120447-62-3

120447-62-3 structure

Name: AH-5183 hydrochloride
Chemical Name: (±)-Vesamicol hydrochloride
CAS Number: 120447-62-3
Molecular Formula: C₁₇H₂₆ClNO
Molecular Weight: 295.84700
Catalog: Signaling Pathways GPCR/G Protein Sigma Receptor
Create Date: 2016-02-21 06:40:02
Modify Date: 2024-01-04 14:07:11
(±)-Vesamicol hydrochloride ((±)-AH5183 hydrochloride) is a potent vesicular acetylcholine transport inhibitor with a Ki of 2 nM. (±)-Vesamicol hydrochloride also displays high affinity for σ1 and σ2 receptors with Kis of 26 nM and 34 nM, respectively[1][2].

Name	(±)-Vesamicol hydrochloride
Synonyms	(+/-)-vesamicol hydrochloride MFCD00055231

Description	(±)-Vesamicol hydrochloride ((±)-AH5183 hydrochloride) is a potent vesicular acetylcholine transport inhibitor with a Ki of 2 nM. (±)-Vesamicol hydrochloride also displays high affinity for σ1 and σ2 receptors with Kis of 26 nM and 34 nM, respectively[1][2].
Related Catalog	Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Sigma Receptor
Target	Ki: 2 nM (Vesicular acetylcholine transport), 26 nM (σ1 receptors) and 34 nM (σ2 receptors)[1]
In Vitro	The pharmacological actions of (±)-Vesamicol have been attributed to inhibition of acetylcholine transport into synaptic vesicles and the subsequent quantal release of acetylcholine[1].
In Vivo	(±)-Vesamicol (3 mg/kg; intraperitoneal injection; once; male Wistar rats) treatment increases the levels of cytosolic acetylcholine (ACh) in all regions of the brain, while those of vesicular ACh decreased in all regions except for the striatum[2]. Animal Model: Male Wistar rats (120-300 g)[2] Dosage: 3 mg/kg Administration: Intraperitoneal injection; once Result: The levels of cytosolic acetylcholine (ACh) increased in all regions of the brain, while those of vesicular ACh decreased in all regions except for the striatum.
References	[1]. S M Efange, et al. N-hydroxyalkyl derivatives of 3 beta-phenyltropane and 1-methylspiro[1H-indoline-3,4'-piperidine]: vesamicol analogues with affinity for monoamine transporters. J Med Chem. 1997 Nov 21;40(24):3905-14. [2]. H Kobayashi, et al. Effects of systemic administration of 2-(4-phenyl-piperidino)-cyclohexanol (vesamicol) and an organophosphate DDVP on the cholinergic system in brain regions of rats. Brain Res Bull. 1997;43(1):17-23.

Boiling Point	393.5ºC at 760mmHg
Molecular Formula	C₁₇H₂₆ClNO
Molecular Weight	295.84700
Flash Point	97ºC
Exact Mass	295.17000
PSA	23.47000
LogP	3.90940
Vapour Pressure	6.73E-07mmHg at 25°C

WGK Germany	3

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