Cyclopentamine

Cyclopentamine (trade names Clopane, Cyclonarol, Cyclosal, Cyklosan, Nazett, Sinos, among others) is a sympathomimetic and vasoconstrictordrug of the alkylamine family and related to the arylalkylamines. Cyclopentamine was indicated in the past as an over-the-counter (OTC) medication for use as a nasaldecongestant, notably in Europe and Australia, but has now been largely discontinued.

Cyclopentamine acts as a releasing agent of the catecholamineneurotransmittersnorepinephrine (noradrenaline), epinephrine (adrenaline), and dopamine.^[1] Its effects on norepinephrine and epinephrine mediate its decongestant effects, while its effects on all three neurotransmitters are responsible for its stimulant properties. When ingested orally in sufficient quantities, cyclopentamine produces similar effects to amphetamine, methamphetamine, and propylhexedrine.^[2][3]

Cyclopentamine is the cyclopentane homolog of propylhexedrine, differing only in terms of the contracted ring size of a cyclopentane, containing one —CH₂— unit less than the cyclohexyl group.

En cuanto a la parte acíclica de la molécula, tanto la ciclopentamina como la propilhexedrina son idénticas a la metanfetamina , ya que las tres contienen la cadena lateral 2-metilaminopropilo. La diferencia radica en que, mientras que la metanfetamina es una molécula aromática con un grupo fenilo , la ciclopentamina y la propilhexedrina son completamente alifáticas y carecen de electrones deslocalizados. Esto influye en su potencia, haciendo que las α-alquilaminas alicíclicas reducidas sean menos potentes que la metanfetamina insaturada.

• Anfetamina
• Cipenamina (que es trans -2-fenilciclopentilamina)
• isociclamina
• Metanfetamina
• Propilhexedrina (también conocida como ciclohexilisopropilmetilamina)
• Tranilcipromina (que es trans -2-fenilciclopropilamina)
• Metiopropamina