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Phencyclidine-Based New Psychoactive Substances

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Part of the book series: Handbook of Experimental Pharmacology ((HEP,volume 252))

Abstract

The serendipitous discovery of phencyclidine (PCP) in 1956 sets the stage for significant research efforts that resulted in a plethora of analogs and derivatives designed to explore the biological effects of this class. PCP soon became the prototypical dissociative agent that eventually sneaked through the doors of clinical laboratories and became an established street drug. Estimations suggest that around 14 PCP analogs were identified as “street drugs” in the period between the 1960s and 1990s. Fast forward to the 2000s, and largely facilitated by advancements in electronic forms of communication made possible through the Internet, a variety of new PCP analogs began to attract the attention of communities interested in the collaborative exploration of these substances. Traditionally, as was the case with the first-generation analogs identified in previous decades, the substances explored represented compounds already known in the scientific literature. As the decade of the noughties unfolded, a number of new PCP-derived substances appeared on the scene, which included some analogs that have not been previously recorded in the published literature. The aim of this chapter is to present a brief introductory overview of substances that have materialized as PCP-derived new psychoactive substances (NPS) in recent years and their known pharmacology. Since N-methyl-d-aspartate receptor (NMDAR) antagonism is implicated in mediating the subjective and mind-altering effects of many dissociative drugs, additional data are included from other analogs not presently identified as NPS.

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Abbreviations

2-MeO-PCMo:

4-[1-(2-Methoxyphenyl)cyclohexyl]morpholine

3,4-MD-PCE:

1-(1,3-Benzodioxol-5-yl)-N-ethylcyclohexanamine

3,4-MD-PCMo:

4-[1-(1,3-Benzodioxol-5-yl)cyclohexyl]morpholine

3,4-MD-PCPr:

1-(1,3-Benzodioxol-5-yl)-N-propylcyclohexanamine

3,4-MD-PCPy:

1-[1-(1,3-Benzodioxol-5-yl)cyclohexyl]pyrrolidine

3-HO-PCE:

3-[1-(Ethylamino)cyclohexyl]phenol

3-HO-PCMe:

1-3-Hydroxyphenyl)-N-methylcyclohexanamine

3-HO-PCP:

3-[1-(Piperidin-1-yl)cyclohexyl]phenol

3-HO-PCPr:

1-3-Hydroxyphenyl)-N-propylcyclohexanamine

3-Me-4-F-PCP:

1-[1-(4-Fluoro-3-methylphenyl)cyclohexyl]piperidine

3-Me-4-MeO-PCP:

1-[1-(4-Methoxy-3-methylphenyl)cyclohexyl]piperidine

3-MeO-PCE:

N-Ethyl-1-(3-methoxyphenyl)cyclohexan-1-amine

3-MeO-PCMe:

1-(3-Methoxyphenyl)-N-methylcyclohexan-1-amine

3-MeO-PCMMo:

4-{[1-(3-Methoxyphenyl)cyclohexyl]methyl}morpholine

3-MeO-PCMo:

4-[1-(3-Methoxyphenyl)cyclohexyl]morpholine

3-MeO-PCP:

1-[1-(3-Methoxyphenyl)cyclohexyl]piperidine

3-MeO-PCPr:

1-(3-Methoxyphenyl)-N-propylcyclohexan-1-amine

3-MeO-PCPy:

1-[1-(3-Methoxyphenyl)cyclohexyl]pyrrolidine

3-Me-PCMo:

4-[1-(3-Methylphenyl)cyclohexyl]morpholine

3-Me-PCPMe:

N-Methyl-1-(3-methylphenyl)cyclohexanamine

3-Me-PCPy:

1-[1-(3-Methylphenyl)cyclohexyl]pyrrolidine

4′-Me-PCP:

1-(4-Methyl-1-phenylcyclohexyl)piperidine

4-MeO-PCMo:

4-[1-(4-Methoxyphenyl)cyclohexyl]morpholine

4-MeO-PCP:

1-[1-(4-Methoxyphenyl)cyclohexyl]piperidine (methoxydine)

4-MeO-PCPy:

1-[1-(4-Methoxyphenyl)cyclohexyl]pyrrolidine

4-Me-PCP:

1-[1-(4-Methylphenyl)cyclohexyl]piperidine

AB-FUBINACA:

N-[(2S)-1-Amino-3-methyl-1-oxobutan-2-yl]-1-[(4-fluorophenyl)methyl]-1H-indazole-3-carboxamide

BnCP:

1-(1-Benzylcyclohexyl)piperidine

DXM:

Dextromethorphan

MDPV:

1-(2H-1,3-Benzodioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one

MK-801:

(+)-10,11-Dihydro-5H-5,10-epiminodibenzo[a,d][7]annulene (dizocilpine)

MXE:

2-(Ethylamino)-2-(3-methoxyphenyl)cyclohexan-1-one (methoxetamine)

PCE:

N-Ethyl-1-phenylcyclohexan-1-amine (eticyclidine)

PCEEA:

N-(2-Ethoxyethyl)-1-phenylcyclohexan-1-amine

PCHOEA:

2-[(1-Phenylcyclohexyl)amino]ethan-1-ol

PCiP:

1-Phenyl-N-(propan-2-yl)cyclohexan-1-amine

PCMEA:

N-(2-Methoxyethyl)-1-phenylcyclohexan-1-amine

PCMo:

4-(1-Phenylcyclohexyl)morpholine

PCMPA:

N-(3-Methoxypropyl)-1-phenylcyclohexan-1-amine

PCP:

1-(1-Phenylcyclohexyl)piperidine (phencyclidine)

PCPr:

1-Phenyl-N-propylcyclohexan-1-amine

PCPy:

1-(1-Phenylcyclohexyl)pyrrolidine (rolicyclidine)

TCP:

1-[1-(Thiophen-2-yl)cyclohexyl]piperidine (tenocyclidine)

TCPy:

1-[1-(Thiophen-2-yl)cyclohexyl]pyrrolidine

U-49900:

3,4-Dichloro-N-[(1R,2R)-2-(diethylamino)cyclohexyl]-N-methylbenzamide

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Wallach, J., Brandt, S.D. (2018). Phencyclidine-Based New Psychoactive Substances. In: Maurer, H., Brandt, S. (eds) New Psychoactive Substances . Handbook of Experimental Pharmacology, vol 252. Springer, Cham. https://doi.org/10.1007/164_2018_124

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