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Fourphit

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Pharmaceutical compound
Fourphit
Clinical data
Other names4-Isothiocyanato-PCP
Drug classIrreversible dopamine transporter blocker; Reversible NMDA receptor antagonist; Psychostimulant antagonist
Identifiers
IUPAC name
  • 4-isothiocyanato-1-(1-phenylcyclohexyl)piperidine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H24N2S
Molar mass300.46 g·mol
3D model (JSmol)
SMILES
  • C1CCC(CC1)(C2=CC=CC=C2)N3CCC(CC3)N=C=S
InChI
  • InChI=1S/C18H24N2S/c21-15-19-17-9-13-20(14-10-17)18(11-5-2-6-12-18)16-7-3-1-4-8-16/h1,3-4,7-8,17H,2,5-6,9-14H2
  • Key:QAHYIAVTWZVTMY-UHFFFAOYSA-N

Fourphit, also known as 4-isothiocyanato-PCP, is an irreversible dopamine transporter (DAT) blocker and a reversible NMDA receptor antagonist. It blocks the binding of methylphenidate to the DAT in vitro, though apparently not in vivo. In any case, the drug reduces the stimulant-like effects of cocaine in animals, whilst producing mostly negligible behavioral effects itself. Fourphit is an acylating derivative of phencyclidine (PCP) and a positional isomer of metaphit (3-isothiocyanato-PCP).

See also

References

  1. ^ Schweri MM, Thurkauf A, Mattson MV, Rice KC (June 1992). "Fourphit: a selective probe for the methylphenidate binding site on the dopamine transporter". J Pharmacol Exp Ther. 261 (3): 936–942. PMID 1602399.
  2. ^ Schweri MM, de Costa BR, Rice KC (July 1998). "Fourphit, an acylating phencyclidine derivative, attenuates cocaine-induced hyperactivity in rats". Pharmacol Biochem Behav. 60 (3): 615–623. doi:10.1016/s0091-3057(98)00040-9. PMID 9678644.
Monoamine reuptake inhibitors
DATTooltip Dopamine transporter
(DRIsTooltip Dopamine reuptake inhibitors)
NETTooltip Norepinephrine transporter
(NRIsTooltip Norepinephrine reuptake inhibitors)
SERTTooltip Serotonin transporter
(SRIsTooltip Serotonin reuptake inhibitors)
VMATsTooltip Vesicular monoamine transporters
Others
See also: Receptor/signaling modulatorsMonoamine releasing agentsAdrenergicsDopaminergicsSerotonergicsMonoamine metabolism modulatorsMonoamine neurotoxins
Ionotropic glutamate receptor modulators
AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor


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