+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Synthesis, characterization and anticonvulsant activity of enaminones. Part 6: Synthesis of substituted vinylic benzamides as potential anticonvulsants



Synthesis, characterization and anticonvulsant activity of enaminones. Part 6: Synthesis of substituted vinylic benzamides as potential anticonvulsants



Bioorganic and Medicinal Chemistry 7(11): 2415-2425



A comparison of enaminones from various unsubstituted and p-substituted benzamides to the analogous benzylamines has been undertaken with the aim of elucidating the essential structural parameters necessary for anticonvulsant activity. Initial studies on methyl 4-N-(benzylamino)-6-methyl-2-oxocyclohex-3-en-1-oate, 3a, 3-N-(benzylamino)cyclohex-2-en-1-one, 3p, and 5,5-dimethyl-3-N-(benzylamino)-cyclohex-2-en-1-one, 3r indicated that benzylamines possessed significant anti-maximal electroshock seizure (MES) activity. Evaluation of the analogous benzamides revealed significant differences in anticonvulsant activity, these differences were most probably related to the differences in their three-dimensional structures.

Please choose payment method:






(PDF emailed within 1 workday: $29.90)

Accession: 047516936

Download citation: RISBibTeXText

PMID: 10632051


Related references

Synthesis, characterization and anticonvulsant activity of enaminones. Part 6: Synthesis of substituted vinylic benzamides as potential anticonvulsants. Bioorganic & Medicinal Chemistry 7(11): 2415-2425, 1999

Enaminones 9. Further studies on the anticonvulsant activity and potential type IV phosphodiesterase inhibitory activity of substituted vinylic benzamides. Bioorganic and Medicinal Chemistry 14(4): 997, 2006

Synthesis and anticonvulsant activity of enaminones. Part 7. Synthesis and anticonvulsant evaluation of ethyl 4-[(substituted phenyl)amino]-6-methyl-2-oxocyclohex-3-ene-1-carboxylates and their corresponding 5-methylcyclohex-2-enone derivatives. European Journal of Medicinal Chemistry 38(1): 49-64, 2003

Synthesis, characterization, and anticonvulsant activity of enaminones. Part 5: investigations on 3-carboalkoxy-2-methyl-2,3-dihydro-1H-phenothizin-4[10H]-one derivatives. Bioorganic and Medicinal Chemistry 6(12): 2289-2299, 1998

Rational conception, synthesis and evaluation of phenytoinergic potential anticonvulsants. A series ofretrobenzamides: N-(nitrophenyl) benzamides and N-(aminophenyl) benzamides. Journal de Pharmacie de Belgique 52(5): 181-189, 1998

Synthesis and anticonvulsant activity of enaminones: 3. Investigations on 4'-, 3'-, and 2'-substituted and polysubstituted anilino compounds, sodium channel binding studies, and toxicity evaluations-1,2. Journal of Medicinal Chemistry 38(20): 4033, 1995

A base-catalyzed solution-phase parallel synthesis of substituted vinylic benzamides from 3-amino-2-cyclohexanones. Journal of Combinatorial Chemistry 6(6): 950-954, 2004

Potential anticonvulsants. 11. Synthesis and anticonvulsant activity of spiro[1,3-dioxolane-2,3'-indolin]-2'-ones and structural analogs. Journal of Medicinal Chemistry 31(5): 1001-1005, 1988

Potential anticonvulsants. 11. Synthesis and anticonvulsant activity of spiro[1,3-dioxolane-2,3'-indolin]-2'-ones and structural analogues. Journal of Medicinal Chemistry 31(5): 1001-1005, 1988

Synthesis and anticonvulsant activity of enaminones. Journal of Medicinal Chemistry 35(15): 2798-2805, 1992

Design, synthesis and pharmacological evaluation of alpha-substituted N-benzylamides of gamma-hydroxybutyric acid with potential GABA-ergic activity. Part 6. Search for new anticonvulsant compounds. Acta Poloniae Pharmaceutica 64(2): 127-137, 2007

Synthesis and potential anticonvulsant activity of new N-3-substituted 5,5-cyclopropanespirohydantoins. European Journal of Medicinal Chemistry 44(1): 296-302, 2009

Synthesis, characterization and anticonvulsant activity evaluation of some 1,4-dihydropyridines and 3,5-(substituted)oxycarbonyl-1,4-dihydro-2,6-dimethyl-N-[2-(4-sulfamoylphenylamino)-acetyl]-4-(substituted)pyridines. Acta Poloniae Pharmaceutica 66(2): 147-153, 2009

Synthesis and anticonvulsant activity of enaminones. 4. Investigations on isoxazole derivatives. European Journal of Medicinal Chemistry 37(8): 635-648, 2002

Novel Benzamides as Selective and Potent Gastrokinetic Agents. III. Synthesis and Structure-Activity Relationships of 4-Amino-5-chloro-2-methoxy- and 2-Ethoxy-N-((4-substituted 2-morpholinyl)methyl)- benzamides. Chemical & Pharmaceutical Bulletin 40(3): 652-660, 1992