674792-11-1Relevant academic research and scientific papers
Discovery of a piperazine urea based compound as a potent, selective, orally bioavailable melanocortin subtype-4 receptor partial agonist
Hong, Qingmei,Bakshi, Raman K.,Palucki, Brenda L.,Park, Min K.,Ye, Zhixiong,He, Shuwen,Pollard, Patrick G.,Sebhat, Iyassu K.,Liu, Jian,Guo, Liangqin,Cashen, Doreen E.,Martin, William J.,Weinberg, David H.,MacNeil, Tanya,Tang, Rui,Tamvakopoulos, Constantin,Peng, Qianping,Miller, Randy R.,Stearns, Ralph A.,Chen, Howard Y.,Chen, Airu S.,Strack, Alison M.,Fong, Tung M.,MacIntyre, D. Euan,Wyvratt, Matthew J.,Nargund, Ravi P.
, p. 2330 - 2334 (2011/05/15)
We report the discovery of piperazine urea based compound 1, a potent, selective, orally bioavailable melanocortin subtype-4 receptor partial agonist. Compound 1 shows anti-obesity efficacy without potentiating erectile activity in the rodent models.
Cooperative, highly enantioselective phosphinothiourea catalysis of imine - Allene [3 + 2] cycloadditions
Fang, Yuan-Qing,Jacobsen, Eric N.
, p. 5660 - 5661 (2008/12/21)
A new family of phosphinthiourea catalysts was developed for the highly enantioselective synthesis of 2-aryl-2,5-hydropyrroles via a [3 + 2] cycloaddition of an electron-deficient allene with aryl and heteroaryl diphenylphosphinoylimines. The presence of
PIPERAZINE UREA DERIVATIVES AS MELANOCORTIN-4 RECEPTOR AGONISTS
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, (2010/11/30)
Certain novel piperazine urea derivatives are agonists of the human melanocortin-4 receptor (MC-4R) and, in particular, are receptor-subtype selective agonists of MC-4R. They are useful for the treatment, control, or prevention of diseases and disorders r
Asymmetric Synthesis of (2R,6R) and (2S,6S)-2,6-Dimethylpiperazine
Mickelson, John W.,Jacobsen, E. Jon
, p. 19 - 22 (2007/10/02)
The title compounds were prepared via two efficient routes.The first sequence utilized a diastereospecific triflate alkylation in the key bond forming step while the second method relied on a novel intramolecular Mitsunobu reaction to set the required stereochemistry.
Asymmetric Synthesis of 2,6-Methylated Piperazines
Mickelson, John W.,Belonga, Kenneth L.,Jacobsen, Jon E.
, p. 4177 - 4183 (2007/10/02)
The complete series of enantiopure 2,6-methylated piperazines was synthesized utilizing two alternative reactions in the key bond-forming step.The dimethyl enantiomers, (2R,6R)- and (2S,6S)-2,6-dimethylpiperazine (1, 2), were prepared using either a diastereoselective triflate alkylation or a novel intermolecular Mitsunobu reaction to set the required stereochemistry.The monomethyl derivatives, (R)- and (S)-tert-butyl 2-methyl-1-piperazinecarboxylate (3, 4) were also synthesized employing the Mitsunobu cyclization strategy while the trimethyl compounds, (R)- and (S)-2,2,6- trimethylpiperazine (5, 6) were prepared using an enantiospecific triflate alkylation as the principal reaction.These methods represent efficient, general strategies for preparing a variety of 2,6-methylated piperazines for which the absolute stereochemistry can be readily controlled.
