Drug intelligence / Profile preview

prenylamine

Development stage
Discontinued
Lead developer
Hoechst
Modality
Small Molecules
Administration
Oral
01

Overview

Prenylamine is a small molecule drug of the amphetamine chemical class, formerly used as a vasodilator for the treatment of angina pectoris. It acts primarily as a calcium channel blocker and was among the earliest drugs in this class introduced to clinical practice. Its mechanism involves two principal molecular targets: calmodulin and myosin light-chain kinase 2 in skeletal and cardiac muscle. Pharmacologically, it decreases sympathetic stimulation on cardiac muscle by partially depleting catecholamines through competitive inhibition of their reuptake into storage granules, similar to reserpine but with higher affinity for cardiac tissue. Prenylamine also slows cardiac metabolism by blocking magnesium-dependent calcium transport ATPase, leading to delayed calcium transport and reduced myocardial oxygen demand. Despite its initial promise, prenylamine was withdrawn from markets worldwide in 1988 due to its propensity to induce serious proarrhythmias associated with QT interval prolongation[1][3][5][7].

Brand names
SegontinHostaginanSynadrin
Other names
prenylamine lactate
02

Targets

MYLK2 (Myosin light chain kinase 2)CaM (Calmodulin)KCNH2 (Voltage-gated potassium channel subfamily H member 2)VMAT2 (Vesicular monoamine transporter 2)ATP2A2 (Sarco/endoplasmic reticulum calcium ATPase isoform 2a)

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