698367-29-2

Basic information

• Product Name: 5-Fluoro-1-benzothiophene-2-carbaldehyde
• Synonyms: 5-Fluoro-1-benzothiophene-2-carbaldehyde;5-fluorobenzo[b]thiophene-2-carbaldehyde
• CAS NO: 698367-29-2
• Molecular Formula: C₉H₅FOS
• Molecular Weight: 180
• Mol File: 698367-29-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 122 °C(Solv: ethanol (64-17-5))
• Boiling Point: 307.0±22.0 °C(Predicted)
• Appearance: /
• Density: 1.397±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 5-Fluoro-1-benzothiophene-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Fluoro-1-benzothiophene-2-carbaldehyde(698367-29-2)
• EPA Substance Registry System: 5-Fluoro-1-benzothiophene-2-carbaldehyde(698367-29-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 698367-29-2(Hazardous Substances Data)

Usage

General Description

5-Fluoro-1-benzothiophene-2-carbaldehyde is a chemical compound with the molecular formula C9H5FO. It is a derivative of benzothiophene, containing a fluorine atom and an aldehyde functional group. 5-Fluoro-1-benzothiophene-2-carbaldehyde is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals and agrochemicals. It is also used as a starting material for the synthesis of diverse compounds with potential biological activities. 5-Fluoro-1-benzothiophene-2-carbaldehyde has also been studied for its potential applications in materials science and as a chemical intermediate in the production of specialty chemicals.

Upstream product

• 154630-32-7 methyl 5-fluorobenzo[b]thiophene-2-carboxylate 
• 13771-73-8 (5-fluorobenzo[b]thiophen-2-yl)methanol 
• 2646-90-4 2,5-difluorobenzaldehyde 
• 13771-69-2 ethyl 5-fluorobenzo[b]thiophene-2-carboxylate 
• 70060-13-8 5-fluorobenzo[b]thiophene-2-carboxylic acid 
• 70060-12-7 5-fluorobenzo[b]thiophene 
• 68-12-2 N,N-dimethyl-formamide 

Relevant articles and documents

Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?

The syntheses and antiplasmodial activities of various substituted aminoquinolines coupled to an adamantane carrier are described. The compounds exhibited pronounced in vitro and in vivo activity against Plasmodium berghei in the Thompson test. Tethering a fluorine atom to the aminoquinoline C(3) position afforded fluoroaminoquinolines that act as intrahepatocytic parasite inhibitors, with compound 25 having an IC50 = 0.31 μM and reducing the liver load in mice by up to 92% at 80 mg/kg dose. Screening our peroxides as inhibitors of liver stage infection revealed that the tetraoxane pharmacophore itself is also an excellent liver stage P. berghei inhibitor (78: IC50 = 0.33 μM). Up to 91% reduction of the parasite liver load in mice was achieved at 100 mg/kg. Examination of tetraoxane 78 against the transgenic 3D7 strain expressing luciferase under a gametocyte-specific promoter revealed its activity against stage IV-V Plasmodium falciparum gametocytes (IC50 = 1.16 ± 0.37 μM). To the best of our knowledge, compounds 25 and 78 are the first examples of either an 4-aminoquinoline or a tetraoxane liver stage inhibitors.

17α-HYDROXYLASE/C17,20-LYASE INHIBITORS

The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5, R6, A and n are as defined herein. A deuteriated derivative of the compound of Formula (I) is also provided.