3-(2-Pyrrolidinyl)pyridine

Description

(±)-Nornicotine is a metabolite of nicotine that acts as a neuronal nicotinic acetylcholine receptor (nAChR) agonist. The α6 and α7 subunit-containing neuronal nAChRs are particularly responsive to nornicotine with EC₅₀ values of approximately 4 and 17 μM, respectively, when expressed in Xenopus oocytes. Nornicotine promotes cell migration and destabilizes cell-cell junctions in an endothelial cell line. It is generally thought to be free from abuse potential, but it has been self-administered by rats. It can be detected in urine.

Chemical properties

Colourless Oil

The Uses of 3-(2-Pyrrolidinyl)pyridine

A metabolite of Nicotine ((N412420). Can catalyze aqueous aldol reactions.

The Uses of 3-(2-Pyrrolidinyl)pyridine

3-(2-Pyrrolidinyl)pyridine is a tobacco alkaloid and the major Nicotine (N412420) metabolite in brain. Nornicotine appears to activate different nAChR subtypes, has a better pharmacokinetic profile, and produces less toxicity than Nicotine. Nornicotine shows a significant analgesic activity. Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine).

The Uses of 3-(2-Pyrrolidinyl)pyridine

A metabolite of Nicotine. Can catalyze aqueous aldol reactions

What are the applications of Application

(R,S)-Nornicotine is a metabolite of Nicotine

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 1137, 1996 DOI: 10.1016/0040-4039(96)00002-0

Safety Profile

Poison by intraperitoneal route.When heated to decomposition it emits very toxic fumesof NOx and HCl. See also NORNICOTINE