PFPP

Drugbox
IUPAC_name = 1-(4-fluorophenyl)piperazine


width= 140

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CAS_number= 2252-63-3
ATC_prefix=
ATC_suffix=
PubChem= 75260
DrugBank=
C=10 | H=13 | F=1 | N=2
molecular_weight = 180.222 g/mol
bioavailability=
metabolism = hepatic
elimination_half-life= 6-8 hours
excretion = renal
pregnancy_category =
legal_status =
routes_of_administration= oral

Parafluorophenylpiperazine (flippiperazine, fluoperazine, pFPP, 4-FPP) is a piperazine derivative with mildly hallucinogenic and euphoric effects [ [http://www.erowid.org/experiences/exp.php?ID=62575 Erowid Experience Vaults: Piperazines - pFPP - Refreshing Enhancement - 62575 ] ] [ [http://www.erowid.org/experiences/exp.php?ID=56641 Erowid Experience Vaults: Piperazines - pFPP - A Little Flip'd Out - 56641 ] ] which has been sold as an ingredient in legal recreational drugs known as "Party pills", initially in New Zealand and subsequently in other countries around the world.

pFPP has been found "in vitro" to act mainly as a 5HT_1A serotonin receptor agonist, with some affinity for 5HT_2A and 5HT_2C receptors. It also inhibits the reuptake of serotonin and norepinephrine. pFPP was originally discovered as a metabolite of the hypnotic antihistamine Niaprazine in 1982 [ Keane PE, Strolin Benedetti M, Dow J. The effect of niaprazine on the turnover of 5-hydroxytryptamine in the rat brain. Neuropharmacology. 1982 Feb;21(2):163-9. ] , but was subsequently re-discovered in 2003 as a potential recreational drug, and subsequently sold as an ingredient in "Party pills" in New Zealand, under brand names such as "The Big Grin","Mashed" and "Extreme Beans".

pFPP has little stimulant effects, with its subjective effects derived mainly from its action as a 5HT_1A agonist [ Scherman D, Hamon M, Gozlan H, Henry JP, Lesage A, Masson M, Rumigny JF. Molecular pharmacology of niaprazine. Progress in Neuro-psychopharmacology and Biological Psychiatry. 1988;12(6):989-1001. ] . Its effects have been described as similar to a cross between Fluoxetine and a very small dose of LSDFact|date=November 2007, both of which have significant actions as 5HT_1A agonists in addition to their primary mechanism of action. pFPP is active at doses between 20mg - 150mg, but higher doses cause a range of side effects including migraine headaches, muscle aches, anxiety, nausea and vomiting.

Based on the recommendation of the EACD, the New Zealand government has passed legislation which placed BZP, along with the other piperazine derivatives TFMPP, mCPP, pFPP, MeOPP and MBZP, into Class C of the New Zealand Misuse of Drugs Act 1975. A ban was intended to come into effect in New Zealand on December 18th 2007, but the law change did not go through until the following year, and the sale of BZP and the other listed piperazines became illegal in New Zealand as of 1st of April 2008. An amnesty for possession and usage of these drugs will remain until October 2008, at which point they will become completely illegal. [ [http://www.parliament.nz/en-NZ/PB/Legislation/Bills/d/3/d/00DBHOH_BILL8220_1-Misuse-of-Drugs-Classification-of-BZP-Amendment.htm Misuse of Drugs (Classification of BZP) Amendment Bill 2008] ]

ee also

*BZP
*MBZP
*mCPP
*MeOPP
*TFMPP
*MDBZP
*2C-B-BZP
*DBZP
*Party pills
*Piperazine

References