Anticonvulsant activity of some 4-amino-N-phenylphthalimides and N-(3-amino-2-methylphenyl)phthalimides

Bailleux, V.; Vallée, Louis; Nuyts, Jean-Pierre; Vamecq, Jòseph

doi:10.1016/0753-3322(94)90083-3

Cited by 36 publications

(16 citation statements)

References 7 publications

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“…Anti-MES activity of anilides is directly influenced by the nature and pattern of substitution on the N-phenyl ring. Optimum activity was found with small and lipophilic substituents at positions 2 or 2 and 6 of the N-phenyl ring [14][15][16]. These results encouraged us to combine anilide and phthaloylglycinamide pharmacophores to explore possible anti-MES-active 2-phthalimido-N-phenylacetamide derivatives as glycinamide analogs.…”

Section: Introductionmentioning

confidence: 82%

The Synthesis and Anticonvulsant Activity of some ω‐Phthalimido‐N‐phenylacetamide and Propionamide Derivatives

Soyer

Kılıç

Erol

et al. 2004

Archiv der Pharmazie

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In this study, by combining anilide and N', N'-phthaloylglycinamide pharmacophores which are known to produce potent anticonvulsant compounds, sixteen omega-phthalimido-N-phenylacetamide and propionamide derivatives bearing substituents at positions 2 or 2, 6 on N-phenyl ring have been synthesized. The structural confirmation of the title compounds was achieved by interpretation of spectral and analytical data. The anticonvulsant activity of the title compounds was determined against maximal electroshock seizure at 100 mg/kg dose level in mice. The preliminary screening results indicated that omega-phthalimido-N-phenylacetamide and propionamide nuclei have pronounced anticonvulsant activity against maximal electroshock seizure.

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Section: Introductionmentioning

confidence: 82%

The Synthesis and Anticonvulsant Activity of some ω‐Phthalimido‐N‐phenylacetamide and Propionamide Derivatives

Soyer

Kılıç

Erol

et al. 2004

Archiv der Pharmazie

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“…Previous studies demonstrate the antiepileptic potential of variously substituted N-phenylphthalimide derivatives [35][36][37][38] . Later in 2000, Vamecq et al [13] attributed the anticonvulsant properties of these compounds to their sodium channel blocking ability.…”

Section: Discussionmentioning

confidence: 99%

Newer N-Phthaloyl GABA Derivatives with Antiallodynic and Antihyperalgesic Activities in Both Sciatic Nerve and Spinal Nerve Ligation Models of Neuropathic Pain

Yogeeswari¹,

Ragavendran²,

Sriram³

et al. 2007

Pharmacology

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Background: There is considerable research evidence supporting a palliative role for γ-aminobutyric acid (GABA)-ergic neurotransmission and voltage-gated sodium channel blockade in neuropathic pain conditions. Hence, the present study was undertaken to assess the peripheral analgesic, antiallodynic and antihyperalgesic activities of the synthesized structural analogues of GABA. Methods: The screening study included acute tissue injury, chronic constriction injury (CCI), and spinal nerve ligation (SNL) models of neuropathic pain. Results: All of the tested compounds sup-pressed the acetic acid-induced writhing response significantly in comparison to the control. In particular, compound JVP-8 was observed to be the most active compound with percent inhibition greater than that of the standard drug aspirin (97.8% inhibition of writhing response as against 97.0% shown by aspirin). In neuropathic pain studies, compound JVP-5 (100 mg/kg i.p.) emerged as the most active compound affording maximum protection against dynamic allodynia and mechanical hyperalgesia in the CCI model, and against spontaneous pain and mechanical hyperalgesia in SNL rats. Conclusion: In this study, we have demonstrated that combining phthalimide pharmacophore with GABA has evolved compounds effective for the treatment of neuropathic pain.

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“…) with 1‐( o ‐tolyl)‐1 H ‐1,2,4‐triazole moiety, which showed promising anticonvulsant activities with ED 50 values of 13.9 mg/kg in MES screen and 81.6 mg/kg in scPTZ test, respectively. The substitution in the ortho ‐position of the phenyl ring with electron‐donating groups was generally beneficial to activity , and the importance of the ortho ‐methyl group for anticonvulsant activity had been depicted in many studies including the recently marketed drug tiagabine.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Evaluation of 5‐(o‐Tolyl)‐1H‐tetrazole Derivatives as Potent Anticonvulsant Agents

Dong¹,

Wang²,

Wang

et al. 2017

Archiv der Pharmazie

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A series of 5-(o-tolyl)-1H-tetrazole derivatives were synthesized and evaluated for their anticonvulsant activities. 1-(2-Methylbenzyl)-5-(o-tolyl)-1H-tetrazole (3h) showed important anticonvulsant activity against the MES-induced seizures, as well as lower neurotoxicity with an ED value of 12.7 mg/kg and a TD value of over 500 mg/kg after intraperitoneal injection into mice, providing 3h with a high protective index (TD /ED ) of over 39.4. The achieved results prove that the distinctive compounds could be valuable as a model for future development, adaptation, and investigation to construct more active analogues.

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Anticonvulsant activity of some 4-amino-N-phenylphthalimides and N-(3-amino-2-methylphenyl)phthalimides

Cited by 36 publications

References 7 publications

The Synthesis and Anticonvulsant Activity of some ω‐Phthalimido‐N‐phenylacetamide and Propionamide Derivatives

The Synthesis and Anticonvulsant Activity of some ω‐Phthalimido‐N‐phenylacetamide and Propionamide Derivatives

Newer N-Phthaloyl GABA Derivatives with Antiallodynic and Antihyperalgesic Activities in Both Sciatic Nerve and Spinal Nerve Ligation Models of Neuropathic Pain

Synthesis and Evaluation of 5‐(o‐Tolyl)‐1H‐tetrazole Derivatives as Potent Anticonvulsant Agents

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