3-MeO-PCP
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3-MeO-PCP
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| Systematic (IUPAC) name | |
| 1-[1-(3-methoxyphenyl)cyclohexyl]-piperidine | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| CAS number | 72242-03-6  91164-58-8 (hydrochloride) |
| ATC code | None |
| PubChem | CID 11778080 |
| ChemSpider | 9952762 |
| Chemical data | |
| Formula | C18H27NO |
| Mol. mass | 273.412 g/mol |
| SMILES | eMolecules & PubChem |
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3-Methoxyphencyclidine (3-MeO-PCP) is a dissociative anesthetic drug with hallucinogenic and sedative effects that has been sold as a research chemical. It is around the same potency as phencyclidine, but has slightly different effects due to its altered binding profile at various targets, particularly being somewhat more potent as an NMDA antagonist while having around the same potency as a dopamine reuptake inhibitor.[1][2][3][4]
The corresponding 4-methoxy derivative 4-MeO-PCP is also known, but is around 10 times less potent by weight than the 3-methoxy isomer, making it around the same potency as ketamine.
See also
- Arylcyclohexylamine
- Ketamine
- Methoxydine
- Methoxyketamine
- Phencyclidine
References
- ^ Vignon J, Vincent JP, Bidard JN, Kamenka JM, Geneste P, Monier S, Lazdunski M (July 1982). "Biochemical properties of the brain phencyclidine receptor". European Journal of Pharmacology 81 (4): 531–42. doi:10.1016/0014-2999(82)90342-9. PMID 6214413.
- ^ Manallack DT, Wong MG, Costa M, Andrews PR, Beart PM (December 1988). "Receptor site topographies for phencyclidine-like and sigma drugs: predictions from quantitative conformational, electrostatic potential, and radioreceptor analyses". Molecular Pharmacology 34 (6): 863–79. PMID 2849051.
- ^ Chaudieu I, Vignon J, Chicheportiche M, Kamenka JM, Trouiller G, Chicheportiche R (March 1989). "Role of the aromatic group in the inhibition of phencyclidine binding and dopamine uptake by PCP analogs". Pharmacology, Biochemistry, and Behavior 32 (3): 699–705. doi:10.1016/0091-3057(89)90020-8. PMID 2544905.
- ^ Manallack DT, Davies JW, Beart PM, Saunders MR, Livingstone DJ (October 1993). "Analysis of the biological and molecular properties of phencyclidine-like compounds by chemometrics". Arzneimittel-Forschung 43 (10): 1029–32. PMID 8267664.
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