56895-14-8

Usage

Structure

A derivative of butanoyl chloride with a chlorine-substituted phenyl ring

Usage

Commonly used in organic synthesis and chemical reactions to introduce the 2-(4-chlorophenoxy)butanoyl group to other molecules

Applications

Can be used as a reagent in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds, and has potential applications in the production of polymers and materials

Handling and storage

Typically handled and stored in a controlled environment due to its reactivity and potential hazards.

Upstream product

• 34385-92-7 2-(4-chlorophenoxy)butanoic acid 
• 106-48-9 4-chloro-phenol 

Downstream Products

• 155058-71-2 SM 21 
• 108813-08-7 S(-)-CPB 
• 108813-09-8 (R)-2-(4-chlorophenoxy)butanoic acid 

Relevant academic research and scientific papers

SUBSTITUTED CYCLOHEXYL-1,4-DIAMINE DERIVATIVES WITH A CHAIN EXTENSION

The invention relates to substituted cyclohexyl-1,4-diamine derivatives, to a method for their production, to medicaments containing said compounds and to the use of substituted cyclohexyl-1,4-diamine derivatives for producing medicaments.

2-(4-R-Phenoxy/phenylthio)alkanoic esters of l-lupinine

Considering the great pharmacological interest in phenoxy/phenylthioalkanoic esters of open-chain or cyclic aminoalcohols, a set of ten such esters of lupinine was prepared. Initially, their ability to displace [3H]QNB from rat brain preparation was investigated. With the exception of two, all the prepared esters exhibited good affinity to muscarinic receptors (on a non-selective basis), with pKi in the range 6.67-7.68.

Direct resolution of α-monoalkyl-α-aryloxyacetic acids via ester or imide derivatives

This paper describes a simple procedure for the resolution of racemic α-monoalkyl α-aryloxyacetic acids, using the chromatographic separation of their covalent derivatives. (R)-Ethyl mandelate, (R)-pantolactone and (S)-4-(1-methylethyl)-2-oxazolidinone are the resolving agents involved in the formation of equimolecular diastereomeric mixtures of esters or imides. Chromatographic resolutions were performed by means of gas chromatography (GC), thin-layer chromatography (TLC) and flash chromatography. Successive hydrolysis of separated diastereomers provided optically pure aryloxyacetic acids.

Presynaptic cholinergic modulators as potent cognition enhancers and analgesic drugs. 2. 2-Phenoxy-, 2-(phenylthio)-, and 2-(phenylamino)alkanoic acid esters

Further modifications of the leads ((R)-(+)-hyoscyamine and (p- chlorophenyl)propionic acid α-tropanyl ester), which show analgesic and nootropic activities as a consequence of increased central presynaptic ACh release, are reported. 2-Phenoxy- and 2-(phenylthio)alkanoic acid esters showed the best results. Several members of these classes possess analgesic properties which are comparable to that of morphine and at the same time are able to reverse dicyclomine-induced amnesia. Confirmation was found that the mechanism of action is due to an increase in ACh release at central muscarinic synapses and that both auto- and heteroreceptors controlling ACh release are very likely involved. According to the results obtained with (R)- (+)-hyoscyamine, analgesic activity is stereochemistry dependent, since the R-(+)-enantiomers are always more efficacious than the corresponding S-(-)- ones. On the basis of their potency and acute toxicity, compounds (±)-28 (SM21) and (±)-42 (SM32) were selected for further study.