Nitrofurans

Nitrofurantoin, sold under the brand name Macrobid among others, is an antibacterial medication of the nitrofuran class. It is used primarily to treat lower urinary tract infections (UTIs) but it is also used in bladder infections. It is not indicated for kidney infections nor is it as effective for them. It is taken by mouth.

Furazolidone is a nitrofuran antibacterial agent and monoamine oxidase inhibitor (MAOI). It is marketed by Roberts Laboratories under the brand name Furoxone and by GlaxoSmithKline as Dependal-M.

Nifurtimox, sold under the brand name Lampit, is a medication used to treat Chagas disease and sleeping sickness. For sleeping sickness it is used together with eflornithine in nifurtimox-eflornithine combination treatment. In Chagas disease it is a second-line option to benznidazole. It is given by mouth.

Nitrofurazone (INN, trade name Furacin) is an antimicrobial organic compound belonging to the nitrofuran class. It is most commonly used as a topical antibiotic ointment. It is effective against gram-positive bacteria, gram-negative bacteria, and can be used in the treatment of trypanosomiasis. Its use in medicine has become less frequent, as safer and more effective products have become available. Nitrofurazone is listed under California Prop 65, and has demonstrated clear evidence to be mutagenic and carcinogenic during animal studies, and has been discontinued for human use in the USA. The

thumb|right|Nitrofural (nitrofurazone) thumb|right|Nifuratel Nitrofurans are a class of drugs typically used as antibiotics or antimicrobials. The defining structural component is a furan ring with a nitro group.

Nifuroxazide (INN) is an oral nitrofuran antibiotic, patented since 1966 and used to treat colitis and diarrhea in humans and non-humans. It is sold under the brand names Ambatrol, Antinal, Bacifurane, Diafuryl (Turkey), Benol (Pakistan), Pérabacticel (France), Antinal, Diax (Egypt), Dearexin (Guatemala), Nifrozid, Ercefuryl (Romania, Czech Republic, Russia), Erfuzide (Thailand), Endiex (Slovakia), Enterofuryl (Bosnia and Herzegovina, Montenegro, North Macedonia, Russia), Pentofuryl (Germany), Nifuroksazyd Hasco, Nifuroksazyd Polpharma (Poland), Topron, Enterovid (Latin America), Eskapar (Mexi

Furylfuramide (also known as AF-2) is a synthetic nitrofuran derivative which was widely used as a food preservative in Japan since at least 1965, but withdrawn from the market in 1974 when it was observed to be mutagenic to bacteria in vitro and thus suspected of carcinogenicity. This was confirmed later when animal testing found it to cause benign and malignant tumors in the mammary glands, stomachs, esophagi, and lungs of rodents of both sexes, although insufficient evidence exists in human exposure.

Nifuratel (brand name Macmiror, or — in combination with nystatin, — Macmiror Complex) is a drug used in gynecology. It is a local antiprotozoal and antifungal agent that may also be given orally. Nifuratel is not approved for use in the United States.

Nifurtoinol (rINN, trade name Urfadyn) is a nitrofuran-derivative antibiotic used in the treatment of urinary tract infections.

Nifurzide is a nitrofuran derivative and intestinal anti-infectious agent active against Escherichia coli.

Ranbezolid (RBx7644) is an oxazolidinone antibacterial. It competitively inhibits monoamine oxidase-A (MAO-A).

Nifurquinazol (NF-1088) is an antibacterial agent of the nitrofuran class. It was never marketed. ==Synthesis== thumb|center|700px|Nifurquinazol synthesis: Treatment of the amide from 5-nitrofuroic acid with phosphorus oxychloride leads to the corresponding nitrile (2). This intermediate is then converted to the iminoether (3) with ethanolic hydrogen chloride. Condensation of anthranilic acid with the iminoether in the presence of sodium methoxide represents another method for preparing quinazolones. The reaction can be visualized as proceeding through the formation of the amidine from additio