1034305-11-7

Basic information

• Product Name: Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)-
• Synonyms: Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)-;benzo[b]thiophen-2-yl(5-broMo-2-fluorophenyl)Methanol;Ipragliflozin interMdiate;1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol
• CAS NO: 1034305-11-7
• Molecular Formula: C₁₅H₁₀BrFOS
• Molecular Weight: 337.2067032
• Mol File: 1034305-11-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 458.7±40.0 °C(Predicted)
• Appearance: /
• Density: 1.597±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 12.52±0.20(Predicted)
• CAS DataBase Reference: Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)-(1034305-11-7)
• EPA Substance Registry System: Benzo[b]thiophene-2-Methanol, α-(5-broMo-2-fluorophenyl)-(1034305-11-7)

Safety Data

• Hazardous Substances Data: 1034305-11-7(Hazardous Substances Data)

Usage

General Description

Benzo[b]thiophene-2-Methanol, α-(5-bromo-2-fluorophenyl)- is a complex, synthetic, organic compound used mainly in the fields of pharmaceutical development and biochemical research. This chemical contains elements such as Carbon, Hydrogen, Oxygen, Sulfur, Bromine, and Fluorine. It stands as a crucial intermediate in the synthesis of a variety of pharmaceutical drugs and experimental compounds. However, like many specialized research chemicals, comprehensive information about its toxicity, potential health effects, or environmental impact is not widely available. Proper handling, storage, and disposal of this chemical should always follow standard safety guidelines for lab use to prevent unnecessary exposure or risk.

Upstream product

• 93777-26-5 5-bromo-2-fluorobenzaldehyde 
• 95-15-8 Benzo[b]thiophene 
• 94569-84-3 2-bromo-5-fluorobenzaldehyde 

Downstream Products

• 1034305-19-5 2-[(5-bromo-2-fluorophenyl)(chloro)methyl]-1-benzothiophene 
• 761424-75-3 [1-benzothiene-2-yl-(5-bromo-2-fluorophenyl)methoxy](tert-butyl)dimethylsilane 
• 951382-34-6 Ipragliflozin L-proline 
• 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 
• 761423-01-2 (1S)-1,5-anhydro-1-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-2,3,4,6-tetra-O-benzyl - D-glucitol 
• 1034305-17-3 2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene 

Relevant articles and documents

Synthesis method for 2-(5-bromo-2-fluorobenzyl)benzothiophene

The invention discloses a synthesis method for 2-(5-bromo-2-fluorobenzyl)benzothiophene. The synthetic method is characterized in that 2-fluoro-5-bromobenzaldehyde is taken as a raw material, and a target compound is obtained through condensation and reduction under action of alkaline; and the synthetic method comprises condensation reaction and reduction reaction. The synthesis method can be usedfor obtaining the target product through two-step reaction, so that material varieties are reduced, and operation efficiency is improved. Chemicals such as boron trifluoride diethyl ether are not used, and reducing agents which are not suitable for industrial amplification such as sodium borohydride are not used, so that the production cost is reduced while an ultra-low temperature is not needed.The synthesis method has characteristics of being mild in reaction conditions, simple in process operation, green and environmentally friendly, low in cost, and high in yield.

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.