Sulfonamide derivatives of thiazolidin-4-ones with anticonvulsant activity against two seizure models: synthesis and pharmacological evaluation

Siddiqui, Nadeem; Arshad, Mohammad; Khan, Shahrukh Rafi; Ahsan, Waquar

doi:10.3109/14756360903282833

Cited by 28 publications

(15 citation statements)

References 21 publications

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“…The ''x'' indicates not tested. b Log P was calculated using ACD lab version 8.0. c Data from references Siddiqui et al (2010Siddiqui et al ( , 2009). …”

Section: Anticonvulsant Activitymentioning

confidence: 99%

Synthesis, anticonvulsant and neurotoxicity evaluation of some new pyrimidine-5-carbonitrile derivatives

Shaquiquzzaman

Khan

Amir

et al. 2012

Saudi Pharmaceutical Journal

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A series of 2-[2-(substituted benzylidene) hydrazinyl]-4-(4-methoxyphenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile (3-16) were synthesized by refluxing 2-hydrazino-4-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile (2) with different substituted aromatic aldehydes in glacial acetic acid and absolute alcohol mixture (8:2). The compounds were evaluated for their anticonvulsant and neurotoxicity effect. In MES test compounds 2-[2-(4-bromo-benzylidene)-hydrazinyl]-4-(4-methoxyphenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile (5), 2-[2-(4-hydroxy-benzylidene)-hydrazinyl]-4-(4-methoxyphenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile (9), and 2-[2-(3-fluoro-benzylidene)-hydrazinyl]-4-(4-methoxyphenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile (16) were found to be highly active at a dose level of 30 mgkg(-1) at 0.5 h time interval, indicating their ability to prevent seizure spread at a relatively low dose.

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“…The ''x'' indicates not tested. b Log P was calculated using ACD lab version 8.0. c Data from references Siddiqui et al (2010Siddiqui et al ( , 2009). …”

Section: Anticonvulsant Activitymentioning

confidence: 99%

Synthesis, anticonvulsant and neurotoxicity evaluation of some new pyrimidine-5-carbonitrile derivatives

Shaquiquzzaman

Khan

Amir

et al. 2012

Saudi Pharmaceutical Journal

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“…All the tested compounds except compound 6t (24%) showed significant inhibition (50-95%) of EROD activity. Compounds 1,3,5,11,16,17, and 18 decreased liver EROD activity in the range of 87-95%, better than that of the specific inhibitor caffeine (85%) at 10 )3 M concentration. In terms of inhibition on EROD activity, it can be said that 2-[2-(4-chlorophenyl) benzimidazole-1-yl]-N-(2-arylmethylene amino) acetamide (1-18) derivatives displayed better activity than 2-[2-(4-chlorophenyl) benzimidazole-1-yl]-N-(4-oxo-2-aryl-thiazolidine-3-yl)…”

Section: Antioxidant Activity In Vitromentioning

confidence: 92%

“…In contrast to EROD activity, in the series of thiazolidinone, all of the compounds except compound 10t have better LP activities than corresponding methylaminoacetamide derivatives (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18). The most active compound 9t (2-[2-(4-chlorophenyl) benzimidazole-1-yl]-N-(4-oxo-2-(3-nitrophenyl-thiazolidine-3-yl) acetamide) caused 91% inhibition (0.375 mM IC 50 ) on LP level in rat liver microsomes at 10 )3 M concentration, while BHT showed 65% inhibition (0.408 mM IC 50 ) at the same concentration.…”

Section: Antioxidant Activity In Vitromentioning

confidence: 99%

See 1 more Smart Citation

Synthesis and Evaluation of Antioxidant Properties of Novel 2‐[2‐(4‐chlorophenyl) benzimidazole‐1‐yl]‐N‐(2‐arylmethylene amino) acetamides and 2‐[2‐(4‐chlorophenyl) benzimidazole‐1‐yl]‐N‐(4‐oxo‐2‐aryl‐thiazolidine‐3‐yl) acetamides‐I

Ayhan-Kılcıgi̇l¹,

Gürkan²,

Çoban³

et al. 2012

Chem Biol Drug Des

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Our approach was to synthesize and examine the antioxidant properties of some new 2-[2-(4-chlorophenyl)benzimidazole-1-yl]-N-(2-arylmethyleneamino) acetamide (1-18) and 2-[2-(4-chlorophenyl)benzimidazole-1-yl]-N-(4-oxo-2-aryl-thiazolidine-3-yl)acetamide (1t-18t) derivatives. Their in vitro effects on rat liver microsomal NADPH-dependent lipid peroxidation levels (LP assay) and microsomal ethoxyresorufin O-deethylase activities (EROD assay) were determined. The free radical scavenging properties of the compounds were also examined in vitro determining the interaction of 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical. The compounds showed significant effects in the above tests. Reactive oxygen species (ROS) and reactive nitrogen species (RNS) are generated in aerobic organisms as part of the normal physiological and metabolic processes or from exogenous factors and agents. These ROS are capable of damaging a wide range of essential macromolecules (membrane lipids, proteins, nucleic acids). The damages by ROS are directly or indirectly implicated in the pathogenesis of various disorders such as cardiovascular diseases, Alzheimer's and other neurodegenerative diseases,

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“…Compounds 232, 233 and 234 displayed promising activity and could be considered as leads for further investigations ( Figure 13) [178].…”

Section: Lee Et Al Prepared 13 Derivatives Of N-(biphenyl-4′-yl)metmentioning

confidence: 99%

Current Research on Antiepileptic Compounds

2015

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Epilepsy affects about 1% of the world's population. Due to the fact all antiepileptic drugs (AEDs) have some undesirable side effects and about 30% of epileptic patients are not seizure-free with the existing AEDs, there is still an urgent need for the development of more effective and safer AEDs. Based on our research work on antiepileptic compounds and other references in recent years, this review covers the reported work on antiepileptic compounds which are classified according to their structures. This review summarized 244 significant anticonvulsant compounds which are classified by functional groups according to the animal model data, although there are some limitations in the data. This review highlights the properties of new compounds endowed with promising antiepileptic properties, which may be proven to be more effective and selective, and possibly free of unwanted side effects. The reviewed compounds represent an interesting possibility to overcome refractory seizures and to reduce the percentage of patients with a poor response to drug therapy.

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Sulfonamide derivatives of thiazolidin-4-ones with anticonvulsant activity against two seizure models: synthesis and pharmacological evaluation

Cited by 28 publications

References 21 publications

Synthesis, anticonvulsant and neurotoxicity evaluation of some new pyrimidine-5-carbonitrile derivatives

Synthesis, anticonvulsant and neurotoxicity evaluation of some new pyrimidine-5-carbonitrile derivatives

Synthesis and Evaluation of Antioxidant Properties of Novel 2‐[2‐(4‐chlorophenyl) benzimidazole‐1‐yl]‐N‐(2‐arylmethylene amino) acetamides and 2‐[2‐(4‐chlorophenyl) benzimidazole‐1‐yl]‐N‐(4‐oxo‐2‐aryl‐thiazolidine‐3‐yl) acetamides‐I

Current Research on Antiepileptic Compounds

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