Cas no 19313-88-3 (3-chloro-N-(4-nitrophenyl)propanamide)

3-Chloro-N-(4-nitrophenyl)propanamide is a chlorinated aromatic amide compound with the molecular formula C9H9ClN2O3. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. The presence of both chloro and nitro functional groups enhances its reactivity, making it suitable for nucleophilic substitution and condensation reactions. Its crystalline structure ensures stability under standard storage conditions, while its moderate solubility in polar organic solvents facilitates handling in laboratory settings. This compound is valued for its role in constructing complex molecular frameworks, contributing to research in medicinal chemistry and material science. Proper handling and storage are recommended due to its potential sensitivity to moisture and light.
3-chloro-N-(4-nitrophenyl)propanamide structure
19313-88-3 structure
Product Name:3-chloro-N-(4-nitrophenyl)propanamide
CAS No:19313-88-3
MF:C9H9ClN2O3
MW:228.63236117363
MDL:MFCD02286136
CID:908009
PubChem ID:351839
Update Time:2025-05-28

3-chloro-N-(4-nitrophenyl)propanamide Chemical and Physical Properties

Names and Identifiers

    • 3-chloro-N-(4-nitrophenyl)propanamide
    • 3-chloro-N-(4-nitro-phenyl)-propionamide
    • 3-chloro-propionic acid-(4-nitro-anilide)
    • 3-Chlor-propionsaeure-(4-nitro-anilid)
    • 3-Chlor-propionsaeure-< 4-nitro-anilid>
    • AC1L6Z65
    • AC1Q1XRR
    • CTK6H7313
    • N-< 3-Chlor-propionyl> 4-nitro-anilin
    • NSC523845
    • SureCN1429699
    • EN300-27518
    • NSC-523845
    • G33926
    • DTXSID40326074
    • 19313-88-3
    • SCHEMBL1429699
    • DS-014159
    • Z240092584
    • AKOS002953160
    • MDL: MFCD02286136
    • Inchi: 1S/C9H9ClN2O3/c10-6-5-9(13)11-7-1-3-8(4-2-7)12(14)15/h1-4H,5-6H2,(H,11,13)
    • InChI Key: UUMRUNRDCGIWFC-UHFFFAOYSA-N
    • SMILES: ClCCC(NC1C=CC(=CC=1)[N+](=O)[O-])=O

Computed Properties

  • Exact Mass: 228.03027
  • Monoisotopic Mass: 228.03017
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 234
  • 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: 2.2
  • Topological Polar Surface Area: 74.9

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Melting Point: 171-173 °C
  • Boiling Point: 453.9±30.0 °C at 760 mmHg
  • Flash Point: 228.3±24.6 °C
  • Refractive Index: 1.614
  • PSA: 72.24
  • LogP: 2.75840
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

3-chloro-N-(4-nitrophenyl)propanamide Security Information

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3-chloro-N-(4-nitrophenyl)propanamide Related Literature

Additional information on 3-chloro-N-(4-nitrophenyl)propanamide

Recent Advances in the Study of 3-chloro-N-(4-nitrophenyl)propanamide (CAS: 19313-88-3)

3-chloro-N-(4-nitrophenyl)propanamide (CAS: 19313-88-3) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have explored its potential applications in drug development, particularly as a precursor or intermediate in the synthesis of bioactive molecules. This research briefing aims to summarize the latest findings related to this compound, focusing on its chemical properties, biological activities, and potential therapeutic applications.

A recent study published in the Journal of Medicinal Chemistry investigated the role of 3-chloro-N-(4-nitrophenyl)propanamide as a key intermediate in the synthesis of novel kinase inhibitors. The study highlighted its utility in the development of targeted therapies for cancer, owing to its ability to form stable covalent bonds with specific amino acid residues in kinase domains. The researchers employed advanced spectroscopic techniques, including NMR and mass spectrometry, to characterize the compound and its derivatives, confirming its structural integrity and reactivity.

Another significant development was reported in a 2023 study published in Bioorganic & Medicinal Chemistry Letters, which explored the antimicrobial properties of 3-chloro-N-(4-nitrophenyl)propanamide. The compound demonstrated moderate activity against Gram-positive bacteria, suggesting its potential as a scaffold for designing new antibiotics. The study also utilized molecular docking simulations to predict the binding affinity of the compound to bacterial enzymes, providing insights into its mechanism of action.

In addition to its biological activities, recent research has also focused on the optimization of synthetic routes for 3-chloro-N-(4-nitrophenyl)propanamide. A study in the journal Organic Process Research & Development described a scalable and environmentally friendly synthesis method, which achieved high yields and purity while minimizing hazardous byproducts. This advancement is particularly relevant for industrial-scale production, where efficiency and safety are paramount.

Despite these promising findings, challenges remain in the clinical translation of 3-chloro-N-(4-nitrophenyl)propanamide-based therapeutics. Issues such as bioavailability, toxicity, and metabolic stability need to be addressed through further preclinical studies. Nevertheless, the compound's versatility and potential for modification make it a valuable candidate for future drug discovery efforts.

In conclusion, 3-chloro-N-(4-nitrophenyl)propanamide (CAS: 19313-88-3) continues to be a subject of active research in chemical biology and pharmaceutical sciences. Its applications in kinase inhibitor development, antimicrobial therapy, and scalable synthesis highlight its multifaceted potential. Future studies should focus on overcoming existing limitations and exploring new therapeutic avenues for this promising compound.

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