- 4-MeO-PCP
-
4-MeO-PCP 
Systematic (IUPAC) name 1-[1-(4-methoxyphenyl)cyclohexyl]-piperidine Clinical data Pregnancy cat. ? Legal status Not Currently Scheduled Identifiers CAS number 2201-35-6
91164-58-8 (hydrochloride)ATC code None PubChem CID 11778080 ChemSpider 10526416 
Chemical data Formula C18H27NO Mol. mass 273.412 g/mol SMILES eMolecules & PubChem - InChI=1S/C18H27NO/c1-20-17-10-8-16(9-11-17)18(12-4-2-5-13-18)19-14-6-3-7-15-19/h8-11H,2-7,12-15H2,1H3
Key:MUZGGFNYVLGUFS-UHFFFAOYSA-N
(what is this?) (verify)4-Methoxyphencyclidine (methoxydine, 4-MeO-PCP) is a dissociative anesthetic drug with hallucinogenic and sedative effects. It is around the same potency as ketamine, 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 positional isomer 3-MeO-PCP is also known. Being around 10 times more potent by weight than the 4-methoxy isomer it has around the same potency as PCP. 4-Meo-PCP was reportedly first sold within the UK from 2008 as a designer drug and research chemical by a company trading under the name CBAY.[5]
See also
- Arylcyclohexylamine
- 3-MeO-PCP
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.
- ^ [King LA. New drugs coming our way - what are they and how do we detect them? EMCDDA Conference, Lisbon, 6–8 May 2009 http://www.emcdda.europa.eu/attachements.cfm/att_78745_EN_4_King.pps]
Hallucinogens Psychedelics
5-HT2AR agonistsLysergamides: AL-LAD • ALD-52 • BU-LAD • CYP-LAD • DAM-57 • Diallyllysergamide • Ergometrine (Ergonovine, Ergobasine) • ETH-LAD • LAE-32 • LSA (Ergine, Lysergamide) • LSD • LSH • LPD-824 • LSM-775 • Lysergic Acid 2-Butyl Amide • Lysergic Acid 2,4-Dimethylazetidide • Lysergic Acid 3-Pentyl Amide • Methylergometrine • Methylisopropyllysergamide • Methysergide • MLD-41 • PARGY-LAD • PRO-LAD;
Phenethylamines: Aleph • 2C-B • 2C-B-Dragonfly · 2C-B-FLY • 2C-C-FLY • 2C-D-FLY • 2C-E-FLY • 2C-I-FLY • 2CBFly-NBOMe • 2C-T-7-FLY • 2C-C • 2C-C-NBOMe • 2C-CN-NBOMe • 2C-D • 2CD-5EtO • 2C-D-NBOMe • 2C-E • 2C-EF • 2C-E-NBOMe • 2C-F • 2C-F-NBOMe • 2C-G • 2C-G-NBOMe • 2C-H-NBOMe • 2C-I • 2C-N • 2C-N-NBOMe • 2C-O • 2C-O-4 • 2C-P • 2C-T • 2C-T-2 • 2C-T-4 • 2C-T-4-NBOMe • 2C-T-7 • 2C-T-7-NBOH • 2C-T-8 • 2C-T-9 • 2C-T-13 • 2C-T-15 • 2C-T-17 • 2C-T-21 • 2C-TFM • 2C-TFM-NBOMe • 2C-YN • 2CBCB-NBOMe • 25B-NBOMe • 25I-NBMD • 25I-NBOH • 25I-NBOMe • 3C-E • 3C-P • 5-APB • 5-APDB • 6-APB • 6-APDB • Br-DFLY • DESOXY • DMMDA • DMMDA-2 • DOB • DOB-FLY • DOM-FLY • DOC • DOEF • DOET • DOF • DOI • DOM • DON • DOPR • DOTFM • Escaline • Ganesha • HOT-2 • HOT-7 • HOT-17 • IAP • Isoproscaline • Jimscaline • Lophophine • MDA • MDEA • MDMA • MMA • MMDA • MMDA-2 • MMDA-3a • MMDMA • Macromerine • Mescaline • Methallylescaline • NBOMe-mescaline • Proscaline • TCB-2 • TFMFly • TMA;
Piperazines: pFPP • TMFPP;
Tryptamines: 1-Methyl-5-methoxy-diisopropyltryptamine • 2,N,N-TMT • 4-HO-5-MeO-DMT • 4-Acetoxy-DET • 4-Acetoxy-DIPT • 4-Acetoxy-DMT • 4-Acetoxy-DPT • 4-Acetoxy-MiPT • 4-HO-DPT • 4-HO-MET • 4-Propionyloxy-DMT • 4-HO-MPMI • 5-Me-MIPT • 5-N,N-TMT • 5-AcO-DMT • 5-MeO-2,N,N-TMT • 5-MeO-α,N,N-TMT • 5-MeO-α-ET • 5-MeO-α-MT • 5-MeO-DALT • 5-MeO-DET • 5-MeO-DIPT • 5-MeO-DMT • 5-MeO-DPT • 5-MeO-EiPT • 5-MeO-MET • 5-MeO-MIPT • 5-MeO-MPMI • 7,N,N-TMT • α,N,N-TMT • α-ET • α-MT • AL-37350A • Baeocystin • Bufotenin • DALT • DBT • DCPT • DET • DIPT • DMT • DPT • EiPT • Ethocin • Ethocybin • Iprocin • MET • Miprocin • MIPT • Norbaeocystin • PiPT • Psilocin • Psilocybin;
