Relevant bibliographies by topics / 5-alkoxy- and aryloxymethyl-5-(2-thienyl) hydantoins

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Academic literature on the topic '5-alkoxy- and aryloxymethyl-5-(2-thienyl) hydantoins'

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Published: 4 June 2021
Last updated: 15 February 2022

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Journal articles on the topic "5-alkoxy- and aryloxymethyl-5-(2-thienyl) hydantoins"

1

Martínez-Gómez, Ana Isabel, Sergio Martínez-Rodríguez, Josefa María Clemente-Jiménez, Joaquín Pozo-Dengra, Felipe Rodríguez-Vico, and Francisco Javier Las Heras-Vázquez. "Recombinant Polycistronic Structure of Hydantoinase Process Genes in Escherichia coli for the Production of Optically Pure d-Amino Acids." Applied and Environmental Microbiology 73, no. 5 (January 12, 2007): 1525–31. http://dx.doi.org/10.1128/aem.02365-06.

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ABSTRACT Two recombinant reaction systems for the production of optically pure d-amino acids from different d,l-5-monosubstituted hydantoins were constructed. Each system contained three enzymes, two of which were d-hydantoinase and d-carbamoylase from Agrobacterium tumefaciens BQL9. The third enzyme was hydantoin racemase 1 for the first system and hydantoin racemase 2 for the second system, both from A. tumefaciens C58. Each system was formed by using a recombinant Escherichia coli strain with one plasmid harboring three genes coexpressed with one promoter in a polycistronic structure. The d-carbamoylase gene was cloned closest to the promoter in order to obtain the highest level of synthesis of the enzyme, thus avoiding intermediate accumulation, which decreases the reaction rate. Both systems were able to produce 100% conversion and 100% optically pure d-methionine, d-leucine, d-norleucine, d-norvaline, d-aminobutyric acid, d-valine, d-phenylalanine, d-tyrosine, and d-tryptophan from the corresponding hydantoin racemic mixture. For the production of almost all d-amino acids studied in this work, system 1 hydrolyzed the 5-monosubstituted hydantoins faster than system 2.
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Keiko, N. A., T. A. Kuznetsova, N. V. Vchislo, Yu A. Chuvashev, L. I. Larina, and M. G. Voronkov. "Synthesis of new 5-substituted hydantoins from 2-alkoxy-1-cyano-1-trimethylsiloxypropenes." Russian Journal of General Chemistry 77, no. 12 (December 2007): 2145–49. http://dx.doi.org/10.1134/s1070363207120122.

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Ahmad, Roshan, Rukhsana Jabeen, Mohammad Zia-ul-Haq, Humaira Nadeem, Helmut Duddeck, and Eugen J. Verspohl. "Chiral Aryl Sulfonyl Hydantoins as Hypoglycemic Agents." Zeitschrift für Naturforschung B 55, no. 2 (February 1, 2000): 203–7. http://dx.doi.org/10.1515/znb-2000-0212.

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Some novel chiral sulfonyl hydantoin derivatives 2a-e and 3 a-e have been prepared. p-Toluenesulfonyl chloride on treatment with L-amino acids in presence of K2CO3/H2O yielded N-(p-toluensulfonyl-)amino acids 1a - e which were cyclized in presence of NH4-SCN Ac2O to afford 1-(p-toluenesulfonyl)-5-substituted-2-thiohydantoins 2a-e. These compounds were oxidized with HNO3 to yield 1-(p-toluenesulfonyl)-5-substituted hydantoins 3a-e. The enantiomeric ratios of 3a-e were determined by 1H NMR spectroscopy using Eu(hfc)3. The antidiabetic activity of 3a-d has been determined.
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Chowdhry, Mubarik M., D. Michael P. Mingos, Andrew J. P. White, and David J. Williams. "Syntheses and characterization of 5-substituted hydantoins and thiazolines—implications for crystal engineering of hydrogen bonded assemblies. Crystal structures † of 5-(2-pyridylmethylene)hydantoin, 5-(2-pyridylmethylene)-2-thiohydantoin, 5-(2-pyridylmethylene)thiazolidine-2,4-dione, 5-(2-pyridylmethylene)rhodanine and 5-(2-pyridylmethylene)pseudothiohydantoin †." Journal of the Chemical Society, Perkin Transactions 1, no. 20 (2000): 3495–504. http://dx.doi.org/10.1039/b004312p.

