prenylamine Chemical Properties

Melting point:

36.5-37.5°

Boiling point:

457.06°C (rough estimate)

Density 

1.0703 (rough estimate)

refractive index 

1.9000 (estimate)

storage temp. 

Refrigerator

solubility 

Chloroform: slightly soluble; Methanol: slightly soluble

form 

A solid

pka

pKa 8.74±0.02(40% EtOH,t =25) (Uncertain)

color 

Light yellow to yellow

Water Solubility 

50mg/L(37 ºC)

prenylamine Usage And Synthesis

Description

Prenylamine is a calcium channel inhibitor. It inhibits the plasma membrane Ca²⁺ ATPase (PMCA) in isolated and purified pig cardiac sarcolemma. It binds to a hydrophobic site on calcium-bound calmodulin (CaM) with a K_d value of 0.5 μM and inhibits CaM-activated cAMP phosphodiesterase (PDE) activity when used at concentrations ranging from 10 to 50 μM, an effect that is negatively associated with the concentration of calmodulin. Prenylamine (30 μM) shortens action potential duration and decreases the amplitude of peak calcium currents in single guinea pig ventricular myocytes in the absence and presence of propranolol and phentolamine . Prenylamine (50 mg/kg) decreases epinephrine, serotonin, and dopamine levels in rat brain. It also decreases epinephrine levels in rat heart. It protects anesthetized rats from coronary artery occlusion-induced arrhythmia when administered at a dose of 0.5 mg/kg but increases mortality due to atrioventricular block leading to asystole when administered at a dose of 5 mg/kg.

Chemical Properties

Pale Yellow Oil

Uses

Vasodilator (coronary).

Definition

ChEBI: Prenylamine is a diarylmethane.

World Health Organization (WHO)

Prenylamine is a calcium-channel blocking agent which was introduced in 1960. It has been widely used for the prophylaxis of angina pectoris and long-term treatment of coronary heart disease. Concern about its propensity to induce dangerous cardiac dysrhythmias led the company to withdraw it from the market.

prenylamine(390-64-7)Related Product Information

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