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Tropane[1]
Tropane.png
Tropane-3D-sticks.png
IUPAC name
Other names 2,3-Dihydro-8-methylnortropidine
Identifiers
CAS number 529-17-9
PubChem 637986
SMILES
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, 100 kPa)
Infobox references

Tropane is a nitrogenous 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. Both alkaloids contain tropinone from which tropane is a derivate. 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; two asymmetric carbons, but tropane is optically inactive due to symmetry.

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

See also

References

  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. http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=ATROPINE. 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. http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=COCAINE. Retrieved July 25 2005.  







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