Hydrazones of 1,2-benzisothiazole hydrazides: synthesis, antimicrobial activity and QSAR investigations

Vicini, Paola; Zani, Franca; Cozzini, Pietro; Doytchinova, Irini

doi:10.1016/s0223-5234(02)01378-8

Cited by 271 publications

(147 citation statements)

References 20 publications

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“…(Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 2012) and DIAMOND (Brandenburg, 2010); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010). Coordination chemistry and biochemistry of hydrazones have received increasing interest due to their chelating ability and their antimicrobial, antituberculosis and antitumour activities (Vicini et al 2002;Savini et al, 2002;Grande et al 2007). As a continuous work on the hydrazide compounds, a new hydrazide compound, N′-[(E)-4-Benzyloxy-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate, was prepared and structurally characterized.…”

Section: Methodsmentioning

confidence: 99%

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N′-[(E)-4-Benzyloxy-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate

2013

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Key indicators: single-crystal X-ray study; T = 296 K; mean (C-C) = 0.003 Å; R factor = 0.053; wR factor = 0.176; data-to-parameter ratio = 15.4.The title compound, C 21 H 17 N 3 O 5 ÁC 3 H 7 NO, exists in an E conformation with respect to the azomethine double bond of the hydrazide molecule. This molecule contains an intramolecular O-HÁ Á ÁN hydrogen bond, while an intermolecular N-HÁ Á ÁO hydrogen bond links the hydrazide to the formamide molecule of solvation. Nonclassical C-HÁ Á ÁO intermolecular hydrogen bonds build up a supramolecular architecture, together with two C-HÁ Á Á interactions and a weak -interaction, with a centroid-centroid distance of 3.650 (13) Å . Related literature

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Section: Methodsmentioning

confidence: 99%

“…For the biological and analytical applications of carbohydrazides, see: Vicini et al (2002); Savini et al (2002); Grande et al (2007). For the synthesis of related compounds, see: Mathew & Kurup (2011); Despaigne et al (2009).…”

Section: Related Literaturementioning

confidence: 99%

N′-[(E)-4-Benzyloxy-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate

2013

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“…Hydrazones are a versatile class of ligands that have extensive applications in various fields, possessing pronounced biological and pharmaceutical activities as antitumor (Cocco et al, 2006), antimicrobial (Vicini et al, 2002), antituberculosis (Ptole et al, 2003) and antimalarial agents (Walcourt et al, 2004). Hydrazones play an important role in improving the antitumor selectivity and toxicity profile of antitumor agents by forming drug carrier systems employing suitable carrier proteins (Kratz et al, 1998).…”

Section: Isonicotinoyalhydrazone Metal Complexesmentioning

confidence: 99%

Schiff bases: An emerging potent class of pharmaceuticals

Chaudhary¹,

Singh²

2017

Int. J. Curr. Res. Med. Sci.

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Schiff bases are the utmost extensively used organic compounds. An outsized number of Schiff bases and their complexes have been investigated for their fascinating and imperative properties. Schiff bases are significant class of compounds in medicinal and pharmaceutical fields as they have also been shown to exhibit wide-ranging biological activities, including antifungal, antibacterial, antiproliferative, anti-inflammatory, antiviral, and antitumor properties. The imine group present in such compounds has been shown to be critical to their biological activities. Metal complexes of Schiff bases are well renowned for their stability, biological activity and prospective applications in countless fields. This short review piles up with few examples of the most propitious biological active metal complexes of schiff bases.

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“…This arylidene side arm was designed to act as potential bioactive moiety *Address correspondence to this author at the Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, Egypt; Tel: +20 111 5633 722; Fax: +20 5022 4749; E-mail: waleedbayoumi@mans.edu.eg imparting a modification in certain physicochemical properties e.g., lipophilicity and steric effect [24][25][26].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Evaluation of New 2-Iminothiazolidin-4-one and Thiazolidin-2,4-dione Derivatives as Antimicrobial and Anti-inflammatory Agents

Bayoumi¹,

Abdel-Rhman²,

Shaker³

2014

CHEM

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Abstract:A new series of 2-iminothiazolidin-4-ones and thiazolidin-2,4-diones were designed and synthesized. The target compounds were evaluated for antimicrobial and anti-inflammatory activities, aiming to find a candidate carrying dual activities. The antibacterial activity was determined by cup-diffusion technique and NCCLS broth dilution method. The MICs were determined using 96-well microtitre plates, while the anti-inflammatory activity was determined using carrageenan-induced rat paw edema model. The results revealed that target compounds showed no antifungal activity towards tested Fungi, whereas the antibacterial activity was mainly on Gram-positive bacteria. The anti-inflammatory activity was observed in compounds belonging to the thiazolidin-2,4-dione series. The structures of the newly synthesized compounds were confirmed by physical and spectral data.

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Hydrazones of 1,2-benzisothiazole hydrazides: synthesis, antimicrobial activity and QSAR investigations

Cited by 271 publications

References 20 publications

N′-[(E)-4-Benzyloxy-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate

N′-[(E)-4-Benzyloxy-2-hydroxybenzylidene]-4-nitrobenzohydrazide dimethylformamide monosolvate

Schiff bases: An emerging potent class of pharmaceuticals

Synthesis and Evaluation of New 2-Iminothiazolidin-4-one and Thiazolidin-2,4-dione Derivatives as Antimicrobial and Anti-inflammatory Agents

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