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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

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Do the effects of long-term lomerizine administration differ with age?
Noboru Imai et al.
Internal medicine (Tokyo, Japan), 46(10), 683-684 (2007-05-29)
Shinichi Iwasaki et al.
Acta oto-laryngologica. Supplementum, (559)(559), 45-49 (2008-04-12)
Lomerizine, a calcium channel blocker, may be effective as a treatment for migraine-associated vertigo (MAV). Objective. To determine the clinical characteristics of patients with MAV in Japan and the effectiveness of lomerizine. This was a retrospective chart review carried out
Luan T Tran et al.
Journal of neurochemistry, 130(3), 455-466 (2014-04-11)
Excitotoxicity and disruption of Ca(2+) homeostasis have been implicated in amyotrophic lateral sclerosis (ALS) and limiting Ca(2+) entry is protective in models of ALS caused by mutation of SOD1. Lomerizine, an antagonist of L- and T-type voltage-gated calcium channels and
Yukiko Tada et al.
Internal medicine (Tokyo, Japan), 48(24), 2141-2144 (2009-12-17)
Short-lasting unilateral neuralgiform headache attacks with cranial autonomic symptoms (SUNA) is a rare primary headache syndrome. The diagnostic criteria include attacks of unilateral orbital, supraorbital or temporal stabbing pain accompanied by one of the following: conjunctival injection and/or tearing, nasal
Toshiki Mizuno et al.
Clinical neuropharmacology, 32(2), 113-116 (2009-06-11)
A 64-year-old woman was admitted to our hospital for recurrent stroke and cognitive impairment and was diagnosed with cerebral autosomal dominant arteriopathy with subcortical infarcts and leukoencephalopathy (CADASIL). Iodine-123 iodoamphetamine single photon emission computed tomography showed hypoperfusion in the whole
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