Piperidine


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Related to Piperidine: piperidine alkaloids

piperidine

[pī′per·ə‚dēn]
(organic chemistry)
C5H11N A cyclic compound, and strong base; colorless liquid with pepper aroma; boils at 106°C; soluble in water, alcohol, and ether; used as a chemical intermediate and rubber accelerator, and in medicine.

Piperidine

 

(or hexahydropyridine), a heterocyclic compound; a colorless liquid with à strong ammoniacal odor. Melting point, –10.5°C; boiling point, 106.4°C; density, 0.8606 g/cm3 at 20°C. Miscible with water and most organic solvents. It is a strong base.

The piperidine ring is a structural fragment of many alkaloids, such as cocaine, lobeline, coniine, and pelletierine. Piperidine was first obtained from piperine, an alkaloid found in black pepper. It is prepared by reduction of pyridine and is used as a catalyst in condensation reactions. Piperidine derivatives are used as medicinal preparations, especially as local anesthetics and spasmolytics.

References in periodicals archive ?
Effects of piperidine and piperideine alkaloids from the venom of red imported fire ants, Solenopsis invicta Buren, on Pythium ultimum Trow growth in vitro and the application of piperideine alkaloids to control cucumber damping-off in the greenhouse.
The larvicidal amides piperidine, pipernonaline, piperoctadecalidine, pellitorine, guineensine, pipercide, and retrofractaminde had previously been isolated from this species.
In this stage, 4-t-butyl-2-(N-piperdinomethyl)cyclohexanone was produced from 4- t-butyl-cyclohexanone, piperidine and paraformaldehyde according to reference one.
In petri dish experiments, more than 90 percent of sporangia failed to germinate when exposed to piperideine or piperidine concentrations of 51.
Reaction of 1 with ethyl cyanoacetate in the presence of catalytic amount of piperidine furnished the chromene derivative (12), while its reaction with ethyl cyanoacetate in the presence of ammonium acetate gave the quinoline derivative (13).
This method had been employed for the addition of both azido [52, 62, 63] and alkyne functionalities to the BODIPY core in reactions catalyzed by acetic acid and piperidine (Figure 29).
While the addition of piperidine in the solution causes hypochromic effect along with red shifting was observed (~10 nm).
Morpholine undergoes most chemical reactions typical for other secondary amines, though the presence of the ether oxygen withdraws electron density from the nitrogen, rendering it less nucleophilic (and less basic) than structurally similar secondary amines such as piperidine.
The poison hemlock plant (Conium maculatum) contains several toxic piperidine alkaloids, primarily coniine, and has been used since antiquity as an intentional poison--most notably by the Athenians to execute Socrates.
The structure of methadone, unlike morphine, pethidine and fentanyl, lacks a piperidine ring, but like each of these compounds, it retains a phenylpropylamine structure (Figure 1) and some morphine-like conformers of l-methadone (the active isomer) have been proposed.
Chemical studies carried out on Brazilian Piperaceae species have revealed the occurrence of pyrones, lignoids and chromenes besides various amides bearing isobutyl, pyrrolidine, dihydropyridone and piperidine moieties (Parmar et al.
Other species of Cassia spectabilis demonstrated CNS-selective noncompetitive cholinesterase inhibition which was related to the piperidine alkaloid (-)-spectaline isolated from the Cassia spectabilis (Castro et al.