Lobeline hydrochloride

• CAT Number: I001326
• CAS Number: 134-63-4
• Molecular Formula: C22H28ClNO2
• Molecular Weight: 373.92
• Purity: ≥95%
• Synonyms: 2-[(2R,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanone;hydrochloride
• InChI: InChI=1S/C22H27NO2.ClH/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18;/h2-7,9-12,19-21,24H,8,13-16H2,1H3;1H/t19-,20+,21-;/m0./s1
• InChIKey: MKMYPTLXLWOUSO-NFQNBQCWSA-N
• SMILES: CN1C(CCCC1CC(=O)C2=CC=CC=C2)CC(C3=CC=CC=C3)O.Cl

Lobeline (α-Lobeline) hydrochloride is a brain-penetrant nicotinic receptor agonist. Lobeline hydrochloride increases dopamine (DA) release by inhibiting DA uptake into synaptic vesicles, and altering presynaptic DA storage. Lobeline hydrochloride is effective in smoking cessation[1][2].
Lobeline (0.1-100 μM) hydrochloride evokes [3H]DA overflow calcium-independently[1].
Lobeline hydrochloride inhibits [3H]DA uptake into synaptosomes (IC50=80 μM) and vesicles (IC50=0.88 μM)[1].
Lobeline (0.3-3.0 mg/kg; s.c.; single dose) hydrochloride decreases d-methamphetamine self-administration in rats model[3].
Lobeline (3 mg/kg; s.c.; 7 times during 7 sessions) hydrochloride specifically decreases responding for d-Methamphetamine in a noncompetitive manner, and increases tolerance development[3].

Reference

[1]. Teng L, et al. Lobeline and nicotine evoke [3H]overflow from rat striatal slices preloaded with [3H]dopamine: differential inhibition of synaptosomal and vesicular [3H]dopamine uptake. J Pharmacol Exp Ther. 1997 Mar;280(3):1432-44.
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[2]. Monzurul Amin Roni, et al. Lobeline attenuates ethanol abstinence-induced depression-like behavior in mice. Alcohol. 2017 Jun:61:63-70.
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[3]. Harrod SB, et al. Lobeline attenuates d-methamphetamine self-administration in rats. J Pharmacol Exp Ther. 2001 Jul;298(1):172-9.
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