497856-41-4

Basic information

• Product Name: 1H-1-Benzazepine-4-carboxylic acid, 7-bromo-2,3-dihydro-1-propyl-, methyl ester
• CAS NO: 497856-41-4
• Molecular Formula: C15H18BrNO2
• Molecular Weight: 324.217
• Mol File: 497856-41-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-1-Benzazepine-4-carboxylic acid, 7-bromo-2,3-dihydro-1-propyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1-Benzazepine-4-carboxylic acid, 7-bromo-2,3-dihydro-1-propyl-, methyl ester(497856-41-4)
• EPA Substance Registry System: 1H-1-Benzazepine-4-carboxylic acid, 7-bromo-2,3-dihydro-1-propyl-, methyl ester(497856-41-4)

Safety Data

• Hazardous Substances Data: 497856-41-4(Hazardous Substances Data)

Usage

Structure

Heterocyclic compound with a benzene ring fused to a seven-membered nitrogen-containing ring

Functional groups

Carboxylic acid and methyl ester groups

Presence of a bromine atom

Indicates potential pharmacological properties

Presence of a propyl group

Indicates potential pharmacological properties

Possible use as a drug candidate

May be of interest in pharmaceutical research, particularly in the development of new medications for various health conditions

Importance in chemical research

Its chemical properties and potential applications make it a subject of interest for further study.

Upstream product

• 3470-99-3 1-(3-propyl)-pyrrolidin-2-one 

Downstream Products

• 313738-96-4 7-{4-[2-(butoxy)ethoxy]phenyl}-1-propyl-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 
• 313740-83-9 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 
• 497855-99-9 methyl 7-[4-(2-propoxyethoxy)phenyl]-1-propyl-2,3-dihydro-1-benzazepine-4-carbonate 

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.