Cas no 1017793-08-6 (3-ethynylpyridazine)

3-Ethynylpyridazine is a heterocyclic compound featuring a pyridazine core with an ethynyl substituent at the 3-position. This structure imparts versatility as a building block in organic synthesis, particularly for click chemistry applications via its terminal alkyne functionality. The compound is valuable in pharmaceutical and agrochemical research, enabling the construction of complex molecular architectures through cycloaddition or cross-coupling reactions. Its pyridazine moiety offers electron-deficient character, enhancing reactivity in nucleophilic substitution or metal-catalyzed transformations. The ethynyl group further facilitates conjugation or polymerization in materials science. Suitable for controlled functionalization, 3-ethynylpyridazine is a useful intermediate for developing bioactive molecules or advanced materials with tailored properties.
3-ethynylpyridazine structure
3-ethynylpyridazine structure
Product Name:3-ethynylpyridazine
CAS No:1017793-08-6
MF:C6H4N2
MW:104.109360694885
MDL:MFCD16988473
CID:1130424
PubChem ID:66524480
Update Time:2025-06-09

3-ethynylpyridazine Chemical and Physical Properties

Names and Identifiers

    • 3-ethynylpyridazine
    • pyridazine, 3-ethynyl-
    • 3-Ethynyl-pyridazine
    • PB34819
    • DB-252490
    • AS-33482
    • A897053
    • CS-0051373
    • EN300-787669
    • MFCD16988473
    • SCHEMBL2521413
    • AKOS015967513
    • pyridazine, 3-ethynyl-; 3-Ethynyl-pyridazine
    • SY098601
    • 1017793-08-6
    • MDL: MFCD16988473
    • Inchi: 1S/C6H4N2/c1-2-6-4-3-5-7-8-6/h1,3-5H
    • InChI Key: HHRXJQNSDKDSKP-UHFFFAOYSA-N
    • SMILES: N1C(C#C)=CC=CN=1

Computed Properties

  • Exact Mass: 104.03752
  • Monoisotopic Mass: 104.037448136g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 111
  • 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: 25.8?2

Experimental Properties

  • PSA: 25.78

3-ethynylpyridazine Security Information

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Additional information on 3-ethynylpyridazine

Chemical Profile of 3-ethynylpyridazine (CAS No. 1017793-08-6)

3-ethynylpyridazine, identified by the Chemical Abstracts Service Number (CAS No.) 1017793-08-6, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the pyridazine class, characterized by a six-membered ring containing two adjacent nitrogen atoms. The presence of an ethynyl (-C≡CH) substituent at the 3-position introduces unique reactivity and potential biological activity, making it a valuable scaffold for drug discovery and development.

The structural motif of 3-ethynylpyridazine combines the electron-deficient nature of the pyridazine ring with the high reactivity of the terminal alkyne group. This dual functionality allows for diverse chemical modifications, including cross-coupling reactions such as Suzuki-Miyaura, Heck, and Sonogashira couplings, which are widely employed in constructing complex molecular architectures. The compound’s ability to participate in such transformations makes it a versatile building block in synthetic organic chemistry.

In recent years, 3-ethynylpyridazine has been explored as a key intermediate in the synthesis of biologically active molecules. Its pyridazine core is a common pharmacophore found in various therapeutic agents, including those targeting central nervous system disorders, inflammatory diseases, and metabolic conditions. The ethynyl group serves as a handle for further functionalization, enabling the attachment of pharmacologically relevant moieties to enhance binding affinity and selectivity.

One of the most compelling aspects of 3-ethynylpyridazine is its potential in developing novel small-molecule drugs. Researchers have leveraged its reactivity to create derivatives with improved pharmacokinetic profiles and reduced toxicity. For instance, studies have demonstrated its utility in generating kinase inhibitors, which are critical in treating cancers and other proliferative diseases. The alkyne functionality allows for precise tuning of electronic properties, which can modulate receptor interactions and improve drug efficacy.

Recent advances in medicinal chemistry have highlighted the role of 3-ethynylpyridazine in designing molecules with enhanced bioavailability and metabolic stability. By incorporating this scaffold into drug candidates, scientists aim to overcome challenges associated with poor solubility and rapid degradation. The compound’s compatibility with modern synthetic methodologies has also facilitated its use in high-throughput screening campaigns, accelerating the discovery of lead compounds for further optimization.

The chemical properties of 3-ethynylpyridazine make it particularly interesting for developing next-generation therapeutics. Its ability to undergo facile functionalization while maintaining structural integrity has positioned it as a preferred choice for medicinal chemists seeking innovative solutions to complex biological targets. As research continues to uncover new applications, the significance of this compound is expected to grow further.

In conclusion, 3-ethynylpyridazine (CAS No. 1017793-08-6) represents a promising chemical entity with broad utility in pharmaceutical research. Its unique structural features and reactivity profile offer opportunities for designing novel therapeutic agents with improved efficacy and safety profiles. As advancements in synthetic chemistry and drug discovery progress, compounds like 3-ethynylpyridazine will continue to play a pivotal role in shaping the future of medicine.

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