17514-63-5

Basic information

• Product Name: 5-FLUORO-3-METHYLBENZO[B]THIOPHENE
• Synonyms: 5-FLUORO-3-METHYLTHIANAPHTHENE;5-FLUORO-3-METHYLBENZO[B]THIOPHENE;BUTTPARK 89\07-15;5-Fluoro-3-methylbenzo[b]thiophene 97%;5-Fluoro-3-methylbenzo[b]thiophene97%;5-Fluoro-3-methylbenzo[b]thiophene, 90+%;5-Fluoro-3-methylthianaphthene, 90+%;5-Fluoro-3-methylbenzothiophene
• CAS NO: 17514-63-5
• Molecular Formula: C₉H₇FS
• Molecular Weight: 166.22
• Product Categories: Thiophene&Benzothiophene
• Mol File: 17514-63-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 68 °C
• Flash Point: 68°C/0.5mm
• Appearance: /
• Density: 1.245 g/cm³
• Vapor Pressure: 0.0306mmHg at 25°C
• Refractive Index: 1.421
• Storage Temp.: 2-8°C
• Sensitive: Stench
• CAS DataBase Reference: 5-FLUORO-3-METHYLBENZO[B]THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-3-METHYLBENZO[B]THIOPHENE(17514-63-5)
• EPA Substance Registry System: 5-FLUORO-3-METHYLBENZO[B]THIOPHENE(17514-63-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• Hazardous Substances Data: 17514-63-5(Hazardous Substances Data)

Usage

General Description

5-FLUORO-3-METHYLBENZO[B]THIOPHENE is a chemical compound with the molecular formula C9H7FS. It is a derivative of benzo[b]thiophene, a heterocyclic compound containing a sulfur atom. The presence of a fluorine atom and a methyl group on the benzo[b]thiophene core gives this compound unique chemical properties. 5-FLUORO-3-METHYLBENZO[B]THIOPHENE is used in organic synthesis and medicinal chemistry as a building block for the production of pharmaceuticals and other organic compounds. It may also have potential applications in material science and electronics due to its unique structural and electronic properties.

InChI:InChI=1/C9H9F3O3/c1-3-14-8(13)6-4-5(2)15-7(6)9(10,11)12/h4H,3H2,1-2H3

Upstream product

• 371-42-6 4-Fluorothiophenol 
• 78-95-5 chloroacetone 
• 2968-13-0 1-(4-fluoro-phenylsulfanyl)propan-2-one 

Downstream Products

• 404964-34-7 5-fluoro-2-chlorosulfonyl-3-methylbenzo[b]thiophene 
• 212078-57-4 1-(5-fluoro-3-methylbenzo[b]thiophen-2-yl)-3-(1-triphenylmethyl-1H-imidazol-4-yl)propan-1-ol 
• 51828-34-3 2-acetyl-5-fluoro-3-methylbenzo[b]thiophene 
• 212078-55-2 (E)-1-(5-fluoro-3-methylbenzo[b]thiophen-2-yl)-3-(1-triphenylmethyl-1H-imidazol-4-yl)-2-propen-1-one 
• 404963-90-2 TY-51076 
• 912331-24-9 boronic acid, 5-fluoro-3-methyl-benzo[b]thiophene-2-yl 

Relevant articles and documents

C17,20-lyase inhibitors I. Structure-based de novo design and SAR study of C17,20-lyase inhibitors.

Novel nonsteroidal C(17,20)-lyase inhibitors were synthesized using de novo design based on its substrate, 17 alpha-hydroxypregnenolone, and several compounds exhibited potent C(17,20)-lyase inhibition. However, in vivo activities were found to be short-lasting, and in order to improve the duration of action, a series of benzothiophene derivatives were evaluated. As a result, compounds 9h, (S)-9i, and 9k with nanomolar enzyme inhibition (IC(50)=4-9 nM) and 9e (IC(50)=27 nM) were identified to have powerful in vivo efficacy with extended duration of action. The key structural determinants for the in vivo efficacy were demonstrated to be the 5-fluoro group on the benzothiophene ring and the 4-imidazolyl moiety. Superimposition of 9k and 17 alpha-hydroxypregnenolone demonstrated their structural similarity and enabled rationalization of the pharmacological results. In addition, selected compounds were also identified to be potent inhibitors of human enzyme with IC(50) values of 20-30 nM.

Halogeno-Substituted 2- and 3-Methylbenzothiophenes: Use of 1H NMR Spectral Analysis and 1H Nuclear Overhauser Effect for Locating the Halogen Substituent

Thirty-seven halogeno-substituted 2- and 3-methyl-(or halogenomethyl)-benzothiophenes, including 17 new compounds, were prepared.The constitution of 14 of these was confirmed by full analysis (LAOCOON) of their 80 MHz 1H NMR spectra and by 1H NOE measurements.In this way a by-product from the preparation of 4- and 6-bromo-3-bromomethylbenzothiophenes was shown conclusively to be 5-bromo-3-bromomethylbenzothiophene.The 3-substituted benzothiophenes showed greater NOE enhancement factors at H-4 than at H-2 when the 3-methyl or halogenomethyl substituent was irradiated.