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Merck
CN

SML3016

Sigma-Aldrich

Afobazole

≥98% (HPLC)

Synonym(s):

2-((2-Morpholino)ethylthio)-5-ethoxybenzimidazole, 5-Ethoxy-2-[[2-(4-morpholinyl)ethyl]thio]-1H-benzimidazole, 6-Ethoxy-2-[[2-(4-morpholinyl)ethyl]thio]-1H-benzimidazole, Afobazol, Aphobazole, CM 346, Fabomotizole

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About This Item

Empirical Formula (Hill Notation):
C15H21N3O2S
CAS Number:
173352-21-1
Molecular Weight:
307.41
MDL number:
MFCD11477106
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

film

color

white to beige

storage temp.

2-8°C

SMILES string

CCOC1=CC2=C(C=C1)N=C(SCCN3CCOCC3)N2

InChI

1S/C15H21N3O2S/c1-2-20-12-3-4-13-14(11-12)17-15(16-13)21-10-7-18-5-8-19-9-6-18/h3-4,11H,2,5-10H2,1H3,(H,16,17)

InChI key

WWNUCVSRRUDYPP-UHFFFAOYSA-N

Biochem/physiol Actions

Afobazole is an anxiolytic that appears to act via σ-1 and σ2 receptors. Afobazole exhibit neuroprotective potential in both in vivo and in vitro models. It is a potent modulator of microglia.
anxiolytic that appears to act via σ-1 and σ-2 receptors

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000128359
0000128360
0000124456

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Javier Cuevas et al.
The Journal of pharmacology and experimental therapeutics, 339(1), 161-172 (2011-07-01)
Microglial cells play a critical role in the neuroinflammatory response that accompanies various diseases of the central nervous system, such as ischemic stroke, and ATP is a major signaling molecule regulating the response of these cells to these pathophysiological conditions.
Javier Cuevas et al.
The Journal of pharmacology and experimental therapeutics, 339(1), 152-160 (2011-07-01)
Afobazole is an anxiolytic medication that has been previously shown to be neuroprotective both in vitro and in vivo. However, the mechanism(s) by which afobazole can enhance neuronal survival remain poorly understood. Experiments were carried out to determine whether afobazole
Mikhail V Voronin et al.
Pharmacology research & perspectives, 4(6), e00273-e00273 (2017-01-18)
Anxiolytic afobazole (5-Ethoxy-2-[2-(morpholino)-ethylthio]benzimidazole dihidrochloride) has pronounced ligand properties toward Sigma-1 receptor (σ1 receptor,SigmaR1) and MT 3 receptors. Our previous work demonstrated that afobazole possess cytoprotective effect in the in vitro model of menadione genotoxicity (Woods et al. 1997) through interaction with MT

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