3-Methyl-PCPy

3-Me-PCPy
Clinical data
ATC code	None;
Legal status
Legal status	CA: Schedule I; DE: NpSG (Industrial and scientific use only); UK: Class B;
Identifiers
	IUPAC name 1-[1-(3-methylphenyl)cyclohexyl]pyrrolidine;
CAS Number	1622348-63-3 ;
PubChem CID	137332188;
UNII	FS9Z5C7CQ5;
CompTox Dashboard (EPA)	DTXSID201337066 ;
Chemical and physical data
Formula	C17H25N
Molar mass	243.394 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC(=CC=C1)C2(CCCCC2)N3CCCC3;
	InChI InChI=1S/C17H25N/c1-15-8-7-9-16(14-15)17(10-3-2-4-11-17)18-12-5-6-13-18/h7-9,14H,2-6,10-13H2,1H3; Key:JZVMREFYFTZXGN-UHFFFAOYSA-N;

3-Methyl-PCPy (3-Me-PCPy) is an arylcyclohexylamine derivative with an unusual spectrum of pharmacological effects, acting as both a potent NMDA antagonist and also a triple reuptake inhibitor which inhibits reuptake of all three monoamine neurotransmitters serotonin, dopamine and noradrenaline. It also acts as a high affinity sigma receptor ligand, selective for the σ₂ subtype. It produces both stimulant and dissociative effects in animal behavioural studies.^[1]^[2]^[3]

Legal Status

3-Methyl-PCPy is covered by drug analogue laws in various jurisdictions (UK, Germany, Japan, Australia etc.) as a generic arylcyclohexylamine derivative, and a structural isomer of phencyclidine.

References

^ Wallach J, De Paoli G, Adejare A, Brandt SD (2014). "Preparation and analytical characterization of 1-(1-phenylcyclohexyl)piperidine (PCP) and 1-(1-phenylcyclohexyl)pyrrolidine (PCPy) analogues". Drug Testing and Analysis. 6 (7–8): 633–50. doi:10.1002/dta.1468. PMID 23554350.
^ Morris H, Wallach J (2014). "From PCP to MXE: a comprehensive review of the non-medical use of dissociative drugs". Drug Testing and Analysis. 6 (7–8): 614–32. doi:10.1002/dta.1620. PMID 24678061.
^ Wallach J, Brandt SD (2018). "Phencyclidine-Based New Psychoactive Substances". New Psychoactive Substances. Handbook of Experimental Pharmacology. Vol. 252. pp. 261–303. doi:10.1007/164_2018_124. ISBN 978-3-030-10560-0. PMID 30105474.

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[pmid23554350-1] Wallach J, De Paoli G, Adejare A, Brandt SD (2014). "Preparation and analytical characterization of 1-(1-phenylcyclohexyl)piperidine (PCP) and 1-(1-phenylcyclohexyl)pyrrolidine (PCPy) analogues". Drug Testing and Analysis. 6 (7–8): 633–50. doi:10.1002/dta.1468. PMID 23554350.

[pmid24678061-2] Morris H, Wallach J (2014). "From PCP to MXE: a comprehensive review of the non-medical use of dissociative drugs". Drug Testing and Analysis. 6 (7–8): 614–32. doi:10.1002/dta.1620. PMID 24678061.

[pmid30105474-3] Wallach J, Brandt SD (2018). "Phencyclidine-Based New Psychoactive Substances". New Psychoactive Substances. Handbook of Experimental Pharmacology. Vol. 252. pp. 261–303. doi:10.1007/164_2018_124. ISBN 978-3-030-10560-0. PMID 30105474.

[1]

[2]

[3]

Clinical data

ATC code	None
Legal status
Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class B
Identifiers
IUPAC name 1-[1-(3-methylphenyl)cyclohexyl]pyrrolidine
CAS Number	1622348-63-3^Y
PubChem CID	137332188
UNII	FS9Z5C7CQ5
CompTox Dashboard (EPA)	DTXSID201337066
Chemical and physical data
Formula	C₁₇H₂₅N
Molar mass	243.394 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=CC(=CC=C1)C2(CCCCC2)N3CCCC3
InChI InChI=1S/C17H25N/c1-15-8-7-9-16(14-15)17(10-3-2-4-11-17)18-12-5-6-13-18/h7-9,14H,2-6,10-13H2,1H3 Key:JZVMREFYFTZXGN-UHFFFAOYSA-N

3-Methyl-PCPy

Legal Status

See also

References