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CAS 17140-81-7

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Nitrofurantoin monohydrate

Description:
Nitrofurantoin monohydrate is an antibiotic primarily used to treat urinary tract infections. It is a yellow crystalline powder that is slightly soluble in water and has a molecular formula that reflects its monohydrate form. The substance exhibits a broad spectrum of antibacterial activity, particularly against Gram-positive and Gram-negative bacteria, by inhibiting bacterial cell wall synthesis and disrupting various metabolic processes. Nitrofurantoin is known for its relatively low toxicity and is often prescribed for uncomplicated urinary tract infections. Its mechanism of action involves the reduction of nitrofurantoin to reactive intermediates that damage bacterial DNA and proteins. The monohydrate form indicates the presence of one molecule of water associated with each molecule of nitrofurantoin, which can influence its solubility and stability. Nitrofurantoin is typically administered orally and is well-absorbed in the gastrointestinal tract, with its pharmacokinetics characterized by rapid absorption and elimination. However, it is contraindicated in patients with renal impairment due to the risk of accumulation and potential toxicity.
Formula:C8H8N4O6
InChI:InChI=1/C8H6N4O5.H2O/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16;/h1-3H,4H2,(H,10,13,14);1H2/b9-3+;
InChI key:InChIKey=NHBPVLAHAVEISO-UHFFFAOYSA-N
SMILES:N(=CC=1OC(N(=O)=O)=CC1)N2CC(=O)NC2=O.O
Synonyms:
  • 1-((5-Nitrofurfurylidene)amino)hydantoin monohydrate
  • 1-{[(1E)-(5-nitrofuran-2-yl)methylidene]amino}imidazolidine-2,4-dione
  • 1-{[(E)-(5-nitrofuran-2-yl)methylidene]amino}imidazolidine-2,4-dione hydrate (1:1)
  • 2,4-Imidazolidinedione, 1-(((5-nitro-2-furanyl)methylene)amino)-, monohydrate (9CI)
  • 2,4-Imidazolidinedione, 1-[[(5-nitro-2-furanyl)methylene]amino]-, hydrate (1:1)
  • 2,4-Imidazolidinedione, 1-[[(5-nitro-2-furanyl)methylene]amino]-, monohydrate
  • Furadantin monohydrate
  • Hydantoin, 1-((5-nitrofurfurylidene)amino)-, monohydrate
  • Unii-E1Qi2Cqq1I
  • Nitrofurantoin monohydrate
  • See more synonyms
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