146516-74-7

Usage

Chemical Structure

1(3H)-Isobenzofuranone, 7-chloro-3-(2-methoxyphenyl)-

Explanation

This structure is a derivative of isobenzofuranone, which is a type of organic compound. The specific structure includes a chlorine atom at the 7th position and a 2-methoxyphenyl group attached to the 3rd position.

Explanation

The compound has been found to exhibit anti-inflammatory properties, which means it can help reduce inflammation in the body. It also has analgesic properties, which means it can help alleviate pain.

Explanation

The compound has been investigated for its potential use in treating neurodegenerative diseases, which are conditions that affect the nervous system and lead to a gradual loss of nerve cells.

Explanation

Due to its unique structure and properties, 1(3H)-Isobenzofuranone, 7-chloro-3-(2-methoxyphenyl)is often used as a starting point or building block in the synthesis of more complex organic compounds and in the development of new drugs.

Explanation

Given its various biological activities and potential use in treating neurodegenerative diseases, 1(3H)-Isobenzofuranone, 7-chloro-3-(2-methoxyphenyl)- is considered an important chemical with possible applications in the pharmaceutical industry.

Biological Activities

Anti-inflammatory and analgesic properties

Potential Applications

Treatment of neurodegenerative diseases

Usage

Building block in organic synthesis and drug discovery

Pharmaceutical Applications

Important chemical with potential pharmaceutical applications

Upstream product

• 135-02-4 ortho-anisaldehyde 
• 6833-13-2 2-chlorobenzanilide 

Downstream Products

• 183874-16-0 2-Chloro-6-(2-methoxy-benzyl)-benzoic acid 

Relevant academic research and scientific papers

Application of Organolithium and Related Reagents in Synthesis XVI: Synthetic Strategies Based on Aromatic Metallation. A Concise Regiospecific Conversion of Chlorobenzoic Acids into their Benzylated Derivatives

The reaction of benzyl bromide with bis-(N- and C-ortho)-lithiated chloroanilides 4, 5, and 6 has been examined.It has been found that in the case where the lithiated compound was derived from meta-methoxyanilides, pre-addition of LiBr or TMEDA was required to achieve C-benzylation.These results were accounted for by the conversion of the usually formed dimer into a mixed dimer with the LiBr or TMEDA complex in which the C-lithium bond appears to be more accessible towards electrophiles.The practical synthesis of o-benzylchlorobenzoic acids 10, 11, and 12 was accomplished via ionic reductive cleavage (Et3SiH/TiCl4) of the corresponding phthalides 18, 19, and 20.The acids 10, 11b, and 11c afforded the corresponding anthrones, upon treatment with trifluoroacetic anhydride which were oxidized by chromium trioxide to the new chloroantraquinones 21, 22, and 23. - Keywords: Chlorophthalides; Reduction; Benzylation; Benzylbenzoic acids; Chloroantraquinones

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.