Substituted tropanes

General tropane molecule

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Substituted tropanes are a group of psychoactive compounds that include a tropane ring in their structure. Prominent examples include certain stimulants like cocaine and its derivatives as well as deliriants like atropine and scopolamine.

Chemistry

Tropane alkaloids are molecules which contain a substituted tropane ring in their structure. Tropane is a nitrogen-containing bicyclic organic molecule which consists of a piperidine and pyrrolidine ring fused at carbons R₁ and R₅ along with an additional methyl substitution at R_N. Tropane alkaloids are commonly substituted at R₃ with an ether bridge (as seen in scopolamine, atropine, hyoscyamine, and cocaine).

Pharmacology

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Tropane alkaloids are mostly anti-cholinergics (antagonistic action on acetylcholine receptors) or stimulants (prevention of dopamine reuptake).

Examples

Tropane alkaloids are seen throughout organic chemistry and include psychoactive and anaesthetic compounds.

Anticholinergic drugs:

• Atropine
• Hyoscyamine
• Scopolamine

Stimulant drugs:

• Cocaine
• RTI-111
• REC
• Diclofensine
• RTI-126
• RTI-31
• 2-HO-Cocaine
• 4-Fl-Cocaine
• DOV-102677
• EXP-561
• GSK1360707F
• JZ-IV-10
• Tesofensine

See also

• Responsible use
• Deliriants
• Anti-histamines
• Stimulants
• Datura

External links

• Tropane alkaloid (Wikipedia)

References

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