116091-64-6

Usage

Uses

Used in Pharmaceutical Industry:
5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride is used as an impurity and metabolite in the development and analysis of Tamsulosin, an α1-adrenergic blocking agent. Its presence in the pharmaceutical compound helps researchers understand the drug's metabolism and potential side effects, ensuring the safety and efficacy of the medication.
Used in Research and Development:
In the field of medicinal chemistry, 5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride serves as a valuable research tool for studying the structure-activity relationship of α1-adrenergic blockers. This knowledge can be applied to design and develop new drugs with improved therapeutic properties and reduced side effects.
Used in Quality Control and Analysis:
5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride is utilized in quality control processes to ensure the purity and potency of Tamsulosin and its formulations. Analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry can be employed to detect and quantify this impurity, ensuring that the final product meets the required standards for safety and efficacy.

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 116091-63-5 2-methoxy-5-(2-oxopropyl)benzenesulfonamide 

Downstream Products

• 106133-20-4 tamsulosin hydrochloride 
• 106133-20-4 (R)-tamsulosin 
• 112101-81-2 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide 
• 86225-65-2 (R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide hydrochloride 
• 622853-23-0 R,R-2-hydroxy-5-[2-(1-phenylethylamino)propyl]benzenesulfonamide 

Relevant academic research and scientific papers

Preparation method of tamsulosin hydrochloride

The invention provides a preparation method of tamsulosin hydrochloride. Specifically, the preparation method comprises a step of reacting 5-acetonyl-2-methoxybenzenesulfonamide with (R)-1-phenylethylamine under the action of a reducing agent to obtain a compound as shown in a formula (IV) or pharmaceutically acceptable salt thereof, and further comprises a step of preparing tamsulosin hydrochloride from the compound as shown in the formula (IV) or pharmaceutically acceptable salt thereof. The preparation method provided by the invention is high in safety and strong in operability, avoids theuse of a heavy metal catalyst, and has an industrial actual use value.

A METHOD OF PREPARATION OF (R)-(-)-5(2-AMINOPROPYL)-2-METHOXYBENZENESULFONAMIDE

A method of preparation of (R)-(-)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide of formula I and its use for production tamsulosin. A protective group is introduced to N-[(1R)-2-(4-methoxyphenyl)-1-methylethyl]-N- [(1 R)-1-phenylethyl)]amine and the resulting amide of formula IX is chlorosulfonated and the resulting sulfochloride is converted to a sulfonamide of formula X, from which the compound of formula I is obtained by hydrogenation.

Tamsulosin derivative

The optically active compound, R(?)-5-[2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-hydroxybenzenesulfonamide in good optical purity, a metabolite of the α1-adrenergic blocking agent tamsulosin, and methods for the preparation thereof. Pharmaceutical compositions including the optically active compound and methods of treatment comprising administration of an effective α-adrenergic antagonistic amount of such compositions to mammals.

TAMSULOSIN DERIVATIVE

The optically active compound, R (-)-5-[2-[[2-(2-ethoxyphenoxy)ethyl] amino] propyl]-2-hydroxybenzenesulfonamide in good chemical and optical purity, a metabolite of the α1-adrenergic blocking agent tamsulosin, and methods for the preparation thereof. Pharmaceutical compositions including the optically active compound and methods of treatment comprising direct administration of an effective α1-adrenergic antagonistic amount of such compositions to mammals.