Tropane[1]
IUPAC name	8-Methyl-8-azabicyclo[3.2.1]octane
Other names	2,3-Dihydro-8-methylnortropidine
Identifiers
CAS number	529-17-9
PubChem	637986
SMILES	CN1C2CCC1CCC2
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.
Condensation piperidine and pyrrolidine produce tropane.

[edit] See also

• Phenyltropane
• Tropane alkaloid

[edit] References