201809-69-0

Basic information

• Product Name: 3(2H)-Benzofuranone, 6-Bromo-
• Synonyms: 3(2H)-BENZOFURANONE, 6-BROMO-;6-Bromo-3(2H)-benzofuranone;6-Bromo-2H-benzofuran-3-one;5-broMo-2,3-dihydro-1-benzofuran-2-one;AK-33982;EN300-105111;6-bromo-1-benzofuran-3-one
• CAS NO: 201809-69-0
• Molecular Formula: C₈H₅BrO₂
• Molecular Weight: 213.03
• Mol File: 201809-69-0.mol

Chemical Properties

• Boiling Point: 319.5 °C at 760 mmHg
• Flash Point: 147 °C
• Appearance: /
• Density: 1.742 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.681
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3(2H)-Benzofuranone, 6-Bromo-(CAS DataBase Reference)
• NIST Chemistry Reference: 3(2H)-Benzofuranone, 6-Bromo-(201809-69-0)
• EPA Substance Registry System: 3(2H)-Benzofuranone, 6-Bromo-(201809-69-0)

Safety Data

• Hazardous Substances Data: 201809-69-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3(2H)-Benzofuranone, 6-Bromois used as a key reactant for the preparation of tricyclic sulfones, which serve as RORγ modulators. RORγ (Retinoid-related Orphan Receptor Gamma) is a nuclear receptor that plays a crucial role in various biological processes, including inflammation, metabolism, and immune response. Modulating the activity of RORγ has therapeutic potential in treating a range of diseases, such as autoimmune disorders, metabolic syndromes, and inflammatory conditions.
In the synthesis of tricyclic sulfones, 3(2H)-Benzofuranone, 6-Bromoacts as a versatile building block, allowing for the introduction of various functional groups and structural modifications. This enables the development of novel RORγ modulators with improved potency, selectivity, and pharmacokinetic properties, ultimately leading to more effective and safer therapeutic agents.
Furthermore, the reactivity of the bromine atom in 3(2H)-Benzofuranone, 6-Bromoallows for a variety of synthetic transformations, such as cross-coupling reactions, nucleophilic substitutions, and radical reactions. These reactions can be employed to construct diverse tricyclic sulfone scaffolds with different substituents and stereochemistries, expanding the chemical space for RORγ modulator discovery and optimization.
Overall, 3(2H)-Benzofuranone, 6-Bromois a valuable synthetic intermediate in the pharmaceutical industry, playing a crucial role in the development of tricyclic sulfone-based RORγ modulators with potential applications in treating various diseases and conditions.

InChI:InChI=1/C8H5IO2/c9-5-1-2-6-7(10)4-11-8(6)3-5/h1-3H,4H2

Upstream product

• 30186-18-6 4'-bromo-2'-hydroxyacetophenone 

Downstream Products

• 1392072-52-4 (rac)-6-bromo-2,3-dihydrobenzofuran-3-ol 

Relevant articles and documents

DIHYDROBENZOFURAN AND INDEN ANALOGS AS CARDIAC SARCOMERE INHIBITORS

Provided are compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein A, Z, B, R1, R2, R3, G1, G2, and G3 are as defined herein. Also provided is a pharmaceutically acceptable composition comprising a compound of Formula (I), or a pharmaceutically acceptable salt thereof Also provided are methods of using a compound of Formula (I), or a pharmaceutically acceptable salt, thereof for use in methods of treatment heart diseases through cardiac sarcomere inhibtion.