Synthesis and Pharmacological Valorization of Derivatives of 4-Phenyl-1,5-Benzodiazepin-2-One

Ongone, Terence Nguema; Achour, Redouane; Ghoul, Mostafa El; Ouasif, L. El; Taghzouti, Khalid; Jemli, Meryem El; Cherrah, Yahia; Alaoui, Katim; Zellou, Ahmed

doi:10.1155/2018/6042602

Cited by 3 publications

(4 citation statements)

References 14 publications

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“…We also note that the activity of 5a-d chemicals decreases as the alkyl chain increases. ese results confirm our previous work [10], in which we have shown that the addition of an alkyl chain to molecule 3 increases its pharmacological activity, and that this activity decreases as the alkyl chain increases. All results at 50 and 100 mg/kg confirm that some benzodiazepines can be used as analgesics.…”

Section: Discussionsupporting

confidence: 91%

“…e spectral data for the identification of these compounds are presented in our previous publication [10]. (20-30 g) and rats Wistar adults were used in the work.…”

Section: Synthesis Of 4-phenyl-15-benzodiazepin-2-one and Itsmentioning

confidence: 99%

“…It is in this context that we prepared derivatives with long carbonaceous chains, 4-phenyl-1,5-benzodiazepin-2-one, having a similar structure to nonionic surfactants and studied their cataleptic hypnotic and sedative activities on the central nervous system. e latter has led to satisfactory results [10]. With an aim of looking further into the exploration of the pharmacological effects of these compounds, we decided to continue, through this work, the study of their action on the nervous system by evaluating their peripheral and central analgesic activities in particular.…”

Section: Introductionmentioning

confidence: 99%

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Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives

Ongone

Achour

Ghoul

et al. 2019

Journal of Chemistry

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The aim of this work is to deepen the pharmacological effect of 4-phenyl-1,5-benzodiazepin-2-one derivatives which have a similar structure to nonionic surfactants: 4-phenyl-1,5-benzodiazepin-2-one is the hydrophilic head, and the carbon chain is hydrophobic tail. The antinociceptive activity of 4-phenyl-1,5-benzodiazepin-2-one derivatives was determined using acetic acid-induced writhing and tail immersion tests. In addition, the in vitro antioxidant activities of the tested derivatives were determined by using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging method and ferric reducing power assay. A single oral administration of these compounds at the doses of 50 and 100 mg/kg significantly reduced the number of abdominal writhes induced by acetic acid injection. Acute pretreatment with 4-phenyl-1,5-benzodiazepin-2-one derivatives at the dose of 100 mg/kg caused a significant increase in the tail withdrawal latency in the tail immersion test. Additionally, a significant scavenging activity in DPPH and reducing power was observed in testing antioxidant assays. Finally, we carried out a study of the antioxidant activity of these derivatives. The results of this study reveal that these compounds have a low antioxidant activity compared to the BHT. It decreases with the polarity of the molecule. The present study suggests that 4-phenyl-1,5-benzodiazepin-2-one derivatives possess potent antinociceptive and antioxidant effects, which suggest that the tested compounds may be useful in the treatment of pain and oxidation disorders.

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Section: Discussionsupporting

confidence: 91%

“…e spectral data for the identification of these compounds are presented in our previous publication [10]. (20-30 g) and rats Wistar adults were used in the work.…”

Section: Synthesis Of 4-phenyl-15-benzodiazepin-2-one and Itsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives

Ongone

Achour

Ghoul

et al. 2019

Journal of Chemistry

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“…Therefore, they belong to the category V of the Globally Harmonized System (GHS). These results corroborate those of our previous work in which we have shown that the insertion of long alkyl chains on 4-phenyl-1,5-benzodiazepin-2-one leads to nontoxic products [53]. The literature also mentions a large number of studies showing the absence of toxicity on molecules with long carbon chains [54–56].…”

Section: Discussionsupporting

confidence: 91%

Synthesis of Surfactants Derived from 2-Mercaptobenzimidazole and Study of Their Acute Toxicity and Analgesic and Psychotropic Activities

Ongone

Ouasif

Ghoul

et al. 2019

Biochemistry Research International

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The aim of the present study is to synthesize cationic salts from a relatively toxic compound named 2-mercaptobenzimidazole and to evaluate some of their pharmacological properties. The acute toxicity of these salts is evaluated according to OECD 423 Guidelines at the doses of 300 and 2000 mg/kg; their peripheral analgesic effect is studied using the Koster test at the therapeutic dose of 200 mg/kg and their sedative action is evaluated using Traction, Chimney, Hole-board, and Rotarod tests at the doses of 200 and 400 mg/kg. All synthesized molecules show no acute toxicity according to OECD Code 423 guidelines at doses ranging from 300 to 2000 mg/kg and do not cause any obesity or anorexia. Also, the results of the Koster test show that the studied compounds have an average analgesic effect at the dose of 200 mg/kg compared to acetylsalicylic acid. In addition, the elaborated compounds have shown a moderate sedative effect at the dose of 400 mg/kg, in comparison to 2-mercaptobenzimidazole (400 mg/kg) and Bromazepam (20 mg/kg). These compounds have no cataleptic and hypnotic effects on the central nervous system at the doses of 200 and 400 mg/kg. These results argue in favor of a possible integration of the most active salts tested in the pharmaceutical industry owing to their analgesic and sedative effects.

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Multicomponent Catalytic Synthesis of 1,5-Benzodiazepines: An Update

Singh

Sharda

Sharma³

et al. 2020

MROC

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1,5-Benzodiazepines are considered some of the most vital classes of heterocyclic compounds due to their amazing biological and varied pharmacological activities. They are regarded as privileged structures and therefore have been striking synthetic targets for organic and medicinal chemists over the last decade. This results in the exploration of various silica supported catalysts, Lewis acids, organoacids, magnetic nanoparticles and other miscellaneous catalysts that have been investigated till date for an efficient and green synthesis of 1,5-benzodiazepine and its derivatives. The current review article primarily covers the one-pot green chemical synthesis of 1,5- benzodiazepines using various novel catalysts. The main motive of this review is the assessment of the literature on various catalysts along with their yield, reaction condition, and mechanism of action. In the end, the entire catalysts are structured systematically into various Lewis acids, Bronsted organoacids, supported catalysts, nanocatalysts, and miscellaneous catalysts and are presented in the form of tables for quick ‘at a glance’ study of catalysts, their reaction condition, time taken, etc.

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Synthesis and Pharmacological Valorization of Derivatives of 4-Phenyl-1,5-Benzodiazepin-2-One

Cited by 3 publications

References 14 publications

Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives

Analgesic and Antioxidant Activities of 4-Phenyl-1,5-benzodiazepin-2-one and Its Long Carbon Chains Derivatives

Synthesis of Surfactants Derived from 2-Mercaptobenzimidazole and Study of Their Acute Toxicity and Analgesic and Psychotropic Activities

Multicomponent Catalytic Synthesis of 1,5-Benzodiazepines: An Update

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