198978-46-0

Basic information

• Product Name: 1-Phenyl-1,2-dihydro-benzo[d]azepine-3-carboxylic acid benzyl ester
• Synonyms: 1-Phenyl-1,2-dihydro-benzo[d]azepine-3-carboxylic acid benzyl ester
• CAS NO: 198978-46-0
• Molecular Weight: 355.436
• Mol File: 198978-46-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Phenyl-1,2-dihydro-benzo[d]azepine-3-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-1,2-dihydro-benzo[d]azepine-3-carboxylic acid benzyl ester(198978-46-0)
• EPA Substance Registry System: 1-Phenyl-1,2-dihydro-benzo[d]azepine-3-carboxylic acid benzyl ester(198978-46-0)

Safety Data

• Hazardous Substances Data: 198978-46-0(Hazardous Substances Data)

Upstream product

• 112396-13-1 2-(2-bromophenyl)acetaldehyde dimethyl acetal 
• 5153-67-3 nitrostyrene 
• 198978-45-9 {2-[2-(2,2-Dimethoxy-ethyl)-phenyl]-2-phenyl-ethyl}-carbamic acid benzyl ester 

Downstream Products

• 20390-68-5 (+/-)-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 

Relevant articles and documents

Noncompetitive NMDA Antagonists: A novel synthesis of 1-phenyltetrahydro-3-benzazepines

The key step in the synthesis of the pharmacologically interesting l-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 β-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 (K(i) = 6.41 μM), whereas donor substituents in the aryl moiety (11b,c) reduce the affinity for the NMDA receptor.