Toggle Nav

(-)-Lobeline hydrochloride

Catalog No.
B6586
nicotinic receptor partial agonist
Grouped product items
SizePriceStock Qty
100mg
$60.00
In stock

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

(-)-Lobeline hydrochloride is a modulator of nicotinic acetylcholine receptors (nAChRs) with various binding affinity. It displays very low affinity (Ki > 10000nM) for α7 receptors, but high affinity for rodent and human α4β2 receptors (Ki=1.4-2 nM). [1] It inhibits α7 nAChRs with an IC50 value of 8.5 µM. [2] 

nAChRs are composed of different subunits, and multiple populations of  nAChRs exist; brain nAChRs are primarily of the α4β2 and α7 type. [1] 

In vitro, clastogenicity of lobeline and possible interactions between lobeline and ethyl alcohol were investigated in a mutagen-sensitivity assay on cultures of human lymphoblastoid cell lines. Lobeline alone was not clastogenic, but there was a marked increase in genetic damage resulting from a coclastogenic interaction between lobeline and ethyl alcohol. [5] 

In vivo, male C57BL/6J mice were individually housed and acclimatized to 10% alcohol. Lobeline is a partial nicotinic agonist that attenuates alcohol consumption and preference in male C57BL/6J mice. [3] CF-1 male mice received an intraperitoneal injection of lobeline (5 or 10mg/kg). Lobeline did not show genotoxic or mutagenic effects and did not increase the ethanol-induced genotoxic effects in blood. Lobeline also protected blood cells against oxidative damage induced by hydrogen peroxide. [4] 

Reference:

1. Flammia D1, Dukat M, Damaj MI, et al. Lobeline: structure-affinity investigation of nicotinic acetylcholinergic receptor binding. J Med Chem. 1999 Sep 9; 42 (18):3726-31.

2. Briggs CA, McKenna DG. Activation and inhibition of the human alpha7 nicotinic acetylcholine receptor by agonists. Neuropharmacology. 1998 Sep; 37 (9):1095-102.

3. Farook JM, Lewis B, Gaddis JG, et al. Lobeline, a nicotinic partial agonist attenuates alcohol consumption and preference in male C57BL/6J mice. Physiol Behav. 2009 Jun 22; 97 (3-4):503-6.

4. da Costa E Silva LD, Rodrigues LC1, Dos Santos VR1.et al. Evaluation of mutagenic and genotoxic activities of lobeline and its modulation on genomic instability induced by ethanol. Life Sci. 2014 May 17; 103 (2):73-8.

5. Brown NM, Trizna Z, Pathak S. Clastogenic interactions between lobeline sulfate and ethyl alcohol: a cytogenetic study. Anticancer Res. 1992 Sep-Oct; 12 (5):1467-9.

Chemical Properties

Physical AppearanceA solid
StorageStore at RT
M.Wt373.92
Cas No.134-63-4
FormulaC22H27NO2·HCl
Solubility≥74.8mg/mL in DMSO, ≥37.8mg/mL in H2O with ultrasonic and warming, ≥37.5mg/mL in EtOH with ultrasonic
Chemical Name2-((2S,6S)-6-((S)-2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl)-1-phenylethanone hydrochloride
SDFDownload SDF
Canonical SMILESO[[email protected]](C1=CC=CC=C1)C[[email protected]]2N(C)[[email protected]](CC(C3=CC=CC=C3)=O)CCC2.Cl
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37°C and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20°C for several months.

Quality Control