61761-32-8

Basic information

• Product Name: 5-Fluoronaphthalen-1-ol
• Synonyms: 5-Fluoronaphthalen-1-ol
• CAS NO: 61761-32-8
• Molecular Formula: C10H7FO
• Molecular Weight: 162.1603832
• EINECS: 944-114-7
• Mol File: 61761-32-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Fluoronaphthalen-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Fluoronaphthalen-1-ol(61761-32-8)
• EPA Substance Registry System: 5-Fluoronaphthalen-1-ol(61761-32-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 61761-32-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Fluoronaphthalen-1-ol is used as an intermediate in the preparation of duloxetine metabolites, which are important for the development of antidepressant medications. Its role in the synthesis process is crucial for creating effective treatments for various mental health disorders.
Used in Research and Development:
5-Fluoronaphthalen-1-ol is utilized in studies to evaluate the ability to inhibit radioligand binding to human serotonin, norepinephrine, and dopamine transporters. This application is significant for understanding the compound's potential as a therapeutic agent for neurological and psychiatric conditions, as it can help researchers determine its effectiveness in modulating neurotransmitter levels in the brain.

Upstream product

• 13720-44-0 1-fluoro-5-nitronaphthalene 
• 83-55-6 5-amino-1-naphthol 
• 731799-14-7 1,4-epoxy-1,4-dihydro-5-fluoronaphthalene 
• 372-18-9 1,3-Difluorobenzene 
• 3272-91-1 5-nitro-[1]naphthylamine 
• 98-17-9 3-Trifluoromethylphenol 
• 585-49-9 1-(prop-2-en-1-yloxy)-3-(trifluoromethyl)benzene 
• 41389-17-7 2-allyl-5-(trifluoromethyl)phenol 

Relevant articles and documents

A transition-metal-free synthesis of fluorinated naphthols

Herein, we describe a transition-metal-free protocol for the conversion of simple 2-allyl-3-(trifluoromethyl)phenols into substituted 5-fluoronaphthalen-1- ols. The key events of this reaction include the selective activation of two C-F bonds and formatio

Fluoronaphthalene building blocks via arynes: A solution to the problem of positional selectivity

When 3-fluoro- and 3-chloro-1,2-didehydrobenzenes are generated in the presence of 2-(trimethylsilyl)furan, two regioisomeric cycloadducts are formed in a 1:2 ratio. However, regioselectivity can be installed by fitting one bulky trimethylsilyl group into sterically critical positions of each of the two reaction components. Thus 3-fluoro-6-trimethylsilyl-1,2-didehydrobenzene and 2-(trimethylsilyl)furan give one cycloadduct exclusively. In this way, the Diels-Alder reaction between suitably adorned arynes and similarly designed furans can open an entry to naphthalene derivatives that have unprecedented substituent patterns that qualify them as building blocks for pharmaceutical or agricultural research. The acid-catalyzed isomerization of model 1,4-epoxy-1,4-dihydronaphthalenes, the aryne/furan cycloadducts, exhibits unexpected effects on rates and regioselectivity. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Synthesis and biological activity of some known and putative duloxetine metabolites

Several putative phase I duloxetine metabolites, 4-hydroxy-, 5-hydroxy-, 6-hydroxy-, 5-hydroxy-6-methoxy-, 6-hydroxy-5-methoxy-, 5,6-dihydroxy-, and 4,6-dihydroxyduloxetine were synthesized, and their phase II metabolite as glucuronide or sulfate conjugates were also synthesized. Their in vitro binding activities were compared to that of parent compound duloxetine.