128226-43-7Relevant academic research and scientific papers
Total Synthesis of (-)-Daphenylline
Yamada, Ryosuke,Adachi, Yohei,Yokoshima, Satoshi,Fukuyama, Tohru
, p. 6067 - 6070 (2016)
Total synthesis of (-)-daphenylline, a hexacyclic Daphniphyllum alkaloid, was achieved. Construction of the tricyclic DEF ring system was initiated by asymmetric Negishi coupling followed by an intramolecular Friedel-Crafts reaction. Installation of a side chain onto the tricyclic core was carried out through Sonogashira coupling, stereocontrolled Claisen rearrangement by taking advantage of the characteristic conformation of the tricyclic DEF core, and the stereoselective alkylation of a lactone. After the introduction of a glycine unit, the ABC ring system was stereoselectively constructed through intramolecular cycloaddition of the cyclic azomethine ylide.
A novel, non-substrate-based series of glycine type 1 transporter inhibitors derived from high-throughput screening
Lowe,Drozda,Qian,Peakman,Liu,Gibbs,Harms,Schmidt,Fisher,Strick,Schmidt,Vanase,Lebel
, p. 1675 - 1678 (2007/10/03)
The synthesis and structure-activity relationships (SAR) of a series of indane and tetralin inhibitors of the type 1 glycine transporter, derived from a high-throughput screening (HTS) hit, are described. Key modifications that reduced the 5HT1B receptor
Catalytic enantioselective Negishi reactions of racemic secondary benzylic halides
Arp, Forrest O.,Fu, Gregory C.
, p. 10482 - 10483 (2007/10/03)
This report describes the first enantioselective cross-couplings of racemic secondary benzylic halides, specifically, nickel-catalyzed Negishi reactions of bromides and chlorides. The catalyst components are commercially available and air-stable, and the reaction is not highly oxygen- or moisture-sensitive (it can be set up in the air). The method has been applied to the catalytic enantioselective synthesis of intermediates employed by others in the generation of bioactive compounds (e.g., trikentrin A and an androgen receptor agonist). Copyright
Indanyl piperazines as melatonergic MT2 selective agents
Mattson, Ronald J.,Catt, John D.,Keavy, Daniel,Sloan, Charles P.,Epperson, James,Gao, Qi,Hodges, Donald B.,Iben, Lawrence,Mahle, Cathy D.,Ryan, Elaine,Yocca, Frank D.
, p. 1199 - 1202 (2007/10/03)
Optimization of a benzyl piperazine pharmacophore produced N-acyl-4-indanyl-piperazines that bind with high affinity to melatonergic MT2 receptors. (R)-4-(2,3-dihydro-6-methoxy-1H-inden-1-yl)-N-ethyl-1-piperazine-carboxamide fumarate (13) is a water soluble, selective MT2 agonist, which produces advances in circadian phase in rats at doses of 1-56 mg/kg that are no different from those of melatonin at 1 mg/kg. Unlike melatonin, 13 produced only weak contractile effects in rat tail artery.
