123237-03-6Relevant articles and documents
Synthesis and in vitro evaluation of the antifungal activities of dihydropyrimidinones
Singh, Okram Mukherjee,Singh, Sarangthem Joychandra,Devi, Mutum Babita,Devi, Laitonjam Nalini,Singh, Nameirakpam Irabanta,Lee, Sang-Gyeong
, p. 6462 - 6467 (2008)
Copper (II) chloride in the absence of any solvent, efficiently catalyses the synthesis of dihydropyrimidinones (80-96% yields) by the Biginelli reaction. Six compounds were selected and examined their antifungal activities against the radial growth of th
A Bifunctional Metal/Acid Catalyst for One-pot Multistep Synthesis of Pharmaceuticals
Corma, Avelino,Lopez-Prado, Maria Victoria,Sabater, María J.
, p. 499 - 507 (2020)
Abstract: One inhibitor of the fatty acid transporter FATP4 was synthesized in a three steps one-pot process in the presence of a bifunctional metal/acid catalyst. This molecule which has potential interest for the treatment of the obesity in orlistat (Xenical TM) analogue-based therapies has a 3,4-dihydropyrimidin-2(1H)-one (DHPM) scaffold and was obtained by means of a three one-pot process through successive oxidation, cyclocondensation and transesterification reactions. The one-pot strategy was extended to the synthesis of a series of related ester DHPM derivatives.
α-chlorobenzyl isocyanates in a new synthesis of 3,4- dihydropyrimidin-2(1H)-ones
Vovk,Sukach
, p. 1240 - 1241 (2005)
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Synthesis of a 2-Hydrazinyl-1,6-dihydropyrimidine Derivative
Shiryaev,Lashmanova,Trofimova
, p. 335 - 338 (2019)
Ethyl 4-methyl-6-phenyl-2-[2-(propan-2-ylidene)hydrazinyl]-1,6-dihydropyrimidine-5-carboxylate has been synthesized from ethyl 2-(ethoxymethylidene)-7-methyl-3-oxo-5-phenyl-3,5-dihydro-2H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate.
Synthesis and aromatization of dihydropyrimidines structurally related to calcium channel modulators of the nifedipine-type
Vanden Eynde, Jean Jacques,Audiart, Nancy,Canonne, Vale?rie,Michel, Sophie,Van Haverbeke, Yves,Oliver Kappe
, p. 1967 - 1978 (1997)
A series of 4-substituted ethyl 2-methoxy-6-methyl-1,4-dihydropyrimidine-5-carboxylates has been synthesized and was successfully aromatized to the corresponding pyrimidines with various oxidizing reagents. O-Demethylation of such pyrimidines provides a simple route to pyrimidinone derivatives which are otherwise difficult to obtain.
Manganese-containing periodic mesoporous organosilica with ionic-liquid framework (Mn@PMO-IL): A powerful, durable, and reusable nanocatalyst for the biginelli reaction
Elhamifar, Dawood,Shabani, Ahmad
, p. 3212 - 3217 (2014)
The catalytic application of a novel manganese-containing periodic mesoporous organosilica with ionic-liquid framework (Mn@PMO-IL) in the Biginelli reaction was investigated. First, the Mn@PMO-IL nanocatalyst was prepared and characterized by TEM, SEM, X-
Calcium fluoride: an efficient and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and their corresponding 2(1H)thione: an improved high yielding protocol for the Biginelli reaction
Chitra,Pandiarajan
, p. 2222 - 2224 (2009)
A simple and effective synthesis of 3,4-dihydropyrimidinone derivatives from aldehydes, 1,3-dicarbonyl compounds, and urea/thiourea in ethanol by using calcium fluoride as catalyst has been described. Compared with classical Biginelli reaction conditions,
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Folkers,Johnson
, p. 3784,3787 (1933)
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SNCL2-catalyzed synthesis of dihydropyrimidinones under solvent-free conditions
Singh, Okram M.,Singh, M. Lokeshwar,Singh, S. Joychandra
, p. 277 - 282 (2007)
A simple, efficient and practical green synthetic route to the Biginelli cyclocondensation reaction using Stannous (II) Chloride Dihydrate as the catalyst is described under solvent free conditions to yield dihydropyrimidinones in high yields.
Mn(OAc)3·2H2O-mediated three-component, one-pot, condensation reaction: An efficient synthesis of 4-aryl-substituted 3,4-dihydropyrimidin-2-ones
Ananda Kumar, K,Kasthuraiah, M,Suresh Reddy, C,Devendranath Reddy, C
, p. 7873 - 7875 (2001)
4-Aryl-substituted 3,4-dihydropyrimidin-2-ones are synthesized in high yields by one-pot cyclocondensation reactions of aldehydes, β-ketoesters and urea using a catalytic amount of manganese acetate in refluxing acetonitrile.
