The in vitro antifungal activities of title compounds were screened against various pathogenic fungal strains, such as Candida species involving C. albicans, C. glabrata, C. krusei, C. parapsilosis as well as filamentous fungi like Aspergillus species consisting of A. fumigatus and A. flavus. The molecular docking analysis is discussed for one most potent compound against fungi. The docking study determined a remarkable interaction between the most potent compounds and the active site of Mycobacterium P450DM.

A simple one-pot procedure for the direct conversion of alcohols into alkyl nitriles using TsIm

A convenient and efficient one-pot preparation of nitriles from alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, treatment of alcohols with a mixture of NaCN, TsIm and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in refluxing DMF furnishes the corresponding alkyl nitriles in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°.