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Merck
CN

SML3016

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
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD11477106

Key Documents

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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)

SMILES string

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

InChI key

WWNUCVSRRUDYPP-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

film

color

white to beige

storage temp.

2-8°C

Quality Level

100

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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

wgk

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000128359
0000128360
0000124456

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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
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

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