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Merck

UC167

Sigma-Aldrich

Oxidized Nifedipine

powder, ~95% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C17H16N2O6
Número de CAS:
Peso molecular:
344.32
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77

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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

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Este artículo
P6366M5785P6116
manufacturer/tradename

Nunc 469078

manufacturer/tradename

Nunc 464718

manufacturer/tradename

Nunc 439454

manufacturer/tradename

Nunc 460372

sterility

non-sterile

sterility

non-sterile

sterility

non-sterile

sterility

non-sterile

material

clear polystyrene , flat bottom clear polystyrene wells

material

clear polystyrene , flat bottom clear polystyrene wells

material

clear polystyrene , flat bottom clear polystyrene wells

material

flat bottom white polystyrene wells

well maximum volume

400 μm

well maximum volume

120 μm

well maximum volume

400 μm

well maximum volume

120 μm

working volume

350 μL

working volume

100 μL

working volume

350 μL

working volume

100 μL

Application

Oxidized Nifedipine may be used:
  • to study enzyme kinetics using UV high-performance liquid chromatography (UV-HPLC)[1]
  • 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[2]
  • in nifedipine metabolism activity assay of Hep G2 cells transfected with hepatocyte nuclear factor-1α(HNF1α)[3]

Oxidized nifedipine has been used for apoptotic signaling studies in dopaminergic neurons[4].

Biochem/physiol Actions

Nifedipine is a dihydropyridine derivative[5] and a calcium channel blocker.[6] It is used in treating hypertension and angina pectoris.[5] Oxidized Nifedipine is an oxidation product of nifedipine generated either by exposure to UV or day light.[6] The enzyme cytochrome P450 3A (CYP3A4) metabolizes nifedipine.[3]
CYP3A4 nifedipine metabolite. Nifedipine (parent compound) is an antianginal and antihypertensive agent.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Gabriel A de Erausquin et al.
Molecular pharmacology, 63(4), 784-790 (2003-03-20)
We describe a new molecular mechanism of cell death by excitotoxicity mediated through nuclear transcription factor kappa B (NF kappa B) in rat embryonic cultures of dopaminergic neurons. Treatment of mesencephalic cultures with alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) resulted in a number
CYP3As catalyze nifedipine oxidation in pig liver microsomes: Enzyme kinetics, inhibition and functional expression
Jiang J, et al.
Catalysis Communications, 12(8), 694-697 (2011)
Wiriyaporn Sumsakul et al.
Asian Pacific journal of tropical medicine, 8(11), 914-918 (2015-11-29)
To investigate the propensity of plumbagin to inhibit the three isoforms of human cytochrome P450 (CYP), i.e., CYP1A2, CYP2C19, and CYP3A4 using human liver microsomes in vitro. Inhibitory effects of plumbagin on the three human CYP isoforms were investigated using pooled
D G Waller et al.
British journal of clinical pharmacology, 18(6), 951-954 (1984-12-01)
Oral administration of nifedipine (20 and 30 mg tablets) to six volunteers was associated with a bioavailability of 0.43 and the presence of its nitropyridine analogue in the plasma. This metabolite was present in only trace amounts in samples taken
J L Born et al.
Chemical research in toxicology, 2(1), 57-59 (1989-01-01)
The primary deuterium isotope effect on Vm for the microsomal oxidation of the dihydropyridine calcium entry blocker nifedipine [4-(2-nitrophenyl)-2,6-dimethyl-3,5- bis(methoxycarbonyl)-1,4-dihydropyridine] has been measured. The magnitude of the kinetic isotope effect, 6.7, suggests that the rate-limiting step in the mechanism of

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