62630
Fluka

α-Lobeline hydrochloride

purum, ≥98.0% (AT)

This product number has been discontinued but a similar product may be available. Please select the recommended replacement product below (if a direct replacement is available) or use the links to "similar products" or "related product categories" to see other possible replacement products.

Recommended Products

Replaced by

141879, (−)-Lobeline hydrochloride

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Synonym

(−)-Lobeline hydrochloride

2-[6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl]-1-phenylethanone hydrochloride

Molecular Formula

C₂₂H₂₇NO₂ · HCl

Molecular Weight

373.92

CAS Number

134-63-4

Beilstein Registry Number

3920196

MDL number

MFCD00082455

PubChem Substance ID

24882261

EG/EC Number

205-150-2

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Descriptions

Biochem/physiol Actions

Agonist at high-affinity neuronal nicotinic acetylcholine receptors; respiratory stimulant. Inhibits synaptosomal accumulation of dopamine by interaction with the tetrabenazine binding site of the vesicular monoamine transporter (VMAT2). Blocks amphetamine-induced dopamine release.

Properties

grade

purum

assay

≥98.0% (AT)

optical activity

[α]20/D −57±2°, c = 2% in H₂O

178-180 °C

References

Reference

Toth, P.T. and Vizi, E.S., Lobeline inhibits Ca²⁺ current in cultured neurones from rat sympathetic ganglia. Eur. J. Pharmacol. 363, 75-80, (1998)

Damaj, M.I., et al., Pharmacology of lobeline, a nicotinic receptor ligand. J. Pharmacol. Exp. Ther. 282, 410-419, (1997)

Vizi, E.S., and Lendvai, B., Modulatory role of presynaptic nicotinic receptors in synaptic and non-synaptic chemical communication in the central nervous system. Brain Res. Brain Res. Rev. 30, 219-235, (1999)

Flammia, D., et al., Lobeline: structure-affinity investigation of nicotinic acetylcholinergic receptor binding. J. Med. Chem. 42, 3726-3731, (1999)

Merck

Merck 13,5572

Beilstein

Beil. 21,V,12,627

Safety

Hazard Codes

Risk Statements

23/25

Safety Statements

36/37/39-45

RIDADR

UN 1544 6.1/PG 3