949-36-0

Usage

Uses

Used in Respiratory Therapy:
Isoproterenol hydrochloride is used as a bronchodilator for the treatment of bronchospasm and asthma. Its ability to relax smooth muscles in the airway provides relief to patients suffering from respiratory distress.
Used in Cardiology:
In the field of cardiology, isoproterenol hydrochloride serves as a cardiac stimulant. It is utilized to increase heart rate and cardiac output in medical conditions such as bradycardia and heart block, where the heart's rhythm is too slow or irregular.
Used in Heart Failure Management:
Isoproterenol hydrochloride is also used as a positive inotropic agent in the management of heart failure. Its action on the heart helps to improve the force of myocardial contractions, thereby enhancing the heart's ability to pump blood effectively.
These applications highlight the multifaceted role of isoproterenol hydrochloride in medicine, addressing both respiratory and cardiovascular conditions through its influence on beta-adrenergic receptors.

InChI:InChI=1/C11H17NO3/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8/h3-5,7,11-15H,6H2,1-2H3/p+1/t11-/m1/s1

Upstream product

• 51-30-9 (-)-isoproterenol hydrochloride 
• 121-28-8 Isoproterenone 
• 16899-81-3 Isoproterenone hydrochloride 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 73635-69-5 tris(carboethoxy)isoproterenol 
• 51-30-9 isoproterenol hydrochloride 
• 18810-21-4 (+)-Isoproterenol hydrochloride 
• 5984-95-2 (R)-(-)-isoproterenol hydrochloride 
• 639007-20-8 isoprenaline glucuronide 

Relevant academic research and scientific papers

Preparation method of isoproterenol hydrochloride

The invention relates to the technical field of raw material medicine synthesis, in particular to a preparation method of isoproterenol hydrochloride. According to the preparation method, water, N, N-dimethylformamide or an aqueous solution of N, N-dimethylformamide is used as a solvent, borohydride is used as a reducing agent to carry out reduction reaction on isopropyladrenolone or salt thereof, the reaction conditions are mild, compared with a conventional hydrogenation reduction process, the production safety is remarkably improved, the production cost is greatly reduced, the usage amount of borohydride is small, and the environmental protection is improved to a certain extent. The product obtained by the preparation method is very high in purity, is suitable for industrial production of isoprenaline hydrochloride as a medicine raw material medicine product, and can effectively avoid toxic and side effects caused by impurities.

Hydrochloric acid isopropyl adrenergic preparation method

The invention discloses a hydrochloric acid isopropyl adrenergic preparation method, comprises the following steps: through the catechol with glycine in the role of the catalyst [...] reaction to obtain 2 - amino - 1 - (3, 4 - dihydroxy-phenyl) - ethyl ketone; through the 2 - amino - 1 - (3, 4 - dihydroxy-phenyl) - ethanone with 2 - chloro propane reaction preparation isopropyl adrenergic ketone bodies hydrochloride; through the isopropyl adrenergic ketone bodies hydrochloride in the catalytic reduction of the palladium-carbon under the action of hydrochloric acid isopropyl adrenergic. Selects the glycin, zinc chloride the reaction system, which not only reduces the costs of environmental protection, also improves the reaction yield, is favorable for industrial production; mild reaction conditions, less catalyst levels, the process is simple; it has obvious economic and environmental benefits.

Method for preparing isoproterenol sulfate

The invention discloses a method for preparing isoproterenol sulfate. The method comprises the following steps: (1) performing hydrogenation reduction on isoproterenol ketone in a methanol solvent in the presence of sodium borohydride at room temperature, so as to obtain isoproterenol; (2) performing negative pressure concentration on the solvent methanol, adding water, extracting with ethyl acetate, regulating the pH value of the system to be acidic by using 60% of sulfuric acid, raising the temperature to reflux for 30 minutes, and clarifying; (3) freezing overnight to obtain a white powdered crystal; (4) filtering, washing, drying, and recrystallizing with ethanol, thereby obtaining the isoproterenol sulfate. According to the method disclosed by the invention, hidden danger of high-pressure hydrogenation is avoided, and the reaction is safe by adopting sodium borohydride for reduction; with the adoption of a normal pressure reaction, usage of a metal high-pressure reactor is avoided; the raw materials are readily available, and the process is simple and reasonable.

Metaproterenol, isoproterenol, and their bisdimethylcarbamate derivatives as human cholinesterase inhibitors

Metaproterenol and isoproterenol are bronchodilators that provide a structural basis for many other bronchodilators currently in use. One of these structurally related bronchodilators is terbutaline; it is administered as a prodrug, bambuterol, and is metabolized (bioconverted) into terbutaline by butyrylcholinesterase (BChE). The metabolism rate can be affected by BChE gene polymorphism in the human population and BChE stereoselectivity. The aim of our study was to investigate inhibition of human BChE and acetylcholinesterase (AChE) with metaproterenol, isoproterenol, and newly synthesized racemic bisdimethylcarbamate derivatives of metaproterenol (metacarb) and isoproterenol (isocarb) and their (R)-enantiomers to see if their bioconversion is affected by BChE inhibition in the same way as that for bambuterol. Metacarb and isocarb proved to be selective BChE inhibitors, as they progressively inhibited AChE 960 to 80 times more slowly than BChEUU. All studied cholinesterases displayed poor affinity for metaproterenol and isoproterenol, yet BChE UU had an affinity about five times higher than that of AChE.

The acid-catalysed racemisation mechanism of catecholamines

The racemisation rates of (-)-adrenaline (1), ()-isoprenaline (2), (-)-2-(3,4-dimethoxyphenyl)-2-hydroxy-N-isopropylamine (3), (+)-2-(4-meethoxyphenyl)-2-hydroxy-N-isopropylethylamine (4), (+)-2-phenyl-2-hydroxy-N-isopropylehylamine (5), ()-phenylephrine(6), and (+)-1-phenylethanol(7) were compared. The racemisatton rates decreased in the following order: 7> 1 ≈ 2 > 3 ≈ 4 ? 5, 6. In general, the reactivity of the series of the phenylethanolamine compounds (1) - (6) was seen to increase sharply as the electron-releasing ability of the p-substituent of the aromatic nucleus increases. The results strengthen the notion that the acid-catalysed racemisation of catecholamines proceeds via a quinonoid-type intermediate.

Polyprenylcarboxylic acid amides

There is disclosed a polyprenylcarboxylic acid amide of the formula: STR1 wherein R1 represents a hydrogen atom or a lower alkyl group, R2 represents a hydrogen atom or a group of the formula: --COOR4 in which R4 represents a lower alkyl group, R3 represents a hydrogen atom or an OH group and n represents an integer of 1 to 6.