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1-(1-Naphthyl)piperazine

Chemical compound

Chemical compound

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1-(1-Naphthyl)piperazine (1-NP) is a drug which is a phenylpiperazine derivative.

It acts as a non-selective, mixed serotonergic agent, exerting partial agonism at the 5-HT1A, 5-HT1B, 5-HT1D, 5-HT1E, and 5-HT1F receptors, while antagonizing the 5-HT2A, 5-HT2B, and 5-HT2C receptors. It has also been shown to possess high affinity for the 5-HT3, 5-HT5A, 5-HT6, and 5-HT7 receptors, and may bind to 5-HT4 and the SERT as well.

In animals it produces effects including hyperphagia, hyperactivity, and anxiolysis, of which are all likely mediated predominantly or fully by blockade of the 5-HT2C receptor.

Derivatives of naphthylpiperazine include CSP-2503, F-11,461, S-14506, and S-14671.

References

References

  1. (June 1989). "Interaction of arylpiperazines with 5-HT1A, 5-HT1B, 5-HT1C and 5-HT1D receptors: do discriminatory 5-HT1B receptor ligands exist?". Naunyn-Schmiedeberg's Archives of Pharmacology.
  2. (January 2004). "Molecular cloning and pharmacological characterization of the guinea pig 5-HT1E receptor". European Journal of Pharmacology.
  3. (January 1993). "Cloning of another human serotonin receptor (5-HT1F): a fifth 5-HT1 receptor subtype coupled to the inhibition of adenylate cyclase". Proceedings of the National Academy of Sciences of the United States of America.
  4. (August 1987). "Relative efficacies of piperazines at the phosphoinositide hydrolysis-linked serotonergic (5-HT-2 and 5-HT-1c) receptors". The Journal of Pharmacology and Experimental Therapeutics.
  5. (April 2001). "Characterization of the serotonin receptor mediating contraction in the mouse thoracic aorta and signal pathway coupling". The Journal of Pharmacology and Experimental Therapeutics.
  6. (August 1994). "Molecular cloning, functional expression, and mRNA tissue distribution of the human 5-hydroxytryptamine2B receptor". Molecular Pharmacology.
  7. (September 1989). "Binding of arylpiperazines to 5-HT3 serotonin receptors: results of a structure-affinity study". European Journal of Pharmacology.
  8. Wesołowska A. (2002). "In the search for selective ligands of 5-HT5, 5-HT6 and 5-HT7 serotonin receptors". Polish Journal of Pharmacology.
  9. (March 2005). "1-(1-Naphthyl)piperazine as a novel template for 5-HT6 serotonin receptor ligands". Bioorganic & Medicinal Chemistry Letters.
  10. (January 2026). "Cloning of a novel human serotonin receptor (5-HT7) positively linked to adenylate cyclase". The Journal of Biological Chemistry.
  11. (October 2000). "New arylpiperazine derivatives as antagonists of the human cloned 5-HT(4) receptor isoforms". Journal of Medicinal Chemistry.
  12. (October 2005). "Design and synthesis of long-chain arylpiperazines with mixed affinity for serotonin transporter (SERT) and 5-HT(1A) receptor". The Journal of Pharmacy and Pharmacology.
  13. (1988). "Evidence that hypophagia induced by mCPP and TFMPP requires 5-HT1C and 5-HT1B receptors; hypophagia induced by RU 24969 only requires 5-HT1B receptors". Psychopharmacology.
  14. (September 1993). "d-Fenfluramine- and d-norfenfluramine-induced hypophagia: differential mechanisms and involvement of postsynaptic 5-HT receptors". European Journal of Pharmacology.
  15. (1988). "1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane (DOI) exerts an anorexic action that is blocked by 5-HT2 antagonists in rats". Psychopharmacology.
  16. (July 2006). "Increased serotonergic functions following administration of 1-(1-naphthyl) piperazine in propranolol injected rats". [[Pakistan Journal of Pharmaceutical Sciences]].
  17. Kennett GA. (1992). "5-HT1C receptor antagonists have anxiolytic-like actions in the rat social interaction model". Psychopharmacology.
  18. (April 2002). "1-(1-naphthyl)-piperazine, a mixed 5-HT1A and 5-HT2A/2C receptor ligand, elicits an anxiolytic-like effect in the open-field test without changes in 5-HT metabolism". Methods and Findings in Experimental and Clinical Pharmacology.
  19. (1994). "Evidence that mCPP-induced anxiety in the plus-maze is mediated by postsynaptic 5-HT2C receptors but not by sympathomimetic effects". Neuropharmacology.
  20. (February 1994). "Evidence that 5-HT2c receptor antagonists are anxiolytic in the rat Geller-Seifter model of anxiety". Psychopharmacology.
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