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Nifurpirinol (Standard)

CAT: 0804-HY-135470R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-135470R-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Nifurpirinol (P-7138) (Standard) is the analytical standard of Nifurpirinol. This product is intended for research and analytical applications. Nifurpirinol (P-7138) is a selective prosubstrate of bacterial nitroreductase (NTR). NTR catalyzes the reduction of nifurpirinol to generate cytotoxic metabolites that induce apoptosis in target cells. Nifurpirinol selectively ablates NTR-expressing cells such as pancreatic β cells, osteoblasts, dopaminergic neurons, and podocytes in transgenic zebrafish models. Nifurpirinol can be used in regeneration studies and disease modeling such as focal segmental glomerulosclerosis (FSGS)[2].
CAS Number
13411-16-0
Product Name Alternative
P-7138 (Standard)
UNSPSC
12352005
Target
Bacterial; Reference Standards
Related Pathways
Anti-infection; Others
Field of Research
Infection
Smiles
OCC1=NC(/C=C/C2=CC=C([N+]([O-])=O)O2)=CC=C1
Molecular Formula
C12H10N2O4
Molecular Weight
246.22
References & Citations
[1]Bergemann D, et al. Nifurpirinol: A more potent and reliable substrate compared to metronidazole for nitroreductase-mediated cell ablations. Wound Repair Regen. 2018 Mar;26 (2) :238-244.|[2]Klawitter M, Siegerist F, Daniel S, et al. Nifurpirinol: A potent inducer of FSGS-like glomerular injury in transgenic zebrafish[J]
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Nifurpirinol

Nifurpirinol is a member of furans and a C-nitro compound.

CAS Number13411-16-0
PubChem CID6436061
IUPAC Name[6-[(E)-2-(5-nitrofuran-2-yl)ethenyl]-2-pyridinyl]methanol
Molecular FormulaC12H10N2O4
Molecular Weight246.22
XLogP1.1
Topological Polar Surface Area92.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Heavy Atom Count18
Formal Charge0
Complexity316
SMILES
C1=CC(=NC(=C1)/C=C/C2=CC=C(O2)[N+](=O)[O-])CO
InChI
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+
InChIKey
JQKHJQJVKRFMCO-SNAWJCMRSA-N
Chemical Structure
2D Structure
2D structure of Nifurpirinol
CAS: 13411-16-0
CID: 6436061
Formula: C12H10N2O4
MW: 246.22
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight246.22
XLogP31.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass246.06405680
Monoisotopic Mass246.06405680
Topological Polar Surface Area92.1 Ų
Heavy Atom Count18
Formal Charge0
Complexity316
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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