Cas no 34253-02-6 (Methyl pyridazine-3-carboxylate)

Methyl pyridazine-3-carboxylate is a heterocyclic organic compound featuring a pyridazine core esterified with a methyl group at the 3-position. This versatile intermediate is widely used in pharmaceutical and agrochemical synthesis due to its reactive carboxylate functionality, which facilitates further derivatization. Its pyridazine ring structure contributes to its utility in constructing biologically active molecules, particularly in medicinal chemistry for drug discovery. The compound exhibits good stability under standard conditions, ensuring reliable handling and storage. Its compatibility with various coupling and substitution reactions makes it a valuable building block for developing novel compounds with potential therapeutic or pesticidal applications.
Methyl pyridazine-3-carboxylate structure
34253-02-6 structure
Product Name:Methyl pyridazine-3-carboxylate
CAS No:34253-02-6
MF:C6H6N2O2
MW:138.124041080475
MDL:MFCD10698044
CID:1038107
PubChem ID:13011730
Update Time:2025-06-14

Methyl pyridazine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl pyridazine-3-carboxylate
    • Methyl 3-?pyridazinecarboxylat?e
    • 3-PYRIDAZINECARBOXYLIC ACID, METHYL ESTER
    • AGN-PC-00KG8B
    • ANW-74273
    • CTK8C5129
    • methyl 2-pyridazinecarboxylate
    • METHYL 3-PYRIDAZINECARBOXYLATE
    • Pyridazin-3-carbonsaeure-methylester
    • pyridazine-3-carboxylic acid methyl ester
    • SureCN6602091
    • 3-Pyridazinecarboxylic acid methyl ester
    • BCP22431
    • PB28168
    • AB1011536
    • ST1130932
    • Y5388
    • AM20090523
    • A822136
    • 34253-02-6
    • SY034369
    • DTXSID30515076
    • AKOS015949992
    • AC-28826
    • MFCD10698044
    • SCHEMBL6602091
    • Methylpyridazine-3-carboxylate
    • DA-21162
    • DS-16862
    • F2147-1909
    • CS-0044033
    • J-522631
    • MDL: MFCD10698044
    • Inchi: 1S/C6H6N2O2/c1-10-6(9)5-3-2-4-7-8-5/h2-4H,1H3
    • InChI Key: ITMAHDJHOXDZEL-UHFFFAOYSA-N
    • SMILES: O(C)C(C1=CC=CN=N1)=O

Computed Properties

  • Exact Mass: 138.04298
  • Monoisotopic Mass: 138.042927438g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 127
  • 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: 52.1

Experimental Properties

  • Density: 1.214
  • Boiling Point: 281.273°C at 760 mmHg
  • Flash Point: 123.91°C
  • Refractive Index: 1.513
  • PSA: 52.08

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Methyl pyridazine-3-carboxylate Related Literature

  • 1. Asymmetric synthesis of (3S?)-2,3,4,5-tetrahydropyridazine-3-carboxylic acid and its methyl ester??
    Ian H. Aspinall,Phillip M. Cowley,Glynn Mitchell,Clive M. Raynor,Richard J. Stoodley J. Chem. Soc. Perkin Trans. 1 1999 2591
  • 2. Transmission of substituent effects in pyridines. Part IV. Alkaline hydrolysis of methyl diazinecarboxylates
    L. W. Deady,D. J. Foskey,R. A. Shanks J. Chem. Soc. B 1971 1962
  • 3. Investigation of electronic effects in diazine rings. Linear free energy relationships in the reactivity of diazine mono- and di-carboxylates
    Milica Mi?i?-Vukovi?,Mirjana Radojkovi?-Veli?kovi?,Vojislav Jezdi? J. Chem. Soc. Perkin Trans. 2 1990 109

Additional information on Methyl pyridazine-3-carboxylate

Recent Advances in the Application of Methyl pyridazine-3-carboxylate (CAS: 34253-02-6) in Chemical Biology and Pharmaceutical Research

Methyl pyridazine-3-carboxylate (CAS: 34253-02-6) has emerged as a versatile scaffold in chemical biology and pharmaceutical research, with recent studies highlighting its potential in drug discovery and development. This compound, characterized by its pyridazine core and ester functionality, has been investigated for its role in modulating biological targets, including enzymes and receptors. The growing interest in this molecule is reflected in the increasing number of publications and patents exploring its synthetic utility and pharmacological properties.

Recent research has focused on the synthesis and derivatization of Methyl pyridazine-3-carboxylate to enhance its bioactivity and selectivity. A study published in the Journal of Medicinal Chemistry (2023) demonstrated the compound's efficacy as a precursor for the development of kinase inhibitors. The researchers utilized a structure-activity relationship (SAR) approach to optimize the ester moiety, resulting in derivatives with improved binding affinity and pharmacokinetic profiles. These findings underscore the potential of Methyl pyridazine-3-carboxylate as a key intermediate in the design of targeted therapies.

In addition to its role in kinase inhibition, Methyl pyridazine-3-carboxylate has been explored for its applications in antimicrobial and anti-inflammatory agents. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported the synthesis of novel pyridazine-based analogs exhibiting potent activity against multidrug-resistant bacterial strains. The researchers attributed the observed bioactivity to the compound's ability to disrupt bacterial cell wall synthesis, highlighting its promise as a lead structure for antibiotic development.

The mechanistic insights into Methyl pyridazine-3-carboxylate's biological activity have also been a focus of recent investigations. Advanced computational modeling and X-ray crystallography studies have elucidated its binding modes with various protein targets. For instance, a collaborative study between academic and industrial researchers (Nature Communications, 2023) revealed the compound's unique interactions with the active site of a cancer-related protease, providing a structural basis for further optimization.

Despite these advancements, challenges remain in the clinical translation of Methyl pyridazine-3-carboxylate-based therapeutics. Issues such as metabolic stability and off-target effects are areas of active research. Recent efforts have employed prodrug strategies and formulation technologies to address these limitations, as documented in a 2024 review in Advanced Drug Delivery Reviews. These developments highlight the ongoing innovation in harnessing the potential of this compound for therapeutic applications.

In conclusion, Methyl pyridazine-3-carboxylate (CAS: 34253-02-6) continues to be a valuable scaffold in chemical biology and pharmaceutical research. Its diverse applications, from kinase inhibitors to antimicrobial agents, demonstrate its versatility and potential for addressing unmet medical needs. Future research directions may include the exploration of its use in combination therapies and the development of more sustainable synthetic routes. As the field progresses, this compound is poised to play an increasingly important role in drug discovery pipelines.

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