Others: AL-38022A • Ibogaine • Noribogaine • VoacangineDissociatives
NMDAR antagonistsAdamantanes: Amantadine • Memantine • Rimantadine;
Arylcyclohexylamines: 3-MeO-PCP • 4-MeO-PCP • Dieticyclidine • Esketamine • Eticyclidine • Gacyclidine • Ketamine • Methoxetamine • Neramexane • Phencyclidine • PCPr • Rolicyclidine • Tenocyclidine • Tiletamine;
Morphinans: Dextrallorphan • Dextromethorphan • Dextrorphan • Methorphan (Racemethorphan) • Racemorphan;
Others: 2-MDP • 8A-PDHQ • Aptiganel • Dexoxadrol • Dizocilpine (MK-801) • Etoxadrol • Ibogaine • Midafotel • NEFA • Nitrous Oxide • Noribogaine • Perzinfotel • Remacemide • Selfotel • XenonDeliriants
mAChR antagonists3-Quinuclidinyl benzilate • Atropine • Benactyzine • Benzatropine • Benzydamine • Biperiden • Brompheniramine • CAR-226,086 • CAR-301,060 • CAR-302,196 • CAR-302,282 • CAR-302,368 • CAR-302,537 • CAR-302,668 • Chlorpheniramine • Chloropyramine • Clemastine • CS-27349 • Cyclizine • Cyproheptadine • Dicyclomine (Dicycloverine) • Dimenhydrinate • Diphenhydramine • Ditran • Doxylamine • EA-3167 • EA-3443 • EA-3580 • EA-3834 • Elemicin • Flavoxate • Hydroxyzine • Hyoscyamine • Meclizine • Myristicin • N-Ethyl-3-piperidyl benzilate • N-Methyl-3-piperidyl benzilate • Pyrilamine • Orphenadrine • Oxybutynin • Pheniramine • Phenyltoloxamine • Procyclidine • Promethazine • Scopolamine (Hyoscine) • Tolterodine • Trihexyphenidyl • Tripelennamine • Triprolidine • WIN-2299Miscellaneous Apomorphine • Bromocriptine • Cabergoline • Lisuride • Memantine • Pergolide • Piribedil • Pramipexole • Ropinirole • Rotigotine
* Also indirect D2 agonists such as dopamine reuptake inhibitors (cocaine, methylphenidate), releasing agents (amphetamine, methamphetamine), and precursors (levodopa).Butane • Chloroform • Diethyl Ether (Ether) • Enflurane • Freon • Gasoline (Petrol) • Kerosene (Paraffin) • PropaneκOR agonists2-EMSB • 2-MMSB • Alazocine • Bremazocine • Butorphanol • Cyclazocine • Cyprenorphine • Dextrallorphan • Dezocine • Enadoline • Herkinorin • HZ-2 • Ibogaine • Ketazocine • Metazocine • Nalbuphine • Nalorphine • Noribogaine • Pentazocine • Phenazocine • Salvinorin A • Spiradoline • Tifluadom • U-50,488 • U-69,593OthersGlutamatergics Ionotropic Agonists: 5-Fluorowillardiine • AMPA • Domoic acid • Quisqualic acid; Positive allosteric modulators: Aniracetam • Cyclothiazide • CX-516 • CX-546 • CX-614 • CX-691 • CX-717 • Diazoxide • HCTZ • IDRA-21 • LY-392,098 • LY-404,187 • LY-451,395 • LY-451,646 • LY-503,430 • Oxiracetam • PEPA • Piracetam • Pramiracetam • S-18986 • Sunifiram • Unifiram
Antagonists: ATPO • Barbiturates • Caroverine • CNQX • DNQX • GYKI-52466 • NBQX • Perampanel • Talampanel • Tezampanel • Topiramate; Negative allosteric modulators: GYKI-53,655Agonists: Glutamate/acite site competitive agonists: Aspartate • Glutamate • Homoquinolinic acid • Ibotenic acid • NMDA • Quinolinic acid • Tetrazolylglycine; Glycine site agonists: ACBD • ACPC • ACPD • Alanine • CCG • Cycloserine • DHPG • Fluoroalanine • Glycine • HA-966 • L-687,414 • Milacemide • Sarcosine • Serine • Tetrazolylglycine; Polyamine site agonists: Acamprosate • Spermidine • Spermine
