MedKoo Cat#: 584851 | Name: Nifurpirinol
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Description:

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

Nifurpirinol is a nitroaromatic antibiotic.

Chemical Structure

Nifurpirinol
CAS#13411-16-0

Theoretical Analysis

MedKoo Cat#: 584851

Name: Nifurpirinol

CAS#: 13411-16-0

Chemical Formula: C12H10N2O4

Exact Mass: 246.0641

Molecular Weight: 246.22

Elemental Analysis: C, 58.54; H, 4.09; N, 11.38; O, 25.99

Price and Availability

Size Price Availability Quantity
5mg USD 550.00 2 Weeks
10mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Nifurpirinol; P 7138; P-7138
IUPAC/Chemical Name
2-Pyridinemethanol, 6-(2-(5-nitro-2-furanyl)ethenyl)-
InChi Key
JQKHJQJVKRFMCO-SNAWJCMRSA-N
InChi Code
InChI=1S/C12H10N2O4/c15-8-10-3-1-2-9(13-10)4-5-11-6-7-12(18-11)14(16)17/h1-7,15H,8H2/b5-4+
SMILES Code
OCC1=NC(/C=C/C2=CC=C([N+]([O-])=O)O2)=CC=C1
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
>3 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:
Bergemann D, Massoz L, Bourdouxhe J, Carril Pardo CA, Voz ML, Peers B, Manfroid I. Nifurpirinol: A more potent and reliable substrate compared to metronidazole for nitroreductase-mediated cell ablations. Wound Repair Regen. 2018 Mar;26(2):238-244. doi: 10.1111/wrr.12633. Epub 2018 May 19. PMID: 29663654.
In vitro activity:
This study shows that nifurpirinol induces robust and reliable ablations at concentrations 2,000 fold lower than metronidazole and three times below its own toxic concentration. This study confirmed the efficiency of nifurpirinol in triggering massive ablation of three different cell types: the pancreatic beta cells, osteoblasts, and dopaminergic neurons. Reference: Wound Repair Regen. 2018 Mar;26(2):238-244. https://pubmed.ncbi.nlm.nih.gov/29663654/
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
DMSO 20.8 84.60
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 246.22 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:
Bergemann D, Massoz L, Bourdouxhe J, Carril Pardo CA, Voz ML, Peers B, Manfroid I. Nifurpirinol: A more potent and reliable substrate compared to metronidazole for nitroreductase-mediated cell ablations. Wound Repair Regen. 2018 Mar;26(2):238-244. doi: 10.1111/wrr.12633. Epub 2018 May 19. PMID: 29663654.
In vitro protocol:
Bergemann D, Massoz L, Bourdouxhe J, Carril Pardo CA, Voz ML, Peers B, Manfroid I. Nifurpirinol: A more potent and reliable substrate compared to metronidazole for nitroreductase-mediated cell ablations. Wound Repair Regen. 2018 Mar;26(2):238-244. doi: 10.1111/wrr.12633. Epub 2018 May 19. PMID: 29663654.
In vivo protocol:
TBD
1: Tamse CT, Gacutan RQ, Tamse AF. Changes induced in the gills of milkfish (Chanos chanos Forsskål) fingerlings after acute exposure to nifurpirinol (Furanace; P-7138). Bull Environ Contam Toxicol. 1995 Apr;54(4):591-6. PubMed PMID: 7539314. 2: Bergemann D, Massoz L, Bourdouxhe J, Carril Pardo CA, Voz ML, Peers B, Manfroid I. Nifurpirinol: A more potent and reliable substrate compared to metronidazole for nitroreductase-mediated cell ablations. Wound Repair Regen. 2018 Mar;26(2):238-244. doi: 10.1111/wrr.12633. Epub 2018 May 19. PubMed PMID: 29663654. 3: Nakamura Y, Fukushima H, Tomita I, Kimura I. Mutagenicity of nifurpirinol (P-7138) in Escherichia coli WP2 and Salmonella typhimurium TA100. Mutat Res. 1982 Apr;104(1-3):61-6. PubMed PMID: 7043255. 4: Takase Y, Nakamura S, Ishiyama M, Shimizu M. Inhibition of the synthesis of macromolecules in Escherichia coli by nitrofuran derivatives. 3. Nifurpirinol. Chem Pharm Bull (Tokyo). 1973 Jan;21(1):144-8. PubMed PMID: 4576103. 5: Tamse CT, Gacutan RQ. Acute toxicity of nifurpirinol, a fish chemotherapeutant, to milkfish (Chanos chanos) fingerlings. Bull Environ Contam Toxicol. 1994 Mar;52(3):346-50. PubMed PMID: 8142702. 6: 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. 7: Kimura I, Taniguchi N, Kumai H, Tomita I, Kinae N, Yoshizaki K, Ito M, Ishikawa T. Correlation of epizootiological observations with experimental data: chemical induction of chromatophoromas in the croaker, Nibea mitsukurii. Natl Cancer Inst Monogr. 1984 May;65:139-54. PubMed PMID: 6431288. 8: MacMillan JR, Schnick RA, Fornshell G. Stakeholder position paper: aquaculture producer. Prev Vet Med. 2006 Feb 24;73(2-3):197-202. Epub 2005 Nov 9. PubMed PMID: 16289382. 9: Ferguson HW, Moccia RD. Disseminated hexamitiasis in Siamese fighting fish. J Am Vet Med Assoc. 1980 Nov 1;177(9):854-7. PubMed PMID: 7451326. 10: Kimura I, Kinae N, Kumai H, Yamashita M, Nakamura G, Ando M, Ishida H, Tomita I. Environment: peculiar pigment cell neoplasm in fish. J Invest Dermatol. 1989 May;92(5 Suppl):248S-254S. PubMed PMID: 2715659. 11: Nose N, Hoshino Y, Kikuchi Y, Horie M, Saitoh K, Kawachi T, Nakazawa H. Simultaneous liquid chromatographic determination of residual synthetic antibacterials in cultured fish. J Assoc Off Anal Chem. 1987 Jul-Aug;70(4):714-7. PubMed PMID: 3624182. 12: Angelini NM, Seigneur GN. [Disease of the fins of Rhamdia sapo. Isolation of the etiological agents and experimental infection]. Rev Argent Microbiol. 1988 Jan-Mar;20(1):37-48. Spanish. PubMed PMID: 3140294.