(±)-Vesamicol hydrochloride

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Cat.No. 0653 - (±)-Vesamicol hydrochloride | C17H25NO.HCl | CAS No. 120447-62-3
Description: Inhibits ACh transport
Alternative Names: AH 5183
Chemical Name: (±)-trans-2-(4-Phenylpiperidinyl)cyclohexanol hydrochloride
Purity: ≥99% (HPLC)

Biological Activity

Inhibitor of acetylcholine transport (Ki = 2 nM). Centrally active following systemic administration in vivo.

Compound Libraries

(±)-Vesamicol hydrochloride is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 295.85
Formula C17H25NO.HCl
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 120447-62-3
PubChem ID 659839
Smiles O[C@@H]1CCCC[C@H]1N(CC3)CCC3C2=CC=CC=C2.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 14.79 50mM with gentle warming
ethanol 5.92 20

Preparing Stock Solutions

The following data is based on the product molecular weight 295.85. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.38 mL 16.9 mL 33.8 mL
5 mM 0.68 mL 3.38 mL 6.76 mL
10 mM 0.34 mL 1.69 mL 3.38 mL
50 mM 0.07 mL 0.34 mL 0.68 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet


References are publications that support the products' biological activity.

Efange et al (1997) N-hydroxyalkyl derivatives of 3β-phenyltropane and 1-methylspiro[1H-indoline-3,4'-piperidine]: vesamicol analogues with affinity for monoamine transporters. J.Med.Chem. 40 3905 PMID: 9397171

Kobayashi et al (1997) 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. 43 17 PMID: 9205789

Varoqui and Erickson (1996) Active transport of acetylcholine by the human vesicular acetylcholine transporter. J.Biol.Chem. 271 27229 PMID: 8910293

If you know of a relevant reference for (±)-Vesamicol hydrochloride, please let us know.

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Literature in this Area

Nicotinic ACh Receptors

Nicotinic ACh Receptors Scientific Review

Updated in 2014, this review by Sue Wonnacott summarizes the diverse structure and function of nicotinic acetylcholine receptors and gives an in-depth review of the ligands available for nAChR research. Compounds available from Tocris are listed.