890708-67-5

Basic information

• Product Name: 5-[(2R)-2-[[2-(2-Ethoxyphenoxy)ethyl]aMino]propyl]-2-Methoxybenzenesulfonic Acid
• Synonyms: 5-[(2R)-2-[[2-(2-Ethoxyphenoxy)ethyl]aMino]propyl]-2-Methoxybenzenesulfonic Acid;TaMsulosin Sulfonic Acid
• CAS NO: 890708-67-5
• Molecular Formula: C₂₀H₂₇NO₆S
• Molecular Weight: 409.49648
• Product Categories: Amines;Aromatics;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 890708-67-5.mol

Chemical Properties

• Appearance: /
• Density: 1.216±0.06 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Water (Slightly, Heated, Sonicated)
• PKA: -0.67±0.33(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 5-[(2R)-2-[[2-(2-Ethoxyphenoxy)ethyl]aMino]propyl]-2-Methoxybenzenesulfonic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[(2R)-2-[[2-(2-Ethoxyphenoxy)ethyl]aMino]propyl]-2-Methoxybenzenesulfonic Acid(890708-67-5)
• EPA Substance Registry System: 5-[(2R)-2-[[2-(2-Ethoxyphenoxy)ethyl]aMino]propyl]-2-Methoxybenzenesulfonic Acid(890708-67-5)

Safety Data

• Hazardous Substances Data: 890708-67-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-[(2R)-2-[[2-(2-Ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzenesulfonic acid is used as an impurity in Tamsulosin (T006360), a specific α1-adrenoceptor antagonist. It plays a role in the development and manufacturing process of Tamsulosin, which is used for the treatment of benign prostatic hypertrophy.

Upstream product

• 890708-65-3 R-5-(2-amino-propyl)-2-methoxy-benzenesulfonic acid 
• 3259-03-8 2-(o-ethoxyphenoxy)-ethyl bromide 

Downstream Products

• 890708-68-6 C₂₀H₂₆ClNO₅S 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF TAMSULOSIN AND INTERMEDIATES THEREOF

A process for producing tamsulosin of formula (I) and pharmaceutically acceptable addition salts, thereof comprises the steps of : a) Reacting compound R,R-[2-(4-methoxy-phenyl)-1-methyl-ethyl]-(1-phenyl-ethyl)-amine of formula (II) or a salt thereof (II) with chlorosulfonic acid with or without an organic solvent, to obtain compound R,R-2methoxy-5-[2-(1-phenyl-ethylamino)-propyl]-benzenesulfonic acid of formula (III) b) Hydrogenolysis of compound R,R-2-methoxy-5-[2-(1-phenyl-ethylamino)-propyl]- benzenesulfonic acid of formula III or a salt thereof carried out in an alcohol in the presence of a palladium catalyst using hydrogen or a source of hydrogen, to obtain compound R-(-)-5-(2-amino-propyl)-2-methoxy-benzenesulfonic acid of formula (IV) c)Reacting primary amine R-(-)-5-(2-amino-propyl)-2-methoxy-benzenesulfonic acid of formula (IV), or a salt thereof, with a compound of formula (V) wherein X represents an halogen atom selected from the group consisting of C1;Br and I, to obtain 5- [(2R)-2-[2-(2-ethoxy-phenoxy)-ethylamino]-propyl]-2-methoxy-benzenesulfonic acid compound of formula (VI) d) Reacting compound of formula (VI) with an halogenating agent, to obtain the corresponding sulfonylchloride of formula (VII). e)Reacting compound VII with ammonia to obtain compound I.