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Usage

Uses

Used in Pharmaceutical Industry:
6-Chlorochromone-3-carboxylic acid is used as an intermediate in the synthesis of pharmaceutical drugs. Its unique structure allows for the development of new drug candidates with potential therapeutic properties.
Used in Agrochemical Industry:
6-Chlorochromone-3-carboxylic acid is used as a building block in the production of agrochemicals. Its chemical properties make it suitable for the creation of new compounds with potential applications in agriculture.
Used in Chemical Research:
6-Chlorochromone-3-carboxylic acid is used as a research compound in the field of organic chemistry. Its potential applications and biological activity make it an interesting subject for further investigation and development.
Used in Drug Development:
6-Chlorochromone-3-carboxylic acid is used as a starting material for the development of new drugs. Its unique structure and potential biological activity make it a promising candidate for the creation of novel therapeutic agents.
Used in Synthesis of Organic Compounds:
6-Chlorochromone-3-carboxylic acid is used as a key component in the synthesis of various organic compounds. Its chloro and carboxylic acid groups provide opportunities for further chemical reactions and the creation of new molecules with potential applications in various industries.

Upstream product

• 42248-31-7 6-Chloro-4-oxo-4H-chromene-3-carbaldehyde 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 

Downstream Products

• 80031-01-2 (E)-1-(5-Chloro-2-hydroxy-phenyl)-3-piperidin-1-yl-propenone 
• 33533-99-2 6-chloro-4H-chromen-4-one 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 91998-75-3 6-Chloro-2-hydroxy-chroman-4-one 

Relevant academic research and scientific papers

Synthesis and biological evaluation of chromone-3-carboxamides

The aim of our study was to synthesize novel chromone-3-carboxamides and to conduct biological evaluations in search for lead compounds for the treatment of a range of debilitating disease states. Corresponding 2-hydroxyacetophenones were subjected to Vilsmeier-Haack formylation to give chromone-3-carbaldehydes, which were subsequently oxidised to give chromone-3-carboxylic acids. Treatment of the carboxylic acids with thionyl chloride resulted in the in situ formation of the corresponding acid chlorides, which were reacted with various amines in the presence of triethylamine to give the corresponding novel chromone-3-carboxamides in good yields. Selected chromone derivatives were then evaluated for their anti-inflammatory, anti-tryponosomal and cytotoxic properties.

Combining QSAR classification models for predictive modeling of human monoamine oxidase inhibitors

Due to their role in the metabolism of monoamine neurotransmitters, MAO-A and MAO-B present a significant pharmacological interest. For instance the inhibitors of human MAO-B are considered useful tools for the treatment of Parkinson Disease. Therefore, the rational design and synthesis of new MAOs inhibitors is considered of great importance for the development of new and more effective treatments of Parkinson Disease. In this work, Quantitative Structure Activity Relationships (QSAR) has been developed to predict the human MAO inhibitory activity and selectivity. The first step was the selection of a suitable dataset of heterocyclic compounds that include chromones, coumarins, chalcones, thiazolylhydrazones, etc. These compounds were previously synthesized in one of our laboratories, or elsewhere, and their activities measured by the same assays and for the same laboratory staff. Applying linear discriminant analysis to data derived from a variety of molecular representations and feature selection algorithms, reliable QSAR models were built which could be used to predict for test compounds the inhibitory activity and selectivity toward human MAO. This work also showed how several QSAR models can be combined to make better predictions. The final models exhibit significant statistics, interpretability, as well as displaying predictive power on an external validation set made up of chromone derivatives with unknown activity (that are being reported here for first time) synthesized by our group, and coumarins recently reported in the literature.

Synthesis of imidazolidines, saccharins and chromone bearing imidazolidine ring

As a part of a research program related to the synthetic study of pharmacologically and agrochemically interesting imidazolidines, we synthesized imidazolidines 8, 9, 10, saccharins 12, 13 and chromone 17 bearing imidazolidine-2,4,5-trione or 2-thioxoimodazolidine-4,5-dione rings.

Synthesis and insecticidal activity of chromanone and chromone analogues of diacylhydrazines

Diacylhydrazine derivatives have been identified as one of the most important insect growth regulators. A variety of diacylhydrazine derivatives were designed and synthesized in recent years due to their unique action mechanism, simple structure, and environmental benign character. This paper describes the molecular design, synthesis, and insecticidal activities of a series of chromanone and chromone analogues of diacylhydrazine derivatives. The preliminary bioassay showed that some of the chromanone analogues exhibited good insecticidal activity against Mythima separata at the dosage of 500 mg L-1. The present work demonstrated that replacement of the chroman ring of ANS-118, a commercial insecticide, with chromanone moiety could result in new compounds with high potent insecticidal activity.

Kinetics and mechanism of hydrogen peroxide oxidation of chromone-3-carboxaldehydes in aqueous acid and micellar media

Oxidation of chromone-3-carboxaldehyde (CCA) and substituted analogues by H2O2 has been carried out in aqueous acid (HCl and H2SO4) and micellar media. Reaction kinetics indicated order in |CCA| as well as |H2O2| to be unity while it is a fraction (1 > n > O) in |acid|. Reaction rates were found to be faster in the solvents of low-dielectric constant (D). Added salt (KCl or (NH4)2SO4) increased the rate of oxidation marginally. On the basis of observed linearity of Amis plot and marginal positive salt effect, protonated CCA (enol form of CCA, a cation) and H2O2 (neutral molecule) were considered as reactive species in the rate limiting step. Reaction rates were found to be enhanced significantly in anionic and nonionic micellar (sodium dodecylsulfate (SDS) and Triton X-100 (Tx), respectively) media. However, cationic micelles [cetyl trimethyl ammonium bromide (CTAB)| indicated marginal retardation effect. Effect of anionic and cationic micelles has been interpreted in terms of electrostatic interactions, while that of nonionic micelles in terms of hydrophobic interactions. Structure-reactivity correlations have been interpreted by Hammett's equation. Negative "p" (reaction constant) values indicated cationic transition state. 1996 John Wiley &Sons, Inc.