20744-03-0

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloropropyl 4-Methoxyphenyl Ether is used as a reactant for the preparation of several classes of pharmaceutical compounds, including:
1. Antimycotic Imidazoles:
3-Chloropropyl 4-Methoxyphenyl Ether is utilized in the synthesis of antimycotic imidazoles, which are a class of antifungal agents effective against a wide range of fungal infections. Its role in the preparation process contributes to the development of these therapeutic agents.
2. Antipsychotic Agents:
3-Chloropropyl 4-Methoxyphenyl Ether is also employed in the production of antipsychotic agents, which are medications used to treat various mental health disorders, such as schizophrenia and bipolar disorder. Its involvement in the synthesis process aids in the creation of these essential psychiatric medications.
3. Piperidines with Antihistaminic Activity:
3-Chloropropyl 4-Methoxyphenyl Ether is used in the preparation of piperidines that possess antihistaminic activity. These compounds are beneficial in the treatment of allergic reactions and conditions like rhinitis, urticaria, and asthma, where histamine plays a significant role in the symptoms experienced by patients.

Upstream product

• 150-76-5 4-methoxy-phenol 
• 109-70-6 1.3-chlorobromopropane 
• 627-30-5 1-chloro-3-hydroxypropane 
• 632-02-0 3-chloropropyl p-toluenesulfonate 

Downstream Products

• 111626-11-0 4-[bis(4-fluorophenyl)methyl]-1-[3-(4-methoxyphenoxy)propyl]piperidine 
• 117023-57-1 α,α-Bis(4-fluorophenyl)-1-[3-(4-methoxyphenoxy)propyl]-4-piperidine-methanol 
• 64009-28-5 2-(2,4-Dichloro-phenyl)-5-(4-methoxy-phenoxy)-pentanenitrile 
• 119917-41-8 2-[(N-(3-(4-methoxy-phenoxy)-propyl)-piperidin-3-yl)methyl]-6,7-dimethyl-1-oxo-1,2,3, 4-tetrahydro-isoquinolinehydrochloride 
• 5614-78-8 3,4-dihydrobenzopyran-6-ol 
• 150-76-5 4-methoxy-phenol 
• 1417997-98-8 C₂₂H₂₆O₆ 
• 1364171-37-8 1-(4-chlorobenzyl)-4-(3-(4-methoxyphenoxy)propyl)piperazine 
• 1364171-39-0 1-(2-chlorobenzyl)-4-(3-(4-methoxyphenoxy)propyl)piperazine 
• 64009-64-9 2-(2,4-Dichlorphenyl)-5-(4-anisyloxy)-pentanol 
• 276690-16-5 (2R,3S,4S,5S)-(-)-1-Benzyloxy-8-(4'-methoxyphenoxy)-3,5-dimethyloctan-2,4-diol 
• 276690-15-4 (2R,3R,5S)-(-)-1-Benzyloxyhydroxy-8-(4'-methoxyphenoxy)-3,5-dimethyloctan-4-one 
• 276690-14-3 (S)-(+)-7-(4'-Methoxyphenoxy)-4-methylheptan-3-one 
• 118943-23-0 1-(3-Iodopropoxy)-4-methoxybenzene 

Relevant academic research and scientific papers

An efficient multigram-scale synthesis of 4-(ω-chloroalkoxy)phenols

Efficient multigram two-step syntheses of 4-(2-chloroethoxy)phenol and 4-(3-chloropropoxy)phenol in >70% yields starting from 4-hydroxybenzaldehyde and reagents with general formula Cl(CH2)nX (X = Cl, n = 2; X = OTs, n = 3) are proposed. 4-(2-Chloroethoxy)phenol can also be conveniently prepared from 4-methoxyphenol and 1,2-dichloroethane. The compounds thus obtained can be used in carbohydrate chemistry to synthesize glycosides bearing "universal" 4-(ω-chloroalkoxy)phenyl aglycons.

Synthesis and computational studies on aryloxypropyl piperazine derivatives as potential atypical antipsychotic agents

A series of aryloxypropyl derivatives have been synthesized and evaluated for atypical antipsychotic activity in apomorphine induced mesh climbing and stereotypy assays in mice and the compounds displayed good efficacy coupled with an atypical profile. In

Synthesis and Biological Evaluation of ortho-Aryl N-Hydroxycinnamides as Potent Histone Deacetylase (HDAC) 8 Isoform-Selective Inhibitors

Histone deacetylases (HDACs) are a family of enzymes that play a crucial role in biological process and diseases. In contrast to other isozymes, HDAC8 is uniquely incapable of histone acetylation. In order to delineate its physiological function, we devel

Diastereo- and enantioselective total synthesis of stigmatellin A

Stigmatellin A (1) isolated from the myxobacterium Stigmatella aurantiaca is a powerful inhibitor of electron transport in mitochondria and chloroplasts. The first highly diastereo- and enantioselective total synthesis of this important natural product is

Arylalkylheterocyclic amines,N-substituted by aryloxyalkyl group in a method for allergy treatment

A method of inhibiting Type 1 allergic responses in a living animal body with substituted heterocyclic amines is disclosed wherein the active agents are expressed generally by the formula which includes certain known and certain known compounds: STR1 wherein P is zero, one or two; m is one to six inclusive; A is selected from hydrogen, hydroxy or cyano; d is zero or one; Q is --CH--, CH2 -- or STR2 n is zero or one and when Q is --CH-- and n is one, a double bond is formed with one of the adjacent carbons but not both at the same time, and when n and d are zero at the same time, a double bond is formed between the α carbon and a carbon of the central heterocyclic amine ring; Ar, D and R are selected from phenyl, substituted phenyl, pyridinyl, thienyl, furanyl or naphthyl and in addition, R may have the values benzyl, substituted benzyl, cycloalkyl or loweralkyl and D may additionally have the values: 2H-1-benzopyran-2-one,4-oxo-4H-1-benzopyran-2-carboxylic acid loweralkyl ester, 2,3-dihydro-4H-1-benzopyran-4-one, 1,4-benzodioxanloweralkyl-2-yl or 1,1'-biphenyl-4-yl and the pharmaceutically acceptable salts thereof.

Selectivity in alkylation of phenols with 1-bromo-3-chloropropane using phase-transfer catalysis

The use of various phase-transfer catalysts in the alkylation of phenol and substituted phenols with 1-bromo-3-chloropropane was investigated. When a quarternary ammonium salt of the general formula R'4N+ X-, where R' = alkyl with a minimum chain length of 4 was used, a mixture of 1-aryloxy-3-chloropropane and 1-aryloxy-3-bromopropane resulted. The effect of counterion, added potassium bromide, and catalysts other than quarternary ammonium salts were assessed for the halopropylation of 2,5-dimethylphenol.

Synthesis and Antiallergy Activity of 4-(Diarylhydroxymethyl)-1-piperidines and Structurally Related Compounds

A series of 4-(diarylhydroxymethyl)-1-piperidines was synthesized and evaluated for antiallergy activity.Several analogues had potent activity in the passive foot anaphylaxis (PFA) assay, an IgE-mediated model useful in the detection of compounds possessing antiallergic activity.In particular 1--1-piperidinyl>propoxy>-3-methoxyphenyl>ethanone (1, AHR-5333) was more potent than oxatomide and terfenadine in this assay.