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N149

Sigma-Aldrich

Nimodipin

Synonym(e):

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridindicarbonsäure-(2-methoxyethyl)-(1-methylethyl)-ester, Isopropyl-(2-methoxyethyl)-1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridindicarboxylat

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About This Item

Empirische Formel (Hill-System):
C21H26N2O7
CAS-Nummer:
66085-59-4
Molekulargewicht:
418.44
EG-Nummer:
266-127-0
MDL-Nummer:
MFCD00153848
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24277858
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Farbe

off-white to yellow

Löslichkeit

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

Ersteller

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

InChIKey

UIAGMCDKSXEBJQ-UHFFFAOYSA-N

Angaben zum Gen

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

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Anwendung

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. Wirkung

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

Leistungsmerkmale und Vorteile

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.

Vorsicht

Photosensitive

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
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)
Nifedipine and nimodipine protect dopaminergic substantia nigra neurons against axotomy-induced cell death in rat vibrosections via modulating inflammatory responses
Daschil N and Humpel C
Brain Research, 1581, 1-11 (2014)
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
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