Lobeline

2 - [( 2R, 6S ) -6 - [( 2S)- 2-hydroxy -2-phenylethyl ]-1- methylpiperidine -2-yl ]-1- phenylethanone

• 90-69-7
• 134-63-4 (hydrochloride)
• 134-64-5 ( sulfate)

Needle crystal

Fixed

130-131 ° C

• Soluble in hot ethanol, chloroform and diethyl ether
• Slightly soluble in water and petroleum ether

Risk

Template: Infobox chemical / molecular formula search available

Lobeline is a nicotine similarly acting Piperidinalkaloid with attenuated central and peripheral effects. It occurs in herb and seeds of the Indian tobacco (Lobelia inflata ).

Properties

Lobeline is poorly soluble in water but readily in hot chloroform, benzene or ether. As Lobelinhydrochlorid ( C22H28ClNO2, Zoolobelin, Lobron ) is more soluble in water (25 g in 1 liter of water) and also dissolves well in alcohol ( 83 g in 1 liter of alcohol ) and chloroform.

Use

Lobeline has been used in previous years for smoking cessation, but there are no controlled studies, so that it can not be recommended for smoking cessation.

History

The Indian tobacco, also called " crushing herb", has already been used by the Indians. So you treated dropsy and used it as Antisyphilitikum. It was subsequently found that it was effective also in asthma. It was mentioned in the drug books since 1820. In Germany, investigated the company CH Boehringer, Ingelheim, with the participation of Heinrich Otto Wieland in the pure form and was able to bring to the market in 1921, the active ingredient as ' lobeline Ingelheim '. The great success of this Atemanaleptikums led to intensive research and succeeded by Boehringer in 1937 the large-scale production of fully synthetic drug. This came shortly before the second world war as the drug " Lobeton " on the market.