N149

Nimodipine

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₂₁H₂₆N₂O₇
• CAS Number: 66085-59-4
• Molecular Weight: 418.44
• EC Number: 266-127-0
• MDL number: MFCD00153848
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277858
• NACRES: NA.77

Properties

• 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

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 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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - 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