N7634

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: 21829-25-4
• Molecular Weight: 346.33
• EC Number: 244-598-3
• MDL number: MFCD00057326
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277855
• NACRES: NA.77

Properties

• Quality Level: 200
• 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
• Gene Information: human ... ADORA2A(135) , ADORA3(140) , CACNA1C(775) , CACNA1D(776) , CACNA1F(778) , CACNA1S(779) , CACNA2D1(781) , CYP1A2(1544) , KCNH1(3756) , TTR(7276) ; mouse ... Cacna1c(12288) ; rat ... Adora1(29290) , Adora2a(25369) , Cacna1c(24239) , Cacna1d(29716) , Kcnj1(24521) , Kcnn4(65206) , Tbxas1(24886)

Description

Application

Nifedipine has been used:

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

Biochem/physiol Actions

Nifedipine is a L-type Ca²⁺ channel blocker; and induces apoptosis in human glioblastoma cells. 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). Nifedipine has antihypertensive properties. Nifedipine inhibits extracellular region of adenosine A2a receptor (ADORA2A) gene.

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 + P330 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - 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