Role of the aromatic group in the inhibition of phencyclidine binding and dopamine uptake by PCP analogs

@article{Chaudieu1989RoleOT,
  title={Role of the aromatic group in the inhibition of phencyclidine binding and dopamine uptake by PCP analogs},
  author={I. Chaudieu and J. Vignon and Mich{\`e}le Chicheportiche and J. Kamenka and G{\'e}rard Trouiller and R. Chicheportiche},
  journal={Pharmacology Biochemistry and Behavior},
  year={1989},
  volume={32},
  pages={699-705}
}
Thirty-seven arylcyclohexylamines including phencyclidine (PCP) and derivatives, N[1-(2-thienyl)cyclohexyl]piperidine (TCP) and derivatives and N-[1-(2-benzo(b)thiophenyl)cyclohexyl]piperidine (BTCP) were assessed for their ability to inhibit [3H]PCP binding and [3H]dopamine ([3H]DA) synaptosomal uptake. Their pharmacological property (ataxia) was measured by means of the rotarod test. A very good correlation was observed between the inhibition of [3H]PCP binding and the [3H]DA uptake only for… Expand
b]thienyl)cyclohexyl]piperidine Homologues at Dopamine-Uptake and Phencyclidine- and a-Binding Sites
Piperidine and cyclohexyl ring homologues of the high-affinity dopamine (DA) uptake inhibitor l-[l-(2-benzo[bl thienyl)cyclohexyllpiperidine (BTCP, 3) were each prepared in four steps from theExpand
Effect of lowered lipophilicity on the affinity of PCP analogues for the PCP receptor and the dopamine transporter
Summary Oxygen and sulphur atoms were introduced in the cyclohcxyl and piperidinyl moieties of the basic structures 1-(1-phenyl-cyclohexyl)piperidine (PCP), 1-[1-(2-thienyl)cyclohexyl]piperidineExpand
Effects of the major metabolite of phencyclidine, the trans isomer of 4-phenyl-4-(1-piperidinyl)cyclohexanol, on [3H]N-(1-[2-thienyl]cyclohexyl)-3,4-piperidine ([3H]TCP) binding and [3H]dopamine uptake in the rat brain
The major metabolite of phencyclidine (PCP), the trans isomer of 4-phenyl-4-(1-piperidinyl)cyclohexanol [(trans)-4-PPC], inhibited [3H]N-(1-(2-thienyl)cyclohexyl)-3,4-piperidine ([3H]TCP) binding toExpand
Sensitivity of the PCP receptor and the dopamine transporter to ligands bearing multiple asymmetric centres
Summary Generation of one or two asymmetric carbons by means of a methyl substitution into cyclohexyl or piperidine moieties of 1-[1-(2-thienyl)cyclohexyl]piperidine (TCP) and 1-[1-(2-benzo[ bExpand
PCP receptor and dopamine uptake sites are discriminated by chiral TCP and BTCP derivatives of opposite configuration
Summary 3-Methylpiperidine derivatives of 1-[1-(2-thienyl)cyclohexyl]piperidine (TCP) and l-[1-(2-benzo[ b ]thiophenyl)cyclohexyl] piperidine (BTCP) were obtained in their racemic and homochiralExpand
Synthesis and Analgesic Properties of New Modified Analogs of Phencyclidine with Specific Binding on PCP Receptor or Dopamine Inhibition Reuptake Activities
Phencyclidine (PCP, I) and many of its analogs have showed many pharmacological effects through several neurotransmitter systems. In addition to binding to the N-methyl-d-aspartate (NMDA) subtype ofExpand
Synthesis and antinociception properties of phencyclidine derivatives with modified aromatic or cycloalkyl rings and amino group
Phencyclidine is an arylcyclohexylamine compound which has received a lot of investigative attention due to the complex spectrum of behaviours and its complicated interactions with the centralExpand
Differential Interaction of Phencyclidine‐Like Drugs with the Dopamine Uptake Complex In Vivo
TLDR
The results imply that the pharmacological effects of PCP are due to its simultaneous interaction with the dopamine uptake complex and the PCP receptor, and TCP and MK‐801, which have the same behavioral properties as PCP, exert their action only through the interaction withThe PCP receptors. Expand
Homochiral structures derived from 1-[1-(2-thienyl)cyclohexyl]piperidine (TCP) are potent non-competitive antagonists of glutamate at NMDA receptor sites
Abstract The racemates of cis (pip/Me) 1-[1-(2-thienyl)-2-methylcyclohexyl]piperidine and cis (pip/Me) 1-[1-(2-furanyl)-2-methylcyclohexyl]piperidine, 2 derivatives of the noncompetitive N -methyl- dExpand
Endogenous dopamine differently affects N-[1-(2-benzo(b)thiophenyl)cyclohexyl]piperidine and cocaine binding to the dopamine uptake complex.
TLDR
In vivo, endogenous dopamine and cocaine are competitive and non-competitive inhibitors, respectively, of the binding of [3H]BTCP. Expand
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TLDR
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  • Proceedings of the National Academy of Sciences of the United States of America
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TLDR
[3H]PCP binding was most enriched in crude synaptosomal subcellular fractions, and was about three times higher in hippocampus than in cervical spinal cord, suggesting that PCP may exert its effects on the central nervous system via binding to specific brain receptor sites. Expand
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