- Ultrasound promoted montmorillonite K-10 catalyzed synthesis, characterization, molecular modelling, SAR and hypoglycemic studies of new rhodanine bejeweled acridine analogues
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In the present work an efficient ultrasound promoted synthesis of (Z)-2-((4-chloro-2-(piperidin/morpholin-1-yl)thiazol-5-yl)methylene)-3,3,7,9 tetra methyl-3,4-dihydroacridin-1 (2H) -one analogues 6(a-h) via Knoevenagel condensation using MK-10 catalyst have been reported. MK-10 due to its diverse properties and high surface area to volume ratio exhibits favorable features for the reaction response such as the shorter reaction time, simple work-up procedure, clean reaction profiles and excellent product yields through reusability of the catalyst upto five cycles. In silico molecular docking studies were carried out to find out the effective binding affinity of the synthesized acridine analogues towards PPARγ protein (Id-2XKW). The results obtained showed that compounds 6c and 6g possess good binding interaction towards PPARγ with binding energy of -9.6 and -9.0 k.cal/mol which was greater than standard Acarbose (-8.9 k.cal/mol) and comparable to that of standard pioglitazone (-9.8 k.cal/mol). In vitro α-amylase and α-glucosidase assays were performed for hypoglycemic activity evaluation. The compounds 6c and 6g at a concentration of 100 μg/mL showed 87.18 ± 0.90 and 83.34 ± 0.15 percent inhibition towards α-glucosidase, 85.24 ± 1.06 and 80.76 ± 0.55 percent inhibition towards α-amylase which was higher than standard pioglitazone and on par to that of Acarbose.
- Angajala, Gangadhara,Aruna, Valmiki,Pavan, Pasupala,Reddy, Pulikanti Guruprasad
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- Discovery of thienothiazolocarboxamide analogues as novel anti-tubercular agent
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In order to identify anti-tubercular agents with a novel scaffold, commercial libraries of small organic compounds were screened against a fluorescent strain of Mycobacterium tuberculosis H37Rv, using a dual phenotypic assay. Compounds were assessed again
- Carla, Virginia,Choi, Inhee,Choi, Junghwan,Delorme, Vincent,Heo, Jinyeong,Jea Seo, Jeong,Jin, Guanghai,Kang, Juhee,Kang, Sunhee,Kim, Jaeseung,Lee, Aram,Lee, Honggun,Lee, Sumi,Mi Kim, Young,Park, Kaapjoo,Park, Sinyoung,Seo, Mooyoung,Shum, David,Woo, Minjeong
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- Thiazole analogs of chalcones, capable of functionalization at the heterocyclic nucleus
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The synthesis of new amino and alkoxy derivatives of thiazole-5- carbaldehyde, on the basis of which a,β-unsaturated ketones of the thiazole series were synthesized, are described in this paper. The possibility of obtaining chalcones and variation of substitution reactions in the thiazole ring has been shown. 2010 Springer Science+Business Media, Inc.
- Kotlyar,Pushkarev,Orlov,Chernenko,Desenko
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experimental part
p. 334 - 341
(2011/04/22)
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- Improved Synthesis of 2-Substituted 4-Chlorothiazole-5-carbaldehydes
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An improved method for the reaction of 2,4-dichlorothiazole-5-carbaldehyde (2) with secondary amines was established using potassium carbonate in acetonitrile at room temperature instead of deprotonation with butyllithium in tetrahydrofuran at -78°. The m
- Debski, Norbert,Hanefeld, Wolfgang,Schlitzer, Martin
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p. 1427 - 1429
(2007/10/03)
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- Preparation and characterisation of N-disubstituted 2-amino-4-chloro-5-formyl-thiazoles and their dicyanmethylene derivatives
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In contrast to N-disubstituted 3-hydroxy-anilines 5 which react with the Vilsmeier reagent to N-substituted 4-amino-salicylaldehydes 7 their heteroanalogous N-disubstituted 2-amino-4-hydroxy-thiazoles 6 react with the same reagent to N-substituted 2-amino
- Israel, Jens Erhard,Flaig, Ronald,Hartmann, Ahorst
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- Azoles. Part 8. Metallation and Bromine -> Lithium Exchange Reactions of Polyhalogenothiazoles
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2,4-Dichloro- and 2,4-dibromo-thiazole were deprotonated at position-5 with LiN(iPr)2 in THF at -78 deg C and the resulting lithium compound was quenched with various reagents, to yield various trisubstituted thiazoles. 2,5-Dibromo-4-chlorothiazole reacted with n-butyllithium in THF at -78 deg C at position-5 and the resulting lithium derivative gave 2-bromo-4-chloro-5-substituted thiazoles when quenched with the appropriate reagent.Both the 2- and 5-bromine-atoms were reactive in diethyl ether. 2,5-Dibromothiazole failed to deprotonate at position-4 under various reaction conditions, whereas treatment of 2,4,5-tribromothiazole with 1 mole equivalent of n-butyllithium in THF at -90 deg C, followed by addition of dimethyl disulfide after 30 min, gave a high yield of the 2,5-bis(methylthio)-compound.The tribromo-compound was also treated with 1 mole equivalent of n-butyllithium or methyllithium under various reaction conditions and the products formed after hydrolysis were analysed by 1H NMR spectroscopy.The 5-bromine-atom is the most reactive and greater selectivity is obtained with methyllithium.
- Athmani, Salah,Bruce, Andrew,Iddon, Brian
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p. 215 - 219
(2007/10/02)
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