Furaltadone

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Furaltadone
Furaltadone - without stereochemistry.svg
Identifiers
ECHA InfoCard 100.004.895 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
Properties
C13H16N4O6
Molar mass 324.29 g·mol −1
Appearanceyellow solid [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Furaltadone is a chemical compound from the group of nitrofurans, as it contains a 5-nitrofuran ring. Furaltadone is classified as a synthetic antibiotic. It was patented in 1957. [2]

Contents

Properties

Furaltadone has a chiral carbon atom and exists as a racemate. The (S)-form is known as levofuraltadone. [3]

Use

furaltadone hydrochloride Furaltadon-HCl substance photo.jpg
furaltadone hydrochloride

Furaltadone was particularly used for the treatment of poultry. Residues of this active substance are classified as hazardous at any concentration due to their potential carcinogenic and mutagenic effects. [4]

Furaltadone is used in human medicine as an antibiotic for urinary tract infections. [5] It is also utilized as an antiprotozoal. [1] It was first introduced in October 1958 by Kefauver, Paberzs, and McNamara under the active ingredient name "Furmethonol" as a potentially effective agent for the peroral treatment of systemic bacterial infections. [6] It was introduced to the US market in 1959 under the trade name Altafur (Eaton Laboratories). [7]

Regulation

In the European Union, the use of furaltadone in food-producing animals has been banned since 1993. Consequently, no preparation based on this active substance is marketable. [4]

Under The Safe Drinking Water and Toxic Enforcement Act of 1986, California has required labeling for products containing furaltadone since April 1, 1988. [8]

Related Research Articles

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An antibiotic is a type of antimicrobial substance active against bacteria. It is the most important type of antibacterial agent for fighting bacterial infections, and antibiotic medications are widely used in the treatment and prevention of such infections. They may either kill or inhibit the growth of bacteria. A limited number of antibiotics also possess antiprotozoal activity. Antibiotics are not effective against viruses such as the ones which cause the common cold or influenza; drugs which inhibit growth of viruses are termed antiviral drugs or antivirals rather than antibiotics. They are also not effective against fungi; drugs which inhibit growth of fungi are called antifungal drugs.

<span class="mw-page-title-main">Medication</span> Substance used to diagnose, cure, treat, or prevent disease

A medication is a drug used to diagnose, cure, treat, or prevent disease. Drug therapy (pharmacotherapy) is an important part of the medical field and relies on the science of pharmacology for continual advancement and on pharmacy for appropriate management.

<span class="mw-page-title-main">Sulfonamide (medicine)</span> Molecular moiety or the drug class that uses it

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<span class="mw-page-title-main">Rifamycin</span> Group of antibiotics

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<span class="mw-page-title-main">Rifampicin</span> Antibiotic medication

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<span class="mw-page-title-main">Teicoplanin</span> Pharmaceutical drug

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<span class="mw-page-title-main">Furazolidone</span> Chemical compound

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.

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<span class="mw-page-title-main">Cefradine</span> Chemical compound

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<span class="mw-page-title-main">Ramoplanin</span> Antibiotic chemical

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<span class="mw-page-title-main">Delafloxacin</span> Chemical compound

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References

  1. 1 2 J. Elks (2014), The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies, Springer, ISBN   978-1-4757-2085-3
  2. US 2802002,"Series of new nu-(5-nitro-2-furyl) alkylidene-3-amino-5-tertiaryamino-methyl-2-oxazolidones and the preparation thereof",published 1957-08-06, assigned to Norwich Pharmacal Company
  3. INN Recommended List 07, Weltgesundheitsorganisation (WHO), 9 December 1967.
  4. 1 2 Gesundheitliche Bewertung von Nitrofuranen in Lebensmitteln. Stellungnahme des BgVV 15 July 2002. Retrieved 4 August 2024.
  5. G. W. A. Milne (2002), [ , p. 762, at Google Books Drugs: Synonyms and Properties], Wiley, p. 762, ISBN   978-0-566-08491-1 {{citation}}: Check |url= value (help)
  6. Furaltadone - Antibacterial Activity in Vitro and in Serum of Patients During Treatment, doi:10.1001/archinte.1961.03620060063008 , retrieved 2024-08-03
  7. Furaltadone, National Center for Advancing Translational Sciences (NCATS), retrieved 12 August 2024.
  8. "5-(Morpholinomethyl)-3-[(5-nitrofurfurylidene)-amino]-2-oxazolidinone". OEHHA. 1988-04-01. Retrieved 2024-08-05.