Cas no 1260649-67-9 (7-Bromo-4-(trifluoromethyl)-1H-indole)

7-Bromo-4-(trifluoromethyl)-1H-indole is a halogenated indole derivative featuring a bromo substituent at the 7-position and a trifluoromethyl group at the 4-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and advanced materials. The presence of both bromine and trifluoromethyl groups enhances its reactivity, enabling selective functionalization for cross-coupling reactions and other transformations. Its stable indole core and electron-withdrawing substituents make it valuable for constructing complex heterocyclic frameworks. The compound is typically handled under inert conditions due to its sensitivity to moisture and air, ensuring optimal purity for research and industrial applications.
7-Bromo-4-(trifluoromethyl)-1H-indole structure
1260649-67-9 structure
Product Name:7-Bromo-4-(trifluoromethyl)-1H-indole
CAS No:1260649-67-9
MF:C9H5BrF3N
MW:264.041911840439
MDL:MFCD11848534
CID:3162733
PubChem ID:53399260
Update Time:2025-05-20

7-Bromo-4-(trifluoromethyl)-1H-indole Chemical and Physical Properties

Names and Identifiers

    • 7-Bromo-4-(trifluoromethyl)-1H-indole
    • SY099489
    • CS-0050082
    • 1260649-67-9
    • Z1269136109
    • P15441
    • 7-Bromo-4-trifluoromethyl-1H-indole
    • EN300-1073565
    • MFCD11848534
    • DTXSID90694598
    • SB15229
    • AS-52643
    • AKOS027326399
    • 1H-Indole, 7-bromo-4-(trifluoromethyl)-
    • 7-Bromo-4-(trifluoromethyl)indole
    • KAC64967
    • DTXCID30645347
    • 861-567-5
    • MDL: MFCD11848534
    • Inchi: 1S/C9H5BrF3N/c10-7-2-1-6(9(11,12)13)5-3-4-14-8(5)7/h1-4,14H
    • InChI Key: DCIQJRYJGLTTMJ-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C(F)(F)F)C2C=CNC=21

Computed Properties

  • Exact Mass: 262.95575g/mol
  • Monoisotopic Mass: 262.95575g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 219
  • 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: 3.6
  • Topological Polar Surface Area: 15.8?2

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Additional information on 7-Bromo-4-(trifluoromethyl)-1H-indole

Recent Advances in the Study of 7-Bromo-4-(trifluoromethyl)-1H-indole (CAS: 1260649-67-9) in Chemical Biology and Pharmaceutical Research

The compound 7-Bromo-4-(trifluoromethyl)-1H-indole (CAS: 1260649-67-9) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This heterocyclic molecule, characterized by its bromo and trifluoromethyl substituents, exhibits unique chemical properties that make it a valuable scaffold for drug discovery and development. Recent studies have explored its potential as a building block for the synthesis of novel bioactive compounds, particularly in the areas of oncology and infectious diseases.

One of the key areas of research involving 7-Bromo-4-(trifluoromethyl)-1H-indole is its role in the development of kinase inhibitors. Kinases are critical targets in cancer therapy, and the indole core of this compound provides a versatile platform for structural modifications. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 7-Bromo-4-(trifluoromethyl)-1H-indole exhibited potent inhibitory activity against several tyrosine kinases, including EGFR and VEGFR2. The presence of the trifluoromethyl group was found to enhance binding affinity and metabolic stability, highlighting the compound's potential for further optimization.

In addition to its applications in oncology, 7-Bromo-4-(trifluoromethyl)-1H-indole has also been investigated for its antimicrobial properties. A recent preprint on bioRxiv reported that this compound, when incorporated into larger molecular frameworks, showed promising activity against drug-resistant bacterial strains such as MRSA. The bromo substituent was identified as a critical moiety for interacting with bacterial cell wall synthesis enzymes, suggesting a potential mechanism of action. These findings open new avenues for the development of next-generation antibiotics.

The synthetic accessibility of 7-Bromo-4-(trifluoromethyl)-1H-indole has also been a focus of recent research. A 2024 paper in Organic Letters described an efficient, one-pot synthesis method for this compound, achieving a yield of over 85% under mild reaction conditions. This advancement is particularly significant for scaling up production and facilitating further pharmacological studies. The method employs palladium-catalyzed cross-coupling reactions, which are compatible with a wide range of functional groups, making it highly versatile for medicinal chemistry applications.

Despite these promising developments, challenges remain in the clinical translation of 7-Bromo-4-(trifluoromethyl)-1H-indole-based therapeutics. Pharmacokinetic studies have indicated that while the compound exhibits favorable tissue distribution, its plasma stability may require further optimization. Ongoing research is exploring prodrug strategies and formulation approaches to address these limitations. Additionally, computational modeling studies are being conducted to predict the toxicity profiles of various derivatives, ensuring their safety for human use.

In conclusion, 7-Bromo-4-(trifluoromethyl)-1H-indole (CAS: 1260649-67-9) represents a highly promising scaffold in modern drug discovery. Its unique chemical properties, combined with recent synthetic and pharmacological advancements, position it as a valuable tool for addressing unmet medical needs. Future research directions may include the exploration of its applications in neurodegenerative diseases and autoimmune disorders, further expanding its therapeutic potential.

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