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Pyrrolizidine is a heterocyclic organic compound. Formally, it is a saturated derivative of pyrrolizine.

Pyrrolizidine
Names
Preferred IUPAC name
Hexahydro-1H-pyrrolizine
Other names
Hexahydropyrrolizine
1-Azabicyclo[3.3.0]octane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.117.254 Edit this at Wikidata
UNII
  • InChI=1S/C7H13N/c1-3-7-4-2-6-8(7)5-1/h7H,1-6H2 checkY
    Key: ADRDEXBBJTUCND-UHFFFAOYSA-N checkY
  • InChI=1/C7H13N/c1-3-7-4-2-6-8(7)5-1/h7H,1-6H2
    Key: ADRDEXBBJTUCND-UHFFFAOYAT
  • N12CCCC1CCC2
Properties
C7H13N
Molar mass 111.188 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Pyrrolizidine forms the central chemical structure of a variety of alkaloids known collectively as pyrrolizidine alkaloids.[1] It is one of five classes of iminosugars. These are often synthesized from a carbohydrate.[2]

References

edit
  1. ^ Pyrrolizidine alkaloids at KEGG Archived 2016-03-03 at the Wayback Machine
  2. ^ Lauritsen, Anne; Madsen, Robert (2006-07-19). "Synthesis of naturally occurring iminosugars from D-fructose by the use of a zinc-mediated fragmentation reaction". Organic & Biomolecular Chemistry. 4 (15): 2898–2905. doi:10.1039/B605818C. ISSN 1477-0539. PMID 16855738.