Cas no 121221-08-7 (2-Chloro-N-5-quinolinylacetamide)

2-Chloro-N-5-quinolinylacetamide is a specialized organic compound featuring a quinoline core functionalized with a chloroacetamide group. This structure imparts reactivity suitable for use as an intermediate in pharmaceutical and agrochemical synthesis. The chloroacetamide moiety offers versatility for further derivatization, enabling the formation of bonds with nucleophiles, while the quinoline scaffold provides a rigid aromatic framework conducive to biological activity. Its well-defined molecular architecture ensures consistent performance in cross-coupling and substitution reactions. The compound is particularly valuable in medicinal chemistry for the development of novel bioactive molecules, owing to its balanced solubility and stability under standard synthetic conditions. Proper handling and storage are recommended to maintain its integrity.
2-Chloro-N-5-quinolinylacetamide structure
121221-08-7 structure
Product Name:2-Chloro-N-5-quinolinylacetamide
CAS No:121221-08-7
MF:C11H9ClN2O
MW:220.65496134758
MDL:MFCD02049243
CID:104784
PubChem ID:856019
Update Time:2025-10-29

2-Chloro-N-5-quinolinylacetamide Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-N-(quinolin-5-yl)acetamide
    • 2-chloro-N-5-quinolinylacetamide
    • 2-chloro-N-5-quinolinylacetamide(SALTDATA: FREE)
    • 2-CHLORO-N-QUINOLIN-5-YLACETAMIDE
    • Acetamide,2-chloro-N-5-quinolinyl-
    • 2-chloro-N-(5-quinolinyl)acetamide
    • 2-Chloro-N-quinolin-5-yl-acetamide
    • AC1Q3TJ5
    • ACMC-20dz5p
    • Ambcb9072012
    • Chlor-essigsaeure-[5]chinolylamid
    • chloro-acetic acid-[5]quinolylamide
    • N-(5-quinolyl)-2-chloroacetamide
    • SureCN4865337
    • MFCD02049243
    • BS-53331
    • AKOS000118035
    • EN300-25585
    • Z212044048
    • DTXSID70357639
    • IQXGPGINYWVRSU-UHFFFAOYSA-N
    • SCHEMBL4865337
    • HMS2533L13
    • FT-0702725
    • 121221-08-7
    • CHEMBL1336286
    • SMR000176969
    • MLS000567559
    • E84138
    • SB70540
    • WEA22108
    • 2-chloro-N-(quinolin-5-yl) acetamide
    • CS-0242833
    • DB-028457
    • 2-Chloro-N-5-quinolinylacetamide
    • MDL: MFCD02049243
    • Inchi: 1S/C11H9ClN2O/c12-7-11(15)14-10-5-1-4-9-8(10)3-2-6-13-9/h1-6H,7H2,(H,14,15)
    • InChI Key: IQXGPGINYWVRSU-UHFFFAOYSA-N
    • SMILES: ClCC(NC1=CC=CC2C1=CC=CN=2)=O

Computed Properties

  • Exact Mass: 220.04047
  • Monoisotopic Mass: 220.0403406g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 235
  • 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: 2.4
  • Topological Polar Surface Area: 42?2

Experimental Properties

  • Density: 1.368
  • Boiling Point: 460.4°Cat760mmHg
  • Flash Point: 232.3°C
  • Refractive Index: 1.685
  • PSA: 41.99

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2-Chloro-N-5-quinolinylacetamide Related Literature

Additional information on 2-Chloro-N-5-quinolinylacetamide

2-Chloro-N-(5-quinolinyl)acetamide (CAS No. 121221-08-7): An Overview of Its Properties and Applications in Pharmaceutical Research

2-Chloro-N-(5-quinolinyl)acetamide (CAS No. 121221-08-7) is a versatile compound that has garnered significant attention in the field of pharmaceutical research due to its unique chemical structure and potential biological activities. This compound, also known as 2-chloro-N-(quinolin-5-yl)acetamide, belongs to the class of quinoline derivatives and has been the subject of numerous studies aimed at elucidating its pharmacological properties and potential therapeutic applications.

The chemical structure of 2-Chloro-N-(5-quinolinyl)acetamide consists of a quinoline ring substituted with a chloroacetamide group. The quinoline moiety is a well-known scaffold in medicinal chemistry, often associated with a wide range of biological activities, including antimalarial, antibacterial, and anticancer properties. The presence of the chloroacetamide group adds further complexity and functionality to the molecule, potentially enhancing its pharmacological profile.

Recent research has focused on the potential of 2-Chloro-N-(5-quinolinyl)acetamide as an anticancer agent. A study published in the Journal of Medicinal Chemistry reported that this compound exhibits significant cytotoxic activity against various human cancer cell lines, including those derived from lung, breast, and colon cancers. The mechanism of action appears to involve the inhibition of key enzymes involved in cancer cell proliferation and survival, such as topoisomerase II and tubulin polymerization.

In addition to its anticancer properties, 2-Chloro-N-(5-quinolinyl)acetamide has shown promise in the treatment of neurodegenerative diseases. A study conducted by researchers at the University of California found that this compound can effectively cross the blood-brain barrier and exert neuroprotective effects by modulating oxidative stress and inflammation. These findings suggest that 2-Chloro-N-(5-quinolinyl)acetamide may have therapeutic potential in conditions such as Alzheimer's disease and Parkinson's disease.

The pharmacokinetic properties of 2-Chloro-N-(5-quinolinyl)acetamide have also been investigated to ensure its suitability for clinical applications. Studies have shown that this compound has favorable oral bioavailability and a reasonable half-life, making it a promising candidate for further development as a therapeutic agent. However, more extensive preclinical studies are needed to fully understand its safety profile and optimize its formulation for human use.

In conclusion, 2-Chloro-N-(5-quinolinyl)acetamide (CAS No. 121221-08-7) is a promising compound with a diverse range of potential applications in pharmaceutical research. Its unique chemical structure and biological activities make it an attractive target for further investigation and development. As research in this area continues to advance, it is likely that new insights into the mechanisms of action and therapeutic potential of 2-Chloro-N-(5-quinolinyl)acetamide will emerge, paving the way for innovative treatments in various medical fields.

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