16773-52-7

Basic information

• Product Name: 1-(2,3-EPOXYPROPYL)-2-METHYL-5-NITROIMIDAZOLE
• Synonyms: 1-(2,3-epoxypropyl)-2-methyl-5-nitro-imidazol;1-(2,3-EPOXYPROPYL)-2-METHYL-5-NITROIMIDAZOLE;1-(Oxiranylmethyl)-2-methyl-5-nitro-1H-imidazole;2-Methyl-5-nitro-1-(oxiran-2-ylmethyl)-1H-imidazole;Brn 0613771;Imidazole, 1-(2,3-epoxypropyl)-2-methyl-5-nitro-;Ornidazole Impurity Ⅳ
• CAS NO: 16773-52-7
• Molecular Formula: C₇H₉N₃O₃
• Molecular Weight: 183.16
• Mol File: 16773-52-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 110-111 °C
• Boiling Point: 395.5°Cat760mmHg
• Flash Point: 193°C
• Appearance: /
• Density: 1.59g/cm³
• Vapor Pressure: 4.18E-06mmHg at 25°C
• Refractive Index: 1.684
• PKA: 2.69±0.35(Predicted)
• CAS DataBase Reference: 1-(2,3-EPOXYPROPYL)-2-METHYL-5-NITROIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,3-EPOXYPROPYL)-2-METHYL-5-NITROIMIDAZOLE(16773-52-7)
• EPA Substance Registry System: 1-(2,3-EPOXYPROPYL)-2-METHYL-5-NITROIMIDAZOLE(16773-52-7)

Safety Data

• Hazardous Substances Data: 16773-52-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 16773-52-7 differently. You can refer to the following data:
1. 2-Methyl-5-nitro-1-(2-oxiranylmethyl)-1H-imidazole is an impurity of Ornidazole which has antifertility activity.
2. 2-Methyl-5-nitro-1-(2-oxiranylmethyl)-1H-imidazole is an impurity of Ornidazole (O688500) which has antifertility activity.

InChI:InChI=1/C7H9N3O3/c1-5-8-2-7(10(11)12)9(5)3-6-4-13-6/h2,6H,3-4H2,1H3

Upstream product

• 696-23-1 2-methyl-5-nitro-1H-imidazole 
• 106-89-8 epichlorohydrin 
• 16773-42-5 ornidazole 

Downstream Products

• 1238152-51-6 N-[3-(3-fluoro-4-{4-[2-hydroxy-3-(2-methyl-5-nitro-imidazol-1-yl)-propyl]-piperazin-1-yl}-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide 
• 92478-27-8 Morinidazole 

Relevant articles and documents

Nitroimidazole derivative, preparation method and applications thereof

The invention relates to a nitroimidazole derivative, a preparation method and applications thereof, wherein specifically the compound has a structure represented by a formula I, and various groups and various substituents are defined in the specification. The invention further discloses a preparation method of the compound and applications of the compound in prevention, relieve and/or treatment of diseases caused by anaerobic bacteria infection.

2-Methyl-4/5-nitroimidazole derivatives potentiated against sexually transmitted Trichomonas: Design, synthesis, biology and 3D-QSAR study

Trichomoniasis is the most prevalent, non-viral sexually transmitted diseases (STD) caused by amitochondriate protozoan Trichomonas vaginalis. Increased resistance of T.?vaginalis to the marketed drug Metronidazole necessitates the development of newer chemical entities. A library of sixty 2-methyl-4/5-nitroimidazole derivatives was synthesized via nucleophilic ring opening reaction of epoxide and the efficacies against drug-susceptible and -resistant Trichomonas vaginalis were evaluated. All the molecules except two were found to be active against both susceptible and resistant strains with MICs ranging 8.55–336.70?μM and 28.80–1445.08?μM, respectively. Most of the compounds were remarkably more effective than the standard Metronidazole. This study analyzes the in?vitro and in?vivo activities of the new 5-nitroimidazoles, which were found to be safe against human cervical HeLa cells with good selectivity index. The exploration of SAR by the synthesis of four different prototypes and 3D-QSAR study has shown the importance of prototype 1 over other prototypes.

Synthesis of nitroimidazole derived oxazolidinones as antibacterial agents

A series of N-alkylated derivatives of nitroimidazolyl oxazolidinones 6a-i with various substituent at N-1 position of the nitroimidazole were synthesized and their in-vitro antibacterial activities were evaluated against several Gram-positive and Gram-ne