82995-06-0

Basic information

• Product Name: 6-BROMO-8-FLUORO-2-NAPHTHOL
• Synonyms: 6-BROMO-8-FLUORO-2-NAPHTHOL;6-bromo-8-fluoronaphthalen-2-ol
• CAS NO: 82995-06-0
• Molecular Formula: C₁₀H₆BrFO
• Molecular Weight: 241.0564432
• Mol File: 82995-06-0.mol

Chemical Properties

• Boiling Point: 352.266°C at 760 mmHg
• Flash Point: 166.845°C
• Appearance: /
• Density: 1.693g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.678
• CAS DataBase Reference: 6-BROMO-8-FLUORO-2-NAPHTHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-8-FLUORO-2-NAPHTHOL(82995-06-0)
• EPA Substance Registry System: 6-BROMO-8-FLUORO-2-NAPHTHOL(82995-06-0)

Safety Data

• Hazardous Substances Data: 82995-06-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-BROMO-8-FLUORO-2-NAPHTHOL is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure, featuring a bromine and fluorine atom, allows for the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 6-BROMO-8-FLUORO-2-NAPHTHOL is utilized as a precursor in the production of agrochemicals. Its chemical properties make it suitable for the creation of compounds that can be used in pest control and crop protection.
Used in Dye Industry:
6-BROMO-8-FLUORO-2-NAPHTHOL is employed as a building block in the synthesis of dyes. The presence of halogens on the naphthol ring contributes to the color and stability of the resulting dyes, which are used in various applications such as textiles, plastics, and printing inks.
Used in Organic Chemistry Research:
6-BROMO-8-FLUORO-2-NAPHTHOL is used as a versatile chemical building block in organic chemistry research. Its unique structure allows for the exploration of new chemical reactions and the development of novel compounds with potential applications in various fields.

InChI:InChI=1/C10H6BrFO/c11-7-3-6-1-2-8(13)5-9(6)10(12)4-7/h1-5,13H

Upstream product

• 71493-51-1 1-amino-7-methoxynaphthalene hydrochloride 
• 6470-18-4 1-acetylamino-7-naphthol 
• 5302-79-4 7-methoxynaphthalen-1-amine 
• 93189-18-5 N-(7-methoxynaphthalen-1-yl)acetamide 
• 118-46-7 8-amino-2-naphthol 
• 13791-03-2 1-fluoro-7-methoxynaphthalene 
• 550998-28-2 1,6-dibromo-8-fluoro-2-naphthol 
• 13916-98-8 1-fluoro-7-hydroxynaphthalene 

Downstream Products

• 550998-43-1 1-chloro-8-fluoro-6-(3-fluoro-4-methoxyphenyl)-2-naphthol 
• 550998-44-2 1-chloro-8-fluoro-6-(4-methoxyphenyl)-2-naphthol 
• 550998-33-9 8-fluoro-6-(3-fluoro-4-methoxyphenyl)-2-naphthol 
• 550998-32-8 8-fluoro-6-(4-methoxyphenyl)-2-naphthol 

Relevant articles and documents

ERβ ligands. 3. Exploiting two binding orientations of the 2-phenylnaphthalene scaffold to achieve ERβ selectivity

The 2-phenylnaphthalene scaffold was explored as a simplified version of genistein in order to identify ER selective ligands. With the aid of docking studies, positions 1, 4, and 8 of the 2-phenylnaphthalene template were predicted to be the most potentially influential positions to enhance ER selectivity using two different binding orientations. Both orientations have the phenol moiety mimicking the A-ring of genistein. Several compounds predicted to adopt orientations similar to that of genistein when bound to ERβ were observed to have slightly higher ER affinity and selectivity than genistein. The second orientation we exploited, which was different from that of genistein when bound to ERβ, resulted in the discovery of several compounds that had superior ER selectivity and affinity versus genistein. X-ray structures of two ER selective compounds (i.e., 15 and 47) confirmed the alternate binding mode and suggested that substituents at positions 1 and 8 were responsible for inducing selectivity. One compound (i.e., 47, WAY-202196) was further examined and found to be effective in two models of inflammation, suggesting that targeting ER may be therapeutically useful in treating certain chronic inflammatory diseases.

Substituted phenyl naphthalenes as estrogenic agents

This invention provides estrogen receptor modulators of formula I, having the structure 1wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, and R10, are as defined in the specification, or a pharmaceutically acceptable salt thereof.

Synthesis of 5-Fluoro-7,12-dimethylbenzanthracene-3,4-dione: Nucleophilic Displacement of Fluorine in Polyaromatic Hydrocarbons

The synthesis of 5-fluoro-7,12-dimethylbenzanthracene-3,4-dione (24) from 3-acetyl-1-fluoro-7-methoxynaphthalene (12) via 5-fluoro-3-methoxy-7,12-dimethylbenzanthracene (20) is described.Unexpectedly reaction of 20 with ethylthio anion and BBr3/CH2C