54109-03-4

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-1-(3H)-Isobenzofuranone is used as a reagent for the synthesis of naphthylpiperazine derivatives, which possess dual activity as 5-HT1D antagonists and 5-HT reuptake inhibitors. These compounds are of significant interest in the treatment of various central nervous system disorders, such as depression and anxiety, due to their ability to modulate serotonin levels in the brain.
In the synthesis process, 5-chloro-1-(3H)-isobenzofuranone serves as a key component, providing the necessary structural framework for the formation of the desired naphthylpiperazine molecules. The dual activity of these synthesized compounds makes them potential candidates for the development of novel therapeutic agents with improved efficacy and reduced side effects compared to existing treatments.
Overall, 5-chloro-1-(3H)-isobenzofuranone plays a vital role in the pharmaceutical industry, contributing to the development of innovative drugs and therapies for a wide range of medical conditions. Its unique chemical properties and versatility in synthesis make it an essential compound in the ongoing quest for new and improved treatments.

InChI:InChI=1/C8H5ClO2/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3H,4H2

Upstream product

• 6833-15-4 4-chlorobenzanilide 
• 615-60-1 4-chloro-1,2-dimethylbenzene 
• 608-23-1 3-chloro-o-xylene 
• 118-45-6 4-chlorophthalic anhydride 

Downstream Products

• 110706-49-5 4-chloro-2-(hydroxymethyl)benzyl alcohol 
• 100448-59-7 4-chloro-2-(hydroxymethyl)benzoic acid 
• 95834-48-3 4-chloro-2-(4'-dimethylaminophenyl)indan-1,3-dione 
• 98216-82-1 5-chloro-1,3-dihydroisobenzofuran-1-ol 
• 82104-74-3 1-oxo-1,3-dihydro-isobenzofuran-5-carbonitrile 

Relevant academic research and scientific papers

Method for removing impurities from oxidation products

Disclosed is a method for removing impurities from products derived from oxidation of an ortho-dialkylaromatic compound which comprises at least one step selected from the group consisting of extraction of an aqueous solution comprising aromatic dicarboxylic acid product with an organic solvent and extraction of an organic solution comprising aromatic anhydride product with an aqueous bicarbonate solution for a time period insufficient to allow hydrolysis of anhydride to acid.

Application of Organolithium and Related Reagents in Synthesis, Part X. Metallation-Electrophilic Substitution Sequence of Secondary Chlorobenzamides

The lithiation (BunLi/THF) of 2-chloro- (1), 3-chloro- (2) and 4-chlorobenzanilides (3) and the subsequent reactions of the corresponding bis-lithiated anilides 4-6 with electrophiles (MeI, CH2=CH-CH2Br, Me3SiCl, MeCHO, o-MeOC6H4CHO, p-MeOC6H4CHO, Me2NCHO and p-MeOC6H4CONMe2) towards the synthesis of the ortho substituted chlorobenzoic acids derivatives 12-14 have been described.The effect of the chlorine substituent upon the generation and stability of the bis-lithiated chloro-anilides 4-6 has been studied.It has been found that the bis-lithiated chloro-anilide 5 derived from n-chloro-benzanilide (2) at a temperature above - 30 deg C converts into the corresponding benzyne 9.The anilide moiety (masking group) of the formed ortho-substituted chlorobenzanilides appeared to be effectively removable on acid-driven hydrolysis.Keywords: Secondary chlorobenzamides; Lithiation; Electrophilic substitution; ortho-Substituted chlorobenzoic acids; Phthalides; 2,3-Dihydro-1H-iso-indolin-1-ones; 3,4-Dihydroisocoumarins.

Potential GABAB Receptor Antagonists. III Folded Baclofen Analogues Based on Phthalide

Possible analogues of baclofen, 3-aminomethyl-5-chloro-, 3-aminomethyl-6-chloro- and 3-aminomethyl-5,6-dichloro-isobenzofuran-1(3H)-one, have been prepared for evaluation as antispasticity agents.The corresponding 3-hydroxyisobenzofuran-1(3H)-one was reac