LOBELINE

Synonyms. Lobeline; 2-(6-(beta-Hydroxyphenethyl)-1-methyl-2-piperidyl)acetophenone; (-)-Lobeline; 2-(6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidinyl)-1-phenylethanone; 8,10-Diphenyllobelionol; Inflatine; Lobelin; Lobelina; Lobelinum; L-Lobeline; alpha-Lobeline;

LOBELINE

Click for original image

 

PRODUCT IDENTIFICATION

CAS RN

90-69-7 (free base), 134-63-4 (HCl), 134-64-5 (Sulfate)

EINECS RN

202-012-3 (free base), 205-150-2 (HCl)

FORMULA

C22H27NO2

MOLE WEIGHT

337.46

H.S CODE

 

SMILES

C([C@H]1[N@@]([C@@H](CC(c2ccccc2)=O)CCC1)C)[C@H](c1ccccc1)O

CLASSIFICATION

Alkaloid, Piperidine, Nicotinic agonist, Ganglionic Stimulant

EXTRA NOTES

An alkaloid that has actions similar to NICOTINE on nicotinic cholinergic receptors but is less potent. It has been proposed for a variety of therapeutic uses including in respiratory disorders, peripheral vascular disorders, insomnia, and smoking cessation. MeSH

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white to off-white crystalline powder

MELTING POINT

130 ~ 131 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

 

SOLVENT SOLUBILITY

 

VAPOR DENSITY

 

log P(octanol-water)

3.74

VAPOR PRESSURE

 

AUTOIGNITION TEMP

 
pK

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 2, Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

USA.gov - Lobeline

Wikipedia Linking - Lobeline

Google Scholar Search - Lobeline

U.S. National Library of Medicine - Lobeline

PubChem Compound Summary - Lobeline

Drug Bank -  Lobeline

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Lobeline

ChEBI (http://www.ebi.ac.uk/chebi/) -  Lobeline

NCBI (http://www.ncbi.nlm.nih.gov/) -  Lobeline

 

SALES SPECIFICATION (HCl)

APPEARANCE

white to off-white crystalline powder

ASSAY

98% min

MELTING POINT

128 ~ 132 C

OPTICAL ROTATION

-56° ~ -58° (c=2, water)

LOSS ON DRYING

1% max

HEAVY METALS

10ppm max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

1544

HAZARD CLASS

6.1

PACKING GROUP III

 

SAFETY INFORMATION (HCl)

HAZARD OVERVIEW

GHS (Globally Harmonised System) Classification: Acute toxicity (Oral). Acute toxicity (Inhalation). Hazard statements: Toxic if swallowed or if inhaled.

SIGNAL WORD Danger

PICTOGRAMS

HAZARD STATEMENTS

H301-H331

P STATEMENTS

P261-P301 + P310-P311

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

23/25

SAFETY PHRASES

36/37/39-45

 

PACKING

Preserve in light-resistant and well-closed containers