Quinolizidine

Quinolizidine (norlupinane, octahydro-2H-quinolizine) is a nitrogen-containing heterocyclic compound. Some alkaloids (e.g. cytisine and sparteine) are derivatives of quinolizidine.

Quinolizidine

Names
Preferred IUPAC name Octahydro-2H-quinolizine
Other names Norlupinane, quinolizidine
Identifiers
CAS Number	493-10-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:46751
ChemSpider	106363
PubChem CID	119036
UNII	S6O58HOW33 Y
CompTox Dashboard (EPA)	DTXSID90964203
InChI InChI=1/C9H17N/c1-3-7-10-8-4-2-6-9(10)5-1/h9H,1-8H
SMILES C1CCN2CCCCC2C1
Properties
Chemical formula	C9H17N
Molar mass	139.24
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Quinolizidine alkaloids

Main article: Quinolizidine alkaloids

Quinolizidine alkaloids, such as nupharine and related chemicals, can be found in Nymphaea lotus and other species in the family Nymphaeaceae. Quinolizidine alkaloids are also found in genistoid legumes.

External links

• Media related to Quinolizidine at Wikimedia Commons
• Synthesis: Edwards, P. D.; Meyers, A. I. (1984). "A Convenient Synthesis of 1-Azabicycloalkanes and their Lactams via Cuprates of Formamidines". Tetrahedron Letters. 25 (9): 939–942. doi:10.1016/S0040-4039(01)80067-8.
• Hartmann, Thomas (1988). "Quinolizidines and Pyrrolizidines". Phytochemicals in Plant Cell Cultures. pp. 277–288. doi:10.1016/B978-0-12-715005-5.50023-6. ISBN 978-0-12-715005-5.