Nitrofurazone

  • CAT Number: A000598
  • CAS Number: 59-87-0
  • Molecular Formula: C6H6N4O4
  • Molecular Weight: 198.14
  • Purity: ≥95%
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Nitrofurazone (CAS 59-87-0) is a topical anti-infective agent that is effective against gram-negative and gram-positive bacteria. It is used for superficial wounds and injuries and skin infections. Nitrofurazone has also been administered orally in the treatment of trypanosomiasis.

Catalog Number A000598
CAS Number 59-87-0
Molecular Formula

C6H6N4O4

Purity 95%
Target Antibiotic
Solubility >9.6mg/mL in DMSO
Storage -20°C
IUPAC Name [(E)-(5-nitrofuran-2-yl)methylideneamino]urea
InChI InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+
InChIKey IAIWVQXQOWNYOU-FPYGCLRLSA-N
SMILES C1=C(OC(=C1)[N+](=O)[O-])C=NNC(=O)N
Reference

1: Varaei S, Mohaddes Ardabili F, Sabaghzadeh Irani P, Ranjbar H. The Effect of Aloe Vera Gel and Nitrofurazone on Dressing Related Pain of Superficial Burn Wounds. World J Plast Surg. 2017 May;6(2):254-256. PubMed PMID: 28713723; PubMed Central PMCID: PMC5506367.<br />
2: Hong Y, Tan Y, Meng Y, Yang H, Zhang Y, Warren A, Li J, Lin X. Evaluation of biomarkers for ecotoxicity assessment by dose-response dynamic models: Effects of nitrofurazone on antioxidant enzymes in the model ciliated protozoan Euplotes vannus. Ecotoxicol Environ Saf. 2017 Oct;144:552-559. doi: 10.1016/j.ecoenv.2017.06.069. Epub 2017 Jul 5. PubMed PMID: 28688356.<br />
3: Kong D, Yun H, Cui D, Qi M, Shao C, Cui D, Ren N, Liang B, Wang A. Response of antimicrobial nitrofurazone-degrading biocathode communities to different cathode potentials. Bioresour Technol. 2017 Oct;241:951-958. doi: 10.1016/j.biortech.2017.06.056. Epub 2017 Jun 13. PubMed PMID: 28637162.<br />
4: Zhang S, Li P, Yan Z, Long J, Zhang X. Identification and quantification of nitrofurazone metabolites by ultraperformance liquid chromatography-quadrupole time-of-flight high-resolution mass spectrometry with precolumn derivatization. Anal Bioanal Chem. 2017 Mar;409(9):2255-2260. doi: 10.1007/s00216-017-0191-3. Epub 2017 Jan 26. PubMed PMID: 28124755.<br />
5: Irani PS, Varaie S. Comparison of the Effect of Aloe Vera Gel and Nitrofurazone 2% on Epithelialization and Granulation Tissue Formation Regarding Superficial Second-Degree Burns. Iran J Med Sci. 2016 May;41(3 Suppl):S3. PubMed PMID: 27840469; PubMed Central PMCID: PMC5103536.<br />
6: &Ouml;zkaya E, Polat Ekinci A. Foot contact dermatitis: nitrofurazone as the main cause in a retrospective, cross-sectional study over a 16-year period from Turkey. Int J Dermatol. 2016 Dec;55(12):1345-1350. doi: 10.1111/ijd.13384. Epub 2016 Aug 6. PubMed PMID: 27496199.<br />
7: Barati F, Javanbakht J, Adib-Hashemi F, Hosseini E, Safaeie R, Rajabian M, Razmjoo M, Sedaghat R, Hassan MA. Retraction note: Histopathological and clinical evaluation of Kombucha tea and Nitrofurazone on cutaneous full-thickness wounds healing in rats: an experimental study. Diagn Pathol. 2016 Nov 2;11(1):117. PubMed PMID: 27802816; PubMed Central PMCID: PMC5090889.<br />
8: Irani PS, Varaie S. Comparison of the Effect of Aloe Vera Gel and Nitrofurazone 2% on Epithelialization and Granulation Tissue Formation Regarding Superficial Second-Degree Burns. Iran J Med Sci. 2016 May;41(3):S3. PubMed PMID: 27516662; PubMed Central PMCID: PMC4955314.<br />
9: Pearson RA, Evans C, Bendall JG. Nitrofurazone quantification in milk at the European Union minimum required performance limit of 1 ng g(-1): circumventing the semicarbazide problem. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2016 Aug;33(8):1324-36. doi: 10.1080/19440049.2016.1209692. Epub 2016 Jul 25. PubMed PMID: 27455411.<br />
10: Silva FT, Franco CH, Favaro DC, Freitas-Junior LH, Moraes CB, Ferreira EI. Design, synthesis and antitrypanosomal activity of some nitrofurazone 1,2,4-triazolic bioisosteric analogues. Eur J Med Chem. 2016 Oct 4;121:553-560. doi: 10.1016/j.ejmech.2016.04.065. Epub 2016 Jun 1. PubMed PMID: 27318979.

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