247102-85-8Relevant academic research and scientific papers
Synthesis of enantiomerically pure milnacipran analogs and inhibition of dopamine, serotonin, and norepinephrine transporters
Roggen, Heidi,Kehler, Jan,Stensbol, Tine Bryan,Hansen, Tore
, p. 2834 - 2837 (2008/02/05)
A series of Milnacipran analogs with variation in the aromatic moiety were prepared in high enantiomeric excess. Structure-activity relationships for two parallel enantiomeric series are described. The (-)-(1R,2S)-naphthyl analog (8h) showed the highest potency in the two series and is a triple reuptake inhibitor of the SERT, NET, and DAT.
Stereocontrolled synthesis of trisubstituted cyclopropanes: Expedient, atom-economical, asymmetric syntheses of (+)-bicifadine and DOV21947
Xu, Feng,Murry, Jerry A.,Simmons, Bryon,Corley, Edward,Fitch, Kenneth,Karady, Sandor,Tschaen, David
, p. 3885 - 3888 (2007/10/03)
An expedient, atom-economical, asymmetric synthesis of 1-aryl-3- azabicyclo[3.1.0]hexanes, including (+)-Bicifadine and DOV21947, in a single-stage through process without isolation of any intermediates has been developed. The key of this synthesis is the in-depth mechanistic understanding of the complicated epoxy nitrile coupling at each reaction stage. Therefore, the desired trisubstituted cyclopropane can be prepared in high ee and yield by controlling the reaction pathway through manipulating the nitrile anion aggregation state.
CYCLOPROPYL DERIVATIVES AS NK3 RECEPTOR ANTAGONISTS
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Page/Page column 57, (2010/02/10)
The present invention relates to cyclopropyl derivatives of formula (I) and salt thereof. These compounds are NK3 receptor antagonists and may therefore be useful for treatment of diseases where the NK3 receptor is implicated, e.g. psychotic disorders.
Synthesis of conformationally restricted analogs of baclofen, a potent GABA(B) receptor agonist, by the introduction of a cyclopropane ring
Shuto, Satoshi,Shibuya, Nobuko,Yamada, Shizuo,Ohkura, Takashi,Kimura, Ryohei,Matsuda, Akira
, p. 1188 - 1192 (2007/10/03)
Conformationally restricted analogs of baclofen (2), i.e., 5, 6, and their enantiomers ent-5, and ent-6, the conformations of which were restricted by introducing a cyclopropane ring, were designed as potential GABA(B) receptor ligands. Reaction of (R)-epichlorohydrin [(R)-7] and (4- chlorophenyl)acetonitrile in the presence of NaNH2 in benzene/tetrahydrofuran gave chiral cyclopropane derivatives 11 and 12, which were then converted into the target compounds 5 and 6, respectively. Their corresponding enantiomers, ent-5 and ent-6, were also synthesized starting from (S)-epichlorohydrin [(S)-7].
