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Key Documents

SML0824

Sigma-Aldrich

Lubeluzole dihydrochloride

≥98% (HPLC)

Synonym(s):

(aS)-4-(2-Benzothiazolylmethylamino)-a-[(3,4-difluorophenoxy)methyl]-1-piperidineethanol dihydrochloride, R 87926

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About This Item

Empirical Formula (Hill Notation):
C22H25F2N3O2S · 2HCl
CAS Number:
144665-07-6
Molecular Weight:
506.44
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

Fc1c(ccc(c1)OC[C@@H](O)CN2CCC(CC2)N(C)c3[s]c4c(n3)cccc4)F

InChI

1S/C22H25F2N3O2S/c1-26(22-25-20-4-2-3-5-21(20)30-22)15-8-10-27(11-9-15)13-16(28)14-29-17-6-7-18(23)19(24)12-17/h2-7,12,15-16,28H,8-11,13-14H2,1H3/t16-/m0/s1

InChI key

OZFSWVOEXHGDES-INIZCTEOSA-N

Biochem/physiol Actions

Lubeluzole is an NMDA antagonist. Lubeluzole blocks glutamate release, as well as sodium and calcium gated ion channels. Lubeluzole displays neuroprotective properties in ischemia models.

Features and Benefits

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
093M4615V

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Jean-François Desaphy et al.
Experimental neurology, 255, 96-102 (2014-03-13)
Although the sodium channel blocker mexiletine is considered the first-line drug in myotonia, some patients experiment adverse effects, while others do not gain any benefit. Other antimyotonic drugs are thus needed to offer mexiletine alternatives. In the present study, we

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