Cas no 106139-94-0 (6-Bromo-1H-phenalene)

6-Bromo-1H-phenalene is a brominated polycyclic aromatic hydrocarbon characterized by its fused ring structure, which incorporates a phenalene core with a bromine substituent at the 6-position. This compound is of interest in organic synthesis and materials science due to its potential as a building block for more complex aromatic systems. The bromine atom enhances reactivity, facilitating further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. Its rigid, planar structure may also lend utility in the development of organic semiconductors or luminescent materials. High purity grades are available for research applications, ensuring reproducibility in experimental studies.
6-Bromo-1H-phenalene structure
6-Bromo-1H-phenalene structure
Product Name:6-Bromo-1H-phenalene
CAS No:106139-94-0
MF:C13H9Br
MW:245.114562749863
CID:1029942
PubChem ID:46912022
Update Time:2025-06-12

6-Bromo-1H-phenalene Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-1H-phenalene
    • 6-Bromo-1H-phelene
    • 106139-94-0
    • DTXSID40677316
    • AKOS015899718
    • DB-059452
    • Inchi: 1S/C13H9Br/c14-12-8-7-10-4-1-3-9-5-2-6-11(12)13(9)10/h1-2,4-8H,3H2
    • InChI Key: VOARYMMTZDSSDW-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2C=CCC3=CC=CC=1C3=2

Computed Properties

  • Exact Mass: 243.98877
  • Monoisotopic Mass: 243.989
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 246
  • 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
  • Topological Polar Surface Area: 0A^2
  • XLogP3: 4.7

Experimental Properties

  • PSA: 0
  • LogP: 4.17160

6-Bromo-1H-phenalene Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A019145705-1g
6-Bromo-1H-phenalene
106139-94-0 95%
1g
$538.56 2023-09-04
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1756084-1g
6-Bromo-1h-phenalene
106139-94-0 98%
1g
¥5380.00 2024-08-09

Additional information on 6-Bromo-1H-phenalene

Recent Advances in the Study of 6-Bromo-1H-phenalene (CAS: 106139-94-0) in Chemical Biology and Pharmaceutical Research

6-Bromo-1H-phenalene (CAS: 106139-94-0) is a brominated polycyclic aromatic hydrocarbon that has garnered significant attention in recent years due to its unique chemical properties and potential applications in medicinal chemistry and drug discovery. This compound, characterized by its fused aromatic ring system and bromine substituent, serves as a versatile scaffold for the synthesis of novel bioactive molecules. Recent studies have explored its utility as a building block for the development of anticancer agents, enzyme inhibitors, and fluorescent probes, highlighting its broad applicability in chemical biology and pharmaceutical research.

A 2023 study published in the Journal of Medicinal Chemistry investigated the anticancer properties of 6-Bromo-1H-phenalene derivatives. Researchers synthesized a series of analogs and evaluated their cytotoxicity against various cancer cell lines, including breast, lung, and colon cancer. The results demonstrated that certain derivatives exhibited potent antiproliferative activity, with IC50 values in the low micromolar range. Mechanistic studies revealed that these compounds induce apoptosis via the mitochondrial pathway and inhibit key signaling pathways involved in tumor progression. These findings underscore the potential of 6-Bromo-1H-phenalene as a lead compound for anticancer drug development.

In addition to its anticancer potential, 6-Bromo-1H-phenalene has been explored as a fluorescent probe for bioimaging applications. A 2022 study in ACS Chemical Biology reported the synthesis of a water-soluble derivative of 6-Bromo-1H-phenalene, which exhibited strong fluorescence emission in the visible spectrum. This derivative was successfully used to label and track cellular components in live cells, demonstrating its utility as a bioimaging tool. The study also highlighted the compound's photostability and low cytotoxicity, making it a promising candidate for long-term imaging studies.

Recent advancements in synthetic methodologies have also facilitated the efficient preparation of 6-Bromo-1H-phenalene derivatives. A 2023 paper in Organic Letters described a novel palladium-catalyzed cross-coupling reaction that enables the selective functionalization of the phenalene core. This method provides access to a diverse array of derivatives with tailored properties, expanding the scope of potential applications. The authors also reported the use of computational modeling to predict the electronic and steric effects of various substituents, aiding in the rational design of new derivatives with enhanced bioactivity.

Despite these promising developments, challenges remain in the optimization of 6-Bromo-1H-phenalene-based compounds for clinical applications. Issues such as solubility, bioavailability, and off-target effects need to be addressed through further structural modifications and pharmacokinetic studies. Nevertheless, the growing body of research on this compound underscores its potential as a valuable tool in chemical biology and a promising scaffold for drug discovery. Future studies are expected to focus on the development of more potent and selective derivatives, as well as their evaluation in preclinical models of disease.

Recommended suppliers
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Jinan Hanyu Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jinan Hanyu Chemical Co.,Ltd.
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing jingzhu bio-technology Co., Ltd.
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
Hebei Liye chemical Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hebei Liye chemical Co.,Ltd