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Chowdhry, Mubarik, D. Michael P. Mingos, Andrew J. P. White, and David J. Williams. "ChemInform Abstract: Syntheses and Characterization of 5-Substituted Hydantoins and Thiazolines - Implications for Crystal Engineering of Hydrogen Bonded Assemblies. Crystal Structures of 5-(2-Pyridylmethylene)-hydantoin, 5-(2-Pyridylmethylene)-2-thiohyda." ChemInform 32, no. 9 (February 27, 2001): no. http://dx.doi.org/10.1002/chin.200109017.

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Kaválek, Jaromír, Vladimír Macháček, Gabriela Svobodová, and Vojeslav Štěrba. "Base catalyzed cyclization of substituted esters of hydantoic and thiohydantoic acids." Collection of Czechoslovak Chemical Communications 51, no. 2 (1986): 375–90. http://dx.doi.org/10.1135/cccc19860375.

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Base catalyzed cyclization rates have been measured of 22 derivatives of hydantoic and thiohydantoic acid esters in water and methanol. The cyclization of methyl and ethyl esters of hydantoic and 5-methylhydantoic acids is accompanied by hydrolysis of the ester group, whereas with the other derivatives the hydrolysis does not take place. Hydrolysis of the cyclization products (hydantoin and thiohydantoin derivatives) is not significant under the kinetic conditions. The cyclization of methyl ester of 5-phenylhydantoic acid in methanol is reversible; the equilibrium mixture contains 30% of the starting ester. In all the cases the cyclization is subject to specific base catalysis; exceptions are esters of 5-phenylthiohydantoic and 5-phenyl-2-methylthiohydantoic acids whose cyclizations are subject to general base catalysis. Substituents always accelerate the cyclization. The 3-substituents have the greatest effects, the cyclization rate being considerably increased with bulk of the substituents; similarly large effect of 5-phenyl group consists mainly in its polar effects on the pre-equilibrium. The cyclization are slower in methanol at the same concentration of the lyate ion: the greatest difference (up to 3 orders of magnitude) is observed with the 5-phenyl derivatives.
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Bolla, Ratna Sekhar, Narasimha Murthy Gandikota, and Ivaturi Venkata Kasi Viswanath. "Synthesis of Deuterium Labeled 5, 5-Dimethyl-3-(α, α, α-trifluoro-4-nitro-m-tolyl) Hydantoin." Current Radiopharmaceuticals 12, no. 1 (March 4, 2019): 82–87. http://dx.doi.org/10.2174/1874471012666181130162731.

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Objective: Stable and non-radioactive isotope labeled compounds gained significance in recent drug discovery and other various applications such as bio-analytical studies. The modern bioanalytical techniques can study the adverse therapeutic effects of drugs by comparing isotopically labeled internal standards. A well-designed labeled compound can provide high-quality information about the identity and quantification of drug-related compounds in biological samples. This information can be very useful at key decision points in drug development. In this study, we tried to synthesize Nilutamide- d6 which can be useful to study the adverse effects of Nilutamide, and based on these can modify or widen the new drug derivatives. Nilutamide is a nonsteroidal antiandrogen which is used in the treatment of prostate cancer. The aim of this study was to develop a synthetic approach to prepare deuterium labeled [2H6]-5, 5-dimethylimidazolidine-2, 4-dione and [2H6]-nilutamide. Methods: Since nilutamide is a derivative of hydantoin, it involves the synthesis of Dimethylhydantoin via Bucherer-Bergs hydantoin synthesis, followed by oxidative N-arylation with 4-iodo-1-nitro-2- (trifluoromethyl) benzene. Conclusion: We successfully synthesized [2H6]-nilutamide and [2H6]-dimethylhydantoin with good isotopic purity, measured to be of adequate quality for use as internal standards in bio-analytical studies. A brief mechanistic study of Bucherer-Bergs hydantoin reaction was carried and the reason for possible H/D exchange was explained.
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Macháček, Vladimír, Gabriela Svobodová, and Vojeslav Štěrba. "Kinetics and mechanism of base-catalyzed cyclization of substituted amides and nitriles of hydantoic acid." Collection of Czechoslovak Chemical Communications 52, no. 1 (1987): 140–55. http://dx.doi.org/10.1135/cccc19870140.

