Synthesis, Physicochemical and Anticonvulsant Properties of New N‐(Pyridine‐2‐yl) Derivatives of 2‐Azaspiro[4.4]nonane and [4.5]decane‐1,3‐dione. Part II

doi:10.1002/ardp.200500219

Paper

Synthesis, Physicochemical and Anticonvulsant Properties of New N‐(Pyridine‐2‐yl) Derivatives of 2‐Azaspiro[4.4]nonane and [4.5]decane‐1,3‐dione. Part II

Published May 1, 2006 · K. Kamiński, J. Obniska, A. Zagórska

Archiv der Pharmazie

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Abstract

A series of N‐(pyridine‐2‐yl) derivatives of 2‐azaspiro[4.4]nonane‐ (1a–e), 2‐azaspiro[4.5]decane‐ (2a–e) and 6‐methyl‐2‐azaspiro[4.5]decane‐1,3‐dione (3a–e) were synthesized and tested for their anticonvulsant activity in the maximum electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) seizure threshold tests. To explain the possible mechanism of action, the most active compounds N‐(3‐methylpyridine‐2‐yl)‐2‐azaspiro[4.4]nonane‐1,3‐dione (1b), N‐(3‐methylpyridine‐2‐yl)‐2‐azaspiro[4.5]decane‐1,3‐dione (2b), N‐(4‐methylpyridine‐2‐yl)‐2‐azaspiro[4.5]decane‐1,3‐dione (2c), and N‐(3‐methylpyridine‐2‐yl)‐6‐methyl‐2‐azaspiro[4.5]decane‐1,3‐dione (3b) were tested in vitro for their influence on voltage‐sensitive calcium channel receptors, however, they revealed low affinities. For all synthesized compounds the lipophilicity was determined by use of RP‐TLC method. The correlation between the lipophilicity and anticonvulsant activity was obtained – the higher the lipophilicity the stronger the anticonvulsant efficacy.

In Vitro Study

Study Snapshot

N-(pyridine-2-yl) derivatives of 2azaspiro[4.4]nonane and [4.5]decane1,3dione show anticonvulsant activity, with higher lipophilicity indicating stronger anticonvulsant efficacy.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis, Physicochemical and Anticonvulsant Properties of New N‐(Pyridine‐2‐yl) Derivatives of 2‐Azaspiro[4.4]nonane and [4.5]decane‐1,3‐dione. Part II

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References

Synthesis, physicochemical and anticonvulsant properties of N-benzyl and N-aminophenyl derivatives of 2-azaspiro[4.4]nonane and [4.5]decane-1,3-dione. Part I.

N-aminophenyl-2-azaspiro[4.4]nonane-1,3-dione 1j shows the most potent anticonvulsant activity, with a ED50 of 76.27 mg kg-1, and its structure has been solved.

Quantitative structure-retention and retention-activity relationships of some 1,3-oxazolidine systems by RP-HPTLC and PCA.

Lipophilicity plays a crucial role in determining the retention and activity of 1,3-oxazolidine systems, with factors scores effectively separating compounds based on congeneric similarity.

Evaluation of lipophilicity and antitumour activity of parallel carboxamide libraries.

Higher lipophilicity values in carboxamides correlate with their antitumor activity, suggesting that determining lipophilicity through measurements or calculations can help predict their biological activities.

Ca2+ channels and epilepsy.

Voltage-dependent calcium channels play a significant role in epilepsy, and understanding this link could lead to the development of new therapeutic agents.

Relationship between lipophilicity and antitumor activity of molecule library of Mannich ketones determined by high-performance liquid chromatography, clogP calculation and cytotoxicity test.

Higher lipophilicity values in Mannich ketones are associated with increased antitumor and apoptotic activity, suggesting that determining lipophilicity may help predict their biological activities.

Citations

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Biological evaluation, docking studies, and in silico ADME prediction of some pyrimidine and pyridine derivatives as potential EGFRWT and EGFRT790M inhibitors

Compounds 8 and 14 show potential as EGFRWT and EGFRT790M inhibitors, showing outstanding effects on various cancer cell lines and antioxidant activity.

One pot multi‐component synthesis of functionalized spiropyridine and pyrido[2,3‐d]pyrimidine scaffolds and their potent in‐vitro anti‐inflammatory and anti‐oxidant investigations

The synthesized compounds show comparable anti-inflammatory activity to diclofenac and excellent anti-oxidant activity compared to ascorbic acid.

Synthesis of novel substituted pyridines from 1-(3-aminophenyl)-3-(1H-indol-3-yl)prop-2-en-1-one and their anticancer activity

Novel substituted pyridine derivatives synthesized from 3-indole carboxaldehyde and 3-aminoacetophenone show anticancer activity against HEPG2 and MCF-7 in vitro and some in vivo.

Current Research on Antiepileptic Compounds

New antiepileptic compounds show promising properties, offering potential for more effective and safer treatments, potentially reducing refractory seizures and poor response to drug therapy.

Design, synthesis and biological activity of new amides derived from 3-methyl-3-phenyl-2,5-dioxo-pyrrolidin-1-yl-acetic acid.

New 3-methyl-3-phenyl-2,5-dioxo-pyrrolidin-1-yl-acetamides show potential as anticonvulsants and analgesics in animal models of epilepsy, with some showing potential in reducing motor coordination impairment.

Design and synthesis of certain substituted cycloalkanecarboxamides structurally related to safinamide with anticonvulsant potential

Compound 13b, a novel safinamide derivative, shows promising anticonvulsant activity with a tenfold lower ED50 value than safinamide, making it a potential new treatment for epilepsy.