Nitrofurantoin

For research use only. Not for therapeutic Use.

  • CAT Number: A000094
  • CAS Number: 67-20-9
  • Molecular Formula: C8H6N4O5
  • Molecular Weight: 238.16
  • Purity: ≥95%
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Nitrofurantoin(Cat No.:A000094)is an antibiotic used primarily to treat urinary tract infections (UTIs) due to its effectiveness against a range of Gram-negative and some Gram-positive bacteria, including E. coli. It works by damaging bacterial DNA, which disrupts bacterial replication and leads to cell death. Nitrofurantoin is highly concentrated in the urine, making it particularly suitable for UTI treatment with minimal effects on other parts of the body. Its unique mechanism of action reduces the likelihood of resistance, and it is often prescribed as a first-line therapy for uncomplicated UTIs.


Catalog Number A000094
CAS Number 67-20-9
Synonyms

Macrodantin, Furadantine, Furadonine

Molecular Formula C8H6N4O5
Purity ≥95%
Target Bacterial
Storage Store at -20°C
IUPAC Name 1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione
InChI InChI=1S/C8H6N4O5/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)/b9-3+
InChIKey NXFQHRVNIOXGAQ-YCRREMRBSA-N
SMILES C1C(=O)NC(=O)N1/N=C/C2=CC=C(O2)[N+](=O)[O-]
Reference

1: Fransen F, Melchers MJB, Lagarde CMC, Meletiadis J, Mouton JW.
Pharmacodynamics of nitrofurantoin at different pH levels against pathogens
involved in urinary tract infections. J Antimicrob Chemother. 2017 Sep 11. doi:
10.1093/jac/dkx313. [Epub ahead of print] PubMed PMID: 28961900.
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2: Committee on Obstetric Practice. Committee Opinion No. 717: Sulfonamides,
Nitrofurantoin, and Risk of Birth Defects. Obstet Gynecol. 2017
Sep;130(3):e150-e152. doi: 10.1097/AOG.0000000000002300. PubMed PMID: 28832488.
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3: Committee Opinion No. 717 Summary: Sulfonamides, Nitrofurantoin, and Risk of
Birth Defects. Obstet Gynecol. 2017 Sep;130(3):666-667. doi:
10.1097/AOG.0000000000002290. PubMed PMID: 28832479.
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4: Bio&#353;i&#263; M, &#352;kori&#263; I, Beganovi&#263; J, Babi&#263; S. Nitrofurantoin hydrolytic
degradation in the environment. Chemosphere. 2017 Nov;186:660-668. doi:
10.1016/j.chemosphere.2017.08.011. Epub 2017 Aug 8. PubMed PMID: 28818593.

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5: Meena S, Mohapatra S, Sood S, Dhawan B, Das BK, Kapil A. Revisiting
Nitrofurantoin for Vancomycin Resistant Enterococci. J Clin Diagn Res. 2017
Jun;11(6):DC19-DC22. doi: 10.7860/JCDR/2017/25140.10140. Epub 2017 Jun 1. PubMed
PMID: 28764160; PubMed Central PMCID: PMC5535353.
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6: Blanco E, Atienzar P, Hernández P, Quintana C. The Langmuir-Hinshelwood
approach for kinetic evaluation of cucurbit[7]uril-capped gold nanoparticles in
the reduction of the antimicrobial nitrofurantoin. Phys Chem Chem Phys. 2017 Jul
26;19(29):18913-18923. doi: 10.1039/c7cp03534a. PubMed PMID: 28715032.
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7: Ferreira AO, Polonini HC, Loures da Silva S, Cerqueira de Melo VA, de Andrade
L, Brand&#227;o MAF. Stability of Alprazolam, Atropine Sulfate, Glutamine,
Levofloxacin, Metoprolol Tartrate, Nitrofurantoin, Ondansetron Hydrochloride,
Oxandrolone, Pregabaline, and Riboflavin in SyrSpend SF pH4 Oral Suspensions. Int
J Pharm Compd. 2017 May-Jun;21(3):255-263. PubMed PMID: 28557789.
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8: Gandotra SD, Smotrys MA, Patel DB, Chadha A. Systemic inflammatory response
syndrome (SIRS) and a left bundle branch block (LBBB) due to nitrofurantoin. BMJ
Case Rep. 2017 May 22;2017. pii: bcr-2016-218127. doi: 10.1136/bcr-2016-218127.
PubMed PMID: 28536210.
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9: Ferreira LP, Parra GG, Codognato DCK, Amado AM, da Silva RS. Light induced
cytotoxicity of nitrofurantoin toward murine melanoma. Photochem Photobiol Sci.
2017 Jul 1;16(7):1071-1078. doi: 10.1039/c6pp00306k. Epub 2017 May 17. PubMed
PMID: 28513644.
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10: Claussen K, Stocks E, Bhat D, Fish J, Rubin CD. How Common Are Pulmonary and
Hepatic Adverse Effects in Older Adults Prescribed Nitrofurantoin? J Am Geriatr
Soc. 2017 Jun;65(6):1316-1320. doi: 10.1111/jgs.14796. Epub 2017 Mar 17. PubMed
PMID: 28306135; PubMed Central PMCID: PMC5478436.

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