30866-44-5

Upstream product

• 1846-91-9 2-oxo-2H-chromene-3-carbohydrazide 
• 104-88-1 4-chlorobenzaldehyde 
• 1846-76-0 ethyl coumarin-3-carboxylate 
• 90-02-8 salicylaldehyde 
• 30866-26-3 ethyl 3-(2-(4-chlorobenzylidene)hydrazinyl)-3-oxopropanoate 
• 21259-42-7 methyl 2-oxo-2H-chromene-3-carboxylate 
• 531-81-7 2-oxo-2H-chromene-3-carboxylic acid 
• 30866-47-8 N-(2-iminochromen-3-carbonyl)-N'-(4-chlorobenzylidene)carbohydrazide 

Downstream Products

• 1257417-11-0 C₁₉H₁₃ClN₂O₄S 
• 142818-78-8 3-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]-2H-chromen-2-one 

Relevant academic research and scientific papers

Synthesis, antitrypanosomal and antimycobacterial activities of coumarin n-acylhydrazonic derivatives

Background: Near to 5-7 million people are infected with T. cruzi in the world, and about 10,000 people per year die of problems associated with this disease. Method: Herein, the synthesis, antitrypanosomal and antimycobacterial activities of seventeen coumarinic N-acylhydrazonic derivatives have been reported. Results: These compounds were synthesized using methodology with reactions global yields ranging from 46%-70%. T. cruzi in vitro effects were evaluated against trypomastigote and amastigote, forming M. tuberculosis activity towards H37Rv sensitive strain and resistant strains. Discussion: Against T. cruzi, the more active compounds revealed only moderate activity IC50 /96h~20 μM for both trypomastigotes and amastigotes intracellular forms. (E)-2-oxo-N'-(3,4,5-trimethoxybenzylidene)-2H-chromene-3-carbohydrazide showed meaningful activity in INH resistant/RIP resistant strain. Conclusion: These compound acting as multitarget could be good leads for the development of new trypanocidal and bactericidal agents.

Synthesis and pharmacological evaluation of novel coumarin derivatives

The current work focuses on new architecture, synthesis of coumarin-oxadiazole hybrid derivative products as both these (coumarin ring and oxa-diazole) have a wide variety of biological behavior, Compounds containing the nucleus of coumarin (2H-1-benzopyran-2-one) are an interesting class of hetero cycles which hold an important role in the field of natural ingredients and synthetic organic chemistry. It has been exciting medicinal chemists to study native coumarins or synthetic analogs for their application for decades. And they can be further modified to synthesize more effective and potent drugs. Compounds have been characterized by spectrophotometry of physicochemical properties and their structures verified by infrared spectroscopy (FTIR) and nuclear magnetic resonance (1H-NMR) Such new derivatives of coumarinyl-oxadiazole was qualified to estimate the lethal dose, anticancer, anticoagulant and antioxidant activity. Their pharmacological properties depend on their pattern of substitution, compound S4F proved significant anticoagulant activity in concentration (50, 100, 200 mg/ml) similar for heparin, and monitor the coagulation effect on plasma, while compound S4 CO give significant anticancer activity against MCF-7 a breast cancer cell. Spe-cific compounds have strong antioxidants with the effective action of radical scavengers; the S4Cl compound with IC50 1.49 is the most potent antioxidant activity note. Basically, all the formulations tested reported satisfactory behavior. The review shows that varieties of coumarin derivatives have synthesized and shown anti-cancer, antioxidant and anti-coagulant potentials. These derivatives synthesis and its biological assay can be further modified in the future to improve the anti-cancer, anti-oxidant and anticoagulant potentials of the versatile coumarin nucleus.

Synthesis of 3-(5-phenyl-1, 3,4-oxadiazol-2-yl)-2H-chromen-2-ones as anticonvulsant agents

3-(5-Phenyl-l,3,4-oxadiazol-2-yl)-2H-chromen-2-one (IVa-IVl) have been synthesized from N-benzylidene2-oxo-2#- chromene-3-carbohydrazide (IIIa-IIIl). The structure of synthesized coumarinyl oxadiazoles have been established by spectral data, elemental ana

Synthesis, characterisation and anthelmintic activity of 3-(4-acetyl-5-phenyl-4,5-dihydro-1,3,4-oxadiazol-2-yl)- 2H-chromen-2-one derivatives

Convectional synthesis of several coumarin-oxadiazole derivatives from starting compounds 2-hydroxy benzaldehyde and diethylmalonate has been accomplished. Successful synthesis of the derivatives has been confirmed by spectral studies i.e. UV, IR, MS and 1H NMR. All successfully synthesized compounds have been screened for in vitro anthelmintic activity by taking adult Indian earthworms Pheretima posthuma. Among all the derivatives 4-chloro derivatives have shown maximum activity when compared with the standard.

The reaction of ethyl 2-oxo-2H-chromene-3-carboxylate with hydrazine hydrate

Although salicylaldehyde azine (3) was reported in 1985 as the single product of the reaction of ethyl 2-oxo-2H-chromene-3-carboxylate (1) with hydrazine hydrate, we identified another main reaction product, besides 3, which was identified as malono-hydrazide (4). In the last two decades, however, some articles have claimed that this reaction afforded exclusively hydrazide 2 and they have reported the use of this hydrazide 2 as a precursor in the syntheses of several heterocyclic compounds and hydrazones 6. We reported herein a study of the formation of 2 and a facile route for the synthesis of the target compounds N'-arylidene-2-oxo-2H-chromene-3-carbohydrazides 6a-f.

Antitubercular activity of new coumarins

The present article describes a series of 21 N'-benzylidene-2-oxo-2H-chromene-3-carbohydrazides 4a-4v, which were synthesized and evaluated for their cell viabilities in non-infected and Mycobacterium bovis Bacillus Calmette-Guerin-infected macrophages. Subsequently, the non-cytotoxic compounds 4c, 4g, 4h, 4j, 4l and 4t were assessed against Mycobacterium tuberculosis ATCC 27294 using the microplate Alamar Blue assay and the activity expressed as the minimum inhibitory concentration in μg/mL. These compounds exhibited a significant activity (50-100μg/mL) when compared to the first-line drugs, such as pyrazinamide (PZA >100μg/mL). These results could be considered a good starting point for further studies to develop new lead compounds to treat multidrug-resistant tuberculosis. The present article describes a series of twenty-one coumarine derivatives, which were synthesized and evaluated against Mycobacterium tuberculosis.

Synthesis and biological evaluation of some innovative coumarin derivatives containing thiazolidin-4-one ring

The reaction of ethyl 2-oxo-2H-chromene-3-carboxylate with hydrazine followed by condensation of the resulting hydrazone with different aromatic aldehydes give the corresponding Schiff bases 5a-e. Reaction of these Schiff bases with mercaptoacetic acid fu

Isomerisation of 2-Aryl-4-oxo-2,3-dihydrobenzopyranopyrimidines to 2-Aryl-4-hydroxy-5H-benzopyranopyrimidines

The base-catalysed condensation of 3-carbamoyl-2-iminochromen with aromatyc aldehydes yields 2-aryl-4-oxo-2,3-dihydrobenzopyranopyrimidines, which isomerise to stable 2-aryl-4-hydroxy-5H-benzopyranopyrimidines.The synthesis of 3-oxo-2H-benzopyranopyrazole is also described.