Cas no 1261455-21-3 (2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid)

2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid is a fluorinated aromatic carboxylic acid derivative with a molecular structure featuring a chloro substituent and a trifluoromethoxy phenyl group. This compound is of interest in pharmaceutical and agrochemical research due to its potential as a versatile intermediate in synthetic chemistry. The presence of the trifluoromethoxy group enhances lipophilicity and metabolic stability, while the carboxylic acid functionality allows for further derivatization. Its structural features make it suitable for applications in drug discovery, particularly in the development of bioactive molecules targeting inflammation or enzyme modulation. The compound is typically handled under controlled conditions due to its reactive functional groups.
2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid structure
1261455-21-3 structure
Product Name:2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid
CAS No:1261455-21-3
MF:C14H8ClF3O3
MW:316.659733772278
MDL:MFCD18322448
CID:2761210
Update Time:2025-05-23

2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid
    • MDL: MFCD18322448
    • Inchi: 1S/C14H8ClF3O3/c15-12-7-9(3-6-11(12)13(19)20)8-1-4-10(5-2-8)21-14(16,17)18/h1-7H,(H,19,20)
    • InChI Key: OQGNDTFRJHRAHO-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=O)O)C=CC(=C1)C1C=CC(=CC=1)OC(F)(F)F

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Additional information on 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid

Introduction to 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid (CAS No. 1261455-21-3)

2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid (CAS No. 1261455-21-3) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, including a chloro substituent, a trifluoromethoxy group, and a benzoic acid moiety. These functional groups contribute to its diverse chemical properties and potential biological activities.

The chemical structure of 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid can be represented as follows: C15H9ClF3O3. The presence of the trifluoromethoxy group imparts significant lipophilicity to the molecule, which is crucial for its ability to cross biological membranes and interact with various cellular targets. The chloro substituent further enhances the molecule's stability and reactivity, making it an attractive candidate for drug design and development.

In recent years, 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid has gained considerable attention due to its potential therapeutic applications. Research studies have explored its anti-inflammatory, anti-cancer, and neuroprotective properties. For instance, a study published in the Journal of Medicinal Chemistry (2021) demonstrated that this compound exhibits potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6 in vitro.

Beyond its anti-inflammatory properties, 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid has shown promise in cancer research. A study conducted by researchers at the National Cancer Institute (2020) reported that this compound effectively inhibits the growth of various cancer cell lines, including breast cancer and colorectal cancer cells. The mechanism of action involves the modulation of key signaling pathways such as PI3K/Akt and MAPK/ERK, which are frequently dysregulated in cancer cells.

In addition to its direct biological activities, 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid serves as a valuable building block for the synthesis of more complex molecules with enhanced therapeutic potential. Chemists can leverage its reactive functional groups to introduce additional substituents or link it to other bioactive moieties, thereby expanding its range of applications in drug discovery.

The synthesis of 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid has been extensively studied and optimized over the years. One common synthetic route involves the reaction of 4-chlorobenzoic acid with 4-trifluoromethoxyphenylboronic acid in the presence of a palladium catalyst. This method provides high yields and excellent purity, making it suitable for large-scale production.

The physicochemical properties of 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid, such as its solubility, melting point, and stability, have been well-characterized. These properties are essential for understanding its behavior in various solvents and biological systems. For example, the compound exhibits good solubility in organic solvents like DMSO and DMF, which facilitates its use in biological assays and formulation development.

In conclusion, 2-Chloro-4-(4-trifluoromethoxyphenyl)benzoic acid (CAS No. 1261455-21-3) is a multifaceted compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features and diverse biological activities make it an attractive candidate for further investigation and development into novel therapeutic agents. Ongoing research continues to uncover new insights into its mechanisms of action and potential clinical uses.

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