Nifursol
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 540318

CAS#: 16915-70-1

Description: Nifursol is a livestock feed additive and antiobiotic used to prevent the growth of histomonas.


Chemical Structure

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Nifursol
CAS# 16915-70-1

Theoretical Analysis

MedKoo Cat#: 540318
Name: Nifursol
CAS#: 16915-70-1
Chemical Formula: C12H7N5O9
Exact Mass: 365.02
Molecular Weight: 365.214
Elemental Analysis: C, 39.47; H, 1.93; N, 19.18; O, 39.43

Price and Availability

Size Price Availability Quantity
25g USD 260
100g USD 565
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Synonym: Histomon; Nifursol; Salfuride

IUPAC/Chemical Name: (E)-2-hydroxy-3,5-dinitro-N'-((5-nitrofuran-2-yl)methylene)benzohydrazide

InChi Key: XXUXXCZCUGIGPP-WLRTZDKTSA-N

InChi Code: InChI=1S/C12H7N5O9/c18-11-8(3-6(15(20)21)4-9(11)16(22)23)12(19)14-13-5-7-1-2-10(26-7)17(24)25/h1-5,18H,(H,14,19)/b13-5+

SMILES Code: O=C(N/N=C/C1=CC=C([N+]([O-])=O)O1)C2=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C2O

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

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

More Info:

Product Data:
Biological target: Nifursol is a potent and orally active veterinary antibiotic for the prevention of histomoniasis.
In vitro activity: TBD
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 5.0 13.69
DMSO 27.5 75.30

Preparing Stock Solutions

The following data is based on the product molecular weight 365.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: TBD
In vitro protocol: TBD
In vivo protocol: TBD

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1: Barbosa J, Freitas A, Moura S, Mourão JL, Noronha da Silveira MI, Ramos F. Detection, accumulation, distribution, and depletion of furaltadone and nifursol residues in poultry muscle, liver, and gizzard. J Agric Food Chem. 2011 Nov 23;59(22):11927-34. doi: 10.1021/jf2029384. Epub 2011 Nov 2. PubMed PMID: 22011291.

2: Barbosa J, Freitas A, Mourão JL, Noronha da Silveira MI, Ramos F. Determination of furaltadone and nifursol residues in poultry eggs by liquid chromatography-electrospray ionization tandem mass spectrometry. J Agric Food Chem. 2012 May 2;60(17):4227-34. doi: 10.1021/jf205186y. Epub 2012 Apr 20. PubMed PMID: 22486660.

3: Verdon E, Couedor P, Sanders P. Multi-residue monitoring for the simultaneous determination of five nitrofurans (furazolidone, furaltadone, nitrofurazone, nitrofurantoine, nifursol) in poultry muscle tissue through the detection of their five major metabolites (AOZ, AMOZ, SEM, AHD, DNSAH) by liquid chromatography coupled to electrospray tandem mass spectrometry--in-house validation in line with Commission Decision 657/2002/EC. Anal Chim Acta. 2007 Mar 14;586(1-2):336-47. Epub 2007 Jan 19. PubMed PMID: 17386733.

4: George GM, Frahm LJ, McDonnell JP. High pressure liquid chromatographic determination of nifursol in finished feeds. J Assoc Off Anal Chem. 1981 Jul;64(4):969-72. PubMed PMID: 7275913.

5: Frahm LJ, George GM, McDonnell JP. Gas-liquid chromatographic determination of nifursol in frozen turkey tissues to ten parts per billion. J Assoc Off Anal Chem. 1975 Jul;58(4):694-9. PubMed PMID: 1150608.

6: Vatne RD, Baron RR, Morehouse NF. Histomonastatic activity of nifursol in chickens. Poult Sci. 1969 Nov;48(6):2157-60. PubMed PMID: 5392904.

7: The determination of nifursol in animal feeds. Analyst. 1973 Dec;98(173):908-11. PubMed PMID: 4783678.

8: Vahl M. Analysis of nifursol residues in turkey and chicken meat using liquid chromatography-tandem mass spectrometry. Food Addit Contam. 2005 Feb;22(2):120-7. PubMed PMID: 15824001.

9: Kaufmann A, Butcher P, Maden K, Walker S, Widmer M. Determination of nitrofuran and chloramphenicol residues by high resolution mass spectrometry versus tandem quadrupole mass spectrometry. Anal Chim Acta. 2015 Mar 3;862:41-52. doi: 10.1016/j.aca.2014.12.036. Epub 2014 Dec 24. PubMed PMID: 25682427.

10: Wheals BB, Weston RE. The determination of 3,5-dinitrosalicyl-(5-nitrofurfurylidene)hydrazide (nifursol) in animal feeding stuffs by electron-capture gas chromatography. Analyst. 1971 Jan;96(138):78-80. PubMed PMID: 5121551.

11: Mulder PP, Zuidema T, Keestra NG, Kooij PJ, Elbers IJ, van Rhijn JA. Determination of nifursol metabolites in poultry muscle and liver tissue. Development and validation of a confirmatory method. Analyst. 2005 May;130(5):763-71. Epub 2005 Mar 21. PubMed PMID: 15852149.

12: Determination of nifursol in medicated animal feeds using high-performance liquid chromatography. Analytical Methods Committee. Analyst. 1985 Aug;110(8):1013-7. PubMed PMID: 4061847.

13: Vatne RD, Baron RR, Morehouse NF. Histomonastatic activity of nifursol in turkeys. Poult Sci. 1969 Mar;48(2):590-6. PubMed PMID: 5389876.

14: Shen YD, Zhang SW, Lei HT, Wang H, Xiao ZL, Jiang YM, Sun YM. Design and synthesis of immunoconjugates and development of an indirect ELISA for rapid detection of 3, 5-dinitrosalicyclic Acid hydrazide. Molecules. 2008 Sep 23;13(9):2238-48. PubMed PMID: 18830153.

15: Wang C, Qu L, Liu X, Zhao C, Zhao F, Huang F, Zhu Z, Han C. Determination of a metabolite of nifursol in foodstuffs of animal origin by liquid-liquid extraction and liquid chromatography with tandem mass spectrometry. J Sep Sci. 2017 Feb;40(3):671-676. doi: 10.1002/jssc.201600996. Epub 2017 Jan 13. PubMed PMID: 27935246.

16: Popp C, Hauck R, Blazey B, Hänel A, Hafez HM. An unusual outbreak of histomonosis in a commercial turkey flock. Berl Munch Tierarztl Wochenschr. 2012 Mar-Apr;125(3-4):153-8. PubMed PMID: 22515034.

17: Callait MP, Granier C, Chauve C, Zenner L. In vitro activity of therapeutic drugs against Histomonas meleagridis (Smith, 1895). Poult Sci. 2002 Aug;81(8):1122-7. PubMed PMID: 12211302.

18: Thompson CS, Traynor IM, Fodey TL, Crooks SR, Kennedy DG. Screening method for the detection of a range of nitrofurans in avian eyes by optical biosensor. Anal Chim Acta. 2011 Aug 26;700(1-2):177-82. doi: 10.1016/j.aca.2010.10.048. Epub 2010 Nov 9. PubMed PMID: 21742130.

19: Callait-Cardinal MP, Leroux S, Venereau E, Chauve CM, Le Pottier G, Zenner L. Incidence of histomonosis in turkeys in France since the bans of dimetridazole and nifursol. Vet Rec. 2007 Oct 27;161(17):581-5. PubMed PMID: 17965368.

20: Letter from Europe. Aust Vet J. 2004 Apr;82(4):193. PubMed PMID: 15149065.