UC167
Oxidized Nifedipine
powder, ~95% (HPLC)
别名:
2,6-Dimethyl-4-(2´-nitrophenyl)-3,5-pyridinecarboxylic acid dimethyl ester
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关于此项目
经验公式（希尔记法）:
C17H16N2O6
化学文摘社编号:
分子量:
344.32
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
MDL number:
产品名称
Oxidized Nifedipine, powder, ~95% (HPLC)
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
SMILES string
COC(=O)c1c(C)nc(C)c(C(=O)OC)c1-c2ccccc2[N+]([O-])=O
InChI key
UMQHJQGNGLQJPF-UHFFFAOYSA-N
assay
~95% (HPLC)
form
powder
color
yellow
mp
100-105 °C
storage temp.
2-8°C
Quality Level
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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.
Biochem/physiol Actions
CYP3A4 nifedipine metabolite. Nifedipine (parent compound) is an antianginal and antihypertensive agent.
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.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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)
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)
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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