Cas no 101716-43-2 (2-(Carbazol-9-yl)aniline)

2-(Carbazol-9-yl)aniline is a versatile aromatic amine derivative featuring a carbazole moiety linked to an aniline group. This compound is valued for its unique electronic and photophysical properties, making it a useful intermediate in organic synthesis and materials science. Its rigid, conjugated structure contributes to excellent charge-transport characteristics, which are advantageous in the development of organic semiconductors, OLEDs, and other optoelectronic devices. The presence of both amine and carbazole functional groups allows for further derivatization, enabling tailored modifications for specific applications. High purity and stability under standard conditions ensure reliable performance in research and industrial settings. Its synthesis and handling require standard precautions for aromatic amines.
2-(Carbazol-9-yl)aniline structure
2-(Carbazol-9-yl)aniline structure
Product Name:2-(Carbazol-9-yl)aniline
CAS No:101716-43-2
MF:C18H14N2
MW:258.317163944244
CID:2199896
PubChem ID:59221950
Update Time:2025-10-25

2-(Carbazol-9-yl)aniline Chemical and Physical Properties

Names and Identifiers

    • 2-(9H-CARBAZOLE-9-YL)ANILINE
    • 2-carbazol-9-yl-aniline; 2-Carbazol-9-yl-anilin; 2-(9H-carbazole-9-yl)aniline; 2-(3-BROMOAZETIDIN-1-YL)-ACETONITRILE
    • 2-(Carbazol-9-yl)aniline
    • 2-(9H-CARBAZOL-9-YL)BENZENAMINE
    • Benzenamine, 2-(9H-carbazol-9-yl)-
    • AS-30115
    • AKOS025404060
    • SCHEMBL868518
    • 101716-43-2
    • DB-111599
    • 2-carbazol-9-ylaniline
    • MDL: MFCD28369557
    • Inchi: 1S/C18H14N2/c19-15-9-3-6-12-18(15)20-16-10-4-1-7-13(16)14-8-2-5-11-17(14)20/h1-12H,19H2
    • InChI Key: CUAPXNXBWGCQBG-UHFFFAOYSA-N
    • SMILES: N1(C2C=CC=CC=2N)C2C=CC=CC=2C2=CC=CC=C12

Computed Properties

  • Exact Mass: 258.11600
  • Monoisotopic Mass: 258.115698455Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 1
  • Complexity: 320
  • 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: 4.3
  • Topological Polar Surface Area: 31?2

Experimental Properties

  • PSA: 30.95000
  • LogP: 4.94710

2-(Carbazol-9-yl)aniline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
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$ 305.00 2023-04-18
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Ambeed
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Additional information on 2-(Carbazol-9-yl)aniline

Recent Advances in the Study of 2-(Carbazol-9-yl)aniline (CAS: 101716-43-2) and Its Applications in Chemical Biology and Medicine

2-(Carbazol-9-yl)aniline (CAS: 101716-43-2) is a carbazole derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its carbazole-aniline hybrid structure, has been investigated for its potential as a building block in organic synthesis, a fluorescent probe, and a pharmacophore in drug discovery. The unique electronic and steric properties of 2-(Carbazol-9-yl)aniline make it a promising candidate for various biomedical applications, including the development of novel therapeutics and diagnostic tools.

Recent studies have focused on elucidating the molecular mechanisms underlying the biological activities of 2-(Carbazol-9-yl)aniline and its derivatives. One notable area of research involves its role as a fluorescent probe for detecting biomolecules and monitoring cellular processes. The carbazole moiety provides strong fluorescence properties, while the aniline group allows for functionalization, enabling the design of targeted probes. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of 2-(Carbazol-9-yl)aniline-based probes for real-time imaging of reactive oxygen species (ROS) in cancer cells, offering insights into oxidative stress pathways.

In addition to its utility as a fluorescent probe, 2-(Carbazol-9-yl)aniline has been explored as a scaffold for drug development. Researchers have synthesized and evaluated a series of derivatives for their anticancer, antimicrobial, and anti-inflammatory activities. A 2022 study in Bioorganic & Medicinal Chemistry Letters reported that certain 2-(Carbazol-9-yl)aniline derivatives exhibited potent inhibitory effects against tyrosine kinases, which are key targets in cancer therapy. These findings highlight the compound's potential as a lead structure for the design of kinase inhibitors.

The synthetic accessibility of 2-(Carbazol-9-yl)aniline has also facilitated its use in materials science, particularly in the development of organic electronic devices. Its conjugated system and electron-donating properties make it suitable for applications in organic light-emitting diodes (OLEDs) and photovoltaic cells. A 2023 review in Advanced Materials summarized recent advancements in carbazole-based materials, emphasizing the role of 2-(Carbazol-9-yl)aniline in enhancing device performance through improved charge transport and stability.

Despite these promising developments, challenges remain in optimizing the pharmacological and physicochemical properties of 2-(Carbazol-9-yl)aniline derivatives. Future research directions may include structure-activity relationship (SAR) studies to identify more potent and selective analogs, as well as investigations into the compound's toxicity and pharmacokinetic profiles. Collaborative efforts between chemists, biologists, and material scientists will be essential to fully unlock the potential of this versatile molecule.

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