Pyrimidinylpiperazine
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Pyrimidinylpiperazine
| Pyrimidinylpiperazine | |
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2-(piperazin-1-yl)pyrimidine |
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| Identifiers | |
| PubChem | 88747 |
| ChemSpider | 80080  |
| ChEMBL | CHEMBL724 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C8H12N4 |
| Molar mass | 164.21 g/mol |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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:
- Buspirone - Anxiolytic
- Dasatinib - Anticancer agent
- Eptapirone - Anxiolytic
- Gepirone - Anxiolytic
- Ipsapirone - Anxiolytic
- Piribedil - Antiparkinsonian agent
- Revospirone - Anxiolytic
- Tandospirone - Anxiolytic
- Tirilazad - Alpha blocker
- Umespirone - Anxiolytic
- Zalospirone - Anxiolytic
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
- ^ a b 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. doi:10.1016/0028-3908(91)90176-C. PMID 1681447.
- ^ Zuideveld, K. P.; Rusic-pavletic, J.; Maas, H. J.; Peletier, L. A.; Van Der Graaf, P. H.; Danhof, M. (2002). "Pharmacokinetic-pharmacodynamic modeling of buspirone and its metabolite 1-(2-pyrimidinyl)-piperazine in rats". The Journal of Pharmacology and Experimental Therapeutics 303 (3): 1130–1137. doi:10.1124/jpet.102.036798. PMID 12438536.
- ^ Astier; Lambás Señas, L.; Soulière, F.; Schmitt, P.; Urbain, N.; Rentero, N.; Bert, L.; Denoroy, L. et al (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. doi:10.1016/S0014-2999(02)02814-5. PMID 12505530.
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