TY - JOUR
T1 - Anticonvulsant activity of 1‐alkyl‐4‐substituted 3,5‐pyrazolidinediones
AU - Kornet, M. J.
AU - Thorstenson, J. H.
AU - Lubawy, W. C.
N1 - Funding Information:
The authors are grateful to the Epilepsy Foundation of America for a research grant. They also thank Dr. Po0 An Thio for many helpful discussions, Miss Marsha Hall for technical assistance in the pharmacological analyses, and Mr. Joseph Graft for constructing the convulsant apparatus. x To whom inquiries should be directed.
Funding Information:
The authors gratefully acknowledge the financial support of the American Foundation for Pharmaceutical Education and the Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi. To whom inquiries should be directed.
PY - 1974/7
Y1 - 1974/7
N2 - Methods were developed for the synthesis of 1‐methyl‐4‐substituted 3,5‐pyrazolidinediones. These compounds are related to phensuximide and diphenylhydantoin and were prepared as potential anticonvulsant agents. The reaction between substituted malonic esters and methylhydrazine in the presence of sodium methoxide was employed to prepare a series of 1‐methyl‐4,4‐disubstituted 3,5‐pyrazolidinediones. 1‐Methyl‐4‐phenyl‐3,5‐pyrazolidinedione was prepared from diethyl phenylmalonate and methylhydrazine. 1,4‐Diethyl‐4‐phenyl‐3,5‐pyrazolidinedione was obtained by the alkylation of 4‐ethyl‐4‐phenyl‐3,5‐pyrazolidinedione with ethyl bromide in the presence of potassium tert‐butoxide as the base. All compounds are novel and were characterized by elemental analysis and IR and PMR spectrometry. All products were evaluated by maximal electroshock seizure and pentylenetetrazol seizure threshold tests.
AB - Methods were developed for the synthesis of 1‐methyl‐4‐substituted 3,5‐pyrazolidinediones. These compounds are related to phensuximide and diphenylhydantoin and were prepared as potential anticonvulsant agents. The reaction between substituted malonic esters and methylhydrazine in the presence of sodium methoxide was employed to prepare a series of 1‐methyl‐4,4‐disubstituted 3,5‐pyrazolidinediones. 1‐Methyl‐4‐phenyl‐3,5‐pyrazolidinedione was prepared from diethyl phenylmalonate and methylhydrazine. 1,4‐Diethyl‐4‐phenyl‐3,5‐pyrazolidinedione was obtained by the alkylation of 4‐ethyl‐4‐phenyl‐3,5‐pyrazolidinedione with ethyl bromide in the presence of potassium tert‐butoxide as the base. All compounds are novel and were characterized by elemental analysis and IR and PMR spectrometry. All products were evaluated by maximal electroshock seizure and pentylenetetrazol seizure threshold tests.
KW - 1‐Methyl‐4,4‐disubstituted 3,5‐pyrazolidinediones—synthesis, evaluation of anticonvulsant activity
KW - 3,5‐Pyrazolidinediones, 1‐methyl‐4,4‐disubstituted—synthesis, evaluation of anticonvulsant activity
KW - Anticonvulsant activity—synthesis and evaluation of 1‐methyl‐4‐substituted 3,5‐pyrazolidinediones
UR - http://www.scopus.com/inward/record.url?scp=0016241820&partnerID=8YFLogxK
U2 - 10.1002/jps.2600630712
DO - 10.1002/jps.2600630712
M3 - Article
C2 - 4850600
AN - SCOPUS:0016241820
SN - 0022-3549
VL - 63
SP - 1090
EP - 1093
JO - Journal of Pharmaceutical Sciences
JF - Journal of Pharmaceutical Sciences
IS - 7
ER -