Phenylpropylaminopentane

Phenylpropylaminopentane

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Systematic (IUPAC) name
(R)-1-Phenyl-N-propylpentan-2-amine
Clinical data
Legal status	CA: Schedule I UK: Class A
Identifiers
CAS Number	784118-64-5
PubChem	CID: 51529346
ChemSpider	21106218
Chemical data
Formula	C14H23N
Molecular mass	205.35 g·mol−1
SMILES CCCN[C@H](CCC)Cc1ccccc1
InChI InChI=1S/C14H23N/c1-3-8-14(15-11-4-2)12-13-9-6-5-7-10-13/h5-7,9-10,14-15H,3-4,8,11-12H2,1-2H3/t14-/m1/s1 Key:PBENSVGEGPJNFJ-CQSZACIVSA-N

(-)-1-Phenyl-2-propylaminopentane (also known as (-)-PPAP and N,α-dipropylphenethylamine) is a stimulant of the phenethylamine and amphetamine classes with an unusual effects profile and mechanism of action.

(-)-PPAP is classified as a monoaminergic activity enhancer that stimulates the impulse propagation mediated transmitter release of the neurotransmitters dopamine, norepinephrine and serotonin in the brain. Unlike stimulants such as amphetamine, which release a flood of monoamine neurotransmitters in an uncontrolled manner, (-)-PPAP instead only increases the amount of neurotransmitters that get released when a neuron is stimulated by receiving an impulse from a neighbouring neuron. Both amphetamine and (-)-PPAP promote the release of monoamines and deuteramines, however while amphetamine causes neurons to dump neurotransmitter stores into the synapse regardless of external input, (-)-PPAP does not influence the pattern of neurotransmitter release and instead releases a larger amount of neurotransmitters than normal.

(-)-PPAP has no monoamine oxidase inhibitory activity.

See also

• (-)-BPAP
• MBDP
• Pentedrone