Piperidine 1-cyclohexyl

Amines diethyl 1, isoamyl 1, -amyl 1, benzyl 1, piperidine 1, cyclohexyl 1, di-/i-propyl 1—3, di- -butyl 3, aniline 3, tri- -propyl 3... 

Ammon i a Methylamine Ammonium chloride Methyl ammonium chloride Anilinium chloride Cyclohexylamine, piperidine Cyclohexyl ammonium ion Aniline... 

Piperidine, 3-aryIoxymethyI-4-phenyI-as antidepressant, 1, 169 Piperidine, JV-bromo-photoelectron spectroscopy, 2, 142 Piperidine, cis-4- t-butyl-r- cyclohexyl-1 -phenyl-X-ray analysis, 2, 161 Piperidine, 3-chloro-pyrrolidines from, 4, 147 Piperidine, N-chloro-photoelectron spectroscopy, 2, 142 reactions, 2, 373 trimerization, 3, 510 Piperidine, 4-cycIopentyI-2,6-dioxo-synthesis... 

If one limits the consideration to only that limited number of reactions which clearly belong to the category of nucleophilic aromatic substitutions presently under discussion, only a few experimental observations are pertinent. Bunnett and Bernasconi30 and Hart and Bourns40 have studied the deuterium solvent isotope effect and its dependence on hydroxide ion concentration for the reaction of 2,4-dinitrophenyl phenyl ether with piperidine in dioxan-water. In both studies it was found that the solvent isotope effect decreased with increasing concentration of hydroxide ion, and Hart and Bourns were able to estimate that fc 1/ for conversion of intermediate to product was approximately 1.8. Also, Pietra and Vitali41 have reported that in the reaction of piperidine with cyclohexyl 2,4-dinitrophenyl ether in benzene, the reaction becomes 1.5 times slower on substitution of the N-deuteriated amine at the highest amine concentration studied. 

If the behavioral activity of PCP is related to its block of pre-synaptic K channels (Albuquerque et al. 1981 Albuquerque et al. 1983 Blaustein and Ickowicz 1983), PCP-like analogues should block these same K channels with a rank order of potency that parallels their relative in vi vo psychotomimetic activity. One of the most behavioral ly potent PCP-like agents is TCP (1 -[1 -(2 -thienyl)-cyclohexyl] piperidine) (Shannon 1983). Figure 4 illustrates the dose-response curves for the block of components S and T by this drug. The data indicate that TCP is a more potent blocker of Sv than is PCP (figure 2). TCP blocked component T only at high concentrations (>10 5M), and in this respect was approximately equivalent in potency to PCP (figure 2). 

I. 1-cyclohexyl piperidine derivatives Anticholinesterase activity and antagonist ability to acetylcholine. Biochem Pharmacol 23 1263-1281, 1974. 

Several analogues of PCP with similar pharmacological effects are available on the streets. These include PCE (cyclohexamine), PHP (phenyl - cyclohexyl-pyrrolidine, PCPP (phenyl -cyclo-pentyl-pi peri -dine), and TCP (thienyl-cyclohexyl-piperidine) (Baselt 1982). 

Baba, A., Yamamoto, T., Yamamoto, H., Suzuki, T., and Moroji, T., Effects of the major metabolite of phencyclidine, the trans isomer of 4-phenyl-4-(l-piperidinyl) cyclohexanol, on [3H]N-(l-[2-thie-nyl]cyclohexyl)-3,4-piperidine([3H TPC) binding and [3H] dopamine uptake in the rat brain, Neurosci. Lett., 182, 119, 1994. 

Cyclohexyl carbamic acid 3 -carbamoyl-biphenil-3-y 1-ester (l-Methyl-4-(2-chloro-4-hydroxyphenylthio)-piperidine (R)-N-(l-azabicyclo[2.2.2]oct-3-yl)(5-(2-pyridyl)thiophene-2-carboxamide)... 

METHOD 2. A mixture of 170 g of piperidine, 220 g of cyclohexylamine, and 750 ml of benzene is azeotropically distilled until the evolution of H2O stops, then vacuum distill to get cyclohexenyl-piperidine. p-toluenesulfonic acid monohydrate (190 g) in 250 ml of PhMe is heated under a water trap until all the H2O is removed, then add a solution of 165 g of cyclohexyl-piperidine in 500 ml of Et20, with cooling, to keep temp at 0°. A solution of 1 mole of PlMgBr (made from 157 g of PhBr and 24 g of Mg) in 750 ml of Et20 is added (still holding the temp at 0° to 5°). The mixture is stirred for an additional 30 min... 

Ni[cyclohexyl-dtp]2 + piperidine Ni(cyclohexyl-dtp) (S2P cyclohexyl j piperldy) 1) reHux 3 days Ni[S2P(cyclohexyl) (piperidyl)]2... 

Man erhalt auf diese Weise z.B. aus Triethylamin-oxid und 1-Brom-octan bzw. Brom-essigsaure-ethylester als Elektrophil 1-Diethylamino-octan (51%) bzw. Diethylamino-essigsaure-ethylester (31%) und aus l-Methyl-piperidin-1-oxid und 1-Brom-octan bzw. Bromessigsaure-ethylester 1-Octyl-piperidin (47%) bzw. Piperidinoessigsaure-ethylester (38%). Nach dem zweiten Reaktionsweg erhalt man z. B. aus Cyclohexyl-dimethyl-amin-oxid mit Cyan-trimethyl-silan als Nukleophil (Cyclohexyl-methyl-amino)-acetonitril (71%). 

Phenyl cyclohexyl piperidine see PCP (phencyclidine) Phytopharmaceuticals see Herbal drugs Pig killer see PCP (phencyclidine)... 

Sacaan, A. I., andjohnson, K. M. (1990). Characterization of the stimulatory and inhibitory effects of polyamines on [3H] N-( -[thienyl] cyclohexyl) piperidine binding to the. V-methyl-D-aspartate receptor ionophore complex. Mol. Pharmacol. 37, 572—577. 

TCP, N-[l -(2-thienyl)cyclohexyl]-piperidine, is the analogue of phencyclidine (PCP). 3-Fluoromethyl-TCP, 59, and [I8F]-3-fluoromethyl-TCP, 60, have been synthesized80 (equa-... 

Synthesis of 1-[4-faF]fluoromethyl-1-(2-thienyl)cyclohexyl] piperidine (FTCP)... 

Piperidino)valeric acid 88 adopts the chair conformation with the substituent in an equatorial conformation (99JMS125) as does 1-[1-(1-phenylethyl)cyclohexyl]piperidine 89 (91AX(C)223) but occupying the axial site of the cyclohexane ring (cf. Scheme 34). 

Cyclohexylidenecyanoacetic acid has been prepared by the condensation of cyclohexanone and cyanoacetic acid in the presence of piperidine 4-5 and by the hydrolysis of ethyl cyclohexyl-idenecyanoacetate.4... 

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