6905-07-3

Basic information

• Product Name: 2-(chloroMethyl)-1-Methyl-5-nitro-1H-iMidazole
• Synonyms: 2-(chloroMethyl)-1-Methyl-5-nitro-1H-iMidazole
• CAS NO: 6905-07-3
• Molecular Formula: C₅H₆ClN₃O₂
• Molecular Weight: 175.57304
• Mol File: 6905-07-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(chloroMethyl)-1-Methyl-5-nitro-1H-iMidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(chloroMethyl)-1-Methyl-5-nitro-1H-iMidazole(6905-07-3)
• EPA Substance Registry System: 2-(chloroMethyl)-1-Methyl-5-nitro-1H-iMidazole(6905-07-3)

Safety Data

• Hazardous Substances Data: 6905-07-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(Chloromethyl)-1-methyl-5-nitro-1H-imidazole is used as a chemical intermediate for the synthesis of various drugs, particularly antiprotozoal agents. Its unique structure allows for the development of compounds that can target and treat protozoan infections effectively.
Used in Antimicrobial Applications:
In the field of antimicrobial research, 2-(Chloromethyl)-1-methyl-5-nitro-1H-imidazole has been studied for its potential as an antimicrobial agent. It demonstrates the ability to inhibit the growth of certain bacteria and parasites, making it a promising candidate for the development of new antimicrobial therapies.
Used in Anti-cancer Research:
2-(Chloromethyl)-1-methyl-5-nitro-1H-imidazole has also been investigated for its potential anti-cancer properties. It shows promise in inhibiting the growth of certain tumor cells, which could lead to the development of novel cancer treatments. Further research is needed to fully understand its mechanism of action and potential applications in oncology.

Downstream Products

• 66961-61-3 3-methyl-5-(1-methyl-5-nitro-1H-imidazol-2-ylmethylsulfanyl)-[1,2,4]thiadiazole 
• 66961-54-4 5-(1-methyl-5-nitro-1H-imidazol-2-ylmethylsulfanyl)-3-phenyl-[1,2,4]oxadiazole 
• 139157-69-0 1-methyl 2-(2,2-dimethyl 1,3-dioxane 5-ylidenemethyl) 5-nitroimidazole 
• 139157-71-4 1-methyl 2-(1,3-dicyclohexyl hexahydropyrimidine 5-ylidenemethyl) 5-nitroimidazole 
• 97945-28-3 1-methyl-2-(2-methylpropenyl)-5-nitro-1H-imidazole 
• 123794-10-5 1-methyl 2-(1-methyl 4-phenyl azetidin-2-one 3-ylidenemethyl) 5-nitroimidazole (E) 
• 123794-15-0 1-methyl 2-(1-methyl 4-phenyl azetidin-2-one 3-ylidenemethyl) 5-nitroimidazole (Z) 
• 55432-15-0 2-(1-methyl-5-nitro-1H-imidazol-2-ylmethylsulfanyl)-pyridine 
• 60768-31-2 1-methyl-5-nitro-2-(4-nitrophenoxymethyl)-1H-imidazole 
• 60768-34-5 1-methyl-5-nitro-2-(3-nitrophenoxymethyl)-1H-imidazole 
• 60768-32-3 4-(1-methyl-5-nitro-1H-imidazol-2-ylmethoxy)-benzonitrile 
• 64580-33-2 1-methyl-2-(3-methyl-4-nitro-phenoxymethyl)-5-nitro-1H-imidazole 
• 60768-35-6 2-(2-chloro-4-nitro-phenoxymethyl)-1-methyl-5-nitro-1H-imidazole 
• 60768-38-9 2-(1-methyl-5-nitro-1H-imidazol-2-ylmethoxy)-benzonitrile 

Relevant articles and documents

Oxidative decarbonylation of β-arylpyruvic acids using sodium perborate

Oxidation of β-aryl- and β-heteroarylpyruvic acids using sodium perborate tetrahydrate (SPB) in aqueous solution at ambient temperature gives the corresponding arylacetic acids in good yield (68-86%). The mild conditions are convenient for the preparation of thermally unstable acids. In particular the method has been applied to the preparation of an unstable 5- nitroimidazol-2-yl ethanoic acid which could not be obtained using other reagents apparently due to enolisation of the pyruvic acid precursor. Attempts to achieve decarbonylation using calcium hypochlorite or SPB in acidic solution lead to the 2 chloromethyl derivatives. The novel 5- nitroimidazol-2-yl ethanoic acid, which was required as a precursor of molecules of biological interest, has been fully characterised and converted to a known amide. Reaction of this acid with Vilsmeier's reagent gave an enamine derivative and not the expected vinamidinium salt. This novel mode of reaction is attributable to intramolecular hydrogen-bonding and favourable conjugation.