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N0750010

Nifedipine impurity A

Name: Nifedipine impurity A
Brand: SIAL

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₇H₁₆N₂O₆

CAS Number:

67035-22-7

Molecular Weight:

344.32

NACRES:

NA.24

PubChem Substance ID:

329818456

UNSPSC Code:

41116107

MDL number:

MFCD00153847

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Properties

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

Description

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.

wgk

WGK 2

pictograms

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338 + P310

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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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)

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

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Global Trade Item Number

SKU	GTIN
N0750010	04061834092995