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Rates of base-catalyzed cyclizations of 8 substituted derivatives of hydantoic acid amide type R3-NH(5)-CO(4)-NR2(3)-CH2(2)-CO(1)-NHR1 and 9 nitriles type R3-NH(5)-CO(4)-NR2(3)-CHR1(2)-CN have been measured in aqueous and methanolic media. The cyclization of the amides in aqueous medium is also accompanied by hydrolysis of the hydantoins formed. In some cases the hydrolysis rate constant is greater than the corresponding cyclization reaction rate constant. With the least reactive amides, the cyclization is also accompanied by hydrolysis of the amide group. The rate of the cyclization reactions in water is higher than that in methanol (at the same concentration of the lyate ions) by the factor of 10-100. Substitution of hydrogen at 3 and 5 positions by methyl or phenyl groups causes an acceleration of the cyclization reaction, whereas a substitution in the amide group causes a considerable retardation. The greatest acceleration of the cyclization (by as much as 4 orders) is caused by introduction of phenyl group to the N(5) position, which is due to a substantial increase of concentration of the reactive anion.
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Theodore, Cynthia E., S. Naveen, S. B. Benaka Prasad, M. Madaiah, C. S. Ananda Kumar, and N. K. Lokanath. "Crystal structure of 1′-(2-methylpropyl)-2,3-dihydrospiro[1-benzothiopyran-4,4′-imidazolidine]-2′,5′-dione." Acta Crystallographica Section E Structure Reports Online 70, no. 9 (August 23, 2014): o1043—o1044. http://dx.doi.org/10.1107/s1600536814018030.

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In the title compound, C15H18N2O2S, the 2,3-dihydro-1-benzothiopyran ring adopts a sofa conformation and the hydantoin ring is twisted with respect to the benzene ring at 78.73 (17)°. In the crystal, pairs of N—H...O hydrogen bonds link the molecules into inversion dimers.
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Kieć-Kononowicz, K., and E. Szymańska. "Antimycobacterial activity of 5-arylidene derivatives of hydantoin." Il Farmaco 57, no. 11 (November 2002): 909–16. http://dx.doi.org/10.1016/s0014-827x(02)01292-2.

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Dissertations / Theses on the topic "5-alkoxy- and aryloxymethyl-5-(2-thienyl) hydantoins"

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Negi, Shailendra. "Part 1: 5-substituted hydantoins by new preparative methods ; Part 2: synthesis and chemistry of unsaturated hydantoins /." The Ohio State University, 1996. http://rave.ohiolink.edu/etdc/view?acc_num=osu1487940308430775.

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Courvoisier, Laurent. "Polymorphisme et cristallisation préférentielle : applications aux dérivés(+-)5-méthyl-5-aryl-imidazolidine 2,4-dione et au (+-)(2-(diphénylméthyl)sulfinyl)acétamide." Rouen, 2003. http://www.theses.fr/2003ROUES020.

