Potentiating and Pressor Action of Some N-Substituted Hexylamines

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Abstract
A series of N-substituted hexylamines were studied for their effect on blood pressure and on potentiation of the pressor response of several sympathomimetic compounds. This series has the general formula, R[long dash](CH2)n[long dash]NH[long dash]C6H13. It is divided into 3 groups: (1) R = CH3 and n = 0, 3, 4, 5, 6, or 7, (2) R = phenyl and n = 1,2,3,4, 5, or 6, and (3) R = cyclohexyl and n = 0, 1, 2, 3, 4, 5, or 6. N-methyl-hexyl-amine has the greatest pressor action. Dihexylamine is next most active in the aliphatic series. N-(gamma-cyclohexyl-propyl)-hexylarnine is about one-half as active as the N-methyl derivative and has the greatest action of those compounds containing a ring. In general, compounds containing a cyclohexyl ring are more active than those with a phenyl ring. Many compounds in this series potentiate the pressor response of epinephrine, beta-phenylethylamine, N-methyl-beta-cyclohexylethylamine, ephedrine and a few other sympathomimetic agents. The amine-oxidase theory of potentiation is not applicable to this series of compounds. The sensitivity of the effector cell may be altered or the action of other enzyme systems may be involved in the potentiation of the pressor response of these sympathomimetic compounds. Acute toxicity tests in albino mice indicate that those compounds containing a cyclohexyl ring are more toxic than those with a phenyl ring. Increasing the length of the chain between the ring and the nitrogen increases the toxicity. Di-n-hexylamine is no more toxic than n-hexylamine.
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