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Quinolizidine

From Wikipedia, the free encyclopedia
Quinolizidine
Names
Preferred IUPAC name
Octahydro-2H-quinolizine
Other names
Norlupinane, quinolizidine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1/C9H17N/c1-3-7-10-8-4-2-6-9(10)5-1/h9H,1-8H
  • C1CCN2CCCCC2C1
Properties
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).

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

Quinolizidine alkaloids

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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.

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  • 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.