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UC167

Sigma-Aldrich

Oxidized Nifedipine

powder, ~95% (HPLC)

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C17H16N2O6
Número CAS:
67035-22-7
Peso molecular:
344.32
Número MDL:
MFCD00153847
Código UNSPSC:
12161501
ID de substância PubChem:
329827652
NACRES:
NA.77

Ensaio

~95% (HPLC)

forma

powder

cor

yellow

pf

100-105 °C

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

UMQHJQGNGLQJPF-UHFFFAOYSA-N

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Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogramas

Corrosion
GHS05

Palavra indicadora

Danger

Frases de perigo

H318

Declarações de precaução

P280 - P305 + P351 + P338

Classificações de perigo

Eye Dam. 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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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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