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prenylamine

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
MDL Number:
MFCD00242807
MOL File:
390-64-7.mol
MSDS File:
SDS
Last updated:2025-08-20 16:56:27
Product description Number Pack Size Price
Prenylamine 29430 10mg $84
Prenylamine 29430 100mg $680
Prenylamine 29430 5mg $44
Prenylamine 29430 50mg $384
Prenylamine P712800 25mg $135
More product size

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)
FDA UNII K2OH82Z000
ATC code C01DX02,C01DX52

prenylamine price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 29430 Prenylamine 390-64-7 10mg $84 2024-03-01 Buy
Cayman Chemical 29430 Prenylamine 390-64-7 100mg $680 2024-03-01 Buy
Cayman Chemical 29430 Prenylamine 390-64-7 5mg $44 2024-03-01 Buy
Cayman Chemical 29430 Prenylamine 390-64-7 50mg $384 2024-03-01 Buy
TRC P712800 Prenylamine 390-64-7 25mg $135 2021-12-16 Buy
Product number Packaging Price Buy
29430 10mg $84 Buy
29430 100mg $680 Buy
29430 5mg $44 Buy
29430 50mg $384 Buy
P712800 25mg $135 Buy

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).

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.

References

[1] R BAYER  R P  J Schwarzmaier. Basic mechanisms underlying prenylamine-induced “torsade de pointes”: differences between prenylamine and fendiline due to basic actions of the isomers.[J]. Current Medical Research and Opinion, 1988, 11 4: 254-272. DOI: 10.1185/03007998809114244
[2] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[3] J D JOHNSON  L A W. A fluorescent calmodulin that reports the binding of hydrophobic inhibitory ligands.[J]. Biochemical Journal, 1983, 211 2: 473-479. DOI: 10.1042/bj2110473
[4] Y. SHIMONI. The effects of prenylamine on single ventricular myocytes of guinea-pig[J]. British Journal of Pharmacology, 1988, 94 2: 319-324. DOI: 10.1111/j.1476-5381.1988.tb11533.x
[5] OBIANWU H O. The effect of prenylamine (segontin) on the amine levels of brain, heart and adrenal medulla in rats.[J]. Acta pharmacologica et toxicologica, 1965, 23 4: 383-390. DOI: 10.1111/j.1600-0773.1965.tb00362.x
[6] O FAGBEMI. The effects of verapamil, prenylamine, flunarizine and cinnarizine on coronary artery occlusion-induced arrhythmias in anaesthetized rats.[J]. British Journal of Pharmacology, 1984, 83 1: 299-304. DOI: 10.1111/j.1476-5381.1984.tb10146.x

2327-99-3
5586-73-2
390-64-7
Synthesis of prenylamine from 1-Phenylallene and 3,3-Diphenylpropylamine

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