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    Efficient Syntheses, Crystal Structure and Thermal Properties of Gabapentin 4-Acetamido, 2-Mesitylene and 2,4-Dinitro Sulfonamides Derivatives
    (Springer/Plenum Publishers, 2019) Kanwal, Nosheen; Khan, Islam Ullah; Sharif, Shahzad; Hussain, Erum Akbar; Mehmood, Arshad; Sahin, Onur
    Efficient syntheses of four derivatives G2-G5 of Gabapentin (G1) have been achieved. The structures of targeted compounds were investigated by elemental analysis, FT-IR, and H-1-NMR spectroscopic method. Crystal structures of G2 and G4 determined by single crystal X-ray diffraction method are also described. In G2 the molecules are stacked over each other in the form of layers and adjacent layers run parallel to each other. Intermolecular hydrogen bonding and van der Waals interactions are responsible for building the molecular assembly and packing of molecules in the unit. In G4, the molecules are arranged in parallel sheets formed by inter-molecular hydrogen bonds. The proposed synthetic route has high impact due to its simple reaction conditions of room temperature, water as a green solvent and short time to accomplish the reaction.
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    Efficient syntheses, crystal structure, thermal and biological evaluation of amlodipine 4-chlorobenzoyl, 4-chlorobenzene and 2,5-dichlorobenzene sulfonamide derivatives
    (Elsevier France-Editions Scientifiques Medicales Elsevier, 2016) Kanwal, Nosheen; Khan, Islam Ullah; Hussain, Erum Akbar; Farid, Sidra; Sahin, Onur
    An efficient synthesis of new A-2, A-3, and A-4 analogues from amlodipine (A-1) has been achieved. All synthesized compounds were investigated by elemental analysis, FTIR, EIMS, and H-1 NMR techniques. Crystal structures of A-2 and A-3 were determined by single crystal X-ray diffraction method. Compound A-2 crystallizes in a monoclinic space group C2/c having unit cell parameters alpha = 23.8754(9) angstrom, b = 8.6725(3) angstrom, c = 30.5777(12) angstrom, beta = 90.673(2)degrees, and V = 6331.0(4) angstrom(3), whereas A-3 crystallizes in a triclinic space group P (1) over bar having unit cell parameters a = 8.2968(3) angstrom, b = 9.3112(4) angstrom, c = 18.1359(7) angstrom, alpha = 100.692(2)degrees, beta = 98.316(3)degrees, gamma = 102.747(2)degrees, and V = 1317.39(9) angstrom(3). These compounds showed that C-H center dot center dot center dot 0 and N-H center dot center dot center dot O hydrogen bonds stabilize the crystal packing. The results of thermal analysis of all products were consistent with the proposed stoichiometry and compounds were found thermally stable up to 200 degrees C. The compounds were tested for direct free radical scavenging effect toward alpha, alpha-Dipheny1-1-picryl hydrazide (DPPH center dot) and 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS center dot+) radical cation in aqueous phosphate-buffered saline of pH 7.4 and showed significant in vitro antioxidant potential. Antiurease activity was also performed; A-2 and A-4 showed excellent results with dose independency. (C) 2016 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
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    Green and Facile Reaction of Gabapentin with Sulfonyl Chlorides to Synthesize Lactams and Sulfonamides Derivatives in Aqueous Medium
    (Bentham Science Publ Ltd, 2018) Hussain, Erum Akbar; Kanwal, Nosheen; Khan, Islam Ullah; Mutahir, Sadaf; Khan, Muhammad Asim; Ahmed, Maqsood; Mahmood, Arshad
    In the current research, a facile and green one pot synthesis of new gabapentin-lactams (G(2)-G(8)) has been achieved by reacting gabapentin (G(1)) with a variety of sulfonyl chlorides. The new lactamization protocol is furnished under the green solvent i.e., water and reaction was completed in a short period of time by just stirring at room temperature. Whereas in some cases, annulation could not happen and furnished un-cyclized sulfonamide products (G(9)-G(12)). The structures of the targeted compounds were established by elemental analysis, FT-IR, H-1-NMR and mass spectrometry. The crystals of some new lactams (G(2), G(3), G(4), and G(8)) were also evaluated by single crystal X-ray diffraction.