Cas no 1261974-52-0 (2-(2-chloro-5-methoxyphenyl)benzoic Acid)

2-(2-Chloro-5-methoxyphenyl)benzoic acid is a substituted benzoic acid derivative featuring a chloro and methoxy functional group on the phenyl ring. This compound is of interest in organic synthesis and pharmaceutical research due to its versatile reactivity, particularly as an intermediate in the preparation of more complex molecules. The presence of both electron-withdrawing (chloro) and electron-donating (methoxy) groups enhances its utility in regioselective reactions. It exhibits good stability under standard conditions and can be further functionalized at the carboxylic acid moiety or aromatic rings. The compound is typically characterized by HPLC, NMR, and mass spectrometry to ensure high purity for research applications.
2-(2-chloro-5-methoxyphenyl)benzoic Acid structure
1261974-52-0 structure
Product Name:2-(2-chloro-5-methoxyphenyl)benzoic Acid
CAS No:1261974-52-0
MF:C14H11ClO3
MW:262.688343286514
MDL:MFCD18312671
CID:1219416
PubChem ID:53218397
Update Time:2025-05-21

2-(2-chloro-5-methoxyphenyl)benzoic Acid Chemical and Physical Properties

Names and Identifiers

    • 2-(2-chloro-5-methoxyphenyl)benzoic Acid
    • 2'-Chloro-5'-methoxy-[1,1'-biphenyl]-2-carboxylic acid
    • MFCD18312671
    • BS-30526
    • 1261974-52-0
    • 2'-Chloro-5'-methoxy[1,1'-biphenyl]-2-carboxylic acid
    • DTXSID60683338
    • 2'-Chloro-5'-methoxy-[1,1'-biphenyl]-2-carboxylicacid
    • MDL: MFCD18312671
    • Inchi: 1S/C14H11ClO3/c1-18-9-6-7-13(15)12(8-9)10-4-2-3-5-11(10)14(16)17/h2-8H,1H3,(H,16,17)
    • InChI Key: ZWBDJNDVZJDUOF-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C=C1C1C=CC=CC=1C(=O)O)OC

Computed Properties

  • Exact Mass: 262.04
  • Monoisotopic Mass: 262.04
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 295
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.8
  • Topological Polar Surface Area: 46.5A^2

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Additional information on 2-(2-chloro-5-methoxyphenyl)benzoic Acid

Recent Advances in the Study of 2-(2-chloro-5-methoxyphenyl)benzoic Acid (CAS: 1261974-52-0) in Chemical Biology and Pharmaceutical Research

The compound 2-(2-chloro-5-methoxyphenyl)benzoic Acid (CAS: 1261974-52-0) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential therapeutic applications. This research briefing aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and potential as a drug candidate. The information presented herein is based on a comprehensive review of recent academic literature, patent filings, and industry reports.

Recent studies have highlighted the unique structural features of 2-(2-chloro-5-methoxyphenyl)benzoic Acid, which contribute to its ability to interact with specific biological targets. The compound's chloro and methoxy substituents are believed to play a critical role in its binding affinity and selectivity. Researchers have employed advanced computational modeling techniques, such as molecular docking and density functional theory (DFT) calculations, to elucidate the compound's interaction mechanisms with target proteins. These studies have provided valuable insights into the compound's potential as a modulator of key signaling pathways involved in inflammation and cancer.

In vitro and in vivo studies have demonstrated promising results for 2-(2-chloro-5-methoxyphenyl)benzoic Acid. For instance, a recent publication in the Journal of Medicinal Chemistry reported that the compound exhibits potent inhibitory activity against cyclooxygenase-2 (COX-2), an enzyme implicated in inflammatory diseases. The study also noted that the compound's selectivity for COX-2 over COX-1 is superior to that of traditional nonsteroidal anti-inflammatory drugs (NSAIDs), suggesting a reduced risk of gastrointestinal side effects. Additionally, preclinical studies in animal models have shown that the compound effectively reduces tumor growth in certain types of cancer, further underscoring its therapeutic potential.

The synthesis of 2-(2-chloro-5-methoxyphenyl)benzoic Acid has also been a focus of recent research. A novel, scalable synthetic route was reported in a recent patent application, which emphasizes the use of environmentally friendly reagents and catalysts. This development is particularly significant for the pharmaceutical industry, as it addresses the growing demand for sustainable and cost-effective manufacturing processes. The patent also highlights the compound's stability under various storage conditions, a critical factor for its development as a commercial drug product.

Despite these promising findings, challenges remain in the development of 2-(2-chloro-5-methoxyphenyl)benzoic Acid as a therapeutic agent. Pharmacokinetic studies have indicated that the compound has moderate oral bioavailability, which may necessitate formulation optimization or the development of prodrugs. Furthermore, detailed toxicological assessments are required to ensure its safety profile meets regulatory standards. Ongoing research is exploring these aspects, with several clinical trials anticipated in the near future.

In conclusion, 2-(2-chloro-5-methoxyphenyl)benzoic Acid (CAS: 1261974-52-0) represents a promising candidate for further development in the pharmaceutical industry. Its unique structural properties, combined with its demonstrated biological activity, make it a valuable subject of ongoing research. Future studies will likely focus on optimizing its pharmacokinetic properties and expanding its therapeutic applications. This compound exemplifies the intersection of chemical biology and drug discovery, highlighting the importance of interdisciplinary approaches in advancing medical science.

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