| Two biologically active thiophene-3-carboxamide derivatives (2004) | |||||||||
Abstract | |||||||||
| The compounds 2-{[(E)-(4-methoxyphenyl)methylene]amino}-N-(3-methylphenyl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, $C_{24}H_{24}N_{2}OS$, (I),and N-(4-methylphenyl)-2-{[(E)-(4-methylphenyl)methylene]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, $C_{24}H_{24}N_{2}OS$, (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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Cited publications (1) | |||||||||
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