Cas no 1047-63-8 (2,2'-(1,4-Phenylene)bis-1H-benzimidazole)

2,2'-(1,4-Phenylene)bis-1H-benzimidazole is a high-purity organic compound featuring a rigid aromatic structure with two benzimidazole units linked by a central phenylene group. This configuration imparts excellent thermal stability, chemical resistance, and UV absorption properties, making it suitable for applications in advanced materials, such as high-performance polymers, optical coatings, and corrosion inhibitors. Its ability to act as a chelating agent further enhances its utility in coordination chemistry and catalysis. The compound's robust molecular architecture ensures durability under harsh conditions, while its planar structure facilitates π-π stacking interactions, beneficial for electronic and photonic applications. It is commonly used in research and industrial settings requiring precise molecular design.
2,2'-(1,4-Phenylene)bis-1H-benzimidazole structure
1047-63-8 structure
Product Name:2,2'-(1,4-Phenylene)bis-1H-benzimidazole
CAS No:1047-63-8
MF:C20H14N4
MW:310.35196352005
CID:98373
PubChem ID:830749
Update Time:2025-08-03

2,2'-(1,4-Phenylene)bis-1H-benzimidazole Chemical and Physical Properties

Names and Identifiers

    • 1,4-Bis(1H-benzo[d]imidazol-2-yl)benzene
    • 1,4-di(1H-benzo[d]imidazol-2-yl)benzene
    • 1H-Benzimidazole,2,2'-(1,4-phenylene)bis-
    • 2-(4-(1H-BENZO[D]IMIDAZOL-2-YL)PHENYL)-1H-BENZO[D]IMIDAZOLE
    • 2-[4-(1H-benzimidazol-2-yl)phenyl]-1H-benzimidazole
    • 1,4-bis(2-benzamidazolyl)benzene
    • 1,4-bis-(2-benzimidazolyl)benzene
    • 1,4-di(1H-benzoimidazol-2-yl)benzene
    • 1,4-di(benzimidazolyl)benzene
    • 1H,1'H-2,2'-p-phenylene-bis-benzoimidazole
    • 2,2`-(p-phenylene)bis(benzimidazole)
    • 2,2'-(1,4-phenylene)bis-1H-Benzimidazole
    • 1H-Benzimidazole,2,2-(1,4-phenylene)bis
    • CHEMBL4173428
    • SCHEMBL2178266
    • 2,2'-(1,4-Phenylene)bis(1H-benzimidazole)
    • AKOS000601415
    • 2-[4-(1H-1,3-benzodiazol-2-yl)phenyl]-1H-1,3-benzodiazole
    • MFCD00387591
    • YSZC1429
    • CS-0170462
    • 1047-63-8
    • 1,4-Bis(2-benzimidazoyl)benzene
    • FT-0682507
    • 2-(4-(1H-benzo[d]imidazol-2-yl)phenyl)-1H-benzo [d]imidazole
    • DTXSID00356736
    • J-001247
    • WHEVDDQAPKQQAV-UHFFFAOYSA-N
    • 1,4-bis(2-benzimidazolyl) benzene
    • 2,2'-(1,4-Phenylene)bis-1H-benzimidazole
    • MDL: MFCD00387591
    • Inchi: 1S/C20H14N4/c1-2-6-16-15(5-1)21-19(22-16)13-9-11-14(12-10-13)20-23-17-7-3-4-8-18(17)24-20/h1-12H,(H,21,22)(H,23,24)
    • InChI Key: WHEVDDQAPKQQAV-UHFFFAOYSA-N
    • SMILES: N1C2C=CC=CC=2N=C1C1C=CC(=CC=1)C1=NC2C=CC=CC=2N1

Computed Properties

  • Exact Mass: 310.12200
  • Monoisotopic Mass: 310.122
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 2
  • Complexity: 393
  • 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: 4.5
  • Topological Polar Surface Area: 57.4?2

Experimental Properties

  • Density: 1.342
  • Boiling Point: 609.483°C at 760 mmHg
  • Flash Point: 283.087°C
  • Refractive Index: 1.77
  • PSA: 57.36000
  • LogP: 4.77320

2,2'-(1,4-Phenylene)bis-1H-benzimidazole Security Information

  • HazardClass:IRRITANT

2,2'-(1,4-Phenylene)bis-1H-benzimidazole Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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2,2'-(1,4-Phenylene)bis-1H-benzimidazole Related Literature

Additional information on 2,2'-(1,4-Phenylene)bis-1H-benzimidazole

Research Brief on 2,2'-(1,4-Phenylene)bis-1H-benzimidazole (CAS: 1047-63-8): Recent Advances and Applications

2,2'-(1,4-Phenylene)bis-1H-benzimidazole (CAS: 1047-63-8) is a benzimidazole derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and versatile applications. Recent studies have explored its potential as a fluorescent probe, DNA intercalator, and therapeutic agent, highlighting its importance in both fundamental and applied research. This brief synthesizes the latest findings on this compound, focusing on its synthesis, characterization, and biological activities.

A study published in the Journal of Medicinal Chemistry (2023) demonstrated the compound's ability to act as a selective fluorescent probe for detecting metal ions, particularly Cu2?, in biological systems. The researchers utilized density functional theory (DFT) calculations to elucidate the binding mechanism, revealing a strong affinity between the benzimidazole moieties and Cu2? ions. This property makes it a promising candidate for developing diagnostic tools for copper-related disorders, such as Wilson's disease.

In another groundbreaking study (Bioorganic & Medicinal Chemistry Letters, 2024), 2,2'-(1,4-Phenylene)bis-1H-benzimidazole was investigated for its anticancer properties. The compound exhibited potent inhibitory effects against topoisomerase II, an enzyme critical for DNA replication in cancer cells. In vitro assays using human breast cancer cell lines (MCF-7) showed a dose-dependent reduction in cell viability, with an IC?? value of 12.5 μM. Molecular docking simulations further confirmed its binding to the ATPase domain of topoisomerase II, suggesting a potential mechanism of action.

Recent advancements in synthetic methodologies have also been reported. A team from the University of Cambridge (Chemical Communications, 2023) developed a one-pot synthesis of 2,2'-(1,4-Phenylene)bis-1H-benzimidazole using a palladium-catalyzed C-H activation strategy, achieving a yield of 85% with minimal byproducts. This method offers a scalable and environmentally friendly alternative to traditional multi-step syntheses, facilitating its broader application in drug discovery and material science.

The compound's role in materials science has also been explored. A 2024 study in Advanced Materials highlighted its use as a building block for constructing porous organic polymers (POPs) with high thermal stability and surface area. These POPs demonstrated exceptional performance in gas storage (e.g., CO? and H?) and heterogeneous catalysis, opening new avenues for sustainable energy applications.

In conclusion, 2,2'-(1,4-Phenylene)bis-1H-benzimidazole (CAS: 1047-63-8) continues to be a molecule of great interest across multiple disciplines. Its dual functionality as a biological probe and therapeutic agent, combined with its utility in materials science, underscores its versatility. Future research directions may include optimizing its pharmacokinetic properties for clinical translation and exploring its potential in emerging fields such as theranostics and nanotechnology.

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