Cyclization Reactions of l-PyrimidinyI-3-Arylthiourea Derivatives with Oxalyl Dichloride

Önal, Zülbiye; Korkusuz, Elif

doi:10.1515/hc.2010.16.2-3.79

Cited by 3 publications

(2 citation statements)

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“…There are several reports on the preparation of pyrimidinethiones and pyrimidine-ones derivatives using several reagents such as 3-isothiocyanato-propene [19], oxalyl chloride [20], cyanothioacetamide [21], formaldehyde [22], furoyl chloride [23], and diazotized anilines [24]; however, some of these reagents require condition specials. In this study, the first stage involved the preparation of a pyrimidine-thione using the three-component system (α-naphthol, benzaldehyde, and thiourea) in mild conditions (Fig.…”

Section: Results and Discussion Evaluation Chemistrymentioning

confidence: 99%

Design and synthesis of a new steroid-macrocyclic derivative with biological activity

et al. 2017

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The aims of this study were to evaluate the positive inotropic effect of a new macrocyclic derivative (compound 11) and characterize the molecular mechanism involved in its biological activity. The first step was achieved by synthesis of a macrocyclic derivative involving a series of reactions for the preparation of several steroid derivatives such as (a) steroidpyrimidinone (3 and 4), (b) steroid-amino (5), (c) steroidimino (6), (d) ester-steroid (7 and 8), and (e) amido-steroid (9 and 10). Finally, 11 was prepared by removing the tertbutyldimethylsilane fragment of 10. The biological activity of compounds on perfusion pressure and vascular resistance was evaluated on isolated rat heart using the Langendorff model. The inotropic activity of 11 was evaluated in presence of prazosin, metoprolol, indomethacin, nifedipine, and flutamide to characterize its molecular mechanism. Theoretical experiments were carried out with a Docking model, to assess potential interactions of androgen receptor with 11. The results showed that only this macrocyclic derivative exerts changes on perfusion pressure and vascular resistance translated as the positive inotropic effect, and this effect was blocked with flutamide; these data indicate that the positive inotropic activity induced by this macrocyclic derivative was via androgen receptor activation. The theoretical results indicated that the interaction of the macrocyclic derivative with the androgen receptor involves several amino acid residues such as Leu 704 , Asn 705 , Met 780 , Cys 784 , Met 749 , Leu 762 , Phe 764 , Ser 778 , and Met 787 . In conclusion, all these data suggest that the positive inotropic activity of the macrocyclic derivative may depend on its chemical structure.

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Section: Results and Discussion Evaluation Chemistrymentioning

confidence: 99%

Design and synthesis of a new steroid-macrocyclic derivative with biological activity

et al. 2017

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“…All other reagents were purchased from Merck, Fluka, Aldrich and used without further purification. The starting material was prepared according to the literature procedure that described by Altural and co-workers [17][18][19][20]. A solution of 5-benzoyl-4-phenyl-pyrimidine-2(1H)-one (0.30 g, 1.1 mmol) in DMF and phosphorusoxychloride (2 ml) was heated under reflux on a steam bath for 3 h and the reaction mixture poured gradually on to crashed ice.…”

Section: Synthesismentioning

confidence: 99%

Structure of 5-benzoyl-4-phenyl-2-chloropyrimidine studied by X-ray diffraction, DFT calculations, NMR and FT-IR spectra

İnkaya

Di̇nçer

Şahan

et al. 2012

Journal of Molecular Structure

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Synthesis, spectroscopic and structural characterization of 5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine with theoretical calculations using density functional theory

İnkaya

Di̇nçer²,

Şahan

et al. 2013

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Cyclization Reactions of l-PyrimidinyI-3-Arylthiourea Derivatives with Oxalyl Dichloride

Cited by 3 publications

References 0 publications

Design and synthesis of a new steroid-macrocyclic derivative with biological activity

Design and synthesis of a new steroid-macrocyclic derivative with biological activity

Structure of 5-benzoyl-4-phenyl-2-chloropyrimidine studied by X-ray diffraction, DFT calculations, NMR and FT-IR spectra

Synthesis, spectroscopic and structural characterization of 5-benzoyl-4-phenyl-2-methylthio-1H-pyrimidine with theoretical calculations using density functional theory

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