Abstract:
:The key step in the synthesis of the pharmacologically interesting 1-phenyltetrahydro-3-benzazepine skeleton is the Michael addition of (2-lithiophenyl)acetaldehyde acetals, which are generated in situ upon treatment of the bromo acetals 5a,b with n-butyllithium, to beta-nitrostyrene (6). The reductive ring closure of the nitro acetals 7a,b succeeded with zinc dust and hydrochloric acid to give the 3-benzazepines 11a,b in good yields. The unsubstituted 3-benzazepine 11a showed a considerable affinity for the phencyclidine binding site of the NMDA receptor (Ki = 6.41 microM), whereas donor substituents in the aryl moiety (11b,c) reduce the affinity for the NMDA receptor.
journal_name
Arch Pharm (Weinheim)journal_title
Archiv der Pharmazieauthors
Wünsch B,Nerdinger S,Bauschke G,Höfner Gdoi
10.1002/ardp.19973300705subject
Has Abstractpub_date
1997-07-01 00:00:00pages
211-4issue
7eissn
0365-6233issn
1521-4184journal_volume
330pub_type
杂志文章abstract::This review emphasizes the relationship of breast cancer, estrogen receptor and ligands, especially the centrality of the estrogen receptor, which mediates on one hand the hormone-induced gene transcription and on the other hand the anti-estrogen action against breast cancer. The characterization of the estrogen recep...
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journal_title:Archiv der Pharmazie
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journal_title:Archiv der Pharmazie
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