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| Other names | N,α-dimethyl-cyclopenaneethylamine |
| Routes of administration | Topical (nasal spray) |
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| Formula | C9H19N |
| Molar mass | 141.258 g·mol−1 |
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| Chirality | Racemic mixture |
| Boiling point | 171 °C (340 °F) |
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Cyclopentamine (trade namesClopane,Cyclonarol,Cyclosal,Cyklosan,Nazett,Sinos, among others) is asympathomimetic andvasoconstrictordrug of thealkylamine family and related to thearylalkylamines. Cyclopentamine wasindicated in the past as anover-the-counter (OTC)medication for use as anasaldecongestant, notably inEurope andAustralia, but has now been largely discontinued.
Cyclopentamine acts as areleasing agent of thecatecholamineneurotransmittersnorepinephrine (noradrenaline),epinephrine (adrenaline), anddopamine.[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 ingestedorally in sufficientquantities, cyclopentamine produces similar effects toamphetamine, methamphetamine, and propylhexedrine.[2][3]
Cyclopentamine is the cyclopentanehomolog ofpropylhexedrine, differing only in terms of the contracted ring size of a cyclopentane, containing one —CH2— unit less than thecyclohexyl group.
In terms of theacyclic part of the molecule, both cyclopentamine and propylhexedrine are the same asmethamphetamine, all three molecules containing the 2-methylaminopropyl side-chain. The difference between them is that whereas methamphetamine is an aromatic molecule containing aphenyl group, cyclopentamine and propylhexedrine are entirely aliphatic and contain no delocalized electrons at all. The effect that this has on potency is that the reducedalicyclic-alkylamines are weaker than unsaturated (meth)amphetamine.[citation needed]
