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Key Documents

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000078379
0000079043
0000073463

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H Geerts et al.
Neurobiology of aging, 17(4), 573-581 (1996-07-01)
There is growing evidence that cytoskeletal instability of neuronal cells is an important step towards tangle formation and subsequent functional disconnection in the AD brain. Sabeluzole, a new drug in clinical trials for Alzheimer's disease (AD), has been shown to
H W Boddeke et al.
Basic research in cardiology, 84(5), 489-498 (1989-09-01)
In the guinea pig heart-lung preparation, the protective effects of nifedipine and R 58735 on cardiovascular alterations following mild (35 min) and severe (60 min) ischemia and reperfusion (30 min) were studied. Nifedipine and R 58735 were equi-protective against the
P J Pauwels et al.
Synapse (New York, N.Y.), 12(4), 271-280 (1992-12-01)
The neuroprotective properties of the cognitive enhancer sabeluzole were investigated in rat brain neuronal cultures derived from the hippocampal formation of 17-day-old rat embryos. Measurement of the neuronal cytoskeletal microtubule-associated protein, MAP2, was used to assess survival of neurons after
D Uberti et al.
Synapse (New York, N.Y.), 26(2), 95-103 (1997-06-01)
Sabeluzole was described to have antiischemic, antiepileptic, and cognitive-enhancing properties, and is currently under development for Alzheimer's disease. Recently, it was reported that repeated treatments with sabeluzole protect cultured rat hippocampal neurons against NMDA- and glutamate-induced neurotoxicity. We evaluated the
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
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