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prenylamine

prenylamine Structure
CAS No.
390-64-7
Chemical Name:
prenylamine
Synonyms
B-436;Corpax;Elecor;Segontin;Carditin;Bismethin;SAN 13-194;Hostaginan;prenylamine;Sandoz 13-194
CBNumber:
CB8875291
Molecular Formula:
C24H27N
Molecular Weight:
329.47788
MOL File:
390-64-7.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:39

prenylamine 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 Chemical Properties,Uses,Production

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

Uses

Vasodilator (coronary).

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 Preparation Products And Raw materials

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3,3-diphenylpropyl(alpha-methylphenethyl)amine prenylamine DL-PrenylaMine N-(1-Methyl-2-phenylethyl)-γ-phenylbenzenepropanaMine SAN 13-194 Sandoz 13-194 Segontin Prenylamine (base and/or unspecified salts) B-436 Bismethin Carditin Corpax Elecor Hostaginan 3,3-di(phenyl)-N-(1-phenylpropan-2-yl)propan-1-amine 3,3-di(phenyl)propyl-(1-methyl-2-phenyl-ethyl)amine prenylamine USP/EP/BP Benzenepropanamine, N-(1-methyl-2-phenylethyl)-γ-phenyl- 390-64-7 C24H27N Amines Aromatics Intermediates & Fine Chemicals Pharmaceuticals