27682-64-0

Usage

Uses

Used in Pharmaceutical Industry:
5-CHLORO-2-ETHOXYBENZALDEHYDE is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs and enhance the properties of existing ones.
Used in Agrochemical Industry:
In the agrochemical sector, 5-CHLORO-2-ETHOXYBENZALDEHYDE is utilized as a precursor in the production of agrochemicals, playing a role in the creation of effective pest control agents and other agricultural products.
Used in Fine Chemicals Synthesis:
5-CHLORO-2-ETHOXYBENZALDEHYDE is employed as a building block in the synthesis of a range of fine chemicals, contributing to the creation of specialty compounds for various applications.
Used in Antimicrobial Agents Development:
Due to its antimicrobial properties, 5-CHLORO-2-ETHOXYBENZALDEHYDE is used in the development of antimicrobial agents, potentially offering new solutions for combating microbial infections.
It is crucial to handle 5-CHLORO-2-ETHOXYBENZALDEHYDE with caution, as it may cause irritation to the skin, eyes, and respiratory system, highlighting the need for proper safety measures during its use and manipulation.

InChI:InChI=1/C9H9ClO2/c1-2-12-9-4-3-8(10)5-7(9)6-11/h3-6H,2H2,1H3

Upstream product

• 74-96-4 ethyl bromide 
• 635-93-8 5-chlorosalicyclaldehyde 

Downstream Products

• 82129-25-7 2-(5-chloro-2-ethoxyphenyl)-2-trimethylsiloxyethanenitrile 
• 1443430-21-4 2-(5-chloro-2-ethoxyphenyl)-3-hydroxy-4H-chromen-4-one 
• 1443430-12-3 (E)-3-(5-chloro-2-ethoxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 945013-27-4 C₁₆H₁₉ClO₅ 

Relevant academic research and scientific papers

Synthesis and bioevaluation of substituted chalcones, coumaranones and other flavonoids as anti-HIV agents

A series of chalcone, flavone, coumaranone and other flavonoid compounds were screened for their anti HIV-1 activity in two cell culture models using TZM-bl and PM1 cells. Within the systems evaluated, the most promising compounds contained either an α- or β-hydroxy-carbonyl motif within their structure (e.g., 8 and 9). Efficacious substituents were identified and used to design new HIV inhibitors with increased potency and lower cytotoxicity. Of the scaffolds evaluated, specific chalcones were found to provide the best balance between anti-HIV potency and low host cell toxicity. Chalcone 8l was shown to inhibit different clinical isolates of HIV in a dose-dependent manner (e.g., IC50 typically ≤ 5 μM). Inhibition of HIV infection experiments using TZM-bl cells demonstrated that chalcone 8l and flavonol 9c had IC50 values of 4.7 μM and 10.4 μM, respectively. These insights were used to design new chalcones 8o and 8p. Rewardingly, chalcones 8o and 8p (at 10 μM) each gave >92% inhibition of viral propagation without impacting PM1 host cell viability. Inhibition of viral propagation significantly increased (60-90%) when PM1 cells were pre-incubated with chalcone 8o, but not with the related flavonol 9c. These results suggested that chalcone 8o may be of value as both a HIV prophylactic and therapy. In summary, O-benzyl-substituted chalcones were identified as promising anti-HIV agents for future investigation.

Development of flavonoid-based inverse agonists of the key signaling receptor US28 of human cytomegalovirus

A series of 31 chalcone- and flavonoid-based derivatives were synthesized in good overall yields and screened for their inverse agonist activity on the US28 receptor of human cytomegalovirus (HCMV). With one exception (e.g., 2-(5-bromo-2-methoxyphenyl)-3-hydroxy-4H-chromen-4-one), halogen-substituted flavonoids were typically more potent inverse agonists than their related hydro derivatives. While toxicity could be used to partially explain the inverse agonist activity of some members of the series, 5-(benzyloxy)-2-(5-bromo-2- methoxyphenyl)-4H-chromen-4-one (11b) acted on the US28 receptor as a nontoxic, inverse agonist. The full inverse agonism (efficacy, -89%) and potency (EC 50 = 3.5 μM) observed with flavonoid 11b is especially important as it provides both a new tool to study US28 signaling and a potential platform for the future development of HCMV-targeting drugs.

Hypoglycemic 5-substituted oxazolidine-2,4-diones

Hypoglycemic 5-phenyl and 5-naphthyl oxazolidine-2,4-diones and the pharmaceutically-acceptable salts thereof; certain 3-acylated derivatives thereof; a method of treating hyperglycemic animals therewith; and intermediates useful in the preparation of said compounds.