prenylamine
- CAS NO.:390-64-7
- Empirical Formula: C24H27N
- Molecular Weight: 329.47788
- MDL number: MFCD00242807
- EINECS: 206-869-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-07-02 08:55:39
What is prenylamine?
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 Kd 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
The Uses of prenylamine
Vasodilator (coronary).
Background
Prenylamine was withdrawn from the Canadian, US, and UK markets in 1988 due to concerns regarding cardiac arrhythmias.
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.
Metabolism
Not Available
Properties of prenylamine
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) |
Safety information for prenylamine
Computed Descriptors for prenylamine
New Products
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