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N149

Sigma-Aldrich

Nimodipine

Synonyme(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

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About This Item

Formule empirique (notation de Hill):
C21H26N2O7
Numéro CAS:
66085-59-4
Poids moléculaire :
418.44
Numéro CE :
266-127-0
Numéro MDL:
MFCD00153848
Code UNSPSC :
12352200
ID de substance PubChem :
24277858
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

off-white to yellow

Solubilité

methanol: 62.5 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: insoluble
H2O: insoluble

Auteur

Bayer

Chaîne SMILES 

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

Clé InChI

UIAGMCDKSXEBJQ-UHFFFAOYSA-N

Informations sur le gène

human ... ADORA3(140) , CACNA1C(775) , CACNA1D(776) , CACNA1F(778) , CACNA1S(779) , CACNG1(786) , NR3C2(4306)
rat ... Adora1(29290) , Adora2a(25369)

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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

Actions biochimiques/physiologiques

Nimodipine enhances the survival of dopaminergic substantia nigra neurons.
Nimodipine is a potent L-type Ca2+ channel antagonist.

Caractéristiques et avantages

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.

Attention

Photosensitive

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Yuri C Martins et al.
Malaria journal, 12, 138-138 (2013-04-27)
Human cerebral malaria (HCM) is a life-threatening complication caused by Plasmodium falciparum infection that continues to be a major global health problem despite optimal anti-malarial treatment. In the experimental model of cerebral malaria (ECM) by Plasmodium berghei ANKA, bolus administration
Dendritic spines prevent synaptic voltage clamp
Beaulieu-Laroche L and Harnett MT
Neuron, 97(1), 75-82 (2018)
Ester Ponzetto et al.
Journal of neurosurgery, 119(5), 1125-1128 (2013-08-27)
The authors describe a rare case of central auditory dysfunction induced by cerebral vasospasm after aneurysmal subarachnoid hemorrhage (SAH). A 55-year-old woman who was admitted after aneurysmal SAH developed cerebral vasospasm on Day 3 affecting mainly the right middle cerebral
Karen F S Bell et al.
Journal of neurochemistry, 126(2), 274-287 (2013-02-01)
NMDA-type glutamate receptors mediate both trophic and excitotoxic signalling in CNS neurons. We have previously shown that blocking NMDAR- post-synaptic density-95 (PSD95) interactions provides significant protection from excitotoxicity and in vivo ischaemia; however, the mechanism of neuroprotection is unclear. Here
J Horn et al.
Stroke, 32(10), 2433-2438 (2001-10-06)
Based on the results of animal experiments, clinical trials were performed with nimodipine, which did not demonstrate a beneficial effect on outcome after stroke. The aim of this study was to determine whether the evidence from animal experiments with nimodipine
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