57531-38-1

Usage

Uses

Used in Pharmaceutical Research and Development:
1H-Imidazole,4-chloro-5-nitro-(9CI) is utilized as a key intermediate in the synthesis of new drugs and pharmaceuticals. Its unique structure and properties make it a valuable component in the development of novel therapeutic agents, particularly those targeting specific biological pathways or receptors.
Used in Organic Synthesis:
In the field of organic synthesis, 1H-Imidazole,4-chloro-5-nitro-(9CI) serves as a versatile building block for the creation of various organic compounds. Its reactivity and the presence of the imidazole ring allow for a range of chemical reactions, facilitating the synthesis of complex organic molecules with potential applications in different industries.
It is crucial to handle 1H-Imidazole,4-chloro-5-nitro-(9CI) with caution and adhere to safety protocols due to its potential hazardous nature, ensuring the safety of researchers and the environment during its use in various applications.

InChI:InChI=1/C3H2ClN3O2/c4-2-3(7(8)9)6-1-5-2/h1H,(H,5,6)

Upstream product

• 6963-65-1 5-bromo-4-nitro-1H-imidazole 
• 19183-14-3 4,5-dinitro-1H-imidazole 
• 3034-38-6 5-nitro-1H-imidazole 
• 82039-91-6 5-Nitro-4-diazoimidazole 

Downstream Products

• 4897-25-0 5-chloro-1-methyl-4-nitroimidazole 
• 4897-31-8 4-chloro-1-methyl-5-nitro-1H-imidazole 
• 1609120-97-9 C₂₅H₁₇ClN₄O₆ 

Relevant academic research and scientific papers

Reactions of 5-diazo-4-nitroimidazole with hydrochloric acid

Reaction of 5-diazo-4-nitroimidazole with concentrated hydrochloric acid leads to 4-chloro-5-diazoimidazole. The same product is formed together with a small quantity of 5-chloro-4-nitroimidazole with 1 N hydrochloric acid, but with 0.1 N hydrochloric acid only chloronitroimidazole was isolated. The results obtained are explained with the aid of quantum chemical calculations. 1999 KluwerAcademic/Plenum.

Compounds containing 2-substituted imidazole ring for treatment against human African trypanosomiasis

A series of compounds containing 2-substituted imidazoles has been synthesized from imidazole and tested for its biological activity against human African trypanosomiasis (HAT). The 2-substituted 5-nitroimidazoles such as fexinidazole (7a) and 1-[4-(1-methyl-5-nitro-1H-imidazol-2-ylmethoxy)-pyridin-2- yl-piperazine (9e) exhibited potent activity against T. brucei in vitro with low cytotoxicity and good solubility. The presence of the NO2 group at the 5-position of the imidazole ring in 2-substituted imidazoles is the crucial factor to inhibit T. brucei.

NITROIMIDAZOLES. PART V. CHLORONITROIMIDAZOLES FROM DINITROIMIDAZOLES. A REINVESTIGATION

5(4)-Chloro-4(5)-nitroimidazole and 2-chloro-4(5)-nitroimidazole or their N-methyl derivatives have been synthesized in at least two independent routes.In contrast to some former reports it has been established that from 2,4(or 5)-dinitroimidazoles only 2-chloro-4(or 5)-nitroimidazoles are obtained.In 4,5-dinitroimidazoles only a nitro group in the 5-position is replaced by a chlorine atom.Structures of the obtained compounds have been confirmed by analyses of physico-chemical data.