1034305-17-3

Basic information

• Product Name: Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]-
• Synonyms: Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]-;2-(5-BroMo-2-fluorobenzyl)benzothiophene;2-(5-BroMo-2-fluorobenzyl)benzo[b]thiophene;2-[(5-bromo-2-fluorophenyl)Methyl]-Benzo[b]thiophene;2-(5-bromo-2-fluorobenzyl)-1-benzothiophene;2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene;Ipragliflozin impurity B (B4);2-[(5-broMo-2-fluorophenyl)Methyl]-
• CAS NO: 1034305-17-3
• Molecular Formula: C₁₅H₁₀BrFS
• Molecular Weight: 321.2073032
• Mol File: 1034305-17-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 408.9±35.0 °C(Predicted)
• Appearance: /
• Density: 1.509±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]-(1034305-17-3)
• EPA Substance Registry System: Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]-(1034305-17-3)

Safety Data

• Hazardous Substances Data: 1034305-17-3(Hazardous Substances Data)

Usage

General Description

Benzo[b]thiophene, 2-[(5-brom0-2-fluorophenyl)Methyl]- is a chemical compound with a molecular structure containing a benzene ring fused to a thiophene ring, and a 2-[(5-bromo-2-fluorophenyl)methyl] substituent. It is often used as a building block in the synthesis of pharmaceuticals, agrochemicals, and materials. Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]- is known for its potential use in the development of new drugs and its role in medicinal chemistry research. Additionally, it has been studied for its biological activities, including potential anti-cancer, anti-inflammatory, and antibacterial properties.

Upstream product

• 95-15-8 Benzo[b]thiophene 
• 93777-26-5 5-bromo-2-fluorobenzaldehyde 
• 1034305-11-7 (1-benzothiophen-2-yl)(5-bromo-2-fluorophenyl)methanol 
• 1034305-19-5 2-[(5-bromo-2-fluorophenyl)(chloro)methyl]-1-benzothiophene 

Downstream Products

• 761423-01-2 (1S)-1,5-anhydro-1-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-2,3,4,6-tetra-O-benzyl - D-glucitol 
• 761423-87-4 (2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 
• 1034305-23-1 methyl 1-C-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-α-glucopyranoside 
• 1034305-27-5 methyl 2,3,4,6-tetra-O-acetyl-1-C-[3-(1-benzothien-2-ylmethyl)-4-fluorophenyl]-α-glucopyranoside 
• 951382-34-6 Ipragliflozin L-proline 
• 1034305-21-9 (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-[(1-benzothiophen-2-yl)methyl]-4-fluorophenyl]-D-sorbitol 

Relevant articles and documents

Method for synthesizing ipragliflozin

The invention discloses a method for synthesizing ipragliflozin. The method comprises the following steps: (1) generating alkylation reaction by formula-4 compound and formula-5 compound to generate aformula-6 compound; (2) carrying out deprotection on the formula-6 compound to generate a formula-7 compound, i.e., ipragliflozin. Compared with the prior art, the preparation method disclosed by theinvention is characterized in that adopted starting raw materials are cheap and can be easily obtained, a synthesis route is short, operation is convenient, cost is lower and general yield is high. The method conforms to the concept of green chemistry and is suitable for industrial production. (The formulas are shown in the description.).

Discovery of Ipragliflozin (ASP1941): A novel C-glucoside with benzothiophene structure as a potent and selective sodium glucose co-transporter 2 (SGLT2) inhibitor for the treatment of type 2 diabetes mellitus

A series of C-glucosides with various heteroaromatics has been synthesized and its inhibitory activity toward SGLTs was evaluated. Upon screening several compounds, the benzothiophene derivative (14a) was found to have potent inhibitory activity against SGLT2 and good selectivity versus SGLT1. Through further optimization of 14a, a novel benzothiophene derivative (14h; ipragliflozin, ASP1941) was discovered as a highly potent and selective SGLT2 inhibitor that reduced blood glucose levels in a dose-dependent manner in diabetic models KK-Ay mice and STZ rats.