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PubMed1957

Oxytocic activity of basic (aminomethyl) derivatives of phenols and related compounds.

A series of piperidinomethyl and related derivatives of naphthols, substituted phenols and indoles has been tested for oxytocic activity, using in vitro and in vivo methods of assay. Some of the compounds possessed very high activity, exceeding that of ergometrine. Activity was not associated with any structural resemblance to the ergot alkaloids.Highest activity occurred with 2-piperidinomethyl derivatives of phenols, among which maximum potency was conferred by substitution, at both the 4- and 5- positions, by methyl or ethyl or by linkage of these positions to form an indane derivative. In all series, piperidinomethyl derivatives were more active than those formed with other bases and methylation in the position alpha- to the nitrogen atom augmented the activity of both piperidine and morpholine derivatives. Among 2'-methyl piperidinomethyl phenols, the (-) form was more active than the (+). Acylation or alkylation of the phenolic hydroxyl group did not affect activity.The oxytocic activity was specific, the compounds being less effective upon other forms of smooth muscle. Effects upon blood pressure and respiration of a central nature were observed.

Blood Pressure↗
PubMed1958

The biological action of chlorophenols.

The biological action of a series of chlorinated phenols has been investigated. With increasing chlorination there is an increase in toxicity in which the convulsant action of phenol is replaced by the signs characteristic of poisoning by dinitrophenol; the higher chlorinated phenols produce a contracture of the isolated rat phrenic nerve diaphragm and a stimulation of in vitro oxygen uptake of rat brain homogenate. These actions of the chlorinated phenols have been correlated with their dissociation constants; it is suggested that the higher chlorinated phenols interfere with oxidative phosphorylation, and that this property may be attributed to the chlorophenate ion. The convulsant action of the lower chlorinated phenols is probably associated with the undissociated molecule.

Animals↗