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Key Documents

Safety Information

JN0007

Sigma-Aldrich

Sabeluzole

≥98% (HPLC)

Synonym(s):

(RS)-1-(4-(Benzo[d]thiazol-2-yl(methyl)amino)piperidin-1-yl)-3-(4-fluorophenoxy)propan-2-ol, (RS)-1-[4-[1,3-Benzothiazol-2-yl(methyl)amino]-1-piperidyl]-3-(4-fluorophenoxy)propan-2-ol, (RS)-4-(2-Benzothiazolylmethylamino)-a-[(4-fluorophenoxy)methyl]-1-piperidineethanol, Arbetuzole, R 58 735, R 58,735, R 58735, R-58,735, R058735, R58 735, R58735

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About This Item

Empirical Formula (Hill Notation):
C22H26FN3O2S
CAS Number:
104383-17-7
Molecular Weight:
415.52
MDL number:
MFCD00865935
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

room temp

SMILES string

Fc1ccc(cc1)OCC(O)CN2CCC(CC2)N(C)c3[s]c4c(n3)cccc4

InChI

1S/C22H26FN3O2S/c1-25(22-24-20-4-2-3-5-21(20)29-22)17-10-12-26(13-11-17)14-18(27)15-28-19-8-6-16(23)7-9-19/h2-9,17-18,27H,10-15H2,1H3

InChI key

IGMKTIJBFUMVIN-UHFFFAOYSA-N

Biochem/physiol Actions

Sabeluzole is a benzothiazole derivative that exerts neuroprotective and cognition-enhancing (nootropic) efficacy by preventing NMDA- and glutamate-induced neurotoxicity.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000078379
0000079043
0000073463

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M De Ryck et al.
Stroke, 21(11 Suppl), III158-III163 (1990-11-01)
Unilateral photochemical infarcts were produced in the hind limb sensorimotor neocortex of 243 rats by intravenous injection of the fluorescein derivative Rose Bengal and focal illumination of the intact skull surface. Facial contact stimuli governed the degree and recovery rate
J B Van der Valk et al.
European journal of pharmacology, 232(1), 131-134 (1993-02-23)
The effects of sabeluzole, a drug that protects rat hippocampal neurones from glutamate- and N-methyl-D-aspartate (NMDA)-induced toxicity, were investigated in rat cerebellar granule cells in vitro with the whole-cell voltage clamp technique. Acute exposure of 0.1 microM sabeluzole for 20
Z Hlinák et al.
Ceskoslovenska psychiatrie, 89(2), 91-93 (1993-04-01)
The memory enhancing properties of sabeluzole nad flunarizine were evaluated in two experimental paradigms in male rats. First, we studied the protective action of both drugs against a chlordiazepoxide-induced impairment of habituation. Sabeluzole (5 or 25 mg/kg) or flunarizine (10
A S Lesage et al.
Synapse (New York, N.Y.), 20(2), 156-164 (1995-06-01)
We studied neuroprotective properties of 12 structurally different sigma site ligands in primary rat hippocampal cell cultures and analyzed whether they interfere with glutamate-induced activation of the nitric oxide synthase (NOS) pathway. Neurotoxicity was triggered with 1 mM glutamate on
R Marrannes et al.
Pharmacology, biochemistry, and behavior, 31(1), 153-162 (1988-09-01)
Unilateral intrastriatal injection of quinolinic acid (2,3 pyridine dicarboxylate; QUIN) in the rat produces episodic barrel rotations and tonic-clonic forepaw movements, lasting for several hours. We investigated whether intraperitoneal posttreatment with anticonvulsants could abolish this phenomenon when it is already
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