piperidines and 1-piperidinocyclohexanecarbonitrile

A common contaminant of illicit phencyclidine, 1-piperidinocyclohexanecarbonitrile (I), is a very weak base compared to tertiary amines such as phencyclidine, 1-(cyclohexenyl)piperidine, and piperidine. Compound I and its hydrobromide salt can be selectively detected and quantitated in the presence of synthetic contaminants by nonaqueous titration with perchloric acid in acetonitrile. This method allows direct assay of I under conditions where decomposition is not observed.

Topics: Drug Contamination; Humans; Nitriles; Perchlorates; Phencyclidine; Phencyclidine Abuse; Piperidines; Potentiometry

Topics: Animals; Dogs; Female; Nitriles; Phencyclidine; Piperidines; Tachycardia

Topics: Colorimetry; Gas Chromatography-Mass Spectrometry; Illicit Drugs; Nitriles; Phencyclidine; Picrates; Piperidines

In vitro and in vivo studies of piperidinocyclohexanecarbonitrile (PCC): evidence for cyanide involvement in toxicity. The decomposition profile of piperidinocyclohexanecarbonitrile (PCC) was determined under simulated physiological conditions in vitro and in normal saline using gas chromatography. In normal saline, PCC undergoes pseudo first order decomposition with a k = 2.2 x 10(-2) min-1 (t 1/2 = 31.6 min). In 0.05 M phosphate buffer, pH 7.4 at 37 degrees C, k = 0.19 min-1 (t 1/2 = 3.7 min), and in human serum incubations, k = 0.15 min-1 (t 1/2 = 4.6 min). The median effective doses (ED50's) of PCC and NaCN for motor impairment in mice were determined using the screen test (PCC = 48.5 micrometers/kg; NaCN = 36.7 micrometers/kg). The median lethal doses (LD50's) of PCC and NaCN in mice were also determined (PCC = 133.6 micrometers/kg; NaCN = 130.6 micrometers/kg). Observations of the behavioral effects and gross appearance of the animals after NaCN and PCC injections revealed marked similarities. This study supports the hypothesis that many of the effects of PCC are probably due to the release of cyanide in vivo.

Topics: Animals; Behavior, Animal; Chemical Phenomena; Chemistry; Cyanides; In Vitro Techniques; Lethal Dose 50; Male; Mice; Mice, Inbred ICR; Motor Activity; Nitriles; Phencyclidine; Piperidines; Time Factors

Topics: Animals; Chemical and Drug Induced Liver Injury; Kidney Diseases; Lethal Dose 50; Male; Mice; Nitriles; Nitrites; Phencyclidine; Piperidines; Thiosulfates

Topics: Chromatography, Gas; Chromatography, Thin Layer; Drug Contamination; Nitriles; Phencyclidine; Piperidines