168080-31-7Relevant academic research and scientific papers
Novel and efficient copper-catalysed synthesis of nitrogen-linked medium-ring biaryls
Kenwright, Jayne L.,Galloway, Warren R. J. D.,Blackwell, David T.,Isidro-Llobet, Albert,Hodgkinson, James,Wortmann, Lars,Bowden, Steven D.,Welch, Martin,Spring, David R.
, p. 2981 - 2986 (2011/04/24)
Herein, a new copper-catalysed strategy for the synthesis of rare nitrogen-linked seven-, eight- and nine-membered biaryl ring systems is described. It is proposed that the reaction proceeds through a highly activated intramolecularly co-ordinated copper
Atropisomerism in the vaptan class of vasopressin receptor ligands: The active conformation recognized by the receptor
Tabata, Hidetsugu,Nakagomi, Jun,Morizono, Daisuke,Oshitari, Tetsuta,Takahashi, Hideyo,Natsugari, Hideaki
supporting information; experimental part, p. 3075 - 3079 (2011/05/05)
(Chemical Equation Presented) Latent chirality: Atropisomerism in the vaptan class of vasopressin receptor ligands with N-benzoyl benzo-fused seven-membered-ring nitrogen heterocycles was investigated by freezing the axis by ortho substitution. The aS/aR atropisomers caused by the Ar-N(=CO) axis were separated to reveal that the vasopressin receptor recognizes the cis,aS conformation (see picture; R=CH3, X= -CO-, Y=H) when it binds to the ligand.
Structure-activity study of novel tricyclic benzazepine arginine vasopressin antagonists
Sum, Fuk-Wah,Dusza, John,Delos Santos, Efren,Grosu, George,Reich, Marvin,Du, Xumei,Albright, J. Donald,Chan, Peter,Coupet, Joseph,Ru, Xun,Mazandarani, Hossein,Saunders, Trina
, p. 2195 - 2198 (2007/10/03)
Novel tricyclic benzazepine derivatives were synthesized as arginine vasopressin (AVP) antagonists. Several tricyclic compounds showed potent antagonistic activity in rat AVP receptors V1a and V2. Derivatives containing pyrrolo-tricy
Enantioselective synthesis of the metabolites of vasopressin V2 receptor antagonist OPC-31260 via lipase-catalyzed transesterification
Matsubara, Jun,Kitano, Kazuyoshi,Otsubo, Kenji,Kawano, Yoshikazu,Ohtani, Tadaaki,Bando, Masahiko,Kido, Masaru,Uchida, Minoru,Tabusa, Fujio
, p. 4667 - 4682 (2007/10/03)
The optical isomers of 5-dimethylamino-1-[4-(2- methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine (OPC-31260, 1) and its metabolites (2, 3, 4, 5 and 6) were enantioselectively synthesized. The chiral acetate 8b and alcohol 7a were prepared via the resolution of the racemic alcohol (±)-7 using the lipase-mediated transesterification in vinyl acetate. The compounds 8b and 7a were converted to the hydroxy metabolites (2a and 2b), the methylamine metabolites (3a and 3b), the dimethylamines (1a and 1b), and the amine metabolites (4a and 4b) in several steps while maintaining their absolute configurations. The 4,5-diol metabolites (5a, 5b, 6a and 6b) were synthesized from the key intermediates obtained by the lipase-catalyzed transesterification. (C) 2000 Elsevier Science Ltd.
