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N0750010

Nifedipine impurity A

Name: Nifedipine impurity A
Brand: SIAL

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):

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

Empirical Formula (Hill Notation):

C₁₇H₁₆N₂O₆

CAS Number:

67035-22-7

Molecular Weight:

344.32

MDL number:

MFCD00153847

PubChem Substance ID:

329818456

NACRES:

NA.24

grade

pharmaceutical primary standard

API family

nifedipine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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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Analytical Reference Standards

Pharmacopeia & Metrological Institute Standards

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Nifedipine impurity A EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

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

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

Product No.

Description

Pricing

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338 + P310

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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The first pass metabolism of nifedipine in man.

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

Isotopic sensitivity in the microsomal oxidation of the dihydropyridine calcium entry blocker nifedipine.

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

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)

Interactions of endosulfan and methoxychlor involving CYP3A4 and CYP2B6 in human HepaRG cells.

Camille C Savary et al.

Drug metabolism and disposition: the biological fate of chemicals, 42(8), 1235-1240 (2014-05-17)

Humans are usually exposed to several pesticides simultaneously; consequently, combined actions between pesticides themselves or between pesticides and other chemicals need to be addressed in the risk assessment. Many pesticides are efficient activators of pregnane X receptor (PXR) and/or constitutive

Species differences and substrate specificity of CYP3A heteroactivation by efavirenz.

Yohei Kosugi et al.

Xenobiotica; the fate of foreign compounds in biological systems, 45(4), 345-352 (2014-11-12)

1. The purpose of this study was to clarify species differences in the heteroactivation of CYP3A substrates by efavirenz, which is known from clinical studies to activate midazolam 1'-hydroxylation, and to assess the feasibility of an animal model. 2. In monkey and

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