98946-53-3

Usage

Synonyms

4-ethoxyphthalic anhydride

Usage

a. Production of polymers and resins
b. Synthesis of organic compounds
c. Production of specialty chemicals and pharmaceuticals

Hazardous substance

Yes

Safety and environmental regulations

Must be handled and stored with caution according to strict guidelines

Chemical structure

Contains an isobenzofuran core with a dione group at positions 1 and 3, and an ethoxy group at position 4

Appearance

Typically a solid or crystalline form

Solubility

Soluble in organic solvents such as ethanol, methanol, and acetone

Stability

Stable under normal temperature and pressure conditions, but may decompose upon exposure to heat or strong oxidizing agents

Reactivity

Can undergo various chemical reactions, such as esterification, amidation, and nucleophilic substitution, due to the presence of the anhydride and ethoxy groups.

Upstream product

• 16294-26-1 1,8-Diethoxyanthrachinon 
• 102159-31-9 2,8-diethoxy-1-methoxy-3-methyl-anthraquinone 
• 36669-02-0 2,3-bis(methoxycarbonyl)phenol 
• 50919-55-6 dimethyl 3-ethoxyphthalate 
• 601-97-8 3-hydroxyphthalic acid 
• 77764-00-2 3-ethoxyphthalic acid 

Relevant academic research and scientific papers

NOVEL BROMINATED FURANONE DERIVATIVE, METHOD FOR PREPARING SAME, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS ACTIVE INGREDIENT

The present invention relates to a novel brominated furanone derivative, a method for preparing the same, and a pharmaceutical composition containing the same as an active ingredient, wherein the novel brominated furanone derivative or a pharmaceutically acceptable 5 salt thereof according to the present invention exhibits a quorum sensing inhibitory activity of bacteria and also can effectively inhibit the formation of biofilm of bacteria, and thus can be used as a pharmaceutical composition containing the same as an active ingredient, thereby having an effect of being useful, 10 for example, for periodontal diseases such as gingivitis and periodontitis, oral diseases, and the like.

New bicyclic brominated furanones as potent autoinducer-2 quorum-sensing inhibitors against bacterial biofilm formation

Bacterial behaviors such as virulence factor secretion and biofilm formation are critical for survival, and are effectively regulated through quorum sensing, a mechanism of intra- and interspecies communication in response to changes in cell density and species complexity. Many bacterial species colonize host tissues and form a defensive structure called a biofilm, which can be the basis of inflammatory diseases. Periodontitis, a chronic inflammatory disease affecting the periodontium, is caused by subgingival biofilms related to periodontopathogens. In particular, Fusobacterium nucleatum is a major co-aggregation bridge organism in the formation and growth of subgingival biofilms, linking the early and late colonizers in periodontal biofilms. According to our previous study, the intergeneric quorum-sensing signal molecule autoinducer-2 (AI-2) of F. nucleatum plays a key role in intra- and interspecies interactions of periodontopathogens, and may be a good target for periodontal biofilm inhibition. Recently, brominated furanones produced by the macroalga Delisea pulchra were shown to inhibit biofilm formation via AI-2, and have been investigated toward the goal of increasing the inhibition effect. In this study, we describe the synthesis of new bromofuranone analogs, i.e., 3-(dibromomethylene)isobenzofuran-1(3H)-one derivatives, and demonstrate their inhibitory activities against biofilm formation by periodontopathogens, including F. nucleatum, Porphyromonas gingivalis, and Tannerella forsythia.