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Folkers,Harwood,Johnson
, p. 3751,3755 (1932)
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Phosphotungstic acid - Jeffamine? hybrid catalyst for one-pot Biginelli reaction starting from benzyl alcohol
Bhattacharjee, Rama Ranjan,Jeyaraj, Sankarganesh,Mahendran, Hema Priya,Mohanta, Kallol,Suppan, Thangamani
, (2020)
Herein, we report the catalytic action of phosphotungstic acid - Jeffamine? hybrid (PTA-Jeffamine?) for the synthesis of dihydropyrimidinones (DHPMs) starting from benzyl alcohol by Biginelli reaction in water in a one-pot system. Hydrogen peroxide was used as oxidizing agent instead of the conventional nitrate salts. A two-step and a one-step protocol was used to evaluate the catalytic activity. Both processes showed appreciable results with the one-pot one-step protocol demonstrating appreciable yield (87 percent) of DHPM within 5.5 h at pH 7.5. No acid was added and the pH was adjusted by controlling ratio of PTA/ Jeffamine?. Catalytic results were compared with literature reports for one-pot one-step Biginelli reactions starting from benzyl alcohol. Biginelli products were characterized by UV-visle–vis, FT-IR, NMR spectroscopy. DHPMs formed from the two-step process demonstrated appreciable anticancer activity. The present work may lead to the development of industry-friendly, non-toxic and scalable catalyst for one-pot Biginelli reactions.
Room temperature synthesis of 3,4-dihydropyrimidin-2(1H)-one using apatite like oxyphosphate
Sumathi,Buvaneswari
, p. 961 - 965 (2017)
An oxyphosphate of formula BiCa4(PO4)3O was prepared and characterized by powder XRD, Fourier transform infrared spectroscopy (FTIR), and SEM-EDAX techniques. The catalytic activity of the synthesized compound was explored
Copper-catalyzed one-pot relay synthesis of anthraquinone based pyrimidine derivative as a probe for antioxidant and antidiabetic activity
Ahmad, Zaheer,Arshad, Uzma,Parveen, Shagufta,Rafiq, Naila,Shafiq, Nusrat,Zarren, Gul
, (2021)
Synthetic compounds have modernized the globe due to its vast applicable fields. Anthraquinones, as well as pyrimidine derivatives, are used as essential pharmacophores in the field of medicine. Maintenance of a green disease-free environment by using these derivatives is being acknowledged in developed as well as developing countries of the world. Considering the use of active catalysts in the synthesis of anthraquinone based derivatives are the era of concern for researchers due to their distinctive properties. Owing to the remarkable activities of anthraquinone and pyrimidine derivative, we synthesize compounds having both functionalities with the utilization of novel synergically active copper catalysts. This study explores the application of synthesized compounds using fast, ecofriendly and cost-effective approaches.1H and 13C NMR, antioxidant, antidiabetic, molecular docking and QSAR studies were used for characterization and evaluation of newly synthesized anthraquinone based pyrimidine derivatives. The result of these techniques shows that our desired compounds were successfully synthesized and have potent applications. Among all synthesized compounds, G2 and G3 showed a remarkable antioxidant activity with IC50 of 15.09 and 21.88 μg/ml respectively. While the compound G2 and G4 showed a strong inhibitory antidiabetic activity with the IC50 value of 24.23 and 28.94 μg/ml respectively. Furthermore, molecular docking results for both of the proteins assist the experimental data and confirms the different interactions between binding domains and substituent moieties. SAR study also relates to the experimental facts by giving us positive results of synthesized compounds. According to the QSAR study, G4 and G2 emerged as the most stable and most reactive compound among other compounds respectively. While MEP shows moderate to good nucleophilic and electrophilic reactivity of all four compounds.
Zeolite catalyzed solvent-free one-pot synthesis of dihydropyrimidin-2(1H)- ones - A practical synthesis of monastrol
Kulkarni, Mukund G.,Chavhan, Sanjay W.,Shinde, Mahadev P.,Gaikwad, Dnyaneshwar D.,Borhade, Ajit S.,Dhondge, Attrimuni P.,Shaikh, Yunnus B.,Ningdale, Vijay B.,Desai, Mayur P.,Birhade, Deekshaputra R.
, (2009)
A zeolite-catalyzed, simple, one-pot, solvent-free, cost effective, and environmentally benign process for the synthesis of dihydropyrimidones is described. This reaction is scaleable to multigram scale and the catalyst is recyclable. This methodology has
Composite of cross-linked chitosan beads and a cyclodextrin nanosponge: A metal-free catalyst for promoting ultrasonic-assisted chemical transformations in aqueous media
Sadjadi, Samahe,Koohestani, Fatemeh
, (2021/05/17)
A novel carbohydrate-based catalytic composite was prepared through covalent decoration of cross-linked chitosan beads with a cyclodextrin nanosponge. In this regard, chitosan beads were fabricated and cross-linked with glutaraldehyde. Subsequently, they
