Tigloidine

Tigloidine is a tropane alkaloid that naturally occurs as a minor constituent of a number of solanaceous plants, including Duboisia myoporoides,[1] Physalis peruviana,[2] and Mandragora turcomanica.

Tigloidine
Clinical data
Trade namesTropigline
Identifiers
IUPAC name
  • (8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) (E)-2-methylbut-2-enoate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard100.007.101
Chemical and physical data
FormulaC13H21NO2
Molar mass223.316 g·mol−1
3D model (JSmol)
SMILES
  • CC=C(C)C(=O)OC1CC2CCC(C1)N2C
InChI
  • InChI=1S/C13H21NO2/c1-4-9(2)13(15)16-12-7-10-5-6-11(8-12)14(10)3/h4,10-12H,5-8H2,1-3H3/b9-4+
  • Key:UVHGSMZRSVGWDJ-RUDMXATFSA-N

It was formerly marketed as an antiparkinsonian drug[3] under the trade name Tropigline.[4]

References
  1. Barger G, Martin WF, Mitchell W (1937). "383. The minor alkaloids of Duboisia myoporoides". Journal of the Chemical Society (Resumed): 1820. doi:10.1039/JR9370001820. hdl:1842/35366.
  2. Beresford PJ, Woolley JG (1974). "Biosynthesis of ticloidine in Physalis peruviana". Phytochemistry. 13 (10): 2143–2144. doi:10.1016/0031-9422(74)85016-8.
  3. "Approved Names". British Medical Journal. 1 (5080): 1175. 1958. doi:10.1136/bmj.1.5080.1175. PMC 2028565.
  4. Index Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 1663–. ISBN 978-3-88763-075-1.
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