1563-99-1

Basic information

• Product Name: 2-[5-nitro-2-(2-phenylethenyl)imidazol-1-yl]ethanol
• Synonyms: 2-[5-nitro-2-(2-phenylethenyl)imidazol-1-yl]ethanol
• CAS NO: 1563-99-1
• Molecular Formula: C₁₃H₁₃N₃O₃
• Molecular Weight: 259.2606
• Mol File: 1563-99-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 518.9°Cat760mmHg
• Flash Point: 267.6°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 1.36E-11mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 2-[5-nitro-2-(2-phenylethenyl)imidazol-1-yl]ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[5-nitro-2-(2-phenylethenyl)imidazol-1-yl]ethanol(1563-99-1)
• EPA Substance Registry System: 2-[5-nitro-2-(2-phenylethenyl)imidazol-1-yl]ethanol(1563-99-1)

Safety Data

• Hazardous Substances Data: 1563-99-1(Hazardous Substances Data)

Usage

Chemical compound

2-[5-nitro-2-(2-phenylethenyl)imidazol-1-yl]ethanol

Function

Hypoxia marker and radiosensitizer in cancer treatment

Type

Nitroimidazole derivative

Properties

Forms stable adducts in hypoxic cells, selectively targets oxygen-deprived regions within tumors

Application

Detection and targeting of hypoxic regions in tumors

Use in cancer treatment

Improves efficacy of radiation therapy by sensitizing hypoxic cells to radiation damage

Research applications

Potential for predicting treatment outcomes and identifying hypoxic regions in various types of cancer

InChI:InChI=1/C13H13N3O3/c17-9-8-15-12(14-10-13(15)16(18)19)7-6-11-4-2-1-3-5-11/h1-7,10,17H,8-9H2

Upstream product

• 100-52-7 benzaldehyde 
• 443-48-1 metronidazole 

Relevant articles and documents

Design and synthesis of 2-styryl of 5-Nitroimidazole derivatives and antimicrobial activities as FabH inhibitors

A series of 2-Styryl-5-Nitroimidazole derivatives (25-48) have been synthesized and their biological activities were also evaluated against two Gram-negative bacterial strains: Escherichia coli and Pseudomonas aeruginosa and two Gram-positive bacterial strains: Bacillus subtilis and Bacillus thuringiensis as potential FabH inhibitors. All the compounds were structurally determined by 1H NMR, MS, and elemental analysis. E. coli β-ketoacyl-acyl carrier protein synthase III inhibitory assay and docking simulation indicated that compound 33 with IC50 of 9.0-36.4 μg/mL and compound 47 with IC50 of 6.3-34.3 μg/mL against bacterial strains were most potent inhibitors of E. coli FabH. And more, compounds 33 and 47 which possessed a broad-spectrum of antibacterial activities didn't exhibit any toxicity towards macrophage.