460748-71-4

Basic information

• Product Name: 4-[2-[2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]benzonitrile tartrate
• Synonyms: 4-[2-[2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]benzonitrile tartrate;4-[2-[2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]benzonitrile (2R,3R)-2,3-dihydroxybutanedioate;ABT 239 tartrate
• CAS NO: 460748-71-4
• Molecular Formula: C26H28N2O7
• Molecular Weight: 480.50972
• Mol File: 460748-71-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 166-167℃
• Appearance: /
• CAS DataBase Reference: 4-[2-[2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]benzonitrile tartrate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2-[2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]benzonitrile tartrate(460748-71-4)
• EPA Substance Registry System: 4-[2-[2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]benzonitrile tartrate(460748-71-4)

Safety Data

• Hazardous Substances Data: 460748-71-4(Hazardous Substances Data)

Usage

Chemical compound

4-[2-[2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]benzonitrile tartrate

Salt

Tartrate salt

Structure

Contains 4-[2-[2-[(2R)-2-Methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]benzonitrile

Pharmacological class

Potent and selective serotonin and norepinephrine reuptake inhibitor (SNRI)

Therapeutic effects

Treatment of depression, anxiety, and other mood disorders

Potential uses

Management of chronic pain conditions

Importance

Significant chemical compound with therapeutic applications in mental health and pain management

Upstream product

• 87-69-4 L-Tartaric acid 
• 126747-14-6 4-cyanophenylboronic acid 
• 460748-22-5 1-[2-(5-bromo-1-benzofuran-2-yl)ethyl]-2(R)-methylpyrrolidine 
• 19812-93-2 4-Cyano-4'-hydroxybiphenyl 
• 460746-48-9 4-[2-(2-hydroxyethyl)-1-benzofuran-5-yl]benzonitrile 
• 460746-47-8 4'-hydroxy-3'-iodo[1,1'-biphenyl]-4-carbonitrile 
• 765-38-8 2-methyl-1-pyrrolidine 
• 460746-46-7 4-{2-[2-(2R-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl}benzonitrile 

Relevant articles and documents

A facile and scaleable synthesis of ABT-239, a benzofuranoid H3 antagonist

A facile and scaleable synthesis of a potent and selective histamine H 3 receptor antagonist, ABT-239 (1), was developed starting from commercially available 4′-hydroxy-biphenyl-4-carbonitrile (2). The synthesis comprised four chemical steps and a salt formation step with an overall yield of 40%. A highly selective monoiodination of a phenol was developed and used to prepare iodophenol (3b) in near quantitative yield using NIS in AcOH in the presence of a small amount of H2SO4. A Pd-catalyzed cross coupling reaction of the iodophenols (3b) with butyn-3-ol (4a) provided benzofuran (5) in one step in >80% yield, en route to 1. The new process required no chromatographic purification throughout the synthesis and was successfully demonstrated on scale-up to prepare 1.7 kg of the target ABT-239 (1).