71771-90-9

Usage

Uses

Used in Pharmaceutical Industry:
R(-)-DENOPAMINE is used as a cardiotonic agent for the management of congestive heart failure. Its selective action on beta-adrenergic receptors and unique mechanism of positive inotropic activity, without affecting heart rate and myocardial oxygen consumption, make it a beneficial treatment option for patients with this condition.
Used in Research Applications:
R(-)-DENOPAMINE is used as a β-adrenergic agonist in research settings to study its effects on contractility in isolated lymphatic vessels (LVs). This application aids in understanding the underlying mechanisms of action and potential therapeutic uses in various physiological and pathological conditions related to lymphatic function.

Biochem/physiol Actions

Denopamine is a cardiotonic drug.

InChI:InChI=1/C18H23NO4/c1-22-17-8-3-13(11-18(17)23-2)9-10-19-12-16(21)14-4-6-15(20)7-5-14/h3-8,11,16,19-21H,9-10,12H2,1-2H3/t16-/m0/s1

Upstream product

• 63365-60-6 (R)-1-(p-benzyloxyphenyl)-2-[2-(3,4-dimethoxyphenyl)ethylamino]ethanol 
• 444806-78-4 1-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-[2-(3,4-dimethoxy-phenyl)-ethylamino]-ethanol 
• 10313-60-7 3,4-dimethoxyphenylacetyl chloride 
• 131965-54-3 (R)-(+)-2-bromo-1-(4'-benzyloxyphenyl) ethanol 
• 40663-68-1 4-(2-propenyloxy)benzaldehyde 
• 62717-74-2 N-[2-(3,4-dimethoxyphenyl)-ethyl]-2-hydroxy-2-(4-methoxyphenyl)ethylamine 
• 20011-97-6 N-[2-(3,4-dimethoxyphenyl)ethyl]-2-phenyl-2-hydroxyethylamine 
• 130798-42-4 (R)-(-)-1-(4-(tert-butyldimethylsilyloxy)phenyl)-2-chloroethanol 
• 130798-43-5 (R)-(-)-1-(4-(tert-butyldimethylsilyloxy)phenyl)-2-iodoethanol 
• 71709-05-2 2-<(benzyloxycarbonyl)(3,4-dimethoxyphenethyl)amino>-1-(4-benzyloxyphenyl)ethanone 
• 153225-90-2 (-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-(α)-<(1,1-dimethylethyl)dimethylsilyloxy>-4-(2-propenyloxy)benzenemethane 
• 153225-89-9 (R)-2-<(1,1-dimethylethyl)dimethylsilyloxy>-2-<4-(2-propenyloxy)phenyl>acetonitrile 
• 153225-88-8 2-hydroxy-2-<4-(2-propenyloxy)phenyl>acetonitrile 
• 438528-25-7 (R)-(-)-2-azido-1-(4-tert-butyldimethylsilyloxyphenyl)ethanol 

Downstream Products

• 75241-20-2 RP 333 
• 87081-63-8 4-{2-[2-Hydroxy-2-(4-hydroxy-phenyl)-ethylamino]-ethyl}-2-methoxy-phenol 
• 87092-41-9 5-{2-[2-Hydroxy-2-(4-hydroxy-phenyl)-ethylamino]-ethyl}-2-methoxy-phenol 
• 105199-90-4 2-[2-Hydroxy-2-(4-hydroxy-phenyl)-ethyl]-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-6-ol 
• 105199-91-5 2-[2-Hydroxy-2-(4-hydroxy-phenyl)-ethyl]-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-8-ol 

Relevant academic research and scientific papers

Denopamine and preparation method of intermediate of denopamine

The invention discloses denopamine and a preparation method of an intermediate of denopamine, and particularly provides a method for preparing denopamine by Ir/f-amphox catalytic asymmetric hydrogenation. According to the method, steps are simple, operati

Asymmetric transfer hydrogenation of 2-tosyloxy-1-(4-hydroxyphenyl)ethanone derivatives: synthesis of (R)-tembamide, (R)-aegeline, (R)-octopamine, and (R)-denopamine

Catalytic transfer hydrogenation of 2-tosyloxy-1-(4-hydroxyphenyl)ethanone derivatives leads to efficient synthesis of β-adrenergic agonists, (R)-tembamide, (R)-aegeline, (R)-octopamine, and (R)-denopamine.

