1-(4-methylpiperazin-1-yl)-3-(5-nitrofuran-2-yl)prop-2-en-1-one

Description

1-(4-methylpiperazin-1-yl)-3-(5-nitrofuran-2-yl)prop-2-en-1-one, also known as **nitrofurazone**, is an **antibacterial agent** with a long history of use in human and veterinary medicine.

Here's a breakdown of its structure and importance:

**Structure:**

* **Nitrofuran moiety:** The 5-nitrofuran-2-yl group is the core structural feature responsible for nitrofurazone's antimicrobial activity. It acts as an electron acceptor, interfering with bacterial metabolism.
* **Piperazine ring:** The 4-methylpiperazin-1-yl group contributes to the molecule's overall shape and solubility, influencing its absorption and distribution in the body.
* **Enone system:** The prop-2-en-1-one moiety, also known as an enone, is a conjugated double bond system, which contributes to the molecule's stability and potential interactions with biological targets.

**Importance in Research:**

* **Broad-spectrum activity:** Nitrofurazone exhibits broad-spectrum antibacterial activity, effective against a wide range of Gram-positive and Gram-negative bacteria.
* **Topical applications:** Primarily used topically for wound and burn infections, nitrofurazone has been particularly effective in treating superficial skin infections.
* **Mechanism of action:** Research into the precise mechanism of action of nitrofurazone is ongoing, but it is believed to interfere with bacterial DNA synthesis and other essential metabolic processes.
* **Antibacterial resistance:** Although nitrofurazone has shown effectiveness against many bacteria, resistance can develop. Researchers continue to explore its potential uses and investigate new derivatives that might overcome resistance issues.
* **New formulations:** Researchers are exploring new formulations of nitrofurazone to improve its delivery, efficacy, and safety.

**Research Focus:**

Current research focuses on:

* **Developing new derivatives:** Scientists are synthesizing and studying new derivatives of nitrofurazone to enhance its antimicrobial properties, increase its stability, and overcome resistance issues.
* **Investigating mechanisms of action:** Further understanding of the mechanisms of action of nitrofurazone will enable the development of new and more effective antibacterial agents.
* **Exploring alternative applications:** Researchers are investigating the potential of nitrofurazone in other areas, such as antifungal or antiviral applications.

**Overall, nitrofurazone remains a valuable tool for research into antibacterial drug development and treatment strategies.** Its unique structure and broad-spectrum activity continue to inspire the exploration of new and improved antimicrobial therapies.

1-(4-methylpiperazin-1-yl)-3-(5-nitrofuran-2-yl)prop-2-en-1-one: a p73 protein-stimulating compound that restores p53 signaling; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]