Cas no 1215205-32-5 (2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid)

2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid is a fluorinated biphenyl derivative featuring a carboxylic acid functional group at the 3-position and methoxy and fluoro substituents at the 2' and 5' positions, respectively. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The electron-withdrawing fluorine and electron-donating methoxy groups enhance its reactivity, making it valuable for constructing complex molecular frameworks. Its carboxylic acid moiety allows for further derivatization via esterification, amidation, or other coupling reactions. The compound’s structural features contribute to its utility in medicinal chemistry, where it may be employed in the development of bioactive molecules or as a building block for advanced materials.
2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid structure
1215205-32-5 structure
Product Name:2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid
CAS No:1215205-32-5
MF:C14H11FO3
MW:246.233747720718
MDL:MFCD15143531
CID:858041
PubChem ID:53216653
Update Time:2025-10-29

2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Fluoro-5-methoxybiphenyl-3-carboxylic acid
    • 3-(2-fluoro-5-methoxyphenyl)benzoic acid
    • 1215205-32-5
    • DTXSID10681809
    • BS-20951
    • DB-347028
    • MFCD15143531
    • 2'-Fluoro-5'-methoxy[1,1'-biphenyl]-3-carboxylic acid
    • [1,1'-Biphenyl]-3-carboxylic acid, 2'-fluoro-5'-methoxy-
    • 2'-FLUORO-5'-METHOXYBIPHENYL-3-CARBOXYLIC ACID
    • AKOS015854358
    • 2'-FLUORO-5'-METHOXYBIPHENYL-3-CARBOXYLICACID
    • 2''-Fluoro-5''-methoxybiphenyl-3-carboxylic Acid
    • 2'-FLUORO-5'-METHOXY-[1,1'-BIPHENYL]-3-CARBOXYLIC ACID
    • CS-0212042
    • 2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid
    • MDL: MFCD15143531
    • Inchi: 1S/C14H11FO3/c1-18-11-5-6-13(15)12(8-11)9-3-2-4-10(7-9)14(16)17/h2-8H,1H3,(H,16,17)
    • InChI Key: KVGKUMULNNMJJI-UHFFFAOYSA-N
    • SMILES: FC1=CC=C(C=C1C1C=CC=C(C(=O)O)C=1)OC

Computed Properties

  • Exact Mass: 246.06900
  • Monoisotopic Mass: 246.06922237g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • 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: 3.1
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 419.4±35.0 °C at 760 mmHg
  • Flash Point: 207.4±25.9 °C
  • PSA: 46.53000
  • LogP: 3.19950
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid Security Information

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Additional information on 2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid

Recent Advances in the Application of 2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid (CAS: 1215205-32-5) in Chemical Biology and Pharmaceutical Research

2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid (CAS: 1215205-32-5) is a fluorinated biphenyl derivative that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its unique structural features, has been explored as a key intermediate in the synthesis of various bioactive molecules. Recent studies have highlighted its utility in the development of novel therapeutic agents, particularly in the areas of oncology and inflammation.

One of the most notable applications of 2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid is its role as a building block in the synthesis of small-molecule inhibitors targeting protein-protein interactions (PPIs). PPIs are increasingly recognized as critical targets in drug discovery, and the ability to modulate these interactions with high specificity is a major focus of current research. The fluorinated biphenyl core of this compound provides a rigid scaffold that can be functionalized to enhance binding affinity and selectivity for target proteins.

In a recent study published in the Journal of Medicinal Chemistry, researchers utilized 2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid to develop a series of potent inhibitors of the MDM2-p53 interaction, a well-known PPI implicated in cancer. The study demonstrated that derivatives of this compound exhibited nanomolar affinity for MDM2 and effectively restored p53 activity in cancer cell lines, leading to apoptosis and tumor growth inhibition. These findings underscore the potential of this compound as a valuable tool in the development of anticancer therapeutics.

Another area of research where 2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid has shown promise is in the design of anti-inflammatory agents. A study published in Bioorganic & Medicinal Chemistry Letters reported the synthesis of novel COX-2 inhibitors based on this scaffold. The researchers found that the fluorinated biphenyl moiety contributed to improved metabolic stability and reduced off-target effects compared to traditional COX-2 inhibitors. This suggests that derivatives of this compound could offer a safer and more effective alternative for the treatment of inflammatory diseases.

Beyond its applications in drug discovery, 2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid has also been investigated as a probe for studying enzyme mechanisms. Its structural features make it an ideal candidate for fluorescence labeling and other biophysical techniques. For instance, a recent study in ACS Chemical Biology utilized this compound to develop a fluorescent probe for monitoring the activity of carboxylesterases, enzymes involved in drug metabolism. The probe exhibited high sensitivity and selectivity, enabling real-time visualization of enzyme activity in live cells.

In conclusion, 2'-Fluoro-5'-methoxybiphenyl-3-carboxylic acid (CAS: 1215205-32-5) represents a versatile and valuable compound in chemical biology and pharmaceutical research. Its unique structural properties and demonstrated efficacy in various applications highlight its potential as a key intermediate in the development of novel therapeutics and research tools. Ongoing studies continue to explore its utility in diverse areas, and future research is expected to further expand its applications and impact in the field.

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