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N149 Sigma-Aldrich

Nimodipine

Synonym: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-methoxyethyl 1-methylethyl ester, Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

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Properties

Related Categories Approved Therapeutics/Drug Candidates, Bayer, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Calcium Channel Modulators,
Quality Level   200
assay   ≥98% (HPLC)
form   powder
color   off-white to yellow
solubility   methanol: 62.5 mg/mL
  45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: insoluble
  H2O: insoluble
originator   Bayer
SMILES string   COCCOC(=O)C1=C(C)NC(C)=C(C1c2cccc(c2)[N+]([O-])=O)C(=O)OC(C)C
InChI   1S/C21H26N2O7/c1-12(2)30-21(25)18-14(4)22-13(3)17(20(24)29-10-9-28-5)19(18)15-7-6-8-16(11-15)23(26)27/h6-8,11-12,19,22H,9-10H2,1-5H3
InChI key   UIAGMCDKSXEBJQ-UHFFFAOYSA-N
Gene Information   human ... ADORA3(140), CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779), CACNG1(786), NR3C2(4306)
rat ... Adora1(29290), Adora2a(25369)

Description

Application

Nimodipine has been used:
• as a L-type calcium channel (LTCC) inhibitor, to evaluate its neuroprotective activity in the vibrosections
• as a standard, in the enantioseparation of chiral drugs by high performance liquid chromatography (HPLC)
• in the pharmacological studies for the measurement of spine voltage escape

Packaging

100, 500 mg in poly bottle

Biochem/physiol Actions

Nimodipine enhances the survival of dopaminergic substantia nigra neurons.

Nimodipine is a potent L-type Ca2+ channel antagonist.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the Calcium Channels page 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.

Caution

Photosensitive

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. N149.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
US7975500
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Antihypertensive Agents

Agents that inhibit angiontensin-converting enzymes (ACE) and angiotensin II formation are essential to cardiovascular medicine.1 These inhibitors are used not only to treat essential hypertension an...
Sami Barghshoon
BioFiles v7 n5, 2012, 5–20
Keywords: AGE, Antihypertensives, Cardiovascular, Clinical, Diuretics, PAGE, Reductions

Discover Bioactive Small Molecules for Ion Channels Research

Ion transport across the relatively impermeable lipid bilayer of the cell membrane is accomplished via membrane proteins known as ion channels, pumps and transporters. Ion channels are gated pores an...
Keywords: Biological processes, Cell signaling, Diseases, Hormones, Ligands, Neurotransmitters

Peer-Reviewed Papers
15

References

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