Antagonists: Competitive antagonists: AP5 (APV) • AP7 • CGP-37849 • CGP-39551 • CGP-39653 • CGP-40116 • CGS-19755 • CPP • LY-233,053 • LY-235,959 • LY-274,614 • MDL-100,453 • Midafotel (d-CPPene) • NPC-12,626 • NPC-17,742 • PBPD • PEAQX • Perzinfotel • PPDA • SDZ-220581 • Selfotel; Noncompetitive antagonists: ARR-15,896 • Caroverine • Dexanabinol • FPL-12495 • FR-115,427 • Hodgkinsine • Magnesium • MDL-27,266 • NPS-1506 • Psychotridine • Zinc; Uncompetitive pore blockers: 2-MDP • 3-MeO-PCP • 8A-PDHQ • Alaproclate • Amantadine • Aptiganel • ARL-12,495 • ARL-15,896-AR • ARL-16,247 • Budipine • Delucemine • Dexoxadrol • Dextrallorphan • Dieticyclidine • Dizocilpine • Endopsychosin • Esketamine • Etoxadrol • Eticyclidine • Gacyclidine • Ibogaine • Indantadol • Ketamine • Ketobemidone • Loperamide • Memantine • Meperidine (Pethidine) • Methadone • Methorphan (Dextromethorphan, Levomethorphan) • Methoxetamine • Milnacipran • Morphanol (Dextrorphan, Levorphanol) • NEFA • Neramexane • Nitrous oxide • Noribogaine • Orphenadrine • PCPr • Phencyclamine • Phencyclidine • Propoxyphene • Remacemide • Rhynchophylline • Riluzole • Rimantadine • Rolicyclidine • Sabeluzole • Tenocyclidine • Tiletamine • Tramadol • Xenon; Glycine site antagonists: ACEA-1021 • ACEA-1328 • ACPC • Carisoprodol • CGP-39653 • CKA • DCKA • Felbamate • Gavestinel • GV-196,771 • Kynurenic acid • L-689,560 • L-701,324 • Lacosamide • Licostinel • LU-73,068 • MDL-105,519 • Meprobamate • MRZ 2/576 • PNQX • ZD-9379; NR2B subunit antagonists: Besonprodil • CO-101,244 (PD-174,494) • CP-101,606 • Eliprodil • Haloperidol • Ifenprodil • Isoxsuprine • Nylidrin • Ro8-4304 • Ro25-6981 • Traxoprodil; Polyamine site antagonists: Arcaine • Co 101676 • Diaminopropane • Acamprosate • Diethylenetriamine • Huperzine A • Putrescine • Ro 25-6981; Unclassified/unsorted antagonists: Chloroform • Diethyl ether • Enflurane • Ethanol (Alcohol) • Halothane • Isoflurane • Methoxyflurane • Toluene • Trichloroethane • Trichloroethanol • Trichloroethylene • XyleneAgonists: 5-Iodowillardiine • ATPA • Domoic acid • Kainic acid • LY-339,434 • SYM-2081
Antagonists: CNQX • DNQX • LY-382,884 • NBQX • NS102 • Tezampanel • Topiramate • UBP-302; Negative allosteric modulators: NS-3763Metabotropic Agonists: Unselective: ACPD • DHPG • Quisqualic acid; mGlu1-selective: Ro01-6128 • Ro67-4853 • Ro67-7476 • VU-71; mGlu5-selective: ADX-47273 • CDPPB • CHPG • DFB • VU-1545
Antagonists: Unselective: MCPG • NPS-2390; mGlu1-selective: BAY 36-7620 • CPCCOEt • LY-367,385 • LY-456,236; mGlu5-selective: Dipraglurant • DMeOB • Fenobam • LY-344,545 • MPEP • MTEP • SIB-1757 • SIB-1893Agonists: Unselective: L-AP4; mGlu4-selective: PHCCC • VU-001,171 • VU-0155,041; mGlu7-selective: AMN082; mGlu8-selective: DCPG
Antagonists: Unselective: CPPG • MAP4 • MSOP • MPPG • MTPG • UBP-1112; mGlu7-selective: MMPIPTransporter
inhibitorsDHKA • PDC • WAY-213,613vGluTs7-CKA • Evans blueCategories:- Dissociative drugs
- Piperidines
- Phenol ethers
- Hallucinogen stubs
- InChI=1S/C18H27NO/c1-20-17-10-8-16(9-11-17)18(12-4-2-5-13-18)19-14-6-3-7-15-19/h8-11H,2-7,12-15H2,1H3
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