141407-20-7Relevant academic research and scientific papers
Malaria causal prophylactic activity of imidazolidinedione derivatives
Guan, Jian,Wang, Xihong,Smith, Kirsten,Ager, Arba,Gettayacamin, Montip,Kyle, Dennis E.,Milhous, Wilbur K.,Kozar, Michael P.,Magill, Alan J.,Lin, Ai J.
, p. 6226 - 6231 (2007)
A series of acid-stable carboxamide derivatives of 2- guanidinoimidazolidinedione (5a-c and 6a-c) were prepared as potential malaria prophylactic and radical cure agents. The new compounds showed moderate to good causal prophylactic activity in mice infec
2-Guanidinylimidazolidinedione compounds and methods of making and using thereof
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Page/Page column 6; 7, (2010/02/12)
Disclosed herein are 2-guanidinylimidazolidinedione compounds having the structural formula A or B wherein R1 and R2 are each independently a hydrogen, halogen, alkyl, alkoxyl, amino, alkylamino or aralkyl, and wherein R3
Unambiguous synthesis and prophylactic antimalarial activities of imidazolidinedione derivatives
Zhang, Quan,Guan, Jian,Sacci, John,Ager, Arba,Ellis, William,Milhous, Wilbur,Kyle, Dennis,Lin, Ai J.
, p. 6472 - 6481 (2007/10/03)
WR182393, a guanidinoimidazolidinedione derivatives with potent causal prophylactic antimalarial activity by intramuscular injection, was previouly prepared by treatment of chloroproguanil and diethyl oxalate, yielding a mixture of two closely related iso
Structure identification and prophylactic antimalarial efficacy of 2-guanidinoimidazolidinedione derivatives
Guan, Jian,Zhang, Quan,Montip, Gettayacamin,Karle, Jean M.,Ditusa, Charles A.,Milhous, Wilbur K.,Skillman, Donald R.,Lin, Ai J.
, p. 699 - 704 (2007/10/03)
The reported synthetic procedure of WR182393, a 2- guanidinoimidazolidinedione derivative with high prophylactic antimalarial activity, was found to be a mixture of three closely related products. Poor solubility of WR182393 in both water and organic solvents and its impractical synthetic method have made the purification and structure identification of the reaction mixture a highly challenging task. The problems were circumvented by prodrug approach involving carbamate formation of the mixture, which enhances the solubility of the mixture in common organic solvents and facilitates the separation and structure determination of the two products. The structures of the two components were determined by X-ray crystallography and NMR of their corresponding carbamates 3a and 4a. Additional alkyl carbamates were prepared according to the same approach and two new carbamates 3b and 4d were found to possess higher intramuscular (im) efficacy than the parent compound WR182393 against Plasmodium cynomolgi in Rhesus monkey.
