86225-65-2

Basic information

• Product Name: 3-(4'-METHOXY-3'-SULFONAMIDOPHENYL)-2-PROPYLAMINE, HYDROCHLORIDE
• Synonyms: 3-(4'-METHOXY-3'-SULFONAMIDOPHENYL)-2-PROPYLAMINE, HYDROCHLORIDE;5-(2-AMinopropyl)-2-Methoxy-benzenesulfonaMide MonoHydrochloride
• CAS NO: 86225-65-2
• Molecular Formula: C10H17ClN2O3S
• Molecular Weight: 280.77158
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 86225-65-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 278-280°C
• Appearance: /
• CAS DataBase Reference: 3-(4'-METHOXY-3'-SULFONAMIDOPHENYL)-2-PROPYLAMINE, HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4'-METHOXY-3'-SULFONAMIDOPHENYL)-2-PROPYLAMINE, HYDROCHLORIDE(86225-65-2)
• EPA Substance Registry System: 3-(4'-METHOXY-3'-SULFONAMIDOPHENYL)-2-PROPYLAMINE, HYDROCHLORIDE(86225-65-2)

Safety Data

• Hazardous Substances Data: 86225-65-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Upstream product

• 116091-63-5 2-methoxy-5-(2-oxopropyl)benzenesulfonamide 
• 112101-74-3 (R)-N-[1-(4-methoxy-3-sulfamoylphenylpropan-2-yl)]acetamide 
• 116091-64-6 5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride 

Relevant articles and documents

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.

Process for preparation of tamsulosin and its aralkylamine derivatives

The present invention discloses a new process for the synthesis of tamsulosin and its aralkylamine derivatives, especially (R)-(?)-5-{2-[2-(2-alkoxyphenoxy)ethylamino]propyl}-2-alkoxybenzenesulfonamides having the following formula 1 (where R1 and R2 represent C1-C4 alkyl groups) and their hydrochloride thereof, and other various pharmaceutical used salts. Tamsulosin hydrochloride (R1=Et, R2=Me, in its hydrochloride salt form) is an antagonist of α-A adrenoceptors in the prostate. Tamsulosin?HCl occurs as white crystals, which melt with decomposition at approximately 230° C. It is sparingly soluble in water and in methanol, slightly soluble in glacial acetic acid and in ethanol, and practically insoluble in ether.

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.