(S)-3-(Piperidin-2-yl)pyridine, CAS No. 494-52-0

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494-52-0

Catalog No. EBD2199788

CAS 494-52-0

Name (S)-3-(Piperidin-2-yl)pyridine

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Basic Information

Synonyms: (S)-3-(Piperidin-2-yl)pyridine (-)-Neonicotine~(S)-3-(2-Piperidinyl)pyridine 3-(2-Piperidyl)-pyridine 2-(3-pyridyl)piperidine 3-[(2S)-piperidin-2-yl]pyridine (1R,2R,5S)-2-methyl-5-(prop-1-en-2-yl)cyclohexanol 3-[(2R)-piperidin-2-yl]pyridine (2S)-2-pyridin-3-ylpiperidinium L(-)-Anabasine l-3-(2 anabasin anabazin neonikotin l-anabasine (-)-anabasin ]bipyridinyl -piperidyl)pyridine 2-(3-pyridyl)-piperidin 3-(2-piperidyl)-pyridin

Molecular Formula: C10H14N2

Molecular Weight: 162.23

MDL Number: MFCD00871391

Categories: Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products

Product Description:

(S)-3-(Piperidin-2-yl)pyridine, commonly known as (S)-Anabasine, is a piperidine alkaloid naturally found in plants of the *Nicotiana* genus and *Anabasis aphylla*. It is a structural isomer of nicotine and shares a similar pharmacological profile as a nicotinic acetylcholine receptor (nAChR) agonist. The compound exists as a chiral molecule, with the (S)-enantiomer being the naturally occurring and biologically active form. Its primary historical and research interest lies in its potent neuropharmacological effects. (S)-Anabasine acts as a stimulant on the central and peripheral nervous systems. While it has been studied for its potential insecticidal properties due to its plant origin, its most significant context is in neuroscience research as a tool compound for studying nAChR function and addiction mechanisms related to nicotine. It serves as a reference standard and a lead structure in medicinal chemistry for developing novel neurological agents. Handling requires caution as (S)-Anabasine is highly toxic, with effects comparable to nicotine, including potential respiratory failure at high doses. It is primarily used in scientific research rather than in commercial therapeutic or agricultural applications.

Physical Properties

Melting Point: 9°C

Boiling Point: 270-272°C

Flash Point: 93°C

Density: 1,0455 g/cm3

Refractivity: 1.5430

Analytical Data

Appearance: White fine crystalline powder