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Le dédoublement par cristallisation préférentielle de dérivés 5-méthyl-5-aryl-imidazolidine-2,4-dione a été réalisé selon deux procédés AS3PC (Auto-Seeded Programmed Polythermic Preferential crystallization) à une échelle de 2L et 10 L. Le suivi de l'évolution de la population de particules pendant la cristallisation permet de conclure que l'effet d'entraînement n'est pas le fait d'un mécanisme unique. L'effet du polymorphisme a été étudié sur les deux procédés. Cinq nouvelles formes polymorphiques et quatre solvates du(+ -)(2-(diphénylméthyl)sulfinyl)-N-acétamide ont été préparés et caractérisés
Resolution of 5-methyl-5-aryl-imidazolidine-2,4-dione derivatives by means of the AS3PC (Auto-Seeded Programmed Polythermic Preferential crystallization) and SIPC (Seeded Isothermal Preferential Crystallization) has been carried out at 2L scale. The inline analysis of the particles in suspension during the crystallization shows that the entrainment effect does not proceed via a unique mechanism. The effect of the polymorphic form of the seeds on the two processes has been examined. (+-)(2-(diphénylméthyl)sulfinyl)-N-acétamide crystallizes in five crystalline forms and four solvates. Each of the new phase is accessible via a specific process and characterized
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Ba, Lalla Aïcha. "Nouvelle approche vers la synthèse de l'acide 5-(-2-oxo-2,3-dihydro-1H-thiéno[3,4-d]imidazol-4-yl) pentanoïque (la tétradéhydrobiotine)." Thesis, Metz, 2007. http://www.theses.fr/2007METZ045S/document.

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La biotine ou vitamine H est un coenzyme impliqué dans les processus de transfert de dioxyde de carbone sur diverses molécules naturelles. Sa très grande affinité avec l'avidine ou la streptavidine est couramment exploitée dans le cadre de différentes méthodes d'analyse biochimiques telles que la purification et la détection de protéines. Cependant cette affinité très élevée peut aussi constituer un inconvénient suivant l'utilisation recherchée car la rupture de l'interaction avidine-biotine-protéine d'intérêt implique des conditions de dénaturation drastiques peu compatibles avec l'obtention d’une protéine encore active. La préparation de nouveaux analogues de la biotine présentant une affinité modérée vis-à-vis de l’avidine et de la streptavidine pourrait permettre de faciliter la purification de protéine dans leur état natif. Dans cette optique et en collaboration avec l'équipe de biologistes de notre laboratoire, notre projet est de synthétiser un analogue de la biotine : la 2,3,4,5-tétradéhydrobiotine, puis d'évaluer l'interaction de ce composé avec l’avidine. Dans nos travaux nous avons isolé différents intermédiaires intéressants qui pourront être utilisés dans la synthèse de la tétradéhydrobiotine. Lors de cette étude nous avons également synthétisé de nouveaux thiéno[2,3-d]imidazolones substitués en position 5 au départ de l'hydantoïne
Intracellular biotin is a coenzyme in carbon dioxyde transport. Futhermore because of their high affinity, avidin-biotin or streptavidin-biotin coupling is often used in different biochemical analyses such as protein purification and detection. The high avidin/streptavidin-biotin affinity can also constitute a drawback since proteins require to be denaturated in order to be released, and therefore are often lacking activity. In order to identify pure and active proteins target using this methodology, our aim was to synthesize an analog of biotin: 2,3,4,5-tetradehydrobiotin. We have isolated different key intermediates for the synthesis of tetradehydrobiotin. During this study we also synthesize news thieno[2,3-d]imidazolones starting from hydantoin
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Le, Bihan Yann-VaÏ. "Etude structurale et fonctionnelle de la reconnaissance et de la métabolisation de lésions puriques et pyrimidiques dans l'ADN par la Formamidopyrimidine-ADN glycosylase." Phd thesis, Université d'Orléans, 2009. http://tel.archives-ouvertes.fr/tel-00488816.

