93272-52-7

Usage

Organic nitro compound

Contains a nitro group (-NO2)
The presence of the nitro group gives the compound potential antibacterial and antifungal properties.

Imidazole ring

Part of the molecular structure
Imidazole is a five-membered ring with two nitrogen atoms, which can contribute to the compound's biological activity.

Pharmaceutical and agricultural applications

Commonly used in these industries
Due to its structural properties and potential biological activity, 1-(but-3-en-1-yl)-2-nitro-1H-imidazole is utilized in the development of drugs and agrochemicals.

Intermediate in synthesis

Used in the synthesis of various compounds
The compound serves as a building block for creating other molecules, making it valuable in chemical research and development.

But-3-en-1-yl side chain

Provides reactivity and flexibility in chemical reactions
The presence of this side chain allows for a range of chemical reactions, increasing the compound's utility in synthesis and research applications.

Potential for further modification

Can be altered to create new compounds
The structure of 1-(but-3-en-1-yl)-2-nitro-1H-imidazole allows for the possibility of modifying its properties by making changes to the side chain or other functional groups.

Upstream product

• 5162-44-7 1-bromo-4-butene 
• 527-73-1 2-nitro-1H-imidazole 
• 133733-15-0 1-potassio-2-nitroimidazole salt 

Downstream Products

• 93272-54-9 2-[2-Hydroxy-4-(2-nitro-imidazol-1-yl)-butyl]-isoindole-1,3-dione 

Relevant academic research and scientific papers

2-Nitroimidazole Dual-Function Bioreductive Drugs: Studies on the Effects on Regioisomerism and Side-Chain Structural Modifications on Differential Cytotoxicity and Radiosensitization by Aziridinyl and Oxiranyl Derivatives

A series of 2-nitroimidazoles bearing side chains terminating in or containing aziridinyl and oxiranyl groups has been prepared, and the compounds were evaluated in vitro as hypoxia-selective bioreductively-activated cytotoxins and selected compounds test

Radiosensitizers of hypoxic mammalian cells. 1-(hydroxyaminoalkyl)-substituted nitroimidazoles

A series of novel 1-(hydroxyaminoalkyl)-substituted nitroimidazoles has been synthesized as potential radiosensitizers for hypoxic mammalian cells. These compounds were synthesized via N-(hydroxyalkyl)phthalimide nitroimidazole intermediates which, on reaction with hydrazine hydrate, yielded the corresponding amines. The intermediates were prepared by reacting the epoxide derived from nitroimidazole with phthalimide and/or the epoxide derived from phthalimide with the nitroimidazole. The method was used successfully for the preparation of 2-, 4- and 5-nitroimidazole derivatives. In a modification of this procedure, 1-(2-aminoethyl)-2-nitroimidazole has been prepared by a new route which avoids the use of aziridine. These agents were tested for cytotoxicity and radiosensitizing ability in vitro using Chinese hamster V79 cells. All of the 2-nitroimidazoles tested showed toxicity similar to that previously reported for misonidazole and Ro 03-8799 (1-(2-hydroxy-3-piperidinopropyl)-2-nitroimidazole), two compounds currently undergoing clinical evaluation. In addition, all the novel primary amines were shown to function as hypoxic cell radiosensitizers. The 2-nitroimidazole derivatives were the most efficient compounds to be examined and showed at least as much activity as misonidazole.