Asymmetric hydrogenation of α-primary and secondary amino ketones: Efficient asymmetric syntheses of (-)-arbutamine and (-)-denopamine

Two ss-receptor agonists (-)-denopamine and (-)-arbutamine were prepared in good yields and enantioselectivities by asymmetric hydrogenation of unprotected amino ketones for the first time by using Rh catalysts bearing electron-donating phosphine ligands. A series of α-primary and secondary amino ketones were synthesized and hydrogenated to produce various 1,2-amino alcohols in good yields and with good enantioselectivies. This Rh electron-donating phosphine-catalyzed asymmetric hyderogenation repI resents one of the most promising and convenient approaches towards the asymmetric synthesis of chiral amino alcohols.

Chemoenzymatic synthesis of (R)- and (S)-tembamide, aegeline and denopamine by a one-pot lipase resolution protocol

An efficient synthesis of optically active β-azido alcohols from their ketoazides by a one-pot reduction and an in situ lipase resolution protocol is described. The synthetic utility of this procedure has been illustrated by its application in the practic

Effect of ligand structure on the zinc-catalyzed Henry reaction. Asymmetric syntheses of (-)-denopamine and (-)-arbutamine

(Matrix presented) Syntheses of variously modified ligands for the dinuclear zinc catalysts for the asymmetric aldol and nitroaldol (Henry) reactions are reported. Catalytic enantioselective nitroaldol reactions promoted by these modified ligands led to efficient syntheses of the β-preceptor agonists (-)-denopamine and (-)-arbutamine.

Stereoselective synthesis of (R)-(-)-denopamine, (R)-(-)-tembamide and (R)-(-)-aegeline via asymmetric reduction of azidoketones by Daucus carota in aqueous medium

A simple and efficient stereoselective synthesis of (R)-denopamine and other naturally occurring hydroxy amides from optically active (R)-2-azido-1-arylethanols, is described for the first time via reduction of the corresponding α-azidoarylketones with en

A convenient stereoselective synthesis of (R)-(-)-denopamine and (R)-(-)-salmeterol

β-Adrenoreceptor agonists (R)-(-)-denopamine (R)-1 and (R)-(-)-salmeterol (R)-2 have been prepared in good overall yield and high enantioselectivity through a biotransformative pathway.

Synthetic applications of optically active cyanohydrins. Enantioselective syntheses of the hydroxyamides tembamide and aegeline, the cardiac drug denopamine, and some analogues of the bronchodilator salbutamol

The natural hydroxyamides, (-)-tembamide and (-)-aegeline, and the cardiac drug (-) -denopamine have been prepared in homochiral form in good overall yield (>65%) from para - methoxy or para-allyloxybenzaldehyde by synthetic sequences involving entantioselective hydrocyanation of the aldehydes. Similar chemistry has been used to prepare analogues of the bronchodilator (-)-salbutamol both in high yield and with good enantiomeric excess.

A Synthesis of (-)-Denopamine

The important cardiac drug, (-)-denopamine, has been synthesized in 68percent overall yield from para-allyloxybenzaldehyde via (R)-2-hydroxy-2-acetonitrile.

Reductive Biotransformation of Carbonyl Compounds --- Application of Fungus Geotrichum sp. G38 in Organic Synthesis

The microbial transformation of 2- and 3-oxo esters and diketones with Geotrichum sp.G38 and its application to the syntheses of the key intermediates of several bioactive compounds such as (R)-denopamine 8, (R)-fluoxetine 11 and (2S,3R)-sitophilate 14 were described.