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Merck
CN

1463701

USP

Nifedipine Nitrosophenylpyridine Analog

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

Dimethyl 2,6-dimethyl-4-(2-nitrosophenyl)-3,5-pyridinedicarboxylate

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About This Item

Empirical Formula (Hill Notation):
C17H16N2O5
CAS Number:
50428-14-3
Molecular Weight:
328.32
NACRES:
NA.24
PubChem Substance ID:
329750560
UNSPSC Code:
41116107
MDL number:
MFCD22572715

Key Documents

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Product Name

Nifedipine Nitrosophenylpyridine Analog, United States Pharmacopeia (USP) Reference Standard

InChI

1S/C17H16N2O5/c1-9-13(16(20)23-3)15(11-7-5-6-8-12(11)19-22)14(10(2)18-9)17(21)24-4/h5-8H,1-4H3

SMILES string

O=C(OC)C1=C(C2=C(N=O)C=CC=C2)C(C(OC)=O)=C(C)N=C1C

InChI key

MUZLTKGYFZENFW-UHFFFAOYSA-N

grade

pharmaceutical primary standard

API family

nifedipine

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

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Other Notes

Sales restrictions may apply.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Application

Nifedipine Nitrosophenylpyridine Analog USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Nifedipine
  • Nifedipine Capsules
  • Nifedipine Extended-Release Tablets

General description

Nitrosamines are chemical compounds that can form during drug manufacturing and may pose health risks, including carcinogenicity.

This product is provided as delivered and specified by the issuing Pharmacopoeia. For further information and support, including certificate/ product information sheets, please go to the website of the issuing Pharmacopoeia.

pictograms

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GHS07

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

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V Misík et al.
Molecular pharmacology, 40(3), 435-439 (1991-09-01)
Nifedipine [1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic+ ++ acid dimethyl ester] and nimodipine [1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic+ ++ acid 2-methoxyethyl 1-methylethyl ester], incorporated into diheptanoylphosphatidylcholine liposomes, which were used as a drug carrier system, slightly inhibited lipid peroxidation (induced by tert-butylhydroperoxide and Fe2+) in rat heart homogenate. Illumination
G Carlucci et al.
Farmaco (Societa chimica italiana : 1989), 45(6 Suppl), 751-755 (1990-06-01)
A method for the determination of 2,6-dimethyl-4-(2'-nitrosophenyl)-3,5-pyridinedicarboxylic acid dimethylester in nifedipine (bulk material and pharmaceutical formulations) by second-derivative ultraviolet spectrophotometry is described. The procedure is simple and rapid and gives accurate and precise results.
Jürgen Schoppe et al.
Cell calcium, 33(3), 207-221 (2003-02-26)
Leech P neurons possess caffeine-sensitive ion channels in intracellular Ca(2+) stores and in the plasma membrane. The following results indicate that these channels are also activated by 2,6-dimethyl-4-(2-nitrosophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester (NTP), the photoproduct of the L-type Ca(2+) channel-blocker nifedipine:

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