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UC167 Sigma-Aldrich

Oxidized Nifedipine

powder, ~95% (HPLC)

Synonym: 2,6-Dimethyl-4-(2´-nitrophenyl)-3,5-pyridinecarboxylic acid dimethyl ester

  • CAS Number 67035-22-7

  • Empirical Formula (Hill Notation) C17H16N2O6

  • Molecular Weight 344.32

  •  MDL number MFCD00153847

  •  PubChem Substance ID 329827652

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Drug and Xenobiotic Metabolism,
assay   ~95% (HPLC)
form   powder
color   yellow
mp   100-105 °C
storage temp.   2-8°C
SMILES string   COC(=O)c1c(C)nc(C)c(C(=O)OC)c1-c2ccccc2[N+]([O-])=O
InChI   1S/C17H16N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8H,1-4H3
InChI key   UMQHJQGNGLQJPF-UHFFFAOYSA-N

Description

Application

Oxidized Nifedipine may be used:
• to study enzyme kinetics using UV high-performance liquid chromatography (UV-HPLC)
• as a standard in calibration curve preparation in high-performance liquid chromatography (HPLC) for the quantification of cytochrome P450 3A4 (CYP3A4)-mediated nifedipine oxidation in human microsomes
• in nifedipine metabolism activity assay of Hep G2 cells transfected with hepatocyte nuclear factor-1α(HNF1α)

Oxidized nifedipine has been used for apoptotic signaling studies in dopaminergic neurons.

Packaging

5, 10 mg in glass bottle

Biochem/physiol Actions

Nifedipine is a dihydropyridine derivative and a calcium channel blocker. It is used in treating hypertension and angina pectoris. Oxidized Nifedipine is an oxidation product of nifedipine generated either by exposure to UV or day light. The enzyme cytochrome P450 3A (CYP3A4) metabolizes nifedipine.

CYP3A4 nifedipine metabolite. Nifedipine (parent compound) is an antianginal and antihypertensive agent.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. UC167.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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