Synthesis and anticonvulsant properties of 2,3,3a,4-tetrahydro-1H-pyrrolo[1,2-a]benzimidazol-1-one derivatives.
A number of novel 1H-pyrrolo[1,2-a]benzimidazol-1-one derivatives were prepared and their anticonvulsant properties evaluated. The new synthesized compounds proved to possess anticonvulsant effects depending on the nature of substituents at C-6, C-2, and C-3a positions of the polycyclic system. In particular, the 6-chloro-3a-(p-tolyl)-2,3,3a,4-tetrahydro-1H-pyrrolo[1,2-a]benzimidazol-1-one derivative (22) displayed potency fivefold higher than unsubstituted compound (13).
Chimirri
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A
Dipartimento Farmaco-Chimico, Università di Messina, Italy. chimirri@pharma.unime.it
De Sarro
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A
De Sarro
G
G
Gitto
R
R
Zappalà
M
M
D000161:Acoustic Stimulation; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use*; D004353:Drug Evaluation, Preclinical; D057927:Hydrophobic and Hydrophilic Interactions; D051379:Mice; D008811:Mice, Inbred DBA; D011760:Pyrrolidinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000627:therapeutic use*; D012640:Seizures / Q000188:drug therapy*; D013329:Structure-Activity Relationship
D000927:Anticonvulsants; D001562:Benzimidazoles; D011760:Pyrrolidinones