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2-Amino-5-oxo-4-(thio-phen-2-yl)-5,6,7,8-tetra-hydro-4-chromene-3-carbo-nitrile

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Journal IUCrdata
Date 2024 Dec 9
PMID 39649081
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Abstract

The crystal structure of the title compound, CHNOS, reveals two symmetrically independent mol-ecules within the asymmetric unit. Each mol-ecule contains a chromenone core attached to a 2-thio-phene ring, cyano, and amino groups. The 2-thio-phene ring of one of the two mol-ecules in the asymmetric unit was found to be disordered over two positions, with the major component having a site occupancy factor of 0.837 (2). The 2-thio-phene ring is nearly orthogonal to the fused 4-pyran ring, with dihedral angles between the two sets of planes being 89.5 (5) and 89.63 (8)°. Inter-molecular hydrogen bonding, involving N-H⋯N and N-H⋯O inter-actions, creates two distinct motifs leading to the formation of a two-dimensional supra-molecular network along the crystallographic plane.

References
1.
Narender T, Shweta , Gupta S . A convenient and biogenetic type synthesis of few naturally occurring chromeno dihydrochalcones and their in vitro antileishmanial activity. Bioorg Med Chem Lett. 2004; 14(15):3913-6. DOI: 10.1016/j.bmcl.2004.05.071. View

2.
Alvey L, Prado S, Saint-Joanis B, Michel S, Koch M, Cole S . Diversity-oriented synthesis of furo[3,2-f]chromanes with antimycobacterial activity. Eur J Med Chem. 2009; 44(6):2497-505. DOI: 10.1016/j.ejmech.2009.01.017. View

3.
Adeleke A, Zamisa S, Islam M, Olofinsan K, Salau V, Mocktar C . A study of structure-activity relationship and anion-controlled quinolinyl Ag(I) complexes as antimicrobial and antioxidant agents as well as their interaction with macromolecules. Biometals. 2022; 35(2):363-394. DOI: 10.1007/s10534-022-00377-6. View

4.
Xiong Cai S, Drewe J, Kemnitzer W . Discovery of 4-aryl-4H-chromenes as potent apoptosis inducers using a cell- and caspase-based Anti-cancer Screening Apoptosis Program (ASAP): SAR studies and the identification of novel vascular disrupting agents. Anticancer Agents Med Chem. 2009; 9(4):437-56. DOI: 10.2174/1871520610909040437. View

5.
Symeonidis T, Chamilos M, Hadjipavlou-Litina D, Kallitsakis M, Litinas K . Synthesis of hydroxycoumarins and hydroxybenzo[f]- or [h]coumarins as lipid peroxidation inhibitors. Bioorg Med Chem Lett. 2009; 19(4):1139-42. DOI: 10.1016/j.bmcl.2008.12.098. View