ChemInform Abstract: Verbindungen mit potentieller Wirkung gegen Tumoren. 2. Mitt. N,N′‐(1‐Diadamantan‐diearbonsäureaniide).

Ficarra, P.; Ficarra, R.; Tommasini, A; G, Fenech

doi:10.1002/chin.198352130

Cited by 3 publications

(4 citation statements)

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“…Initially, adamantane-1-carboxylic acid (9) was subjected to esterification (Scheme 1) to afford methyl adamantane-1-carboxylate (10) in good yield (85%). Subsequent reaction of 10 with hydrazine hydrate under reflux condition (Scheme 1) provided adamantane-1-carbohydrazide (11) in excellent yield (98%) [27,28]. e 5-substituted isatin derivatives 12-14 are commercially available, while the key intermediates 15 and 16 were yielded by treatment of 12 and 13 with 37% formalin under reflux conditions and were obtained in 50% yield [29].…”

Section: Resultsmentioning

confidence: 99%

“…Compounds 10 and 11 were synthesized according to the reported procedure [27,28]. Adamantane-1-carboxylic acid methyl ester (10): M. P: 45°C, Lit (46) [27], yield%: 85, physical appearance: white, characteristic odor crystal, and IR: ῡ cm −1 3431 (C � O overtone), 2906 (aliphatic C-H stretching), 1730 (C � O), 1238 (C-O stretching).…”

Section: Journal Of Chemistrymentioning

confidence: 99%

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Schiff Bases of Isatin and Adamantane-1-Carbohydrazide: Synthesis, Characterization and Anticonvulsant Activity

Osman

Elsaman

Yousef

et al. 2021

Journal of Chemistry

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Epilepsy is the most common neurological condition and cause of substantial morbidity and mortality. In the present study, the molecular hybridization tool was adopted to obtain six Schiff bases of isatin and adamantane-1-carbohydrazide (18–23). Then, their anticonvulsant activity was evaluated using pentylenetetrazole- (PTZ-) induced seizure model using phenobarbitone as a positive control. Our findings showed that compounds 18–23 provided significant protection against PTZ-induced seizure, and maximum activities were associated with compound 23. Moreover, all investigated compounds increased the latency of induced convulsion and reduced the duration of epilepsy with compound 23 being the best. Interestingly, most of the synthesized molecules showed reduction in neurological symptoms and severity of the seizure. Molecular docking studies suggest GABA-A receptor as a potential target, and in silico ADME screening revealed that the pharmaceutical properties of compound 23 are within the specified limit. Thus, compound 23 was identified as a promising candidate that warrants further drug discovery processes.

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Section: Resultsmentioning

confidence: 99%

Section: Journal Of Chemistrymentioning

confidence: 99%

Schiff Bases of Isatin and Adamantane-1-Carbohydrazide: Synthesis, Characterization and Anticonvulsant Activity

Osman

Elsaman

Yousef

et al. 2021

Journal of Chemistry

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“…Today, the method of choice for quantitative analysis of flavonoids is reversedphase HPLC. Several HPLC methods for the quantitative determination of flavonoids in Crataegus are described (18,20,(21)(22)(23)(30)(31)(32). They mostly consist of a quanti fication of individual or total flavonoids in a fingerprint chromatogram by means of external or internal standards.…”

Section: Previous Analytical Work With Crataegusmentioning

confidence: 99%

Hawthorn (Crataegus): Biological Activity and New Strategies for Quality Control

Sticher¹,

Meier²

1998

ACS Symposium Series

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“…Among them, the most known are their simplest and well-known representatives like adamantan-1-amine (amantadine), 3 (1-adamantylmethyl)amine hydrochloride (rimantadine), 4 and 1,3-dimethyladamantan-5-amine (memantine). 5 Adamantane derivatives with nitrogen-containing heterocyclic molecules (pyrazole, 6 benzimidazole, 7,8 isoxazole, isoxazoline, oxadiazole, imidazoline 9 ) were studied from the viewpoint of their psychotropic and nootropic activities. Molecules containing adamantane and pyridine moieties exhibit not only psychotropic 10 but also anti-HIV 11,12 and anti-herpes 13 activities.…”

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confidence: 99%

The Palladium-Catalyzed Heteroarylation of Adamantylalkyl Amines with Dihalogenopyridines: Scope and Limitations

et al. 2017

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Palladium-catalyzed heteroarylation of adamantylalkyl amines characterized by different steric hindrances at the amino group was carried out using 2,3-, 2,5-, 2,6-, and 3,5-dihalogenopyridines. The dependence of the results of the coupling on the nature of the halogen atoms (bromine, chlorine), their position in the pyridine ring, and on the structure of adamantylalkyl amines was investigated. The application of dichloropyridines or bromochloropyridines was shown to be advantageous over the use dibromopyridines in many cases. Selective substitution of bromine atom in positions 3 and 5 in the presence of chlorine atom in position 2 of the pyridine ring was observed. The possibility of N,N-diheteroarylation of adamantane-containing amines with 2,5-dihalogenopyridines was shown, and diamination of 2,6- and 3,5-dihalogenopyridines was demonstrated.

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ChemInform Abstract: Verbindungen mit potentieller Wirkung gegen Tumoren. 2. Mitt. N,N′‐(1‐Diadamantan‐diearbonsäureaniide).

Abstract: Durch Reaktion entsprechender Diamine mit Adamantancarbonsäurechlorid werden die Diamide (I) erhalten, sie haben keine signifikante antileukämische Wirkung.

Cited by 3 publications

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Schiff Bases of Isatin and Adamantane-1-Carbohydrazide: Synthesis, Characterization and Anticonvulsant Activity

Schiff Bases of Isatin and Adamantane-1-Carbohydrazide: Synthesis, Characterization and Anticonvulsant Activity

Hawthorn (Crataegus): Biological Activity and New Strategies for Quality Control

The Palladium-Catalyzed Heteroarylation of Adamantylalkyl Amines with Dihalogenopyridines: Scope and Limitations

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