Cas no 59214-44-7 (2-Hydrazinyl-1H-imidazole)

2-Hydrazinyl-1H-imidazole is a heterocyclic compound featuring both hydrazine and imidazole functional groups, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its reactive hydrazinyl group enables participation in condensation and cyclization reactions, facilitating the construction of complex heterocyclic frameworks. The imidazole core contributes to its potential as a ligand in coordination chemistry or as a building block for biologically active molecules. This compound is particularly valuable in medicinal chemistry for the development of pharmacophores targeting enzymes or receptors. Its stability and solubility in common organic solvents further enhance its utility in research and industrial processes.
2-Hydrazinyl-1H-imidazole structure
2-Hydrazinyl-1H-imidazole structure
Product Name:2-Hydrazinyl-1H-imidazole
CAS No:59214-44-7
MF:C3H6N4
MW:98.1065392494202
MDL:MFCD06797191
CID:823385
PubChem ID:283401
Update Time:2025-10-31

2-Hydrazinyl-1H-imidazole Chemical and Physical Properties

Names and Identifiers

    • 2-Hydrazinyl-1H-imidazole
    • (1H-Imidazol-2-yl)hydrazine
    • (1H-Imidazol-2-yl)-hydrazine
    • 1H-imidazol-2-ylhydrazine
    • 7-CHLORO-3-NITRO-3,4-DIHYDRO-1H-QUINOLIN-2-ONE
    • 2-IMIDAZOLYLHYDRAZINE
    • AC1L5YK0
    • NSC137978
    • SureCN2981194
    • SureCN6282426
    • SB37837
    • DB-072607
    • 59214-44-7
    • CS-0454009
    • DTXSID70300640
    • hydrazinoimidazole
    • AKOS006228126
    • NSC-137978
    • 2-hydrazono-2,3-dihydro-1H-imidazole
    • MDL: MFCD06797191
    • Inchi: 1S/C3H6N4/c4-7-3-5-1-2-6-3/h1-2H,4H2,(H2,5,6,7)
    • InChI Key: KRCJXGOZWLRNBO-UHFFFAOYSA-N
    • SMILES: N1C=CN=C1NN

Computed Properties

  • Exact Mass: 98.05938
  • Monoisotopic Mass: 98.059246208g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 1
  • Complexity: 54.9
  • 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: -0.4
  • Topological Polar Surface Area: 66.7?2

Experimental Properties

  • PSA: 66.73

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Additional information on 2-Hydrazinyl-1H-imidazole

Introduction to 2-Hydrazinyl-1H-imidazole (CAS No. 59214-44-7)

2-Hydrazinyl-1H-imidazole, with the chemical formula C?H?N?, is a significant heterocyclic compound that has garnered considerable attention in the field of pharmaceutical chemistry and medicinal research. This compound, identified by its CAS number 59214-44-7, is a derivative of imidazole, a core structural motif found in numerous biologically active molecules. The presence of a hydrazine substituent at the 2-position of the imidazole ring imparts unique chemical and pharmacological properties, making it a valuable scaffold for drug discovery and development.

The imidazole ring is a five-membered aromatic heterocycle containing two nitrogen atoms. It is widely recognized for its role in various biological processes and is a key component in many pharmaceuticals, including antifungals, antivirals, and anticancer agents. The introduction of a hydrazine group at the 2-position of the imidazole ring enhances its reactivity, enabling diverse functionalization and interaction with biological targets. This structural feature has been leveraged in the design of novel compounds with potential therapeutic applications.

In recent years, 2-hydrazinyl-1H-imidazole has been studied extensively for its pharmacological profile. Its ability to act as a precursor in the synthesis of more complex molecules has made it an attractive intermediate in medicinal chemistry. Researchers have explored its potential in developing treatments for various diseases, including neurological disorders and inflammatory conditions. The compound's reactivity with biological molecules such as enzymes and receptors has been investigated, providing insights into its mechanism of action.

One of the most compelling aspects of 2-hydrazinyl-1H-imidazole is its role in the development of targeted therapies. The hydrazine moiety can participate in covalent bond formation with biomolecules, which is particularly useful in creating drugs that exhibit high selectivity and potency. This property has been exploited in the design of small-molecule inhibitors that disrupt specific disease pathways. For instance, studies have shown that derivatives of 2-hydrazinyl-1H-imidazole can interact with certain kinases and proteases, modulating their activity and potentially inhibiting tumor growth.

The synthesis of 2-hydrazinyl-1H-imidazole involves well-established organic chemistry techniques, including condensation reactions and cyclization processes. The compound can be prepared from commercially available precursors through multi-step synthetic routes that highlight the versatility of imidazole derivatives. Advances in synthetic methodologies have enabled the production of high-purity samples, facilitating detailed structural elucidation and pharmacological studies.

Recent research has also focused on the computational modeling of 2-hydrazinyl-1H-imidazole to predict its interactions with biological targets. Molecular docking studies have been conducted to identify potential binding sites on proteins relevant to disease pathways. These computational approaches complement experimental investigations by providing rapid screening tools for drug-like properties. The integration of experimental data with computational insights has accelerated the discovery process for novel therapeutic agents.

The pharmacokinetic properties of 2-hydrazinyl-1H-imidazole are another area of interest. Understanding how the compound is absorbed, distributed, metabolized, and excreted (ADME) is crucial for optimizing its therapeutic efficacy and safety profile. Preclinical studies have been performed to assess these parameters, providing valuable data for drug development pipelines. These studies have revealed important insights into the compound's behavior within biological systems and have guided modifications to improve its pharmacokinetic profile.

From a medicinal chemistry perspective, 2-hydrazinyl-1H-imidazole serves as a versatile building block for designing novel drug candidates. Its structural features allow for modifications at multiple positions, enabling fine-tuning of physicochemical properties such as solubility, bioavailability, and metabolic stability. By incorporating different substituents into the imidazole ring or appending functional groups to the hydrazine moiety, chemists can generate libraries of compounds with tailored pharmacological activities.

The potential applications of 2-hydrazinyl-1H-imidazole extend beyond oncology and inflammation research. It has been explored as a component in antimicrobial agents due to its ability to disrupt bacterial cell wall synthesis or interfere with essential metabolic pathways. Additionally, its derivatives have shown promise as neuroprotective compounds, potentially benefiting patients with neurodegenerative diseases such as Alzheimer's or Parkinson's.

In conclusion,2-Hydrazinyl-1H-imidazole (CAS No. 59214-44-7) represents a fascinating compound with broad therapeutic implications. Its unique structural features make it an invaluable tool in drug discovery efforts across multiple disease areas. Continued research into this molecule will likely uncover new opportunities for therapeutic intervention and highlight its significance in modern medicinal chemistry.

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