Merck
All Photos(4)

N7634

Sigma-Aldrich

Nifedipine

≥98% (HPLC), powder

Synonym(s):
1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
Empirical Formula (Hill Notation):
C17H18N2O6
CAS Number:
Molecular Weight:
346.33
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: soluble
ethanol: soluble

originator

Bayer

storage temp.

2-8°C

SMILES string

COC(=O)C1=C(C)NC(C)=C(C1c2ccccc2[N+]([O-])=O)C(=O)OC

InChI

1S/C17H18N2O6/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/h5-8,15,18H,1-4H3

InChI key

HYIMSNHJOBLJNT-UHFFFAOYSA-N

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Application

Nifedipine has been used:
  • to evaluate its effect on myenteric neuronal calcium current through R-type calcium channel in guinea pig small intestine
[28]
  • to evaluate the neuroprotective effect of L-type calcium channel blockers in cholinergic and dopaminergic neurons
  • [29]
  • to identify the effect of co-administration of nifedipine (anti-hypertensive drug) along with hypoglycemic drug on human umbilical vein cells (HUVECs)
  • [30]

    Packaging

    1, 5, 10, 25 g in glass bottle

    Biochem/physiol Actions

    Nifedipine is a L-type Ca2+ channel blocker;[28] and induces apoptosis in human glioblastoma cells.[32] Nifedipine has neuroprotection activity and protects substantia nigra. Nifedipine has antioxidant potential. Nifedipine downregulates inflammatory cytokines like macrophage inflammatory protein-2 (MIP-2), tumor necrosis factor-α (TNF-α).[29] Nifedipine has antihypertensive properties.[30] Nifedipine inhibits extracellular region of adenosine A2a receptor (ADORA2A) gene.[31]

    Features and Benefits

    This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
    This compound is featured on the Calcium Channels and Cyclic Nucleotide-Gated (CNG) and Hyperpolarization Activated Cyclic Nucleotide-Gated (HCN) Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
    This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

    Other Notes

    Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. N7634.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

    Pictograms

    Exclamation mark

    Signal Word

    Warning

    Hazard Statements

    Hazard Classifications

    Acute Tox. 4 Oral

    Storage Class Code

    13 - Non Combustible Solids

    WGK

    WGK 1

    Flash Point(F)

    Not applicable

    Flash Point(C)

    Not applicable

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves

    Certificate of Analysis

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    Certificate of Origin

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    Product Information Sheet

    More Documents

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