784202-24-0Relevant academic research and scientific papers
Synthesis and cytotoxicity of substituted ethyl 2-phenacyl-3-phenylpyrrole-4-carboxylates
Evans, Michael A.,Smith, Daniel C.,Holub, Justin M.,Argenti, Anthony,Hoff, Mafoloe,Dalglish, Gerard A.,Wilson, Donna L.,Taylor, Brett M.,Berkowitz, Joshua D.,Burnham, Bruce S.,Krumpe, Keith,Gupton, John T.,Scarlett, Tanya C.,Durham Jr., Richard W.,Hall, Iris H.
, p. 181 - 190 (2003)
The substituted ethyl-2-phenacyl-3-phenylpyrrole-4-carboxylates were synthesized by a condensation of a beta-chloroenal and an alpha-aminoketone under neutral conditions. They proved to be potent cytotoxic agents against the growth of murine L1210 and P38
Enaminone amides as novel orally active GABAA receptor modulators
Hogenkamp, Derk J.,Johnstone, Timothy B. C.,Huang, Jin-Cheng,Li, Wen-Yen,Tran, Minhtam,Whittemore, Edward R.,Bagnera, Rudy E.,Gee, Kelvin W.
, p. 3369 - 3379 (2008/02/09)
A series of enaminone esters and amides have been developed as potent allosteric modulators of γ-aminobutyric acidA (GABA A) receptors. The compounds bind to a novel modulatory site that is independent of the benzodiazepine (BZ), isosteric GABA, and neuroactive steroid binding sites. Structure-activity relationship (SAR) studies resulted in the synthesis of the c-Bu amide 16h with an in vitro potency of 7 nM based on inhibition of [35S]TBPS binding. The activity of the enaminones as positive allosteric modulators was confirmed with electrophysiological measurements in oocytes expressing α1β2γ 2L GABAA receptors. The i-Pr, s-Bu, c-Pr, and c-Bu amides (16e-h) were orally active in mice with profound central nervous system depressant effects. The i-Pr amide 16e was an orally active anxiolytic in the mouse light-dark paradigm.
Lipid-Lowering Effects of Ethyl 2-Phenacyl-3-aryl-1H-pyrrole-4-carboxylates in Rodents
Holub, Justin M.,O'Toole-Colin, Kathy,Getzel, Adam,Argenti, Anthony,Evans, Michael A.,Smith, Daniel C.,Dalglish, Gerard A.,Rifat, Shahzad,Wilson, Donna L.,Taylor, Brett M.,Miott, Ulander,et al.
, p. 135 - 157 (2007/10/03)
A series of substituted 2-phenacyl-3-phenyl-1H-pyrrole-4-carboxylates were prepared from substituted acetophenones in 6 steps. The final condensations between a chloroenal and an aminoketone were carried out under neutral conditions in parallel to yield the series listed below. Selected pyrrole derivatives proved to be potent hypolipidemic agents lowering serum triglyceride concentrations in CF-1 male mice after 14 days of I.P. administration. One agent orally lowered serum cholesterol in Sprague-Dawley male rats at 2 mg/kg/day after 14 days. The agents demonstrated a lowering of mouse serum LDL-cholesterol levels and selected compounds showed an elevation of serum HDL-cholesterol levels. The cholesterol concentrations in the liver were raised while the cholesterol and triglyceride contents of the aorta were significantly lowered by the selected trisubstituted pyrrole.
