39255-24-8

Usage

Uses

Used in Chemical Synthesis:
1-Bromo-4-(2-butoxyethoxy)benzene is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for further reactions and modifications, making it a valuable component in the creation of new molecules for different applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Bromo-4-(2-butoxyethoxy)benzene is used as a starting material for the development of new drugs. Its chemical properties enable it to be modified and combined with other compounds to create potential therapeutic agents.
Used in Material Science:
1-Bromo-4-(2-butoxyethoxy)benzene is also utilized in material science for the development of new materials with specific properties. Its ability to be incorporated into polymers and other materials can lead to the creation of innovative products with unique characteristics.
Safety Precautions:
It is important to handle 1-Bromo-4-(2-butoxyethoxy)benzene with care, as it is classified as hazardous. It can cause skin and eye irritation, so proper protective equipment should be worn during its use. Additionally, it should be stored and disposed of properly to minimize any potential environmental hazards.

Upstream product

• 106-41-2 4-bromo-phenol 
• 10503-96-5 1-(2-chloroethoxy)butane 
• 542-69-8 1-iodo-butane 
• 34743-88-9 2-(4-bromophenoxy)ethanol 
• 109-65-9 1-bromo-butane 
• 122-99-6 2-Phenoxyethanol 

Downstream Products

• 279262-28-1 {4-[2-(butoxy)ethoxy]phenyl}boronic acid 
• 313750-60-6 methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-2,3-dihydro-1H-1-benzazepine-4-carboxylate 
• 597583-16-9 7-[4-(2-butoxy-ethoxy)-phenyl]-1-isobutyl-2,3-dihydro-1H-benzo[b]azepine-4-carbonyl chloride 
• 313736-28-6 methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-isobutyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate 
• 313736-34-4 7-{4-[2-(butoxy)ethoxy]phenyl}-1-isobutyl-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 
• 313729-65-6 methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclopropylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate 
• 313730-21-1 7-{4-[2-(butoxy)ethoxy]phenyl}-1-phenyl-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 
• 313730-15-3 methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-phenyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate 
• 313729-70-3 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclopropylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 
• 719297-14-0 methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate 
• 313729-45-2 methyl 1-benzyl-7-{4-[2-(butoxy)ethoxy]phenyl}-2,3-dihydro-1H-1-benzazepine-4-carboxylate 
• 313751-90-5 7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 
• 313729-50-9 1-benzyl-7-{4-[2-(butoxy)ethoxy]phenyl}-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 
• 313729-87-2 methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-cyclobutylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate 

Relevant academic research and scientific papers

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.

Orally active CCR5 antagonists as anti-HIV-1 agents: Synthesis and biological activity of 1-benzothiepine 1,1-dioxide and 1-benzazepine derivatives containing a tertiary amine moiety

The search for orally active CCR5 antagonists was performed by chemical modification of the 1-benzothiepine 1,1-dioxide 3 and 1-benzazepine 4 lead compounds containing a tertiary amine moiety. Replacement of methyl group with a 2-(C2-4 alkoxy)ethoxy group at the 4-position on the 7-phenyl group of the 1-benzothiepine ring resulted in both enhanced activity and significant improvement in the pharmacokinetic properties upon oral administration in rats. Introduction of C2-4 alkyl, phenyl or (hetero)arylmethyl groups as the 1-substituent on the 1-benzazepine ring together with the 2-(butoxy)ethoxy group led to further increase of activity. Among the 1- benzazepine derivatives, the isobutyl (6i), benzyl (6o) or 1-methylpyrazol-4-ylmethyl (6s) compounds were found to exhibit highly potent inhibitory effects, equivalent to the injectable CCR5 antagonist 1, in the HIV-1 envelopemediated membrane fusion assay. In particular, compound 6s showed the most potent CCR5 antagonistic activity (IC50=2.7 nM) and inhibitory effect (IC50=1.2 nM) on membrane fusion, together with good pharmacokinetic properties in rats. The synthesis of 1-benzothiepine 1,1-dioxide and 1-benzazepine derivatives and their biological activity are described.

Anilide derivative, production and use thereof

This invention is to provide a compound of the formula: wherein R1is an optionally substituted 5- to 6-membered ring; the ring A is an optionally substituted 6- to 7-membered ring; the ring B is an optionally substituted benzene ring; n is an integer of 1 or 2; Z is a chemical bond or a divalent group; R2is (1) an optionally substituted amino group in which a nitrogen atom may form a quaternary ammonium, (2) an optionally substituted nitrogen-containing heterocyclic ring group which may contain a sulfur atom or an oxygen atom as ring constituting atoms and wherein a nitrogen atom may form a quaternary ammonium, (3) a group binding through a sulfur atom or (4) a group of the formula: ?wherein k is 0 or 1, and when k is 0, a phosphorus atom may form a phosphonium; and R5and R6are independently an optionally substituted hydrocarbon group, an optionally substituted hydroxy group or an optionally substituted amino group, and R5and R6may bind to each other to form a cyclic group together with the adjacent phosphorus atom, or a salt thereof , which is useful for antagonizing CCR5 and also for the prevention and treatment of infectious disease of HIV.