127844-59-1Relevant academic research and scientific papers
Silica gel supported TaBr5: New catalyst for the facile and rapid cyclization of 2′-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent-free conditions
Ahmed, Naseem,Van Lier, Johan E.
, p. 2725 - 2729 (2006)
Silica gel supported TaBr5 (5-10 mol %) is a new solid-support catalyst that can be used under solvent-free conditions for the facile and efficient isomerization of 2′-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones. The catalyst is easily prepared, stable and employed under environmentally friendly conditions.
Intramolecular Amination of Olefins. Synthesis of 2-Substituted-4-quinolones from 2-Nitrochalcones catalysed by Ruthenium
Tollari, Stefano,Cenini, Sergio,Ragaini, Fabio,Cassar, Lucia
, p. 1741 - 1742 (1994)
2-Substituted-4-quinolones 2 and the correspnding 2,3-dihydro-2-substituted-4-quinolones 3 have been obtained by reduction with CO at 170 deg C and 30 atm of 2-nitrochalcones 1, catalysed by Ru3(CO)12 with DIAN-Me as co-catalyst in ethanol-water.
Zirconyl Nitrate as an Efficient Catalyst for Facile Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1 H)-one Derivatives in Aqueous Medium
Gorepatil, Amarsinha,Gorepatil, Pratapsinha,Gaikwad, Mahadev,Mhamane, Dattakumar,Phadkule, Ajit,Ingle, Vilas
, p. 235 - 237 (2018)
A simple, green, and efficient method is introduced for the synthesis of 2-aryl-2,3-dihydroquinolin-4(1 H)-ones under mild reaction conditions with improved yields by intramolecular cyclization of o -aminochalcones with zirconyl nitrate [Zn(O)(NO 3/
Microwave-Assisted Isomerization of 2′-Aminochalcones on Clay: An Easy Route to 2-Aryl-1,2,3,4-tetrahydro-4-quinolones
Varma, Rajender S.,Saini, Rajesh K.
, p. 857 - 858 (1997)
A simple and environmentally benign method for the conversion of 2′-aminochalcones to 2-aryl-1,2,3,4-tetrahydro-4-quinolones is described which occurs under mild and solvent-free conditions on montmorillonite K 10 clay surface; microwave irradiation facil
A general and efficient synthesis of 5,6-dihydrodibenzo[b,h][1,6]naphthyridine derivatives
Dobrowolski, Jeremy C.,Katen, Alice,Fraser, Benjamin H.,Bhadbhade, Mohan,Black, David StC.,Kumar, Naresh
, p. 5442 - 5445 (2016)
A two-step procedure for the synthesis of dihydrodibenzonaphthyridine derivatives from benzaldehydes and 2-aminoacetophenones, proceeding through a substituted dihydroquinolone intermediate, is described. The synthetic protocol allows for a versatile and robust coupling method between a range of 2-aminoacetophenones or 2-aminobenzophenones and a selection of substituted dihydroquinolones.
Design and synthesis of aza-flavones as a new class of xanthine oxidase inhibitors
Dhiman, Rajni,Sharma, Sahil,Singh, Gagandip,Nepali, Kunal,Singh Bedi, Preet Mohinder
, p. 7 - 16 (2013)
In an attempt to develop non-purine-based xanthine oxidase (XO) inhibitors, keeping in view the complications reported with the use of purine-based XO inhibitors, the flavone framework (a class possessing XO inhibitory potential) was used as lead structure for further optimization. By means of structure-based classical bioisosterism, quinolone was used as an isoster for chromone (a bicyclic unit present in flavones), owing to the bioactive potential and drug-like properties of quinolones. This type of replacement does not alter the shape and structural features required for XO inhibition, and also provides some additional interaction sites, without the loss of hydrogen bonding and hydrophobic and arene-arene interactions. In the present study, a series of 2-aryl/heteroaryl-4-quinolones (aza analogs of flavones) was rationally designed, synthesized and evaluated for in vitro XO inhibitory activity. Some notions about structure-activity relationships are presented indicating the influence of the nature of the 2-aryl ring on the inhibitory activity. Important interactions of the most active compound 3l (IC50 = 6.24 μM) with the amino acid residues of the active site of XO were figured out by molecular modeling. To develop non-purine-based xanthine oxidase inhibitors, the flavone framework was used as lead structure for further optimization. By means of structure-based classical bioisosterism, quinolone was used as an isoster for chromone. This type of replacement does not alter the shape and structural features required for xanthine oxidase inhibition. The rationally designed and synthesized series of 2-aryl/heteroaryl-4-quinolones (aza analogs of flavones) was evaluated for in vitro xanthine oxidase inhibitory activity. Copyright
Alumina supported-CeCl3·7H2O-NaI: an efficient catalyst for the cyclization of 2′-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent free conditions
Ahmed, Naseem,van Lier, Johan E.
, p. 13 - 15 (2007)
We recently advanced silica gel supported-TaBr5 as an efficient catalyst for the isomerization of 2′-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent free conditions (Tetrahedron Lett. 2006, 47, 2725-2729)
l-Proline-catalyzed one-pot synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones
Chandrasekhar,Vijeender,Sridhar
, p. 4935 - 4937 (2007)
l-Proline is utilized as an organocatalyst for the synthesis of substituted 2-aryl-2,3-dihydroquinolin-4(1H)-ones, in good yields. The efficiency of the catalyst was proved with a variety of substrates ranging from electron-deficient to electron-rich aryl
Organometallic titanocene complex as highly efficient bifunctional catalyst for intramolecular Mannich reaction
Wang, Yunyun,Jian, Yajun,Wu, Ya,Sun, Huaming,Zhang, Guofang,Zhang, Weiqiang,Gao, Ziwei
, (2019/05/07)
Bifunctional catalysts bearing two catalytic sites, Lewis acidic organometallic titanocene and Br?nsted acidic COOH, have been assembled in situ from Cp2TiCl2 with carboxylic acid ligands, showing high catalytic activity over an intramolecular Mannich reaction towards synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones. The determination of the bifunctional catalyst Cp2Ti(C8H4NO6)2 was elucidated by single X-ray HR-MS and investigation of catalytic behavior. In particular, masking the Br?nsted acidic COOH catalytic site with dormant COOMe lowered the reaction yield greatly, indicating that two catalytic sites work together to maintain high catalytic efficiency.
2-aryl-2,3-dihydro-4(1H)-quinolinone semicarbazone compound and application thereof
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Paragraph 0071; 0072; 0073; 0074; 0075; 0076, (2018/10/19)
The invention relates to the field of medicine technology, and a series of novel 2-aryl-2,3-dihydrogen-4(1H)-quinolinone semicarbazone derivatives (I) and pharmaceutically acceptable salts, solvates,optical isomers or polymorphs are designed and synthesized. The derivative (I) and its pharmaceutically acceptable salt, solvate, optical isomer or polymorph can be mixed as an active ingredient witha pharmaceutically acceptable carrier to prepare a pharmaceutical composition. A double dilution method is used for test of the antifungal activity of the derivative (I) and its pharmaceutically acceptable salt, solvate, optical isomer or polymorph, and the results show that the derivative has stronger killing effect on clinically common pathogenic fungi, and is expected to overcome the defects oflarge toxic and side effects, easy generation of drug resistance of azole antifungal medicines which are widely used clinically. The specific formula is shown in the description.
