4-(4-Bromophenyl)-2,5-diethoxycarbonyl-6-methylthieno[2,3-<i>b</i>]pyridine

Armas, Héctor Novoa de; Peeters, O. M.; Blaton, N. M.; Ranter, C. J. De; Navarro, Margarita Suárez; Solano, Esperanza Salfrán; Reyes, Yamila Verdecia; Rodríguez, Estael Ochoa

doi:10.1107/s1600536803004100

Cited by 3 publications

(1 citation statement)

References 11 publications

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“…3,4-DHPo and the 6-chloro-5-formyl-1,4-DHPs (Figure 6b) have become versatile intermediaries of other compounds (Figure 6). [26][27][28][76][77][78][79][80][81][82] Starting from b, more complex structures have been synthesized. 1,5-benzodiazepine fused to a dihydropyridine moiety (Figure 6c) have been prepared, and one derivative (JM-20, Figure 6c) has shown promising neuroprotective and antioxidant properties.…”

Section: Structural Characterizationmentioning

confidence: 99%

3,4-Dihydro-2(1H)-Pyridones as Building Blocks of Synthetic Relevance

Chalán-Gualán¹,

Castro²,

Oropeza³

et al. 2022

Preprint

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3,4-Dihydro-2(1H)-pyridones (3,4-DHPo) and their derivatives are privileged structures present in natural products, which has been increased its relevance due to its biological activity in front of a broad range of targets, but especially for its importance as synthetic precursors of a variety of compounds with marked biological activity. Taking into account the large number of contributions published over the years regarding this kind of heterocycle, here we presented a current view of 3,4-dihydro-2(1H)-pyridones (3,4-DHPo), which include general aspects such as those related to nomenclature, synthesis, and biological activity; but also highlighting the importance of DHPo as building blocks of other relevance structures.

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Section: Structural Characterizationmentioning

confidence: 99%

3,4-Dihydro-2(1H)-Pyridones as Building Blocks of Synthetic Relevance

Chalán-Gualán¹,

Castro²,

Oropeza³

et al. 2022

Preprint

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Crystal structure and Hirshfeld surface analysis of 5-acetyl-3-amino-6-methyl-N-phenyl-4-[(E)-2-phenylethenyl]thieno[2,3-b]pyridine-2-carboxamide

Mohamed¹,

Bakhite²,

Çelikesir³

et al. 2022

Acta Cryst E

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The asymmetric unit of the title compound, C25H21N3O2S, comprises four molecules. Their conformations differ primarily in the orientations of the styryl and the N-phenylcarboxamido groups. In the crystal, intermolecular N—H...N, C—H...O and C—H...S hydrogen-bonding contacts as well a C—H...π(ring) interactions lead to the formation of a layer structure parallel to (010). Hirshfeld surface analysis revealed that H...H interactions represent the main contributions to the crystal packing.

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3,4-Dihydro-2(1H)-Pyridones as Building Blocks of Synthetic Relevance

et al. 2022

View full text Add to dashboard Cite

3,4-Dihydro-2(1H)-pyridones (3,4-DHPo) and their derivatives are privileged structures, which has increased their relevance due to their biological activity in front of a broad range of targets, but especially for their importance as synthetic precursors of a variety of compounds with marked biological activity. Taking into account the large number of contributions published over the years regarding this kind of heterocycle, here, we presented a current view of 3,4-dihydro-2(1H)-pyridones (3,4-DHPo). The review includes general aspects such as those related to nomenclature, synthesis, and biological activity, but also highlights the importance of DHPos as building blocks of other relevant structures. Additional to the conventional multicomponent synthesis of the mentioned heterocycle, nonconventional procedures are revised, demonstrating the increasing efficiency and allowing reactions to be carried out in the absence of the solvent, becoming an important contribution to green chemistry. Biological activities of 3,4-DHPo, such as vasorelaxant, anti-HIV, antitumor, antibacterial, and antifungal, have demonstrated this heterocycle’s potential in medicinal chemistry.

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4-(4-Bromophenyl)-2,5-diethoxycarbonyl-6-methylthieno[2,3-b]pyridine

Abstract: Key indicatorsSingle-crystal X-ray study T = 293 K Mean '(C±C) = 0.008 A Ê R factor = 0.046 wR factor = 0.132 Data-to-parameter ratio = 9.6For details of how these key indicators were automatically derived from the article, see

Cited by 3 publications

References 11 publications

3,4-Dihydro-2(1H)-Pyridones as Building Blocks of Synthetic Relevance

3,4-Dihydro-2(1H)-Pyridones as Building Blocks of Synthetic Relevance

Crystal structure and Hirshfeld surface analysis of 5-acetyl-3-amino-6-methyl-N-phenyl-4-[(E)-2-phenylethenyl]thieno[2,3-b]pyridine-2-carboxamide

3,4-Dihydro-2(1H)-Pyridones as Building Blocks of Synthetic Relevance

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