16773-52-7

Usage

Uses

Used in Pharmaceutical Industry:
1-(2,3-EPOXYPROPYL)-2-METHYL-5-NITROIMIDAZOLE is used as an impurity in the production of Ornidazole (O688500) for its antifertility activity. Ornidazole is a 5-nitroimidazole derivative with antimicrobial, antiprotozoal, and anti-inflammatory properties. The presence of this impurity in Ornidazole may contribute to its overall effectiveness in treating various conditions related to fertility and infection.
As an impurity in Ornidazole, 1-(2,3-EPOXYPROPYL)-2-METHYL-5-NITROIMIDAZOLE plays a role in the drug's antifertility activity, which can be beneficial in controlling population growth and providing a non-surgical alternative for family planning. Additionally, its presence in the pharmaceutical compound may also contribute to the drug's antimicrobial and antiprotozoal properties, making it useful in treating various infections and diseases caused by microorganisms.

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

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

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 academic research and scientific papers

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.

Heterocyclic chitosan oligosaccharide derivative and synthesis method thereof

The invention provides a heterocyclic chitosan oligosaccharide derivative and a synthesis method thereof. The method comprises the following concrete steps that (1) a heterocyclic compound is added into ethyl alcohol to be dissolved; after the solution is clear, hexadecyl trimethyl ammonium bromide and sodium hydroxide are added; after the stirring at normal temperature is performed, epoxy chloropropane is dropwise added; stirring is performed for 1.5 to 3h until white solids occur; when the white solids are not increased, reaction stops; a solid and liquid mixture is obtained; (2) chitosan oligosaccharide is added into distilled water to be dissolved; the solid and liquid mixture in the step (1) is added; constant-temperature stirring is performed for 3 to 5h at 60 to 80 DEG C; cooling is performed to room temperature, ethyl alcohol is added; still standing is performed for 12 to 15h; pressure reduction filtering is performed to obtain solids; the solids are washed twice by ethanol; drying is performed in a drying box. The prepared heterocyclic chitosan oligosaccharide derivative has good antibiotic activity and achieves a certain inhibiting effect on tobacco black shanks and corn stalk rot. The heterocyclic chitosan oligosaccharide derivative has good lipid solubility and water solubility, and can be easily absorbed by animals and plants; the activity is high.

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.

TREATMENTS FOR RESISTANT ACNE

The present disclosure relates generally to novel molecules, compositions, and formulations for treatment of bacterial infections in general and more specifically to bacterial infections with antibiotic resistant pathogens

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

Lipase-catalyzed resolution of both enantiomers of Ornidazole and some analogues

The resolution of the enantiomers of the chemotherapeutic Ornidazole (Tiberal) 1a was achieved by acetylation of the racemic compound with vinylacetate in the presence of lipase Amano PS (from Pseudomonas cepacia). The halogen analogues 4a-6a and the corresponding 4-nitro-derivatives 1b and 4b-6b were also synthesized and the enantiomers were separated by kinetic enzymatic resolution. The absolute configuration of two compounds was determined by X-ray crystallography.