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L6295

Sigma-Aldrich

Lomerizine dihydrochloride

≥98% (HPLC), powder

Synonyme(s) :

1-[Bis(4-fluorophenyl)methyl]-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine dihydrochloride

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About This Item

Formule empirique (notation de Hill):
C27H30F2N2O3·2HCl
Numéro CAS:
101477-54-7
Poids moléculaire :
541.46
Numéro MDL:
MFCD01703867
Code UNSPSC :
12352200
ID de substance PubChem :
329817637
Nomenclature NACRES :
NA.25

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to tan

Solubilité

DMSO: ≥30 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

Cl.Cl.COc1ccc(CN2CCN(CC2)C(c3ccc(F)cc3)c4ccc(F)cc4)c(OC)c1OC

InChI

1S/C27H30F2N2O3.2ClH/c1-32-24-13-8-21(26(33-2)27(24)34-3)18-30-14-16-31(17-15-30)25(19-4-9-22(28)10-5-19)20-6-11-23(29)12-7-20;;/h4-13,25H,14-18H2,1-3H3;2*1H

Clé InChI

LOGVKVSFYBBUAJ-UHFFFAOYSA-N

Actions biochimiques/physiologiques

Lomerizine dihydrochloride is a voltage-dependent calcium channel blocker and selective cerebral vasodilator. It is one of the most selective calcium channel blockers for the CNS and cerebral arteries. It has been reported to inhibit both T-type and L-type Ca2+ currents in rat hippocampal CA1 pyramidal neurons, to prevent glutamate-induced neurotoxicity in rat hippocampal primary cell cultures, and to exhibit protective effects in animal models of migraine, ischemia and hypoxia. In Japan, lomerizine has been used as the first-line prophylactic drug for migraines.

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H302,H410

Classification des risques

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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N Shiraki et al.
Biological & pharmaceutical bulletin, 24(5), 555-557 (2001-05-31)
Acquired resistance to chemotherapy is a major problem during cancer treatment. One mechanism for drug resistance is overexpression of the MDR (multidrug resistance)1 gene encoding the transmembrane efflux pump, P-glycoprotein (P-gp). Calcium channel blockers such as verapamil, nifedipine and nicardipine
Melinda Fitzgerald et al.
Investigative ophthalmology & visual science, 50(11), 5456-5462 (2009-05-29)
After partial optic nerve (ON) injury, intact retinal ganglion cells (RGCs) undergo secondary death, but the topographic distribution of this death is unknown, and it is unclear which cell death pathways are involved. Although the calcium channel blocker lomerizine reduces
Kiyoshi Negoro
Brain and nerve = Shinkei kenkyu no shinpo, 61(10), 1135-1141 (2009-11-04)
Calcium channel antagonists have been employed in the prophylactic treatment of migraine. Their major action is the inhibition of Ca2+ influx into smooth muscle cells that is mediated through high voltage-sensitive Ca2+ channels. These drugs had been introduced for the
Tomoko Hibino et al.
Journal of pharmacological sciences, 108(1), 89-94 (2008-09-09)
The effects of goshuyuto and chotosan, traditional Japanese medicines, on collagen-induced platelet aggregation were examined using guinea-pig blood. Goshuyuto at the concentration of 1,000 mug/mL inhibited collagen-induced platelet hyper-aggregation to the same degree as aspirin at the concentration of 100
Bian-Sheng Ji et al.
Acta pharmacologica Sinica, 27(4), 414-418 (2006-03-17)
To investigate the modulatory effect of CJZ3, a lomerizine derivative, on P-glycoprotein (P-gp) function in rat brain microvessel endothelial cells (RBMEC). RBMEC were isolated and cultured in Dulbecco modified Eagle medium/F12 (1:1) medium, and the amount of intracellular rhodamine 123
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