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L6295

Sigma-Aldrich

Lomerizine dihydrochloride

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H30F2N2O3·2HCl
CAS Number:
101477-54-7
Molecular Weight:
541.46
MDL number:
MFCD01703867
UNSPSC Code:
12352200
PubChem Substance ID:
329817637
NACRES:
NA.25

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥30 mg/mL

storage temp.

2-8°C

SMILES string

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

InChI key

LOGVKVSFYBBUAJ-UHFFFAOYSA-N

Biochem/physiol Actions

Lomerizine dihydrochloride is a voltage-dependent calcium channel blocker and selective cerebral vasodilator.
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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
031M4736V
0000132939
0000062602

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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
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
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)
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
Melinda Fitzgerald et al.
Experimental neurology, 216(1), 219-230 (2009-01-03)
Secondary degeneration is a form of 'bystander' damage that can affect neural tissue both nearby and remote from an initial injury. Partial optic nerve transection is an excellent model in which to unequivocally differentiate events occurring during secondary degeneration from
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