66513-22-2

Basic information

• Product Name: Propanoic acid, 2-(4-chloro-2-methylphenoxy)-, ethyl ester, (R)-
• CAS NO: 66513-22-2
• Molecular Formula: C12H15ClO3
• Molecular Weight: 242.702
• Mol File: 66513-22-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 2-(4-chloro-2-methylphenoxy)-, ethyl ester, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2-(4-chloro-2-methylphenoxy)-, ethyl ester, (R)-(66513-22-2)
• EPA Substance Registry System: Propanoic acid, 2-(4-chloro-2-methylphenoxy)-, ethyl ester, (R)-(66513-22-2)

Safety Data

• Hazardous Substances Data: 66513-22-2(Hazardous Substances Data)

Upstream product

• 687-47-8 (S)-Ethyl lactate 
• 1570-64-5 2-methyl-4-chlorophenol 
• 57057-80-4 ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate 

Downstream Products

• 66423-13-0 (R)-2-(4-chloro-2-methylphenoxy)propionic acid octyl ester 
• 16484-77-8 (R)-Mecoprop 

Relevant articles and documents

Design, Synthesis, and Pharmacological Evaluation of Novel β2/3 Subunit-Selective γ-Aminobutyric Acid Type A (GABAA) Receptor Modulators

Subunit-selective modulation of γ-aminobutyric acid type A receptors (GABAAR) is considered to exert fewer side effects compared to unselective clinically used drugs. Here, the β2/3 subunit-selective GABAAR modulators valerenic acid (VA) and loreclezole (LOR) guided the synthesis of novel subunit-selective ligands with simplified structures. We studied their effects on GABAARs expressed in Xenopus laevis oocytes using two-microelectrode voltage clamp technique. Five compounds showed significantly more efficacious modulation of GABA-evoked currents than VA and LOR with retained potency and selectivity. Compound 18 [(E)-2-Cyano-3-(2,4-dichlorophenyl)but-2-enamide] induced the highest maximal modulation of GABA-induced chloride currents (Emax: 3114 ± 242%), while 12 [(Z)-3-(2,4-dichlorophenyl)but-2-enenitrile] displayed the highest potency (EC50: 13 ± 2 μM). Furthermore, in hippocampal neurons 12 facilitated phasic and tonic GABAergic inhibition, and in vivo studies revealed significantly more potent protection against pentylenetetrazole (PTZ)-induced seizures compared to VA and LOR. Collectively, compound 12 constitutes a novel, simplified, and subunit-selective GABAAR modulator with low-dose anticonvulsant activity.

Preparation method of octyl (R)-2-(4-chloro-2-methylphenoxy) propionate root retarder

The invention discloses a preparation method of octyl (R)-2-(4-chloro-2-methylphenoxy) propionate which can be used as a root retarder. The preparation method comprises the following steps: with ethyl L-lactate as a raw material, sulfonating together with p-toluenesulfonyl chloride to obtain a corresponding sulfonyl ester compound; etherifying the sulfonyl ester compound and 4-chloro-o-cresol to obtain a corresponding aromatic ether ester compound; and finally, performing transesterification on the ether ester compound and n-octyl alcohol to obtain octyl (R)-2-(4-chloro-2-methylphenoxy) propionate. Octyl (R)-2-(4-chloro-2-methylphenoxy) propionate prepared by the preparation method provided by the invention is high in optical content, relatively small in optical loss of raw materials and relatively high in yield. The invention establishes a reaction system with the characteristics of simple preparation process, mild reaction condition and low cost, so that the problems that the compound is imported and has a scarce source are solved to a certain extent.

PROCESS FOR PREPARING (R)-ARYLOXYPROPIONIC ACID ESTER DERIVATIVES

The present invention relates to a method for preparing optically active (R)-aryloxypropionic acid ester derivatives, and more particularly to a method for preparing (R)- aryloxypropionic acid ester derivatives with high optical purity and good yield at low cost from phenol derivatives with various substituted functional groups and (S)-alkyl O-arylsulfonyl lactates.