Lobeline
Medicinal Chemistry
Molecular Weight
337.46
Molecular Formula
C22H27NO2
IUPAC Name
2-[6-(2-hydroxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanone
Pharmacognosy
Biological Source
Lobelia inflata
Active Constituents
Lobeline
Pharmacology & Synthesis
Mechanism of Action
Partial agonist at nicotinic acetylcholine receptors.
Pharmacokinetics (ADME)
A: Well absorbed.
D: Crosses BBB.
M: Hepatic.
E: Renal.
Pharmacodynamics
Stimulates respiratory center; produces mixed sympathetic/parasympathetic effects.
Synthesis Pathway
Biosynthesized from lysine and phenylalanine derivatives.
Safety, Warnings & Interactions
Adverse Effects
Nausea, vomiting, tremors, tachycardia, convulsions.
Contraindications
Cardiovascular disease, peptic ulcer.
Drug Interactions
Nicotine (additive toxicity).
Pharmaceutics & Compendia
Dosage Forms
Tablets, Injections
Official Compendia
USP (historical)