Design and synthesis of new derivatives of 3<i>H‐</i>quinazolin‐4‐one as potential anticonvulsant agents

Kabra, Uma D.; Chopde, Chandrabhan T.; Wadodkar, Sudhir G.

doi:10.1002/jhet.754

Cited by 12 publications

(4 citation statements)

References 6 publications

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“…In particular, the substitution of a methyl group with an ethyl one in the position 2 and the presence of the benzothiazole nucleus in the position 3 lead to compounds 35 a-j [45] and 36 a-j [47] (figure 10). Starting from these statements, 2-styryl-quinazolin-4(3H)-ones bearing the 1,3,4-thiadiazole-2-yl nucleus (figure 10, compounds 37 and 38) at the position 3 were synthesized and tested for their anticonvulsant activity in various physicochemically induced seizure models.…”

Section: Anticonvulsant Activitymentioning

confidence: 99%

4-(3H)-quinazolinones N-3 substituted with a five membered heterocycle: A promising scaffold towards bioactive molecules

Plescia

Maggio

Daidone

et al. 2021

European Journal of Medicinal Chemistry

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Section: Anticonvulsant Activitymentioning

confidence: 99%

4-(3H)-quinazolinones N-3 substituted with a five membered heterocycle: A promising scaffold towards bioactive molecules

Plescia

Maggio

Daidone

et al. 2021

European Journal of Medicinal Chemistry

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“…maximal electroshock seizure (MES) pattern test. [18] Anticonvulsant potential of synthesized compounds has been evaluated by two methods, that is, maximal electroshock (MES)and subcutaneous pentylenetetrazole seizures (scPTZ) methods. Minimal motor impairment was measured by the rotorod (neurotoxicity [NT]) test using doses of 30, 100, and 300 mg/kg at two different time intervals.…”

Section: Pharmacological Evaluation Of Synthesized Compoundsmentioning

confidence: 99%

Untitled

2021

IJPSCR

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The objective of the paper was to design and synthesize new derivatives of ((E)-3-(5-((substitutedphenylamino) methyl)-1,3,4-thiadiazol-2-yl)-2styrylquinazolin-4(3H)-one and evaluated for their anticonvulsant potential. Materials and Methods: Various syntheses of (E)-3-(5-(substitutedaminomethyl)-1,3,4-thiadiazol-2-yl)-2-styrylquinazolin-4(3H)-one derivatives have been synthesized by reacting 2-substituted benzoxazin-4-one with (E)-2-(4-Substituedstyryl)-4H-benzo [d] [1,3]oxazin-4-one. All synthesized compounds have been characterized by the infrared, 1H-NMR, and mass spectral analysis. Proposed compounds have been evaluated for anticonvulsant potential by subcutaneous pentylenetetrazole and maximal electroshock seizure model and compared with the reference drug phenytoin and carbamazepine. Neurotoxicity study of the synthesized compounds was also performed. Results and Discussion: The anticonvulsant evaluation of synthesized compound QNM-1, QNM-2, QNM-4, QNM-6, QNM-9, QNM-11, QNM-13, and QNM-15 has shown seizure protection at 100 mg/kg dose after 30 min and 4 h, so they have good onset of action as quickly reach brain and have prolonged action reveal that compound metabolized slowly, whereas compounds QNM-7, QNM-8, and QNM-12 were moderate active and reveal that their high concentration is required to cross blood-brain barrier. Compounds QNM-3, QNM-5, QNM-10, and QNM-14 were less active. Compounds having chlorine, bromine, fluorine, and nitro in the phenyl moiety have shown good activity when attached to para group but the addition of meta and ortho group of the same may provide least active compounds and in last fluorine compounds have shown comparative less active compounds. Conclusion: The pharmacological evaluation suggests that eight synthesized compounds have shown promising anticonvulsant potential and bulkier compounds can easily penetrate BBB to exert their effect.

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“…maximal electroshock seizure (MES) pattern test. [18] Anticonvulsant potential of synthesized compounds have been evaluated by two methods i.e. maximal electroshock ) test using doses of 30, 100, and 300 mg/kg at two different time intervals.…”

Section: Pharmacological Evaluation Of Synthesized Compoundsmentioning

confidence: 99%

Untitled

2020

IJPBA

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Objective: The objective of the paper was to design and synthesize new derivatives of ((E)-3-(5-((substitutedphenylamino)methyl)-1,3,4-thiadiazol-2-yl)-2-styrylquinazolin-4(3H)-one and evaluated for their anticonvulsant potential. Materials and Methods: Various synthesis of (E)-3-(5-(substitutedaminomethyl)-1,3,4-thiadiazol-2-yl)-2-styrylquinazolin-4(3H)-one derivatives has been synthesized by reacting 2-substituted benzoxazin-4-one with (E)-2-(4-Substituedstyryl)-4H-benzo[d] [1,3]oxazin-4-one. All synthesized compounds have been characterized by the infrared, 1 HNMR, and mass spectral analysis. Proposed compounds have been evaluated for anticonvulsant potential by subcutaneous pentylenetetrazole and maximal electroshock seizure model and compared with the reference drug phenytoin and carbamazepine. Neurotoxicity study of the synthesized compounds was also performed. Results and Discussion: The anticonvulsant evaluation of synthesized compound QNM-1, QNM-2, QNM-4, QNM-6, QNM-9, QNM-11, QNM-13, and QNM-15 has shown seizure protection at 100 mg/kg dose after 30 min and 4 h, so they have good onset of action as quickly reach brain and have prolonged action reveal that compound metabolized slowly. Whereas compound QNM-7, QNM-8, and QNM-12 were moderate active and reveal that their high concentration is required to cross blood brain barrier. Compounds QNM-3, QNM-5, QNM-10, and QNM-14 were less active. Compounds having chlorine, bromine, fluorine, and nitro in the phenyl moiety have shown good activity when attached to para group but the addition of meta and ortho group of the same may provide least active compounds and in last fluorine compounds have shown comparative less active compounds. Conclusion: The Pharmacological evaluation suggest that eight synthesized compounds have shown promising anticonvulsant potential and bulkier compounds can easily penetrate BBB to exert their effect.

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Design and synthesis of new derivatives of 3H‐quinazolin‐4‐one as potential anticonvulsant agents

Cited by 12 publications

References 6 publications

4-(3H)-quinazolinones N-3 substituted with a five membered heterocycle: A promising scaffold towards bioactive molecules

4-(3H)-quinazolinones N-3 substituted with a five membered heterocycle: A promising scaffold towards bioactive molecules

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