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Two biologically active thiophene-3-carboxamide derivatives

Vasu, * and Nirmala, KA and Chopra, Deepak and Mohan, S and Saravanan, J (2004) Two biologically active thiophene-3-carboxamide derivatives. In: Acta Crystallographica (Section C), 60 (Part 9). O636-O638.


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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.

Item Type: Journal Article
Additional Information: The copyright belongs to International Union of Crystallography
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Depositing User: Nanjunda M Swamy
Date Deposited: 06 Dec 2004
Last Modified: 19 Sep 2010 04:17
URI: http://eprints.iisc.ac.in/id/eprint/2308

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