32004-66-3 | (5-Fluoro-2-methyl-1H-inden-3-yl)acetic acid

CAS:32004-66-3 | (5-Fluoro-2-methyl-1H-inden-3-yl)acetic acid,Description

“(5-fluoro-2-methyl-1H-inden-3-yl)acetic acid” is an organic compound with the molecular formula C12H11FO2. It is a white solid with a unique odor. This compound is often used as a pharmaceutical intermediate and plays a significant role in drug synthesis and development.

Molecular Structure Analysis

The molecular structure of “(5-fluoro-2-methyl-1H-inden-3-yl)acetic acid” consists of a fluoro-substituted indene ring attached to an acetic acid moiety. The presence of the fluorine atom and the acetic acid group can significantly influence the compound’s reactivity and properties.

Physical And Chemical Properties Analysis

“(5-fluoro-2-methyl-1H-inden-3-yl)acetic acid” is a white solid with a unique odor. Its molecular formula is C12H11FO2. The compound’s melting point is 95-100°C, and its boiling point is 165-170°C.

Scientific Research Applications

Synthesis and Chemical Properties

• Synthesis Methods : The compound can be synthesized through a process involving the reaction of 5-fluoro-2-methylindene-1,3-dione-3,3'-o-ethylene ketal with a p-methylsulfinylbenzyl compound, followed by hydrolysis and reaction with a malonic acid ester (Charney & Al, 1966).
• Metabolic Fate and Distribution : In physiological studies, the absorption, distribution, excretion, and metabolic fate of a related compound, cis-5-fluoro-2-methyl-1-[p-(methylsulfinyl)-benzylidenyl]-indene-3-acetic acid, have been explored in various species including dogs, rats, rhesus monkeys, and humans. The compound and its metabolites are distributed widely in rat tissues, and biliary excretion is significant in dogs and rats (Hucker et al., 1973).

Applications in Synthesis of Derivatives and Analogs

• Synthesis of Derivatives : A study demonstrates the catalytic activity of nickel ferrite nanoparticles in the synthesis of derivatives involving (5-fluoro-1H-indol-1-yl)methyl oxazol-5(4H)-one, derived from a process involving 2-(5-fluoro-1H-indol-1-yl)acetyl chloride, which in turn can be prepared from 5-fluoro indole (Rao et al., 2019).
• Analgesic Activity : The total synthesis and analgesic activity of 6-fluoroindan-1-acetic acid and its 3-oxo derivative have been reported, which is relevant for understanding the biological activity of structurally similar compounds (Yasmin et al., 2009).

Anticancer and Antimicrobial Activities

• Anticancer Activities : Novel 5-fluorouracil-1-yl phosphonotripeptides with potential anticancer properties have been synthesized, demonstrating the relevance of fluoroindene derivatives in cancer treatment (Xue, 2002).
• Antimicrobial Activity : Various derivatives of (5-fluoro-2-methyl-1H-inden-3-yl) acetohydrazide have been synthesized and studied for their antimicrobial activity, showing the compound's potential in the development of new antimicrobial agents (Kawde et al., 2015).

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