Nitrofurazone
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MedKoo CAT#: 318373

CAS#: 59-87-0

Description: Nitrofurazone 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.


Price and Availability

Size Price Shipping out time Quantity
10g USD 90 2 Weeks
20g USD 150 2 Weeks
50g USD 250 2 Weeks
100g USD 450 2 Weeks
200g USD 650 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-11-23. Prices are subject to change without notice.

Nitrofurazone, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 318373
Name: Nitrofurazone
CAS#: 59-87-0
Chemical Formula: C6H6N4O4
Exact Mass: 198.0389
Molecular Weight: 198.1362
Elemental Analysis: C, 36.37; H, 3.05; N, 28.28; O, 32.30


Synonym: Nitrofurazone, Nitrofural, Furacin, Furacilin

IUPAC/Chemical Name: (E)-2-((5-nitrofuran-2-yl)methylene)hydrazinecarboxamide

InChi Key: IAIWVQXQOWNYOU-FPYGCLRLSA-N

InChi Code: 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+

SMILES Code: O=[N+]([O-])C1=CC=C(/C=N/NC(N)=O)O1


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Pogoda D, Janczak J, Videnova-Adrabinska V. New polymorphs of an old drug: conformational and synthon polymorphism of 5-nitrofurazone. Acta Crystallogr B Struct Sci Cryst Eng Mater. 2016 Apr 1;72(Pt 2):263-73. doi: 10.1107/S2052520615024956. Epub 2016 Apr 1. PubMed PMID: 27048728.

2: Guo X, Wang Y, Wu F, Ni Y, Kokot S. The use of tungsten disulfide dots as highly selective, fluorescent probes for analysis of nitrofurazone. Talanta. 2015 Nov 1;144:1036-43. doi: 10.1016/j.talanta.2015.07.055. Epub 2015 Jul 19. PubMed PMID: 26452924.

3: Zhang S, Guo Y, Yan Z, Sun X, Zhang X. A selective biomarker for confirming nitrofurazone residues in crab and shrimp using ultra-performance liquid chromatography-tandem mass spectrometry. Anal Bioanal Chem. 2015 Dec;407(30):8971-7. doi: 10.1007/s00216-015-9058-7. Epub 2015 Oct 1. PubMed PMID: 26427505.

4: Yasojima EY, Ribeiro Júnior RF, Pessôa TC, Cavalcante LC, Ramos SR, Serruya YA, de Moraes MM. Effects of nitrofurazone on correction of abdominal wall defect treated with polypropylene mesh involved by fibrous tissue. Acta Cir Bras. 2015 Oct;30(10):686-90. doi: 10.1590/S0102-865020150100000006. Erratum in: Acta Cir Bras. 2015 Dec;30(12):858. PubMed PMID: 26560427.

5: Hong Y, Liu S, Lin X, Li J, Yi Z, Al-Rasheid KA. Recognizing the importance of exposure-dose-response dynamics for ecotoxicity assessment: nitrofurazone-induced antioxidase activity and mRNA expression in model protozoan Euplotes vannus. Environ Sci Pollut Res Int. 2015 Jun;22(12):9544-53. doi: 10.1007/s11356-015-4096-4. Epub 2015 Jan 29. PubMed PMID: 25628113.

6: Stadler RH, Verzegnassi L, Seefelder W, Racault L. Why semicarbazide (SEM) is not an appropriate marker for the usage of nitrofurazone on agricultural animals. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2015;32(11):1842-50. doi: 10.1080/19440049.2015.1086028. Epub 2015 Oct 6. PubMed PMID: 26359628.

7: Kottur J, Sharma A, Gore KR, Narayanan N, Samanta B, Pradeepkumar PI, Nair DT. Unique structural features in DNA polymerase IV enable efficient bypass of the N2 adduct induced by the nitrofurazone antibiotic. Structure. 2015 Jan 6;23(1):56-67. doi: 10.1016/j.str.2014.10.019. Epub 2014 Dec 11. PubMed PMID: 25497730.

8: Li J, Zhou L, Lin X, Yi Z, Al-Rasheid KA. Characterizing dose-responses of catalase to nitrofurazone exposure in model ciliated protozoan Euplotes vannus for ecotoxicity assessment: enzyme activity and mRNA expression. Ecotoxicol Environ Saf. 2014 Feb;100:294-302. doi: 10.1016/j.ecoenv.2013.08.021. Epub 2013 Sep 26. PubMed PMID: 24075098.

9: Vila MM, Coelho SL, Chaud MV, Tubino M, Oliveira JM Jr, Balcao VM. Development and characterization of a hydrogel containing nitrofurazone for antimicrobial topical applications. Curr Pharm Biotechnol. 2014;15(2):182-90. PubMed PMID: 25135342.

