26029-21-0

Upstream product

• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 1620197-72-9 (pyridin-4-yl)(5-(4-methylphenyl)-3-((5-chloro)2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-yl)methanone 
• 1620197-73-0 1-((furan-2-yl)carbonyl)-3-(5-chloro-2-hydroxyphenyl)-5-p-tolyl-4,5-dihydro-1H-pyrazole 
• 1620197-74-1 1-((phenyl)carbonyl)-3-(5-chloro-2-hydroxyphenyl)-5-p-tolyl-4,5-dihydro-1H-pyrazole 
• 1620197-75-2 (4-methoxyphenyl)(5-(4-methylphenyl)-3-((5-chloro)2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-yl)methanone 
• 1620197-76-3 1-((4-methyl-1,2,3-thiadiazole-5-yl)carbonyl)-3-(5-chloro-2-hydroxyphenyl)-5-p-tolyl-4,5-dihydro-1H-pyrazole 
• 86882-11-3 4-Chloro-2-(2-p-tolyl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-phenol 
• 41255-31-6 6-chloro-2-(p-tolyl)-4H-chromen-4-one 
• 41255-34-9 6-chloro-3-hydroxy-2-(4-methylphenyl)-4H-1-benzopyran-4-one 
• 1413850-54-0 C₁₆H₁₃ClO 
• 1413850-04-0 C₁₆H₁₅ClO₂ 
• 1393598-18-9 9-chloro-5-(4-methylphenyl)-2-piperidino-5H-chromeno[3,4-c]pyridine-1-carbonitrile 
• 86882-43-1 4-Chloro-2-(1,1-dioxo-2-p-tolyl-2,3-dihydro-1H-1λ⁶-benzo[b][1,4]thiazepin-4-yl)-phenol 
• 373357-17-6 4,6-dichloro-2-(4-methyl phenyl)-2H-3-chromenecarbaldehyde 
• 26056-75-7 2,4-cis-6-Chlor-4'-methyl-flavanol-4 

Relevant academic research and scientific papers

An unexpected rearrangement-hydration reaction sequence of 2H-chromenes to dihydrochalcones under catalysis of HAuCl4

2-Aryl-2H-chromenes in aqueous DCM medium under catalysis of HAuCl 4 are converted into 3-(2-hydroxyaryl)-1-arylpropan-1-ones through hydration-rearrangement reaction sequence in very good yield. The key step probably involves the [1,5] hydride shift followed by the hydrolysis under the reaction condition. The notable advantages of this method are operational simplicity and ease of isolation of products and also provide a pathway to convert the chalcone into DHCs with the transposition of carbonyl group. 2012 Elsevier Ltd. All rights reserved.

Synthesis of 3-HCF2S-Chromones through Tandem Oxa-Michael Addition and Oxidative Difluoromethylthiolation

A simple protocol for the synthesis of difluoromethylthiolated chromen-4-ones using elemental sulfur and ClCF2CO2Na as the difluoromethylthiolating agent is described. Three-component reactions of 2′-hydroxychalcones, ClCF2CO2Na, and sulfur under basic conditions using TEMPO as the oxidant afforded HCF2S-containing 4H-chromen-4-one and 9H-thieno[3,2-b]chromen-9-one derivatives in good yield. The protocol is practical and efficient, and the starting materials are cheap and readily available.

Iodine-mediated direct synthesis of 3-iodoflavones

Molecular iodine has been used for the regioselective, one pot, direct synthesis of 3-iodoflavones from 2′-allyloxy chalcones, 2′-hydroxy chalcones and flavones. Allyl deprotection, cyclization dehydrogenation and α-iodination of 2′-allyloxychalcones has been achieved in a single step to offer 3-iodoflavones.

Absorption and fluorescent studies of 3-hydroxychromones

The synthesis and spectral studies of variously substituted 3-hydroxychromones have been carried out. A key relationship between the structural motif of synthesized 3-hydroxychromones (3-HCs) and their fluorescent properties was found. The chromones substituted with electron-donating group at 4′-position expressed the red shift of the N and T band and also exhibited the increased fluorescent intensity ratio while the chromones with electron-withdrawing group showed the blue shift of the N and T band. Therefore, these 3-HCs may behave as the possible fluorescent probes.

Synthesis of some novel hydrazone and 2-pyrazoline derivatives: Monoamine oxidase inhibitory activities and docking studies

A novel series of 2-pyrazoline and hydrazone derivatives were synthesized and investigated for their human monoamine oxidase (hMAO) inhibitory activity. All compounds inhibited the hMAO isoforms (MAO-A or MAO-B) competitively and reversibly. With the exce

Solution phase photocyclisation reaction of 2-hydroxychalcones to 4-flavanones

The photochemical cyclisation of 2-hydroxychalcones leading to the synthesis of 4-flavanones in solution phase has been investigated. The formation of photoproducts has been explained on the basis of excited state intramolecular proton transfer (ESIPT) and the cyclisation efficiency of the chalcones has been found to depend upon the electron density on the phenolic oxygen as well as on the carbonyl group. This synthesis of flavanones by photoirradiation is an eco-friendly route with comparative yield to those of thermal methods. Although the molecular skeletons of these substrates is amenable to cis-trans isomerisations and cycloadditions but no photoproducts corresponding to these reactions have been realized.

Synthesis and fungicidal evaluation of novel chalcone-based strobilurin analogues

Strobilurin derivatives have become one of the most important classes of agricultural fungicide due to a novel action mode, wide fungicidal spectrum, lower toxicity toward mammalian cells, and environmentally benign characteristics. To discover new strobilurin analogues with high activity against resistant pathogens, a series of new chalcone-based strobilurin derivatives are designed and synthesized by integrating a chalcone scaffold with a strobilurin pharmacophore. The preliminary bioassay showed that some of the chalcone analogues exhibited good in vivo fungicidal activities against Pseudoperoniospora cubensis and Sphaerotheca fuliginea at the dosage of 200 μg mL-1. Two compounds, (￡)-methyl 2-[2-({3-[(￡)-3-(2- chlorophenyl)acryloyl]phenoxy}methyl)phenyl]-3-meth-oxyacrylate (1e) and (E)-methyl 2-[2-({3-[(E)-3-(3-bromophenyl)acryloyl]phenoxy}methyl)phenyl]-3- methoxyacrylate (11), were found to display higher fungicidal activities against P. cubensis (EC90 = 118.52 μg ml-1 for 1e and EC 90 = 113.64 μg mL-1 for 11) than Kresoxim-methyl (EC90 = 154.92 μg mL-1) and were identified as the most promising candidates for further study. The present work demonstrated that strobilurin analogues containing chalcone as a side chain could be used as a lead structure for further developing novel fungicides. To our knowledge, this is the first report about the syntheses and fungicidal activities of chalcone-based strobilurin derivatives.

Inhibitory effects of 2'-hydroxychalcones on rat lens aldose reductase and rat platelet aggregation

Inhibitory effects of synthetic 2'-hydroxychalcone derivatives on rat lens aldose reductase (RLAR) and on platelet aggregation were investigated for the prevention or the treatment of chronic diabetic complications. 5'-chloro-4,2'-dihydroxychalcone (8) and 5'-chloro-3,2'-dihydroxychalcone (27) exhibited a potent inhibitory effect on rat platelet aggregation induced by ADP (IC50=0.10 and 0.06 mg/ml, respectively) and collagen (IC50=44 and 16 μg/ml, respectively) but showed relatively weak inhibitory activities on RLAR.