Cas no 1262003-62-2 (5-(3-Aminophenyl)-3-trifluoromethoxyphenol)

5-(3-Aminophenyl)-3-trifluoromethoxyphenol is a fluorinated phenolic compound featuring both an aminophenyl and a trifluoromethoxy substituent. Its unique structure makes it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals, where the trifluoromethoxy group enhances metabolic stability and lipophilicity. The presence of the amine functionality allows for further derivatization, enabling the synthesis of more complex molecules. This compound is characterized by its high purity and stability under standard conditions, ensuring reliable performance in research and industrial applications. Its structural attributes make it suitable for use in drug discovery and material science, where precise functionalization is critical.
5-(3-Aminophenyl)-3-trifluoromethoxyphenol structure
1262003-62-2 structure
Product Name:5-(3-Aminophenyl)-3-trifluoromethoxyphenol
CAS No:1262003-62-2
MF:C13H10F3NO2
MW:269.219213962555
MDL:MFCD18316193
CID:2768749
PubChem ID:53221916
Update Time:2025-10-29

5-(3-Aminophenyl)-3-trifluoromethoxyphenol Chemical and Physical Properties

Names and Identifiers

    • 5-(3-Aminophenyl)-3-trifluoromethoxyphenol, 95%
    • 5-(3-AMINOPHENYL)-3-TRIFLUOROMETHOXYPHENOL
    • DTXSID40686504
    • 3'-Amino-5-(trifluoromethoxy)[1,1'-biphenyl]-3-ol
    • MFCD18316193
    • 1262003-62-2
    • 5-(3-Aminophenyl)-3-trifluoromethoxyphenol
    • MDL: MFCD18316193
    • Inchi: 1S/C13H10F3NO2/c14-13(15,16)19-12-6-9(5-11(18)7-12)8-2-1-3-10(17)4-8/h1-7,18H,17H2
    • InChI Key: QMYXBCRCPPWKEJ-UHFFFAOYSA-N
    • SMILES: FC(OC1=CC(=CC(=C1)C1C=CC=C(C=1)N)O)(F)F

Computed Properties

  • Exact Mass: 269.06636305Da
  • Monoisotopic Mass: 269.06636305Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 298
  • 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: 3.7
  • Topological Polar Surface Area: 55.5?2

5-(3-Aminophenyl)-3-trifluoromethoxyphenol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB322400-5 g
5-(3-Aminophenyl)-3-trifluoromethoxyphenol, 95%; .
1262003-62-2 95%
5g
€1159.00 2023-04-26
abcr
AB322400-5g
5-(3-Aminophenyl)-3-trifluoromethoxyphenol, 95%; .
1262003-62-2 95%
5g
€1159.00 2025-03-19

Additional information on 5-(3-Aminophenyl)-3-trifluoromethoxyphenol

Introduction to 5-(3-Aminophenyl)-3-trifluoromethoxyphenol (CAS No. 1262003-62-2)

5-(3-Aminophenyl)-3-trifluoromethoxyphenol is a significant compound in the field of pharmaceutical chemistry, characterized by its unique structural and functional properties. This compound, identified by the CAS number 1262003-62-2, has garnered considerable attention due to its potential applications in drug development and medicinal chemistry. The presence of both amino and trifluoromethoxy functional groups in its molecular structure endows it with distinct chemical reactivity and biological activity, making it a valuable candidate for further exploration.

The molecular structure of 5-(3-Aminophenyl)-3-trifluoromethoxyphenol consists of a benzene ring substituted with an amino group at the 3-position and a trifluoromethoxy group at the 5-position. This arrangement not only contributes to its unique electronic properties but also influences its interactions with biological targets. The amino group, in particular, serves as a hydrogen bond acceptor and donor, facilitating its binding to various biomolecules. In contrast, the trifluoromethoxy group introduces electron-withdrawing effects, which can modulate the compound's reactivity and stability.

In recent years, there has been growing interest in the development of novel therapeutic agents that leverage the properties of fluorinated aromatic compounds. The incorporation of fluorine atoms into pharmaceutical molecules has been shown to enhance metabolic stability, improve binding affinity, and increase bioavailability. 5-(3-Aminophenyl)-3-trifluoromethoxyphenol, with its fluorinated moiety, aligns well with these trends and represents a promising scaffold for drug discovery.

One of the most compelling aspects of this compound is its potential in the development of kinase inhibitors. Kinases are enzymes that play a crucial role in numerous cellular processes, including cell growth, differentiation, and signal transduction. Dysregulation of kinase activity is often associated with various diseases, particularly cancer. Researchers have identified that small molecules targeting kinases can effectively inhibit tumor growth and progression. The structural features of 5-(3-Aminophenyl)-3-trifluoromethoxyphenol, including its aromatic system and functional groups, make it a suitable candidate for designing kinase inhibitors.

Recent studies have demonstrated the efficacy of fluorinated phenols in inhibiting specific kinases. For instance, derivatives of phenols have been reported to exhibit potent activity against tyrosine kinases, which are overexpressed in many cancer types. The presence of both an amino group and a trifluoromethoxy group in 5-(3-Aminophenyl)-3-trifluoromethoxyphenol allows for fine-tuning of its binding interactions with kinase active sites. This flexibility has led to the identification of several lead compounds that show promising preclinical results.

The synthesis of 5-(3-Aminophenyl)-3-trifluoromethoxyphenol involves multi-step organic reactions that require precise control over reaction conditions. The introduction of the amino group at the 3-position typically involves nucleophilic aromatic substitution (SNAr) or reduction techniques, while the attachment of the trifluoromethoxy group can be achieved through direct fluorination or metal-catalyzed cross-coupling reactions. These synthetic strategies highlight the compound's complexity and the expertise required to produce it in high yields and purity.

In addition to its potential as a kinase inhibitor, 5-(3-Aminophenyl)-3-trifluoromethoxyphenol has shown promise in other therapeutic areas. Its structural motif is reminiscent of several known pharmacophores that exhibit antimicrobial and anti-inflammatory properties. Preliminary studies have suggested that this compound may interact with bacterial enzymes or inflammatory pathways, offering a new avenue for developing treatments against infectious diseases and chronic inflammatory conditions.

The pharmacokinetic profile of any drug candidate is critical for determining its clinical efficacy and safety. The fluorine atoms in 5-(3-Aminophenyl)-3-trifluoromethoxyphenol are known to enhance lipophilicity, which can improve membrane permeability and oral bioavailability. However, it is essential to balance lipophilicity with metabolic stability to avoid rapid degradation in vivo. Computational modeling and experimental studies are being conducted to optimize the pharmacokinetic properties of this compound.

The regulatory landscape for new drug development is stringent but well-defined, ensuring that only safe and effective compounds reach patients. The synthesis and characterization of 5-(3-Aminophenyl)-3-trifluoromethoxyphenol must adhere to Good Manufacturing Practices (GMP) and undergo rigorous preclinical testing before human trials can begin. Collaborations between academic researchers and pharmaceutical companies are essential for advancing this compound through the drug development pipeline.

In conclusion, 5-(3-Aminophenyl)-3-trifluoromethoxyphenol (CAS No. 1262003-62-2) is a multifaceted compound with significant potential in pharmaceutical applications. Its unique structural features make it an attractive scaffold for developing kinase inhibitors, antimicrobial agents, and anti-inflammatory drugs. Ongoing research efforts are focused on optimizing its synthesis, evaluating its biological activity, and understanding its pharmacokinetic profile. As our understanding of disease mechanisms continues to evolve, compounds like this one will play an increasingly important role in shaping future therapeutic strategies.

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