41773-41-5

Upstream product

• 15059-36-6 4-acetoxycoumarin 
• 13252-83-0 4-hydroxy-6-methylcoumarin 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 108170-45-2 4-O-acetyl-6-methylcoumarin 
• 64-19-7 acetic acid 
• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 106-44-5 p-cresol 
• 141-82-2 malonic acid 
• 14504-08-6 2-acetoxy-5-methylbenzoic acid 
• 89-56-5 5-Methylsalicylic acid 
• 770719-77-2 ethyl [(2-acetoxy-5-methylphenyl)hydroxymethylidene]acetylacetate 

Downstream Products

• 85689-33-4 (2-Hydroxy-5-methyl-phenyl)-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-methanone 
• 55545-38-5 3,6-dimethyl-1-phenylchromeno[2,3-c]pyrazol-4(1H)-one 
• 1190372-35-0 2-benzoyl-3-hydroxy-3,8-dimethyl-2-phenyl-2,3-dihydro-4H-furo[3,2-c]benzopyran-4-one 
• 1253739-86-4 3-[{3-(3',4'-dimethoxyphenyl)}prop-2-enoyl]-4-hydroxy-6-methyl-2H-chromen-2-one 

Relevant academic research and scientific papers

Synthesis and biological evaluation of bis-N2,N2′-(4-hydroxycoumarin-3-yl)ethylidene]-2,3-dihydroxysuccinodihydrazides

A series of N2,N2′-bis[4-hydroxycoumarin-3-yl)ethylidene]-2,3-dihydroxysuccino-hydrazides, containing 4-hydroxycoumarin, hydrazine and tartaric acid moieties, have been prepared and examined for possible biological activity. Several of these compounds exhibit promising HIV-1 integrase inhibition (IC50 = 3.5 μM), and anti-T. brucei (32% viability) and anti-mycobacterial (Visual MIC90 = 15.63 μM) activity.

Effective ensemble system for the identification of CN- based on a cobalt(II) complex: A logic gate mimic

A novel effectual molecular receptor, 2a [4-hydroxy-6-methyl-3-(1-(3-methylpyridin-2-ylimine)ethyl)-2H-chromene-2-one], has been synthesized and characterised. The metallo-supramolecular complex of 2a-Co2+ exhibits a change in optical properties with CN- (0.12 μM LOD) via a complexation method. Furthermore, CN- binding strongly perturbs the redox properties of the 2a-Co2+ complex. The possible binding mode was confirmed by IR, NMR and mass spectroscopic studies. The practical applicability of 2a as an IMPLICATION logic gate based on the emission changes with the input of Co2+ and CN- was investigated.

Synthesis and antibacterial activities of novel 4-hydroxy-7-hydroxy- and 3-carboxycoumarin derivatives

Coumarin derivatives are used as fluorescent dyes and medicines. They also have some notable physiological effects, including the acute hepatoxicity and carcinogenicity of certain aflatoxins, the anticoagulant action of dicoumarol, and the antibiotic activity of novobicin and coumerymycin A1. Because the number of drug resistant strains is increasing at present, the synthesis of new antibacterial compounds is one of the critical methods for treating infectious diseases. Therefore, a series of coumarinsubstituted derivatives, namely 4-hydroxy- and 7-hydroxycoumarins, and 3-carboxycoumarins were synthesized. 4-Hydroxycoumarin derivatives 4a-c underwent rearrangement reactions. Both 4- and 7-hydroxycoumarins were treated with activated aziridines which produced series of ring-opened products 7, 8, 10, and 11. 3-Carboxy-coumarin amide dimer derivatives 14-21 were prepared by reacting aliphatic alkylamines and alkyldiamines with PyBOP and DIEA. In this study, we use a new technique called modified micro-plate antibiotic susceptibility test method (MMAST), which is more convenient, more efficient, and more accurate than previous methods and only a small amount of the sample is required for the test. Some of the compounds were produced by reactions with acid anhydrides and demonstrated the ability to inhibit Gram-positive microorganisms. The dimer derivatives displayed lower antibacterial activities.

Studies on complexes of chalcone with CuII, NiII, CoII and MnII metal ions

Metal complexes of CuII, NiII, CoII and MnII with 3-[{3-(3′,4′-dimethoxyphenyl)}-prop-2-enoyl]-4- hydroxy-6-methyl-2H-chromene-2-one have been synthesized. These complexes have been characterized using elemental

Synthesis and antimicrobial screening of 4H-2-berrcoyl-3-hydroxy-3-methyl- 2-phenyl 2,3-dihydro-furo[3,2-c]benzopyran-4-one and 4H-3-methyl-2-phenyl furo[3,2-c]benzopyran-4-one

3-AcetyI-4-hydroxy-2H[l]benzopyran-2-one 2a-d has been treated with bromodeoxybenzoin in NaOH, THF:HMPA to give 4H-2-benzoyl-3-hydroxy-3-methyl-2- phenyl 2,3-dihydro-furo[3,2-c] benzopyran-4-one 3a-d. This on treatment with aqueous HCI in presence of dioxane gives 4H-3-methyl-2-phenyl furo[3,2-c] benzopyran-4-one 4a-d through acid catalysed 1,2- elimination. All compounds'have been screened for antimicrobial activity. They do not show significant activity.

Novel short-step synthesis of functionalized γ-phenyl-β- hydroxybutenoates and their cyclization to 4-hydroxycoumarins via the N-hydroxybenzotriazole methodology

A novel method for the synthesis of functionalized 3-substituted 4-hydroxycoumarins is reported. C-Acylation compounds were derived from the reaction of the N-hydroxybenzotriazole ester of the functionalized acetyl salicylic acids and a variety of active methylene compounds and cyclized to the title compounds. The synthesis is simple and the compounds are produced in yields varying from 39 to 80%. The structure of the newly prepared C-acylation compounds was thoroughly studied through NMR spectroscopy for the first time in the literature.

Intermolecular character of the Fris rearrangement in the series of acyloxycoumarins

In the study of the Fris rearrangement in the series of 7-and 4-acyloxycoumarins we obtained certain data indicating intermolecular character of the rearrangement. The Fris rearrangement of a mixture of 7-benzoyloxy-4-metylcoumarin and 7-acetoxycoumarin results in formation of four reaction products in approximately equal molar ratio. Also, four products were obtained in the Fris rearrangement of 7-and 4-acyloxycoumarins in the presence of hydroxycoumarins. The Fris rearrangement of acyloxycoumarins in the presence of m-xylene at acylcoumarin-m-xylene ratio of 1:6 leads to the corresponding hydroxycoumarins and acylated m-xylenes. Intermediate formation of acylium ions was also detected by evolution of carbon monooxide at the Fris rearrangement of 7-pyvaloyloxy-and 7-isobutyryloxy-4-methylcoumarins. A product of intermolecular migration, 3-acetyl-4-hydoxy-6-methylcoumarin, was discovered also in the rearrangement of 4-acetoxycoumarin in the presence of 4-hydoxy-6-methylcoumarin catalyzed by phosphorus oxychloride.