7353-59-5Relevant articles and documents
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Mannich et al.
, p. 54,61 (1937)
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Further exploration of 1-{2-[Bis-(4-fluorophenyl)methoxy]ethyl}piperazine (GBR 12909): Role of N-aromatic, N-heteroaromatic, and 3-oxygenated N-phenylpropyl substituents on affinity for the dopamine and serotonin transporter
Lewis, David,Zhang, Ying,Prisinzano, Thomas,Dersch, Christina M.,Rothman, Richard B.,Jacobson, Arthur E.,Rice, Kenner C.
, p. 1385 - 1389 (2007/10/03)
A series of N-aromatic, N-heteroaromatic, and oxygenated N-phenylpropyl derivatives of 1-(2-benzhydryloxyethyl)-piperazine and 1-{2-[bis-(4-fluorophenyl)methoxy]ethyl}piperazine, analogues of GBR 12909 (1a) and 12935 (1b), was synthesized and examined for their dopamine (DAT) and serotonin (SERT) transporter binding properties. One of these compounds, racemic 3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]-1-(3-fluorophenyl)-propan-1-ol (33), had DAT affinity as good as, or better than, GBR 12909 and 12935, and was more selective for DAT over SERT than the GBR compounds. Both trans- (43) and cis- (47) (±)-2-(4-{2-[bis-(4-fluorophenyl)-methoxy]ethyl}piperazin-1- ylmethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol had relatively good SERT selectivity and, as well, showed high affinity for SERT.
A synthetic approach to benanomicin A. 1. Synthesis of 5,6-dihydrobenzo[a] naphthacenequinone
Hirosawa, Sehei,Nishizuka, Toshio,Kondo, Shinichi,Ikeda, Daishiro,Takeuchi, Tomio
, p. 685 - 689 (2007/10/03)
5,6-Dihydrobenzo[a] naphthacenequinone has been constructed by DIELS-ALDER reaction of an outer-ring diene with a naphthoquinone regioselectively. Similarly, the 14-hydroxy-5,6-dihydrobenzo[a] naphthacenequinone has also been synthesized via the reaction of vinylketene acetal with naphthoquinone.