1-Piperidine Cyclohexane Carbonitrile

 1-Piperidine Cyclohexane Carbonitrile  has been found as a contaminant in PCP preparations 

Chemical Formula: C12H20N2

Molecular Weight: 192.3

OTAVAchemicals Catalogue Number: 0111070275

CAS Registry Number: 3867-15-0

Purity: 95% (HPLC)

Ref.: Lue, L.P., Scimeca, J.A., Thomas, B.F., et al. Pyrolytic fate of piperidinocyclohexanecarbonitrile, a contaminant of phencyclidine, during smoking. J.Anal.Toxicol. 12(2), 57-61 (1988)

Abstract: The pyrolysis products of 1-(1-piperidino)cyclo-hexanecarbonitrile (PCC), the major contaminant of illicit phencyclidine (PCP), have not been previously reported. In order to quantify PCC in mainstream smoke as well as to identify the pyrolysis products, [3H]piperidino-[14C]cyano-PCC was synthesized. Marijuana placebo cigarettes were impregnated with this double-labeled PCC and burned with an apparatus that simulated smoking. The mainstream smoke was passed through a series of traps containing glass wool, H2SO4, or NaOH. Approximately 75% of the 3H was collected in these traps, and 46, 11, and 5% of the 14C was found in the glass wool, H2SO4, and NaOH traps, respectively. Contents of the traps were analyzed by GC/MS. The glass wool trap contained 1-(1-piperidino)-1-cyclo-hexene, PCC, piperidine, and N-acetylpiperidine, and cyanide ion was detected in all three traps. Approximately 47% of the PCC was found intact in mainstream smoke. Approximately 58% was cleaved to form cyanide and 1-(1-piperidino)-1-cyclohexene. The latter was further broken down to cyclohexanone (which represented 21% of the starting material), piperidine (29%), and N-acetylpiperidine (7%), and about 2% remained intact.

DOI: 10.1093/jat/12.2.57