Cas no 40294-35-7 (5,6-dimethoxy-1H-1,3-benzodiazol-2-amine)

5,6-Dimethoxy-1H-1,3-benzodiazol-2-amine is a heterocyclic organic compound featuring a benzodiazole core substituted with dimethoxy and amine functional groups. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its electron-rich aromatic system enhances reactivity in coupling and condensation reactions, while the amine group allows for further functionalization. The dimethoxy substituents contribute to solubility in polar organic solvents, facilitating purification and handling. This compound is particularly useful in the development of bioactive molecules, including potential kinase inhibitors and antimicrobial agents, due to its ability to interact with biological targets through hydrogen bonding and π-stacking interactions.
5,6-dimethoxy-1H-1,3-benzodiazol-2-amine structure
40294-35-7 structure
Product Name:5,6-dimethoxy-1H-1,3-benzodiazol-2-amine
CAS No:40294-35-7
MF:C9H11N3O2
MW:193.202541589737
CID:851921
PubChem ID:19017768
Update Time:2025-05-22

5,6-dimethoxy-1H-1,3-benzodiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 1H-Benzimidazol-2-amine, 5,6-dimethoxy-
    • 1H-Benzimidazol-2-amine,5,6-dimethoxy-(9CI)
    • AKOS011973096
    • DTXSID001286651
    • CS-0259764
    • G57938
    • SCHEMBL9419443
    • Z995046460
    • 2-amino-5,6-dimethoxybenzimidazole
    • 5,6-dimethoxy-1H-1,3-benzodiazol-2-amine
    • POWPTEBMSHLSRA-UHFFFAOYSA-N
    • 5,6-Dimethoxy-1H-benzo[d]imidazol-2-amine
    • 5,6-dimethoxy-1H-benzimidazol-2-amine
    • 40294-35-7
    • EN300-74169
    • Inchi: 1S/C9H11N3O2/c1-13-7-3-5-6(4-8(7)14-2)12-9(10)11-5/h3-4H,1-2H3,(H3,10,11,12)
    • InChI Key: POWPTEBMSHLSRA-UHFFFAOYSA-N
    • SMILES: O(C)C1C(=CC2=C(C=1)NC(N)=N2)OC

Computed Properties

  • Exact Mass: 193.085126602g/mol
  • Monoisotopic Mass: 193.085126602g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 203
  • 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: 0.5
  • Topological Polar Surface Area: 73.2?2

5,6-dimethoxy-1H-1,3-benzodiazol-2-amine Pricemore >>

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Additional information on 5,6-dimethoxy-1H-1,3-benzodiazol-2-amine

Research Brief on 5,6-dimethoxy-1H-1,3-benzodiazol-2-amine (CAS: 40294-35-7): Recent Advances and Applications

The compound 5,6-dimethoxy-1H-1,3-benzodiazol-2-amine (CAS: 40294-35-7) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This heterocyclic amine derivative, characterized by its dimethoxy-substituted benzodiazole core, has been explored for its potential as a building block in drug discovery, fluorescence labeling, and enzyme inhibition studies. Recent literature highlights its role in the development of novel therapeutic agents and biochemical probes, making it a compound of considerable interest to researchers in the field.

A 2023 study published in the Journal of Medicinal Chemistry investigated the use of 5,6-dimethoxy-1H-1,3-benzodiazol-2-amine as a precursor for the synthesis of kinase inhibitors. The researchers demonstrated that modifications to the amine group could yield compounds with high selectivity for specific kinase targets, offering potential applications in cancer therapy. The study also noted the compound's favorable pharmacokinetic properties, including good solubility and metabolic stability, which are critical for drug development.

In addition to its therapeutic potential, 5,6-dimethoxy-1H-1,3-benzodiazol-2-amine has been employed in fluorescence-based assays. A 2022 paper in Analytical Biochemistry described its use as a fluorescent probe for detecting reactive oxygen species (ROS) in cellular environments. The compound's unique emission profile and sensitivity to oxidative stress make it a valuable tool for studying redox biology and oxidative damage in diseases such as neurodegeneration and inflammation.

Another area of active research involves the compound's role in enzyme inhibition. Recent work published in Bioorganic & Medicinal Chemistry Letters (2023) explored its interaction with histone deacetylases (HDACs), a class of enzymes implicated in epigenetic regulation. The study found that derivatives of 5,6-dimethoxy-1H-1,3-benzodiazol-2-amine could selectively inhibit HDAC isoforms, suggesting potential applications in epigenetic therapy for cancers and other diseases.

Despite these promising findings, challenges remain in optimizing the compound's efficacy and specificity. Ongoing research aims to address these issues through structural modifications and advanced screening techniques. For instance, computational modeling and high-throughput screening are being used to identify novel derivatives with enhanced biological activity and reduced off-target effects.

In conclusion, 5,6-dimethoxy-1H-1,3-benzodiazol-2-amine (CAS: 40294-35-7) represents a versatile scaffold with broad applications in drug discovery, fluorescence imaging, and enzyme inhibition. Continued research into its properties and derivatives is expected to yield further insights and therapeutic candidates, solidifying its importance in the chemical biology and pharmaceutical fields.

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