Cas no 4510-12-7 (Methyl 4-hydrazinobenzoate)

Methyl 4-hydrazinobenzoate is a hydrazine-substituted benzoate ester with applications in organic synthesis and pharmaceutical intermediates. Its key advantages include its role as a versatile building block for the preparation of heterocyclic compounds, such as indazoles and benzotriazines, due to the reactive hydrazine moiety. The methyl ester group enhances solubility in organic solvents, facilitating further functionalization. This compound is particularly useful in medicinal chemistry for the development of biologically active molecules. It exhibits good stability under standard conditions, ensuring reliable handling and storage. Its well-defined reactivity profile makes it a valuable reagent for targeted synthetic transformations.
Methyl 4-hydrazinobenzoate structure
Methyl 4-hydrazinobenzoate structure
Product Name:Methyl 4-hydrazinobenzoate
CAS No:4510-12-7
MF:C8H10N2O2
MW:166.177201747894
MDL:MFCD01124892
CID:1082827
PubChem ID:408928
Update Time:2025-06-09

Methyl 4-hydrazinobenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4-hydrazinylbenzoate
    • Methyl 4-hydrazinobenzoate hydrochloride
    • Methyl hydrazinobenzoate
    • PUVXAQCVNJUHKG-UHFFFAOYSA-N
    • AKOS002275670
    • EN300-268474
    • STK277335
    • DTXSID00328291
    • ALBB-024949
    • 4510-12-7
    • benzoic acid, 4-hydrazino-, methyl ester, hydrochloride
    • SCHEMBL182181
    • A936716
    • MFCD01124892
    • Benzoic acid, 4-hydrazino-, methyl ester
    • 4-methoxycarbonylphenylhydrazine
    • NCGC00173709-01
    • TimTec1_005285
    • methyl4-hydrazinylbenzoate
    • AB7532
    • DB-070626
    • BS-28854
    • methyl 4-hydrazinobenzoate
    • Methyl 4-hydrazinobenzoate
    • MDL: MFCD01124892
    • Inchi: 1S/C8H10N2O2/c1-12-8(11)6-2-4-7(10-9)5-3-6/h2-5,10H,9H2,1H3
    • InChI Key: PUVXAQCVNJUHKG-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=CC(=CC=1)NN)=O

Computed Properties

  • Exact Mass: 166.0743
  • Monoisotopic Mass: 166.074227566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 153
  • 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: 1.5
  • Topological Polar Surface Area: 64.4?2

Experimental Properties

  • PSA: 64.35

Methyl 4-hydrazinobenzoate Pricemore >>

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Methyl 4-hydrazinobenzoate Related Literature

Additional information on Methyl 4-hydrazinobenzoate

Methyl 4-hydrazinobenzoate (CAS No. 4510-12-7): An Overview of Its Properties, Applications, and Recent Research

Methyl 4-hydrazinobenzoate (CAS No. 4510-12-7) is a versatile organic compound with a wide range of applications in the fields of chemistry, biology, and pharmaceuticals. This compound, also known as 4-hydrazinobenzoic acid methyl ester, has gained significant attention due to its unique chemical structure and potential in various scientific and industrial processes.

The chemical formula of Methyl 4-hydrazinobenzoate is C8H9N3O2. It is a white crystalline solid with a melting point of approximately 168-170°C. The compound is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but it has limited solubility in water. These physical properties make it suitable for various synthetic and analytical applications.

In the realm of organic synthesis, Methyl 4-hydrazinobenzoate serves as an important intermediate in the preparation of more complex molecules. Its hydrazine functionality can undergo a variety of reactions, including condensation with aldehydes and ketones to form hydrazones, which are valuable intermediates in the synthesis of pharmaceuticals and agrochemicals. Additionally, the ester group can be hydrolyzed to yield the corresponding carboxylic acid, which can further participate in amide formation or other functional group transformations.

One of the key areas where Methyl 4-hydrazinobenzoate has shown promise is in the development of new pharmaceutical agents. Recent research has focused on its potential as a building block for the synthesis of antiviral and anticancer drugs. For instance, a study published in the Journal of Medicinal Chemistry reported the synthesis of a series of derivatives from Methyl 4-hydrazinobenzoate, which exhibited potent antiviral activity against several strains of influenza virus. Another study in the Bioorganic & Medicinal Chemistry Letters highlighted the use of this compound as a precursor for novel anticancer agents that target specific cellular pathways involved in tumor growth.

Beyond pharmaceutical applications, Methyl 4-hydrazinobenzoate has also found use in materials science. Its ability to form stable complexes with metal ions makes it a valuable ligand in coordination chemistry. Research in this area has explored its potential for developing new catalysts and functional materials. For example, a study published in the Inorganic Chemistry Communications demonstrated the synthesis of metal-organic frameworks (MOFs) using Methyl 4-hydrazinobenzoate as a linker molecule, resulting in materials with high surface areas and tunable pore sizes, suitable for gas storage and separation applications.

The environmental impact of chemical compounds is an important consideration in their development and application. Studies have shown that Methyl 4-hydrazinobenzoate exhibits low toxicity and environmental persistence when used under controlled conditions. However, proper handling and disposal practices are essential to minimize any potential risks. Researchers continue to investigate ways to improve the sustainability and eco-friendliness of processes involving this compound.

In conclusion, Methyl 4-hydrazinobenzoate (CAS No. 4510-12-7) is a multifaceted compound with significant potential across various scientific disciplines. Its unique chemical properties make it an invaluable tool for synthetic chemists, pharmaceutical researchers, and materials scientists alike. As ongoing research continues to uncover new applications and optimize existing ones, the importance of this compound is likely to grow even further.

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