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Two biologically active thio­phene‐3‐carbox­amide derivatives
Authors:Vasu  K A Nirmala  Deepak Chopra  S Mohan  J Saravanan
Abstract:The compounds 2‐{(E)‐(4‐methoxy­phenyl)­methyl­ene]­amino}‐N‐(3‐methyl­phenyl)‐4,5,6,7‐tetra­hydro‐1‐benzo­thio­ph­ene‐3‐carbox­amide, C24H24N2O2S, (I), and N‐(4‐meth­yl­phenyl)‐2‐{(E)‐(4‐methyl­phenyl)­methyl­ene]­amino}‐4,5,6,7‐tetra­hydro‐1‐benzo­thio­phene‐3‐carbox­amide, C24H24N2OS, (II), show antibacterial and antifungal activities. The m‐toluidine ring in (I) and the p‐toluidine ring in (II) are coplanar with their respective thio­phene rings. In (I), an intermolecular C—H?O hydrogen bond is present, whereas (II) does not exhibit any significant intermolecular interactions. However, in both compounds, an intramolecular N—H?N hydrogen bond forms a pseudo‐six‐membered ring, thus locking the molecular conformation and eliminating conformational flexibility.
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