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Pyrimidinylpiperazine

Pyrimidinylpiperazine
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IUPAC name
2-(piperazin-1-yl)pyrimidine
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ChEMBL ChEMBL724 7pxY
ChemSpider 80080 7pxY
Jmol-3D images Image
PubChem Template:Chembox PubChem/format
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C8H12N4
Molar mass 164.21 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1-(2-Pyrimidinyl)piperazine (1-PP, 1-PmP) is a chemical compound and piperazine derivative. It is known to act as an α2-adrenergic receptor antagonist,[1] and as a 5-HT1A receptor partial agonist to a much lesser extent.[2] It does not appear to have any significant affinity for the D2 or α1-adrenergic receptors.

A number of pyrimidinylpiperazine derivatives are drugs, including:

The anxiolytics are also classified as azapirones due to the azaspirodecanedione moiety in their structures. 1-PP is a common metabolite of most or all of the listed agents.[1][3] Alnespirone, binospirone, and enilospirone, despite being azapirones, are not piperazines and therefore do not metabolize to 1-PP, and while perospirone and tiospirone are piperazines, they are instead benzothiazole-substituted piperazines and do not metabolize to 1-PP either.

See also

References

  1. 1.0 1.1 Blier; Curet, O.; Chaput, Y.; De Montigny, C. (1991). "Tandospirone and its metabolite, 1-(2-pyrimidinyl)-piperazine--II. Effects of acute administration of 1-PP and long-term administration of tandospirone on noradrenergic neurotransmission". Neuropharmacology 30 (7): 691–701. PMID 1681447. doi:10.1016/0028-3908(91)90176-C.  edit
  2. Zuideveld, K. P. (December 2002). "Pharmacokinetic-pharmacodynamic modeling of buspirone and its metabolite 1-(2-pyrimidinyl)-piperazine in rats". J. Pharmacol. Exp. Ther. 303 (3): 1130–1137. PMID 12438536. doi:10.1124/jpet.102.036798.  edit
  3. Astier, B.; Lambás Señas, L.; Soulière, F.; Schmitt, P.; Urbain, N.; Rentero, N.; Bert, L.; Denoroy, L.; Renaud, B.; Lesourd, M.; Muñoz; Chouvet, G. (2003). "In vivo comparison of two 5-HT1A receptors agonists alnespirone (S-20499) and buspirone on locus coeruleus neuronal activity". European Journal of Pharmacology 459 (1): 17–26. PMID 12505530. doi:10.1016/S0014-2999(02)02814-5.  edit



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