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Les oxydations sur les bases nucléiques constituent l'une des sources principale d'apparition de lésions sur l'ADN, qui peuvent être mutagènes ou létales pour les cellules en l'absence de réparation de l'ADN. La Formamidopyrimidine-ADN glycosylase (Fpg), une enzyme procaryote du système de réparation de l'ADN par excision de base (BER), initie la réparation d'un large panel de lésions de ce type via ses activités ADN glycosylase (excision de la base oxydée) et AP lyase (clivage du site abasique par ß,d-élimination). Nous avons réalisé des études fonctionnelles par des techniques biochimiques et structurales par cristallographie des rayons X afin de préciser la spécificité de substrat et le mécanisme catalytique de Fpg. Ainsi, nous avons pu mettre en évidence des déterminants structuraux permettant à cette enzyme d'accommoder des lésions de tailles très différentes dans son site actif, en l'occurrence des résidus 2,6-diamino-4-hydroxy-5-formamidopyrimidine (FapyG) substitués ou non en N7 par des adduits encombrants. D'autre part, nous avons caractérisé structuralement et fonctionnellement la reconnaissance et l'excision par Fpg d'une lésion pyrimidique, la 5-hydroxy-5-méthyle-hydantoïne (Hyd). Ainsi, nous avons montré que cette lésion appariée à une cytosine était un bon substrat pour l'enzyme, et nous avons précisé structuralement le mode de reconnaissance de l'Hyd par Fpg. D'autre part, nous avons mis en évidence un comportement inattendu de l'enzyme sur ce substrat. En l'occurrence, nous avons montré biochimiquement et structuralement qu'un pontage covalent se formait en quantités non négligeables entre Fpg et l'Hyd dans des conditions physiologiques.
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Le, Bihan Yann-Vaï. "Étude structurale et fonctionnelle de la reconnaissance et de la métabolisation de lésions puriques et pyrimidiques dans l'ADN par la Formamidopyrimidine-ADN glycosylase." Phd thesis, Université d'Orléans, 2009. http://tel.archives-ouvertes.fr/tel-00504364.

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Les oxydations sur les bases nucléiques constituent l'une des sources principale d'apparition de lésions sur l'ADN, qui peuvent être mutagènes ou létales pour les cellules en l'absence de réparation de l'ADN. La Formamidopyrimidine-ADN glycosylase (Fpg), une enzyme procaryote du système de réparation de l'ADN par excision de base (BER), initie la réparation d'un large panel de lésions de ce type via ses activités ADN glycosylase (excision de la base oxydée) et AP lyase (clivage du site abasique par β,δ-élimination). Nous avons réalisé des études fonctionnelles par des techniques biochimiques et structurales par cristallographie des rayons X afin de préciser la spécificité de substrat et le mécanisme catalytique de Fpg. Ainsi, nous avons pu mettre en évidence des déterminants structuraux permettant à cette enzyme d'accommoder des lésions de tailles très différentes dans son site actif, en l'occurrence des résidus 2,6-diamino-4-hydroxy-5-formamidopyrimidine (FapyG) substitués ou non en N7 par des adduits encombrants. D'autre part, nous avons caractérisé structuralement et fonctionnellement la reconnaissance et l'excision par Fpg d'une lésion pyrimidique, la 5-hydroxy-5-méthyle-hydantoïne (Hyd). Ainsi, nous avons montré que cette lésion appariée à une cytosine était un bon substrat pour l'enzyme, et nous avons précisé structuralement le mode de reconnaissance de l'Hyd par Fpg. D'autre part, nous avons mis en évidence un comportement inattendu de l'enzyme sur ce substrat. En l'occurrence, nous avons montré biochimiquement et structuralement qu'un pontage covalent se formait en quantités non négligeables entre Fpg et l'Hyd dans des conditions physiologiques. Mots clés : Réparation de l'ADN; Réparation par excision de base; Formamidopyrimidine-ADN glycosylase; 2,6- diamino-4-hydroxy-5-formamidopyrimidine; 7,8-dihydro-8-oxo-guanine; 5-hydroxy-5-méthyle-hydantoïne.
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