Cas no 650638-11-2 (7-hydrazinyl-1H-1,3-benzodiazole)

7-hydrazinyl-1H-1,3-benzodiazole structure
650638-11-2 structure
Product Name:7-hydrazinyl-1H-1,3-benzodiazole
CAS No:650638-11-2
MF:C7H8N4
MW:148.16522026062
MDL:MFCD19202850
CID:408191
PubChem ID:45077829
Update Time:2025-11-01

7-hydrazinyl-1H-1,3-benzodiazole Chemical and Physical Properties

Names and Identifiers

    • 7-hydrazinyl-1H-Benzimidazole
    • 1H-benzimidazol-4-ylhydrazine
    • 1H-Benzimidazole, 4-hydrazino-
    • 1H-Benzimidazole,4-hydrazino-(9CI)
    • 7-hydrazinyl-1H-1,3-benzodiazole
    • 4-Hydrazinyl-1H-benzimidazole
    • AKOS006339081
    • 650638-11-2
    • SCHEMBL6071771
    • EN300-295171
    • 4-Hydrazinyl-1H-benzo[d]imidazole
    • DTXSID70663404
    • MDL: MFCD19202850
    • Inchi: 1S/C7H8N4/c8-11-6-3-1-2-5-7(6)10-4-9-5/h1-4,11H,8H2,(H,9,10)
    • InChI Key: AMKZOCBFGAROPQ-UHFFFAOYSA-N
    • SMILES: N1C=NC2C(=CC=CC1=2)NN

Computed Properties

  • Exact Mass: 148.07504
  • Monoisotopic Mass: 148.074896272g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 138
  • 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: 0.7
  • Topological Polar Surface Area: 66.7?2

Experimental Properties

  • PSA: 66.73

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Additional information on 7-hydrazinyl-1H-1,3-benzodiazole

Recent Advances in the Study of 7-Hydrazinyl-1H-1,3-Benzodiazole (CAS: 650638-11-2) and Its Applications in Chemical Biology and Medicine

The compound 7-hydrazinyl-1H-1,3-benzodiazole (CAS: 650638-11-2) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile applications in drug discovery and development. This heterocyclic compound, featuring a benzodiazole core with a hydrazinyl substituent, exhibits unique chemical properties that make it a valuable scaffold for designing novel therapeutic agents. Recent studies have explored its potential as a key intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors, antimicrobial agents, and fluorescent probes for biological imaging.

A study published in the Journal of Medicinal Chemistry (2023) highlighted the role of 7-hydrazinyl-1H-1,3-benzodiazole in the synthesis of selective kinase inhibitors targeting cancer-related pathways. The researchers demonstrated that modifications at the hydrazinyl group could significantly enhance the binding affinity and selectivity of the resulting compounds toward specific kinase isoforms. Molecular docking studies revealed that the benzodiazole core interacts with key residues in the ATP-binding pocket, while the hydrazinyl group forms critical hydrogen bonds, stabilizing the inhibitor-enzyme complex.

In another groundbreaking study, 7-hydrazinyl-1H-1,3-benzodiazole was utilized as a precursor for developing novel antimicrobial agents. Researchers synthesized a series of derivatives by coupling the hydrazinyl group with various aromatic aldehydes, resulting in compounds with potent activity against multidrug-resistant bacterial strains. Mechanistic studies indicated that these derivatives disrupt bacterial cell membrane integrity and inhibit essential enzymes involved in folate biosynthesis, offering a dual mode of action that reduces the likelihood of resistance development.

Beyond its therapeutic applications, 7-hydrazinyl-1H-1,3-benzodiazole has also found utility in chemical biology as a fluorescent probe. A recent publication in ACS Chemical Biology (2024) described the design of a turn-on fluorescent sensor based on this compound for detecting reactive oxygen species (ROS) in live cells. The probe exhibited high selectivity for hydroxyl radicals and demonstrated excellent photostability, making it a valuable tool for studying oxidative stress in disease models.

Despite these promising developments, challenges remain in optimizing the pharmacokinetic properties of 7-hydrazinyl-1H-1,3-benzodiazole-derived compounds. Recent efforts have focused on improving solubility and metabolic stability through structural modifications, such as the introduction of polar substituents or prodrug strategies. Computational modeling and high-throughput screening approaches are being employed to identify optimal derivatives with enhanced drug-like properties.

In conclusion, 7-hydrazinyl-1H-1,3-benzodiazole (CAS: 650638-11-2) represents a versatile and pharmacologically relevant scaffold with diverse applications in medicinal chemistry and chemical biology. Ongoing research continues to uncover new therapeutic opportunities and mechanistic insights, positioning this compound as a valuable asset in the development of next-generation pharmaceuticals and biochemical tools.

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