313740-83-9

Basic information

• Product Name: 7-{4-[2-(butoxy)ethoxy]phenyl}-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide
• Synonyms: 7-{4-[2-(butoxy)ethoxy]phenyl}-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide
• CAS NO: 313740-83-9
• Molecular Weight: 625.852
• Mol File: 313740-83-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 7-{4-[2-(butoxy)ethoxy]phenyl}-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 7-{4-[2-(butoxy)ethoxy]phenyl}-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide(313740-83-9)
• EPA Substance Registry System: 7-{4-[2-(butoxy)ethoxy]phenyl}-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide(313740-83-9)

Safety Data

• Hazardous Substances Data: 313740-83-9(Hazardous Substances Data)

Upstream product

• 497856-41-4 methyl 7-bromo-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate 
• 329347-27-5 4-[(4-bromo-2-formylphenyl)(propyl)amino]butanoic acid 
• 34743-88-9 2-(4-bromophenoxy)ethanol 
• 3470-99-3 1-(3-propyl)-pyrrolidin-2-one 
• 122-99-6 2-Phenoxyethanol 
• 93777-26-5 5-bromo-2-fluorobenzaldehyde 
• 3951-89-1 7-bromo-1,2,3,4-tetrahydro-5H-1-benzazepin-5-one 
• 313944-29-5 methyl 7-[4-(2-butoxyethoxy)phenyl]-1-[(2-methyl-1,3-dioxolan-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate 
• 313738-91-9 7-[4-(2-butoxyethoxy)phenyl]-1-propyl-2,3,4,5-tetrahydro-1H-1-benzazepine-5-one 
• 313738-96-4 7-{4-[2-(butoxy)ethoxy]phenyl}-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 
• 313728-79-9 7-bromo-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}phenyl)-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide 
• 313728-56-2 tert-butyl 4-(propylamino)butanoate 
• 39255-24-8 1-bromo-4-[2-(butoxy)ethoxy]benzene 
• 10503-96-5 1-(2-chloroethoxy)butane 

Relevant articles and documents

Practical synthesis of an orally active CCR5 antagonist, 7-{4-[2-(Butoxy)-ethoxy]phenyl}-N-(4-{[methyl(tetrahydro-2H-pyran-4-yl)amino] methyl}phenyl)-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxamide

A practical method of synthesizing 7-{4-[2-(butoxy)ethoxy]-phenyl}-N-(4- {[methyl(tetrahydro-2H-pyran-4-yl)amino]methyl}-phenyl)-1-propyl-2, 3-dihydro-1H-1-benzazepine-4-carboxamide (8), an orally active CCR5 antagonist, has been developed. Methyl 7-bromo-1-propyl-2,3-dihydro-1H-1-benzazepine-4- caboxylate (14a) was synthesized in good yield by the esterification of 4-[(4-bromo-2-formylphenyl)(propyl)amino]butanoic acid (13) followed by an intramolecular Claisen type reaction with 28% sodium methoxide in dimethyl carbonate as a solvent in one pot. The Suzuki-Miyaura reaction of 14a and 1-bromo-4-(2-butoxyethoxy)benzene (10) followed by hydrolysis and amidation gave 8. A new inexpensive method without chromatographic purification was established.

BENZAZEPINE DERIVATIVES, PROCESS FOR THE PREPARATION OF THE SAME AND USES THEREOF

Compounds of the general formula (I): or salts thereof, which exhibit CCR5 antagonism and exert preventive and therapeutic effects against HIV infections: wherein R1 is a 5- to 6-membered aromatic ring which bears a substituent represented by the general formula: R-Z1-X-Z2- (wherein R1 is hydrogen or optionally substituted hydrocarbyl; X is optionally substituted alkylene; and Z1 and Z2 are each a heteroatom) and may be further substituted, with R being optionally bonded to the aromatic ring to form another ring; Y is optionally substituted imino; and R2 and R3 are each optionally substituted aliphatic hydrocarbyl or an optionally substituted hetero-alicyclic group.