126581-65-5

Basic information

• Product Name: 2-BROMO-1-(5-FLUORO-2-HYDROXYPHENYL)ETHANONE
• Synonyms: 5-FLUORO-2-HYDROXYPHENACYL BROMIDE;2-BROMO-1-(5-FLUORO-2-HYDROXYPHENYL)ETHANONE;2-BROMO-5'-FLUORO-2'-HYDROXYACETOPHENONE;2-Bromo-1-(5-Fluoro-2-Hydroxy-Phenyl)-Ethanon
• CAS NO: 126581-65-5
• Molecular Formula: C₈H₆BrFO₂
• Molecular Weight: 233.03
• Mol File: 126581-65-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 87-91 °C
• Boiling Point: 290.6 °C at 760 mmHg
• Flash Point: 129.5 °C
• Appearance: /
• Density: 1.703 g/cm³
• Vapor Pressure: 0.00118mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: Keep Cold
• PKA: 7.50±0.43(Predicted)
• Sensitive: Lachrymatory
• CAS DataBase Reference: 2-BROMO-1-(5-FLUORO-2-HYDROXYPHENYL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-(5-FLUORO-2-HYDROXYPHENYL)ETHANONE(126581-65-5)
• EPA Substance Registry System: 2-BROMO-1-(5-FLUORO-2-HYDROXYPHENYL)ETHANONE(126581-65-5)

Safety Data

• Hazard Codes: Xn,C
• Statements: 22
• RIDADR: UN 3335
• WGK Germany: 3
• Hazardous Substances Data: 126581-65-5(Hazardous Substances Data)

Usage

General Description

2-BROMO-1-(5-FLUORO-2-HYDROXYPHENYL)ETHANONE is a chemical compound with the molecular formula C8H7BrFO2. It is a white to off-white crystalline solid that is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. 2-BROMO-1-(5-FLUORO-2-HYDROXYPHENYL)ETHANONE contains a bromine atom, a fluorine atom, and a hydroxyl group, and it is known for its reactivity and ability to undergo various organic reactions. It is important to handle this chemical with caution and follow proper safety measures when working with it in a laboratory setting.

InChI:InChI=1/C8H6BrFO2/c9-4-8(12)6-3-5(10)1-2-7(6)11/h1-3,11H,4H2

Upstream product

• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 459-60-9 1-fluoro-4-methoxybenzene 

Downstream Products

• 126581-64-4 α-morpholino-(2-hydroxy-5-fluoro)acetophenone 
• 1207618-58-3 ethyl 1-[4-(5-fluoro-2-hydroxyphenyl)-1,3-thiazol-2-yl]-4-piperidinecarboxylate 
• 1422718-22-6 4-fluoro-2-(imidazo[1,2-a]pyridine-2-yl)phenol 

Relevant articles and documents

MeONH 2·hCl-Mediated α-Methylenation/Conjugate Addition of α-Sulfonylo-Hydroxyacetophenones with Methyl Sulfoxides: Route to 3-Sulfonylchroman-4-ones

A novel and efficient route for the synthesis of 3-sulfonylchroman-4-ones from α-sulfonyl o -hydroxyacetophenones with methyl sulfoxides via a MeONH 2·HCl-mediated sequential methylenation/ conjugate addition is described. Plausible reaction mechanisms are proposed and discussed. Various reaction conditions for this novel, one-pot, environmentally friendly conversion were investigated.

PdCl2/CuCl2/Bi(OTf)3-promoted Construction of Sulfonyl Dibenzooxabicyclo[3.3.1]nonanes and Arylnaphthalenes via Intramolecular Annulation of Sulfonyl o-Allylarylchromanones

PdCl2/CuCl2/Bi(OTf)3-promoted intramolecular domino annulation of sulfonyl o-allylarylchromanones provides tetracyclic sulfonyl dibenzooxabicyclo[3.3.1]nonanes and bicyclic arylnaphthalenes with good to excellent yields in MeOH at room (25 °C) and refluxing (65 °C) temperature, respectively. The starting sulfonyl o-allylarylchromanones can be easily obtained from the intermolecular cyclocondensation of α-sulfonyl o-hydroxyacetophenones and o-allylbenzaldehydes. The uses of various catalysts and solvent systems are investigated herein for convenient transformation. A plausible mechanism is proposed and discussed. This protocol provides one-pot ring closure via carbon-carbon (C?C) bond formation. (Figure presented.).

Discovery of clinical candidate (1 R,4 r)-4-((R)-2-((S)-6-Fluoro-5 H-imidazo[5,1-A[isoindol-5-yl)-1-hydroxyethyl)cyclohexan-1-ol (Navoximod), a potent and selective inhibitor of indoleamine 2,3-dioxygenase 1

A novel class of 5-substituted 5H-imidazo[5,1-a]isoindoles are described as potent inhibitors of indoleamine 2,3-dioxygenase 1 (IDO1). A structure-based drug design approach was used to elaborate the 5H-imidazo[5,1-a]isoindole core and to improve potency and pharmacological properties. Suitably placed hydrophobic and polar functional groups in the lead molecule allowed improvement of IDO1 inhibitory activity while minimizing off-target liabilities. Structure-activity relationship studies focused on optimizing IDO1 inhibition potency and a pharmacokinetic profile amenable to oral dosing while controlling CYP450 and hERG inhibitory properties.