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Quinolizidine

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Quinolizidine
Names
Systematic IUPAC name
2,3,4,6,7,8,9,9a-octahydro-1H-quinolizine
Other names
Norlupinane, quinolizidine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • 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

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.

  • 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.