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Prenylamine, a calcium channel inhibitor, is a pale yellow oil with significant pharmacological properties. It is known for its ability to inhibit the plasma membrane Ca2+ ATPase (PMCA) in pig cardiac sarcolemma and bind to a hydrophobic site on calcium-bound calmodulin (CaM) with a Kd value of 0.5 μM. Prenylamine also inhibits CaM-activated cAMP phosphodiesterase (PDE) activity at concentrations between 10 to 50 μM, with its effect being negatively associated with the concentration of calmodulin. Additionally, it has been observed to shorten action potential duration and decrease the amplitude of peak calcium currents in guinea pig ventricular myocytes, as well as reduce levels of epinephrine, serotonin, and dopamine in rat brain and heart.

390-64-7

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390-64-7 Usage

Uses

Used in Pharmaceutical Industry:
Prenylamine is used as a vasodilator for coronary applications due to its ability to protect anesthetized rats from coronary artery occlusion-induced arrhythmia when administered at a dose of 0.5 mg/kg. Its vasodilatory effects make it a valuable compound in the development of treatments for coronary-related conditions.
Used in Cardiovascular Research:
In the field of cardiovascular research, prenylamine is utilized as a calcium channel inhibitor to study its effects on cardiac function and arrhythmias. Its ability to decrease epinephrine levels in the rat heart and shorten action potential duration in ventricular myocytes makes it a useful tool for understanding the underlying mechanisms of cardiovascular diseases and potential therapeutic interventions.
Used in Neurochemical Studies:
Prenylamine is also used in neurochemical studies as a means to investigate its impact on neurotransmitter levels, particularly epinephrine, serotonin, and dopamine in the rat brain. This application aids in the exploration of the compound's potential role in modulating neurotransmission and its implications for neurological disorders.
Used in Drug Development:
In the drug development industry, prenylamine serves as a starting point for the creation of new pharmaceuticals targeting calcium channels and related pathways. Its unique chemical properties and pharmacological effects make it a promising candidate for the development of novel treatments for various cardiovascular and neurological conditions.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 390-64-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,9 and 0 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 390-64:
(5*3)+(4*9)+(3*0)+(2*6)+(1*4)=67
67 % 10 = 7
So 390-64-7 is a valid CAS Registry Number.
InChI:InChI=1/C24H27N/c1-20(19-21-11-5-2-6-12-21)25-18-17-24(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,20,24-25H,17-19H2,1H3

390-64-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,3-diphenyl-N-(1-phenylpropan-2-yl)propan-1-amine

1.2 Other means of identification

Product number -
Other names Synadrin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:390-64-7 SDS

390-64-7Relevant academic research and scientific papers

A New N-Trityl-Substituted Aminopyridinato Titanium Catalyst for Hydroamination and Hydroaminoalkylation Reactions - Unexpected Intramolecular C-H Bond Activation

Lühning, Lars H.,Brahms, Christian,Nimoth, Jelte P.,Schmidtmann, Marc,Doye, Sven

, p. 2071 - 2082 (2015/10/19)

Sterically demanding 2,6-bis(tritylamino)pyridine is used for the synthesis of a mono(2,6-diaminopyridinato) titanium complex that undergoes unexpected intramolecular C-H bond activation to give access to an unusual 1-titanaisoindoline derivative. Both titanium complexes do not show high catalytic activity for hydroaminoalkylation reactions of alkenes but exceptional results are obtained in the field of alkene, alkyne, and allene hydroamination including room temperature activity for intramolecular alkene hydroamination, excellent regioselectivity of intermolecular alkyne and allene hydroamination as well as selectivity for hydroamination over hydroaminoalkylation during cyclization reactions of primary aminoalkenes.

THERAPY FOR COMPLICATIONS OF DIABETES

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, (2009/07/02)

A method for enhancing glycemic control and/or insulin sensitivity in a human subject having diabetic nephropathy and/or metabolic syndrome comprises administering to the subject a selective endothelin A (ETA) receptor antagonist in a glycemic control and/or insulin sensitivity enhancing effective amount. A method for treating a complex of comorbidities in an elderly diabetic human subject comprises administering to the subject a selective ETA receptor antagonist in combination or as adjunctive therapy with at least one additional agent that is (i) other than a selective ETA receptor antagonist and (ii) effective in treatment of diabetes and/or at least one of said comorbidities other than hypertension. A therapeutic combination useful in such a method comprises a selective ETA receptor antagonist and at least one antidiabetic, anti-obesity or antidyslipidemic agent other than a selective ETA receptor antagonist.

ANTIHYPERTENSIVE THERAPY

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, (2009/09/08)

A new use of darusentan is provided in preparation of a pharmaceutical composition for lowering blood pressure in a patient exhibiting resistance to a baseline antihypertensive therapy with one or more drugs. The composition comprises darusentan in an amount providing a therapeutically effective daily dose; wherein (a) the composition is orally deliverable and/or (b) the daily dose of darusentan is effective to provide a reduction of at least about 3 mmHg in one or more blood pressure parameters selected from trough sitting systolic, trough sitting diastolic, 24-hour ambulatory systolic, 24-hour ambulatory diastolic, maximum diurnal systolic and maximum diurnal diastolic blood pressures. Further provided is a new use of darusentan in preparation of a pharmaceutical composition for lowering blood pressure in a patient exhibiting resistance to a baseline antihypertensive therapy, wherein the composition is administered adjunctively with at least one diuretic and at least one antihypertensive drug selected from ACE inhibitors, angiotensin II receptor blockers, beta-adrenergic receptor blockers and calcium channel blockers.

Method for treating resistant hypertension

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, (2008/06/13)

A method is provided for lowering blood pressure in a patient having clinically diagnosed resistant hypertension. The method comprises administering darusentan to the patient adjunctively with a baseline antihypertensive regimen that comprises administration of at least one diuretic and at least two antihypertensive drugs selected from at least two of (a) ACE inhibitors and angiotensin II receptor blockers, (b) beta-adrenergic receptor blockers and (c) calcium channel blockers. The darusentan is orally administered at a dose and frequency effective, in combination with the baseline regimen, to provide a reduction of at least about 3 mmHg in one or more blood pressure parameters selected from trough sitting systolic, trough sitting diastolic, 24-hour ambulatory systolic, 24-hour ambulatory diastolic, maximum diurnal systolic and maximum diurnal diastolic blood pressures.

Synthesis and biological activity of allosteric modulators of GABA B receptors, Part 1. N-(Phenylpropyl)-1-arylethylamines

Kerr, David I. B.,Ong, Jennifer,Perkins, Michael V.,Prager, Rolf H.,Puspawati, Ni Made

, p. 445 - 456 (2007/10/03)

A series of 15 analogues of fendiline, and 34 derivatives of N-(3-phenylpropyl)-1-arylethylamine have been prepared for evaluation as positive allosteric modulators of GABAB receptors. The most active (EC50, 10 nM) was N-(3,3-diphenylpropyl)-1-(3-chloro-4-methoxyphenyl) ethylamine 6g. CSIRO 2006.

ISOPRENOID DERIVATIVES AND PHARMACEUTICAL PREPARATIONS CONTAINING THE SAME

-

, (2008/06/13)

Isoprenoid derivatives represented by the general formula (I) wherein R represents a hydrogen atom or a lower alkyl group, X represents -CH2-, -O- or -NH-, n represents number of the double bond in trans-configuration and is 1 or 2, and m is an integer from 0 to 3. The compounds have a 5-lipoxygenase-inhibiting activity and are useful as a therapeutic agent for such diseases as allergy, nephritis, hepatitis, rheumatism and gastric ulcer.

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