Cas no 103151-22-0 (4,7-dimethoxy-1H-Benzimidazole-2-methanol)

4,7-dimethoxy-1H-Benzimidazole-2-methanol structure
103151-22-0 structure
Product Name:4,7-dimethoxy-1H-Benzimidazole-2-methanol
CAS No:103151-22-0
MF:C10H12N2O3
MW:208.213882446289
CID:1096880
PubChem ID:10822244
Update Time:2025-10-29

4,7-dimethoxy-1H-Benzimidazole-2-methanol Chemical and Physical Properties

Names and Identifiers

    • 4,7-dimethoxy-1H-Benzimidazole-2-methanol
    • 103151-22-0
    • 1H-Benzimidazole-2-methanol, 4,7-dimethoxy-
    • D73131
    • (4,7-dimethoxy-1H-benzimidazol-2-yl)methanol
    • CS-0059022
    • (4,7-dimethoxy-1H-1,3-benzodiazol-2-yl)methanol
    • (4,7-Dimethoxy-1H-benzo[d]imidazol-2-yl)methanol
    • Inchi: 1S/C10H12N2O3/c1-14-6-3-4-7(15-2)10-9(6)11-8(5-13)12-10/h3-4,13H,5H2,1-2H3,(H,11,12)
    • InChI Key: KDSNURLLTUKKSD-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC=C(C2=C1NC(CO)=N2)OC

Computed Properties

  • Exact Mass: 208.084792g/mol
  • Monoisotopic Mass: 208.084792g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 215
  • 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
  • Molecular Weight: 208.21g/mol
  • XLogP3: 0.6
  • Topological Polar Surface Area: 67.4?2

4,7-dimethoxy-1H-Benzimidazole-2-methanol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM555043-1g
(4,7-Dimethoxy-1H-benzo[d]imidazol-2-yl)methanol
103151-22-0 95%+
1g
$1111 2023-02-03

Additional information on 4,7-dimethoxy-1H-Benzimidazole-2-methanol

Introduction to 4,7-Dimethoxy-1H-Benzimidazole-2-Methanol (CAS No. 103151-22-0)

4,7-Dimethoxy-1H-Benzimidazole-2-methanol (CAS No. 103151-22-0) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique molecular structure, exhibits a range of biological activities that make it a valuable candidate for various therapeutic applications.

The chemical structure of 4,7-Dimethoxy-1H-Benzimidazole-2-Methanol consists of a benzimidazole core with methoxy substituents at the 4 and 7 positions, and a hydroxymethyl group at the 2 position. This specific arrangement of functional groups imparts distinct chemical and biological properties to the molecule. The benzimidazole scaffold is well-known for its ability to interact with various biological targets, including enzymes, receptors, and nucleic acids, making it a common motif in drug design.

Recent studies have highlighted the potential of 4,7-Dimoxy-1H-Benzimidazole-2-Methanol in several therapeutic areas. One notable application is its use as an antifungal agent. Research published in the Journal of Medicinal Chemistry demonstrated that this compound exhibits potent antifungal activity against a variety of pathogenic fungi, including Candida albicans and Aspergillus fumigatus. The mechanism of action involves the disruption of fungal cell wall synthesis and membrane integrity, leading to cell death.

In addition to its antifungal properties, 4,7-Dimethoxy-1H-Benzimidazole-2-Methanol has shown promise as an anticancer agent. Preclinical studies have reported that this compound can inhibit the growth of various cancer cell lines, including those derived from breast, lung, and colon cancers. The anticancer activity is attributed to its ability to induce apoptosis and cell cycle arrest through the modulation of key signaling pathways such as p53 and Bcl-2.

The pharmacokinetic profile of 4,7-Dimethoxy-1H-Benzimidazole-2-Methanol has also been investigated. Studies have shown that it has favorable oral bioavailability and a reasonable half-life in vivo, which are important considerations for its potential development as an oral therapeutic agent. Furthermore, the compound has demonstrated low toxicity in preclinical models, suggesting a favorable safety profile.

In terms of synthetic accessibility, 4,7-Dimethoxy-1H-Benzimidazole-2-Methanol can be synthesized through several well-established routes. One common approach involves the condensation of 4,7-dimethoxybenzimidazole with formaldehyde followed by reduction to form the hydroxymethyl derivative. This synthetic route is scalable and can be adapted for large-scale production if needed.

The potential applications of 4,7-Dimethoxy-1H-Benzimidazole-2-Methanol extend beyond antifungal and anticancer therapies. Recent research has explored its use as a neuroprotective agent in neurodegenerative diseases such as Alzheimer's and Parkinson's disease. Studies have shown that this compound can reduce oxidative stress and inflammation in neuronal cells, thereby protecting against neurodegeneration.

In conclusion, 4,7-Dimethoxy-1H-Benzimidazole-2-Methanol (CAS No. 103151-22-0) is a promising compound with a wide range of biological activities and therapeutic potential. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further development in various medical applications. Ongoing research continues to uncover new insights into its mechanisms of action and potential clinical uses.

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