Chemistry:3-PPP
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| Other names | Preclamol |
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| Formula | C14H21NO |
| Molar mass | 219.328 g·mol−1 |
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3-PPP (N-n-propyl-3-(3-hydroxyphenyl)piperidine) is a mixed sigma σ1 and σ2 receptor agonist (with similar affinity for both subtypes, though slightly higher affinity for the latter)[1] and D2 receptor partial agonist which is used in scientific research.[2][3] It shows stereoselectivity in its pharmacodynamics.[2] (+)-3-PPP is the enantiomer that acts as an agonist of the sigma receptors;[3] it is also an agonist of both D2 presynaptic and postsynaptic receptors.[2] Conversely, (−)-3-PPP, also known as preclamol (INN), acts as an agonist of presynaptic D2 receptors but as an antagonist of postsynaptic D2 receptors, and has antipsychotic effects.[2][4] 3-PPP has also been reported to be a monoamine reuptake inhibitor and possibly to act at adrenergic receptors or some other non-sigma receptor.[5]
See also
References
- ↑ "A sigma-like binding site in rat pheochromocytoma (PC12) cells: decreased affinity for (+)-benzomorphans and lower molecular weight suggest a different sigma receptor form from that of guinea pig brain". Brain Res. 527 (2): 244–253. 1990. doi:10.1016/0006-8993(90)91143-5. PMID 2174717.
- ↑ 2.0 2.1 2.2 2.3 "Central dopamine receptor agonist and antagonist actions of the enantiomers of 3-PPP". Psychopharmacology 81 (2): 89–99. 1983. doi:10.1007/bf00428999. PMID 6415751.
- ↑ 3.0 3.1 "Rat liver and kidney contain high densities of sigma 1 and sigma 2 receptors: characterization by ligand binding and photoaffinity labeling". Eur. J. Pharmacol. 268 (1): 9–18. 1994. doi:10.1016/0922-4106(94)90115-5. PMID 7925616.
- ↑ Jeffrey S. Albert (6 June 2012). Targets and Emerging Therapies for Schizophrenia. John Wiley & Sons. pp. 64–. ISBN 978-1-118-30940-7. https://books.google.com/books?id=L1Xnqh2GOdAC&pg=PT64.
- ↑ Annual Reports in Medicinal Chemistry. Academic Press. 5 October 1993. pp. 14–. ISBN 978-0-08-058372-3. https://books.google.com/books?id=648kNU6aMMYC&pg=PR14.
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