10: Prieto J. Whether nitrofurazone-impregnated catheters have a clinically important impact on the risk of UTI compared to standard catheters is uncertain, but they may be cost-effective for the NHS. Evid Based Nurs. 2014 Jan;17(1):28-9. doi: 10.1136/eb-2013-101283. Epub 2013 May 21. PubMed PMID: 23696230.

11: Kouchak M, Ameri A, Naseri B, Kargar Boldaji S. Chitosan and polyvinyl alcohol composite films containing nitrofurazone: preparation and evaluation. Iran J Basic Med Sci. 2014 Jan;17(1):14-20. PubMed PMID: 24592302; PubMed Central PMCID: PMC3938881.

12: Balcao VM, Santos MG, Martins PR, Chaud MV, Oliveira Junior JM, Tubino M, Vila MM. Development and characterization of a gel formulation integrating microencapsulated nitrofurazone. Curr Pharm Biotechnol. 2014;14(12):1036-47. PubMed PMID: 24433503.

13: Barati F, Javanbakht J, Adib-Hashemi F, Hosseini E, Safaeie R, Rajabian M, Razmjoo M, Sedaghat R, Aghamohammad Hassan M. Histopathological and clinical evaluation of Kombucha tea and Nitrofurazone on cutaneous full-thickness wounds healing in rats: an experimental study. Diagn Pathol. 2013 Jul 17;8:120. doi: 10.1186/1746-1596-8-120. PubMed PMID: 23866960; PubMed Central PMCID: PMC3846920.

14: Nogueira Filho MA, Padilha EC, Campos ML, Pontes Machado DV, Davanço MG, Pestana KC, Chin CM, Peccinini RG. Pharmacokinetics of hydroxymethylnitrofurazone and its parent drug nitrofurazone in rabbits. Drug Metab Lett. 2013 Mar;7(1):58-64. PubMed PMID: 23957951.

15: Erdos Z, Pearson K, Goedken M, Menzel K, Sistare FD, Glaab WE, Saldutti LP. Inhibin B response to testicular toxicants hexachlorophene, ethane dimethane sulfonate, di-(n-butyl)-phthalate, nitrofurazone, DL-ethionine, 17-alpha ethinylestradiol, 2,5-hexanedione, or carbendazim following short-term dosing in male rats. Birth Defects Res B Dev Reprod Toxicol. 2013 Feb;98(1):41-53. doi: 10.1002/bdrb.21035. Epub 2013 Jan 24. PubMed PMID: 23348767.

16: Ni Y, Wang P, Kokot S. Voltammetric investigation of DNA damage induced by nitrofurazone and short-lived nitro-radicals with the use of an electrochemical DNA biosensor. Biosens Bioelectron. 2012 Oct-Dec;38(1):245-51. doi: 10.1016/j.bios.2012.05.034. Epub 2012 Jun 6. PubMed PMID: 22717476.

17: Johnson JR, Johnston B, Kuskowski MA. In vitro comparison of nitrofurazone- and silver alloy-coated foley catheters for contact-dependent and diffusible inhibition of urinary tract infection-associated microorganisms. Antimicrob Agents Chemother. 2012 Sep;56(9):4969-72. doi: 10.1128/AAC.00733-12. Epub 2012 Jul 2. PubMed PMID: 22751541; PubMed Central PMCID: PMC3421844.

18: Deng F, Dong C, Liu Y. Characterization of the interaction between nitrofurazone and human serum albumin by spectroscopic and molecular modeling methods. Mol Biosyst. 2012 Apr;8(5):1446-51. doi: 10.1039/c2mb05467a. Epub 2012 Feb 15. PubMed PMID: 22337082.

19: Zhou L, Li J, Lin X, Al-Rasheid KA. Use of RAPD to detect DNA damage induced by nitrofurazone in marine ciliate, Euplotes vannus (Protozoa, Ciliophora). Aquat Toxicol. 2011 Jun;103(3-4):225-32. doi: 10.1016/j.aquatox.2011.03.002. Epub 2011 Mar 15. PubMed PMID: 21481819.

20: Becerro de Bengoa Vallejo R, Losa Iglesias ME, Cervera LA, Fernández DS, Prieto JP. Efficacy of intraoperative surgical irrigation with polihexanide and nitrofurazone in reducing bacterial load after nail removal surgery. J Am Acad Dermatol. 2011 Feb;64(2):328-35. doi: 10.1016/j.jaad.2010.01.011. Epub 2010 Nov 26. PubMed PMID: 21112671.