Tropane

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Tropane[1]
Tropane svg.svg Tropane-3D-sticks.png
Identifiers
CAS number 529-17-9 N
PubChem 637986
ChemSpider 553556 YesY
ChEBI CHEBI:35615 YesY
Jmol-3D images Image 1
Properties
Molecular formula C8H15N
Molar mass 125.211 g/mol
Density 0.9259 at 15 °C
Boiling point 163-169 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

Tropane is a nitrogenous [3.2.1] bicyclic organic compound. It is mainly known for a group of alkaloids derived from it (called tropane alkaloids), which include, among others, atropine and cocaine. Tropane alkaloids occur in plants of the families Erythroxylaceae (including coca) and Solanaceae (including mandrake, henbane, deadly nightshade, datura, potato, tomato).[2][3]

The nitrogen bridge is between C-1 and C-5; there are two asymmetric carbons, but tropane is optically inactive due to symmetry.

8-Azabicyclo[3.2.1]octane (tropane without the N-methyl group) is known as nortropane or nor-tropane.

See also[edit]

References[edit]

  1. ^ Merck Index, 11th Edition, 9689.
  2. ^ "Atropine content of plants". USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland. Retrieved July 25, 2005. 
  3. ^ "Cocaine content of plants". USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland. Retrieved July 25, 2005. 

External links[edit]