Add time:07/17/2019 Source:sciencedirect.com
To continue our systematic SAR studies, two series of N-benzyl- (X = CH2) and N-aminophenyl- (X = NH) derivatives of 2-azaspiro[4.4]nonane (1a–1j) and 2-azaspiro[4.5]decane-1,3-dione (2a–2j) were synthesized, and evaluated in maximum electroshock seizure (MES), subcutaneous pentylenetetrazole (sc.MET) and rotorod (TOX) tests for their anticonvulsant activity. Among those derivatives, the most potent N-aminophenyl-2-azaspiro[4.4]nonane-1,3-dione 1j had ED50 = 76.27 mg kg–1. X-ray structures for two pairs of derivatives with a different linker were solved. Then 3-D data for the active 1j versus less active 2j, both having an imine linker (X = NH), and the respective parent of compounds with a methylene linker (X = CH2) (1a and 2a) were discussed.
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