- Source: Phenylpiperazine
1-Phenylpiperazine (1-PP or PP) is a simple chemical compound and drug featuring a phenyl group bound to a piperazine ring. The suffix ‘-piprazole’ is sometimes used in the names of drugs to indicate they belong to this class.
It is a rigid analogue of amphetamine. Similarly to amphetamine, 1-PP is a monoamine releasing agent, with EC50Tooltip half-maximal effective concentration values for monoamine release of 186 nM for norepinephrine, 880 nM for serotonin, and 2,530 nM for dopamine. Based on the preceding values, it is about 4.7-fold less potent in releasing serotonin than norepinephrine and about 13.6-fold less potent in releasing dopamine than norepinephrine. Hence, 1-PP is a modestly selective norepinephrine releasing agent (NRA), or could alternatively be thought of as an imbalanced serotonin–norepinephrine releasing agent (SNRA) or serotonin–norepinephrine–dopamine releasing agent (SNDRA).
Other homologues and rigid analogues of amphetamine besides 1-PP include 2-aminotetralin (2-AT), 2-amino-1,2-dihydronaphthalene (2-ADN), 2-aminoindane (2-AI), 1-naphthylaminopropane (1-NAP), 2-naphthylaminopropane (2-NAP), 6-ABTooltip 6-amino-6,7,8,9-tetrahydro-5H-benzocycloheptene, and 7-ABTooltip 7-amino-6,7,8,9-tetrahydro-5H-benzocycloheptene.
1-Phenylpiperazine shows toxicity at sufficiently high doses; its oral LD50 in rats is 210 mg/kg.
Numerous derivatives of 1-PP, or substituted phenylpiperazines, exist. Some examples include meta-chlorophenylpiperazine (mCPP), 3-trifluoromethylphenylpiperazine (TFMPP), and para-methoxyphenylpiperazine (pMeOPP).
See also
Substituted piperazine
Serotonin antagonist and reuptake inhibitor
Benzylpiperazine
Diphenylpiperazine
Diphenylmethylpiperazine
Pyridinylpiperazine
Pyrimidinylpiperazine
References
External links
Media related to Phenylpiperazine at Wikimedia Commons