Cas no 23589-59-5 (3-chloro-4-hydrazinylpyridine)

3-Chloro-4-hydrazinylpyridine is a versatile heterocyclic compound featuring both chloro and hydrazinyl functional groups, making it a valuable intermediate in organic synthesis and pharmaceutical research. The presence of the hydrazinyl moiety enables its use in the preparation of hydrazones, Schiff bases, and other nitrogen-containing derivatives, while the chloro substituent offers reactivity for further functionalization. This compound is particularly useful in medicinal chemistry for the development of bioactive molecules, including potential antimicrobial and anticancer agents. Its well-defined structure and reactivity profile ensure consistent performance in synthetic applications. Proper handling under controlled conditions is recommended due to its hydrazine-based reactivity.
3-chloro-4-hydrazinylpyridine structure
3-chloro-4-hydrazinylpyridine structure
Product Name:3-chloro-4-hydrazinylpyridine
CAS No:23589-59-5
MF:C5H6ClN3
MW:143.574239253998
CID:1109545
PubChem ID:20183507
Update Time:2025-11-02

3-chloro-4-hydrazinylpyridine Chemical and Physical Properties

Names and Identifiers

    • 3-chloro-4-hydrazinyl-Pyridine
    • 1-(3-chloropyridin-4-yl)hydrazine
    • 3-chloro-4-hydrazinylpyridine
    • 23589-59-5
    • SCHEMBL19552262
    • CS-0230297
    • G59160
    • DB-356950
    • (3-chloropyridin-4-yl)hydrazine
    • AKOS006336733
    • EN300-103146
    • MDL: MFCD11848413
    • Inchi: 1S/C5H6ClN3/c6-4-3-8-2-1-5(4)9-7/h1-3H,7H2,(H,8,9)
    • InChI Key: PWLPDTCXZOVJBP-UHFFFAOYSA-N
    • SMILES: ClC1C=NC=CC=1NN

Computed Properties

  • Exact Mass: 143.0250249g/mol
  • Monoisotopic Mass: 143.0250249g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 88.3
  • 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: 50.9?2

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Additional information on 3-chloro-4-hydrazinylpyridine

3-Chloro-4-hydrazinylpyridine (CAS No. 23589-59-5): A Versatile Intermediate in Pharmaceutical and Chemical Synthesis

3-Chloro-4-hydrazinylpyridine (CAS No. 23589-59-5) is an important heterocyclic compound that has gained significant attention in recent years due to its versatile applications in pharmaceutical and chemical synthesis. This compound, with the molecular formula C5H6ClN3, serves as a crucial building block for the development of various bioactive molecules and functional materials.

The growing interest in pyridine derivatives and hydrazine-containing compounds has positioned 3-chloro-4-hydrazinylpyridine as a valuable intermediate in medicinal chemistry. Researchers are particularly interested in its potential for creating novel drug candidates, especially in the fields of antimicrobial agents and central nervous system (CNS) therapeutics. The compound's unique structure allows for diverse chemical modifications, making it a popular choice for structure-activity relationship (SAR) studies.

From a chemical perspective, 3-chloro-4-hydrazinylpyridine exhibits interesting properties that make it suitable for various synthetic applications. The chloro substituent at the 3-position provides an excellent site for nucleophilic substitution reactions, while the hydrazinyl group at the 4-position offers opportunities for condensation reactions and the formation of various heterocyclic systems. This dual functionality has made the compound particularly valuable in the development of pharmaceutical intermediates and specialty chemicals.

Recent trends in green chemistry and sustainable synthesis have led to increased interest in optimizing the production processes for compounds like 3-chloro-4-hydrazinylpyridine. Manufacturers are exploring more efficient synthetic routes that minimize waste and reduce environmental impact while maintaining high purity standards. These developments align with the growing demand for eco-friendly chemical processes in the pharmaceutical industry.

The pharmaceutical applications of 3-chloro-4-hydrazinylpyridine are particularly noteworthy. The compound serves as a key intermediate in the synthesis of various biologically active molecules, including potential antidepressants, anticonvulsants, and antimicrobial agents. Its structural features make it suitable for creating compounds that can interact with specific biological targets, which is why it's frequently used in drug discovery programs and medicinal chemistry research.

In the field of material science, researchers have explored the use of 3-chloro-4-hydrazinylpyridine derivatives in creating novel functional materials. The compound's ability to form coordination complexes with various metal ions has opened possibilities for developing new catalysts and sensor materials. These applications are particularly relevant in the context of advancing nanotechnology and smart materials research.

The analytical characterization of 3-chloro-4-hydrazinylpyridine typically involves advanced techniques such as NMR spectroscopy, mass spectrometry, and HPLC analysis. These methods ensure the compound meets the stringent purity requirements for pharmaceutical applications. Quality control is particularly important given the compound's role as an intermediate in active pharmaceutical ingredient (API) synthesis.

Market trends indicate growing demand for 3-chloro-4-hydrazinylpyridine and similar fine chemicals, driven by expanding research in personalized medicine and targeted drug delivery systems. The compound's versatility makes it valuable for both established pharmaceutical companies and emerging biotech startups focusing on innovative therapeutic approaches.

Storage and handling of 3-chloro-4-hydrazinylpyridine require standard laboratory precautions for chemical intermediates. Proper conditions include protection from moisture and storage in well-sealed containers at controlled temperatures. These measures help maintain the compound's stability and shelf life, which are critical factors for research and industrial applications.

Recent scientific literature highlights several novel synthetic applications of 3-chloro-4-hydrazinylpyridine, particularly in the development of heterocyclic compounds with potential biological activity. Researchers are exploring its use in creating fused ring systems that could lead to new classes of therapeutic agents. These developments align with current interests in drug repurposing and polypharmacology approaches.

The global market for pharmaceutical intermediates like 3-chloro-4-hydrazinylpyridine continues to expand, with increasing demand from both developed and emerging economies. This growth reflects broader trends in the pharmaceutical industry, including the need for more efficient synthesis routes and the development of novel drug candidates to address unmet medical needs.

Future research directions for 3-chloro-4-hydrazinylpyridine may include exploring its potential in bioconjugation chemistry and prodrug development. The compound's reactive groups make it suitable for creating targeted drug delivery systems, which is a rapidly growing area in pharmaceutical research. These applications could significantly enhance the compound's value in modern drug development pipelines.

In conclusion, 3-chloro-4-hydrazinylpyridine (CAS No. 23589-59-5) represents an important building block in contemporary chemical and pharmaceutical research. Its unique structural features and versatile reactivity continue to make it valuable for developing new therapeutic agents and functional materials. As research in medicinal chemistry and material science advances, the applications of this compound are likely to expand further, solidifying its position as a key intermediate in synthetic chemistry.

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