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Sigma-Aldrich

Oxidiertes Nifedipin

powder, ~95% (HPLC)

Synonym(e):

2,6-Dimethyl-4-(2-nitrophenyl)-3,5-pyridincarbonsäure-dimethylester

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About This Item

Empirische Formel (Hill-System):
C17H16N2O6
CAS-Nummer:
67035-22-7
Molekulargewicht:
344.32
MDL-Nummer:
MFCD00153847
UNSPSC-Code:
12161501
PubChem Substanz-ID:
329827652
NACRES:
NA.77

Assay

~95% (HPLC)

Form

powder

Farbe

yellow

mp (Schmelzpunkt)

100-105 °C

Lagertemp.

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

InChIKey

UMQHJQGNGLQJPF-UHFFFAOYSA-N

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Anwendung

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.

Biochem./physiol. Wirkung

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 Nifedipin Metabolit. Nifedipin (Ausgangssubstanz) ist ein antianginal und blutdrucksenkendes Mittel.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H318

Gefahreneinstufungen

Eye Dam. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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
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
Occurrence and measurement of nifedipine and its nitropyridine derivatives in human blood plasma.
J Dokladalova et al.
Journal of chromatography, 231(2), 451-458 (1982-09-10)
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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