prenylamine

prenylamine Basic information
Product Name:prenylamine
Synonyms: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)
CAS:390-64-7
MF:C24H27N
MW:329.47788
EINECS:206-869-4
Product Categories:Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:390-64-7.mol
prenylamine Structure
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
pkapKa 8.74±0.02(40% EtOH,t =25) (Uncertain)
Water Solubility 50mg/L(37 ºC)
Safety Information
MSDS Information
prenylamine Usage And Synthesis
DescriptionPrenylamine 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 PropertiesPale Yellow Oil
UsesVasodilator (coronary).
DefinitionChEBI: 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 Preparation Products And Raw materials
Raw materialsBenzene, 1,1'-(3-chloropropylidene)bis--->1-Phenylallene-->3,3-Diphenylpropiononitrile-->3,3-Diphenylpropylamine
Propanolol Molsidomine Nicardipine DIAZOXIDE Tixadil PRENYLAMINE LACTATE,PRENYLAMINE LACTATE SALT,Prenylamine·lactic acid prenylamine 1,3-Benzenediol, 4-(3-((1-methyl-2-phenylethyl)amino)-1-phenylpropyl)- , hydrochloride

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