Cas no 15793-77-8 (2-hydrazinylquinoline)

2-Hydrazinylquinoline is a versatile quinoline derivative characterized by the presence of a hydrazine functional group at the 2-position. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of heterocyclic compounds, pharmaceuticals, and agrochemicals. Its reactive hydrazinyl moiety enables facile condensation reactions with carbonyl compounds, facilitating the formation of hydrazones and other nitrogen-containing heterocycles. The quinoline backbone contributes to its stability and potential biological activity, making it useful in medicinal chemistry research. The compound is typically handled under controlled conditions due to its sensitivity to oxidation and moisture. Its synthetic utility and structural features make it a relevant building block for specialized chemical applications.
2-hydrazinylquinoline structure
2-hydrazinylquinoline structure
Product Name:2-hydrazinylquinoline
CAS No:15793-77-8
MF:C9H9N3
MW:159.187861204147
MDL:MFCD00041860
CID:87608
PubChem ID:85111
Update Time:2025-06-08

2-hydrazinylquinoline Chemical and Physical Properties

Names and Identifiers

    • 2-quinolylhydrazine
    • 2-Hydrazinoquinoline
    • 2-HYDRAZINEQUINOLINE
    • 2-hydrazinylQuinoline
    • 2(1H)-Quinolinone, hydrazone
    • Quinoline, 2-hydrazino-
    • Quinoline, 2-hydrazinyl-
    • quinolin-2-ylhydrazine
    • .alpha.-Quinolylhydrazine
    • QMVCLSHKMIGEFN-UHFFFAOYSA-N
    • alpha-Quinolylhydrazine
    • hydrazinoquinoline
    • quinolone hydrazone
    • NSC525792
    • 2-quinolinylhydrazine
    • PubChem5819
    • Quinolinone, hydrazone
    • quinolin-2-yl-hydrazine
    • Quinoline,2-hydrazinyl-
    • (Quinolin-2-yl)hydrazi
    • 15793-77-8
    • SB68241
    • FT-0637278
    • H0178
    • F3096-2800
    • EINECS 239-899-1
    • CS-0155988
    • SCHEMBL1164735
    • J-009463
    • NSC-525792
    • 3MG52EZF59
    • DTXSID4065945
    • MFCD00041860
    • EN300-08055
    • AKOS000117335
    • NS00025136
    • 2-Hydrazinoquinoline, >=98%
    • AS-50074
    • (2-Quinolinyl)hydrazine
    • Oprea1_275484
    • 2-Hydrazinoquinoline, AldrichCPR
    • O10792
    • SY049526
    • Z104495688
    • NSC 525792
    • DB-043370
    • BBL009953
    • STK711103
    • 2-hydrazinylquinoline
    • MDL: MFCD00041860
    • Inchi: 1S/C9H9N3/c10-12-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H,10H2,(H,11,12)
    • InChI Key: QMVCLSHKMIGEFN-UHFFFAOYSA-N
    • SMILES: N1C(=CC=C2C=CC=CC=12)NN

Computed Properties

  • Exact Mass: 159.08000
  • Monoisotopic Mass: 159.08
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 149
  • 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
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1.3
  • Topological Polar Surface Area: 50.9

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.29g/cm3
  • Melting Point: 140.0 to 145.0 deg-C
  • Boiling Point: 381.4oC at 760mmHg
  • Flash Point: 184.4oC
  • Solubility: Soluble in methanol.
  • PSA: 50.94000
  • LogP: 2.29370
  • Solubility: Not determined

2-hydrazinylquinoline Security Information

2-hydrazinylquinoline Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-hydrazinylquinoline Pricemore >>

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2-hydrazinylquinoline Related Literature

Additional information on 2-hydrazinylquinoline

Recent Advances in the Study of 2-Hydrazinylquinoline (CAS: 15793-77-8): A Promising Scaffold in Medicinal Chemistry

2-Hydrazinylquinoline (CAS: 15793-77-8) has emerged as a versatile scaffold in medicinal chemistry, attracting significant attention due to its potential applications in drug discovery and development. Recent studies have highlighted its role as a key intermediate in the synthesis of bioactive compounds, particularly in the fields of oncology, infectious diseases, and neurological disorders. This research brief synthesizes the latest findings on 2-hydrazinylquinoline, focusing on its chemical properties, synthetic routes, and therapeutic potential.

A 2023 study published in the Journal of Medicinal Chemistry explored the use of 2-hydrazinylquinoline as a precursor for the development of novel kinase inhibitors. The researchers demonstrated that derivatives of this compound exhibit potent inhibitory activity against several cancer-related kinases, including EGFR and VEGFR. The study utilized molecular docking simulations and in vitro assays to validate the binding affinity and selectivity of these derivatives, suggesting a promising avenue for targeted cancer therapies.

In the context of infectious diseases, a recent preprint on bioRxiv reported the antimicrobial properties of 2-hydrazinylquinoline derivatives. The authors synthesized a series of analogs and tested their efficacy against multidrug-resistant bacterial strains, such as MRSA and Pseudomonas aeruginosa. The results indicated that certain derivatives displayed significant bactericidal activity, with minimal cytotoxicity to human cells. These findings underscore the potential of 2-hydrazinylquinoline as a scaffold for designing new antibiotics.

Another notable advancement comes from a 2024 study in ACS Chemical Neuroscience, which investigated the neuroprotective effects of 2-hydrazinylquinoline derivatives. The researchers found that these compounds could modulate amyloid-beta aggregation, a key pathological feature of Alzheimer's disease. Through a combination of biochemical assays and animal models, the study revealed that specific derivatives reduced neuroinflammation and improved cognitive function, positioning them as potential candidates for neurodegenerative disease therapeutics.

From a synthetic chemistry perspective, recent work has focused on optimizing the production of 2-hydrazinylquinoline. A 2023 paper in Organic Process Research & Development described a scalable and environmentally friendly synthesis route, employing catalytic hydrogenation and green solvents. This method not only improved yield and purity but also addressed sustainability concerns, aligning with the growing emphasis on green chemistry in pharmaceutical manufacturing.

In conclusion, 2-hydrazinylquinoline (CAS: 15793-77-8) represents a highly promising scaffold in medicinal chemistry, with diverse applications across multiple therapeutic areas. The latest research underscores its potential in oncology, infectious diseases, and neurology, while also advancing synthetic methodologies. Future studies should focus on further elucidating its mechanism of action and translating these findings into clinical applications. The continued exploration of this compound is likely to yield significant contributions to drug discovery and development.

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