L(-)-Anabasine

Description

L(-)-Anabasine · CAS 494-52-0 · C10H14N2. UNII LMS11II2LO. Boiling Point: 270-272 °C; Melting Point: FP: 9 °C; Solubility: Miscible in water @ 25 °C.

Identification

CAS Registry Number	494-52-0
PubChem CID	205586
Molecular formula	C10H14N2
IUPAC name	3-[(2S)-piperidin-2-yl]pyridine
UNII (FDA)	LMS11II2LO

Computed Descriptors

Molecular Weight	162.23
XLogP3	1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	1
Exact Mass	162.115698455
Monoisotopic Mass	162.115698455
Topological Polar Surface Area	24.9
Heavy Atom Count	12
Formal Charge	0

Physical & Chemical Properties

Boiling Point	270-272 °C
Melting Point	FP: 9 °C
Solubility	Miscible in water @ 25 °C
Density	1.0455 @ 20 °C/4 °C
Vapor Pressure	0.00301 [mmHg]
LogP	0.97

Physical description & handling notes

• Colorless liquid; Darkens on exposure to air; [Hawley] Yellow liquid; [MSDSonline]
• Colorless liquid, darkens on exposure to air
• Soluble in most organic solvents
• Soluble in alcohol and ether
• log Kow = 0.97 @ pH 7.2
• DARKENS ON EXPOSURE TO AIR

Regulatory Status

GHS notification summary	11.1% (1 / 9)

GHS Hazard Classification

GHS notification summary	11.1% (1 / 9)
Reported hazard statements	H300 (55.6%), H301 (11.1%), H310 (55.6%), H315 (22.2%), H319 (22.2%), H361 (11.1%), H411 (55.6%), H227

Documented Uses

• Used as an insecticide; No longer used in the US or the UK; The principal alkaloid of the plant Anabasis aphylla; [HSDB]
• Anabasine is no longer used as an insecticide in the United States or the United Kingdom.
• Anabasine is a plant toxin found in the Tree Tobacco plant (Nicotiana glauca). It is similar to nicotine and has been used as an insecticide. Anabasine is also present in small amounts in tobacco smoke. (L1265)
• Extracted on a large scale in Russia. Industrial extraction processes: Sadykov, Timbekov; J Appl Chem USSR 29: 148 (1956).
• Derivation: (1) Extraction from Anabasis aphylla and Nicotiana glauca, (2) synthetic
• Neo-nicotine is a name given to a synthetic anabasine (the DL isomer) produced and tested in the US by the Department of Agriculture.

Synonyms

494-52-0; Anabasine; (-)-Anabasine; (S)-anabasine; Neonicotine; Neonikotin; Anabasin; S-(-)-Anabasine; 3-[(2S)-piperidin-2-yl]pyridine; Anabazin; L-3-(2'-Piperidyl)pyridine; Piperidine, 2-(3-pyridyl)-; (-)-2-(3'-Pyridyl)piperidine; Pyridine, 3-(2-piperidinyl)-, (S)-; Pyridine, 3-(2S)-2-piperidinyl-; Pyridine, 3-(2-piperidyl)-

Frequently Asked Questions

What are the CAS number and molecular formula of L(-)-Anabasine?

CAS 494-52-0; molecular formula C10H14N2; molecular weight — g/mol.

What other names is L(-)-Anabasine known by?

494-52-0, Anabasine, (-)-Anabasine, (S)-anabasine, Neonicotine, Neonikotin.

Is L(-)-Anabasine classified as hazardous?

11.1% of GHS notifications report no hazard classification (1 of 9).

What are the key physical properties of L(-)-Anabasine?

Boiling Point: 270-272 °C; Melting Point: FP: 9 °C; Solubility: Miscible in water @ 25 °C; Density: 1.0455 @ 20 °C/4 °C.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.