Quinolizidine

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Structural formula
Structural formula of quinolizidine
General
Surname Quinolizidine
other names

Octahydro-2 H -quinolizidine

Molecular formula C 9 H 17 N
External identifiers / databases
CAS number 493-10-7
PubChem 119036
Wikidata Q418837
properties
Molar mass 139.24 g mol −1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Quinolizidine has the structure of a nitrogen-containing heterocycle . It can also be described as a tertiary amine . It therefore has weakly basic properties and is capable of forming salts.

Occurrence

Indigolupine ( Baptisia australis ) contains several quinolizidines

Some well-known alkaloids , such as cytisine , lupinine, or sparteine , found in legumes such as lupines , contain a basic quinolizidine structure. Another representative with pharmaceutical use would be ajmaline .

synthesis

They can be built up stereoselectively from α-acyliminium ions in a kind of olefin - carbocyclization .

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. Hans Peter Latscha, Uli Kazmaier, Helmut Alfons Klein: Organic Chemistry: Chemistry- Basiswissen II , p. 466ff, ISBN 978-3-540-77106-7 .
  3. ^ Gerhard Habermehl, Peter E. Hammann, Hans C. Krebs: Naturstoffchemie , p. 213; ISBN 978-3-540-43952-3 .

Web links

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