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Nifurpirinol

Alias: P-7138; P 7138; Nifurpirinol
Cat No.:V26498 Purity: ≥98%
Nifurpirinol (P-7138) is a nitroaromatic antibiotic (antibiotic) and a substrate of bacterial nitroreductase (NTR).
Nifurpirinol
Nifurpirinol Chemical Structure CAS No.: 13411-16-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Nifurpirinol (P-7138) is a nitroaromatic antibiotic (antibiotic) and a substrate of bacterial nitroreductase (NTR). Compared to metronidazole, Nifurpirinol is a more potent prodrug that induces cell ablation in transgenic models expressing nitroreductase.
Nifurpirinol (CAS#: 13411-16-0), also known as P-7138, is a nitroaromatic antibiotic that acts as a substrate for bacterial nitroreductase (NTR) enzymes. It exhibits pronounced cytotoxicity following enzyme activation in cells expressing NTR. Nifurpirinol is a more potent prodrug compared to metronidazole for triggering cell ablation in NTR-expressing transgenic models. It selectively disrupts the activity of collagen-producing cells in zebrafish. It is acutely toxic to milkfish species.
Biological Activity I Assay Protocols (From Reference)
Targets
Nifurpirinol targets bacterial nitroreductase (NTR) enzymes. As a prodrug, it is activated by NTR-mediated reduction, producing cytotoxic metabolites that kill NTR-expressing cells. This makes it useful for targeted cell ablation in transgenic models. The compound also has antimicrobial activity against various pathogens. Its selectivity for NTR-expressing cells enables precise cell ablation in research applications.
ln Vitro
In vitro, Nifurpirinol is activated by bacterial nitroreductase to produce cytotoxic metabolites. It shows pronounced cytotoxicity in cells expressing NTR. Treated cells show increased cell debris and large cells with enlarged cytoplasm and irregular nuclei, indicative of apoptosis. The compound is more potent than metronidazole for NTR-mediated cell ablation. Detailed in vitro data are available in the primary literature.
ln Vivo
In vivo, Nifurpirinol is used as a prodrug for cell ablation in NTR-expressing transgenic zebrafish models. It selectively disrupts the activity of collagen-producing 1α2 cells in the Fli/colRN zebrafish line. The compound is effective in controlling diseases like columnaris and fin rot in fish farming. Due to potential toxicity and regulatory concerns, its use is monitored.
Enzyme Assay
In vitro NTR activation assays for Nifurpirinol typically use recombinant NTR enzyme or cell lysates from NTR-expressing cells. The compound is dissolved in DMSO and diluted in assay buffer (50 mM Tris-HCl, pH 7.5, 1 mM NADPH). Reactions are initiated by adding NTR and incubated at 37°C for 30-60 minutes. Product formation is monitored by absorbance or fluorescence. Cytotoxicity is assessed in NTR-expressing cell lines by MTT or LDH release assays. IC₅₀ values are calculated from dose-response curves. Controls include vehicle and metronidazole.
Cell Assay
For cell-based assays, NTR-expressing cell lines (e.g., HEK-293 or HeLa cells stably transfected with NTR) are cultured in DMEM with 10% FBS and selection antibiotics. Cells are seeded in 96-well plates and treated with Nifurpirinol at various concentrations for 24-72 hours. Cell viability is assessed by MTT or CellTiter-Glo. Apoptosis is assessed by flow cytometry or caspase assays. Cell morphology is examined microscopically. All treatments include vehicle controls and are performed in triplicate.
Animal Protocol
In vivo, Nifurpirinol is typically administered to zebrafish or other fish species via water immersion or injection. For transgenic models, NTR expression is driven by tissue-specific promoters. Cell ablation is assessed by fluorescence microscopy or histology. For disease control studies in fish, the compound is added to water or feed. Efficacy is assessed by mortality reduction or pathogen load. All procedures follow institutional animal care guidelines.
ADME/Pharmacokinetics
Nifurpirinol (C₁₂H₁₀N₂O₄, MW ~246) is a nitroaromatic antibiotic and NTR prodrug. The compound is activated by NTR-mediated reduction. Pharmacokinetic properties in fish have been characterized. The compound is used in aquaculture research. Due to toxicity concerns, its use is regulated.
Toxicity/Toxicokinetics
Nifurpirinol is acutely toxic to milkfish species. The compound shows pronounced cytotoxicity upon NTR activation. Due to potential toxicity and regulatory concerns, its use is monitored. The compound is for research use only and not intended for human therapeutic applications. Standard safety precautions should be followed.
Additional Infomation
Nifurpirinol is a C-nitro compound belonging to the furan class of compounds.
Nifurpirinol (P-7138) is a research-grade NTR prodrug for cell ablation studies in transgenic models. Its primary applications include developmental biology, neuroscience, and aquaculture research. The compound is not approved for clinical use. It is commercially available from chemical suppliers for research purposes only. Its mechanism involves NTR-mediated activation to cytotoxic metabolites.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H10N2O4
Molecular Weight
246.222
Exact Mass
246.064
CAS #
13411-16-0
PubChem CID
6436061
Appearance
Yellow to brown solid powder
Density
1.412 g/cm3
Boiling Point
416.3ºC at 760 mmHg
Melting Point
170-171°
Flash Point
205.6ºC
Vapour Pressure
0mmHg at 25°C
Index of Refraction
1.695
LogP
2.768
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
18
Complexity
316
Defined Atom Stereocenter Count
0
SMILES
OCC1C=CC=C(/C=C/C2=CC=C([N+]([O-])=O)O2)N=1
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+
Chemical Name
[6-[(E)-2-(5-nitrofuran-2-yl)ethenyl]pyridin-2-yl]methanol
Synonyms
P-7138; P 7138; Nifurpirinol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ≥ 20.83 mg/mL (~84.60 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1 mg/mL (4.06 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 + to the above solution and mix evenly; then add 450 μL of normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0614 mL 20.3070 mL 40.6141 mL
5 mM 0.8123 mL 4.0614 mL 8.1228 mL
10 mM 0.4061 mL 2.0307 mL 4.0614 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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