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Merck
CN

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

Key Documents

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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

Neuroprotective and cognition-enhancing (nootropic) benzothiazole derivative that prevents NMDA- and glutamate-induced neurotoxicity.
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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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
P De Witte et al.
Alcohol (Fayetteville, N.Y.), 6(6), 423-430 (1989-11-01)
Chronic alcohol pulmonary exposure in rats produced a cortical hypervascularization from one to four weeks after the onset of the alcoholization procedure. This alcohol-induced cortical hypervascularization, resembling closely the enhanced cortical vascular network observed in chronologically aged rats as well
Z Hlinák et al.
Psychopharmacology, 104(4), 505-509 (1991-01-01)
The memory enhancing properties of sabeluzole were evaluated in two experimental paradigms in rats. First, we determined the protective action of sabeluzole against a chlordiazepoxide-induced impairment of habituation. Sabeluzole (5 or 25 mg/kg, SC) was administered 1 h before and
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
J Hedner et al.
Sleep, 19(4), 287-289 (1996-05-01)
The effect of sabeluzole (SAB), an agent with anti-excitatory amino acid activity, on sleep, breathing and daytime symptoms was investigated in 13 patients with obstructive sleep apnea (OSA). There was marked interindividual variation in both the effect on sleep and
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