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CS-W001157 4
Total: USD 88.00

2,3-Dihydroquinolin-4(1H)-one

  • CAS No. 4295-36-7

  • Cat. No. CS-W005292
  • Purity≥95%
  • MDL No.MFCD00666394

*For research and further manufacturing use only, not for direct human use.

2,3-Dihydroquinolin-4(1H)-one|CS-W005292

Structure of 4295-36-7

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General Information

  • CAS No. 4295-36-7
  • Cat. No. CS-W005292
  • Purity ≥95%
  • MDL No. MFCD00666394
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) 2,3-dihydro-1H-quinolin-4-one
  • SMILES O=C1CCNC2=C1C=CC=C2

Description

2,3-Dihydroquinolin-4(1H)-one features a fused bicyclic scaffold with a lactam carbonyl and saturated C2–C3 bond, offering enhanced stability and solubility in polar solvents. This core structure integrates readily into synthetic routes for bioactive molecules, particularly in medicinal chemistry campaigns targeting kinase inhibitors and CNS modulators. The system’s electron-rich aromatic ring supports efficient functionalization at C6 and C7 positions.

Application

2,3-Dihydroquinolin-4(1H)-one serves as a versatile scaffold in medicinal chemistry, enabling efficient access to bioactive heterocycles through standard functionalization at the C2 and C3 positions. Its bench-stable nature and compatibility with common coupling reactions facilitate rapid diversification. Functions as a key building block for synthesizing substituted quinolines and analogs relevant to kinase inhibitors and CNS-targeted therapeutics.

Synthesis

  • Route1

    References

    • Bellassoued-Fargeau, Marie-Claude; Graffe, Bernadette; Sacquet, Marie-Claude; Maitte, P. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 713 - 718
  • Route2

    References

    • Lange, Jens; Bissember, Alex C.; Banwell, Martin G.; Cade, Ian A. Australian Journal of Chemistry, 2011 , vol. 64, # 4 p. 454 - 470
  • Route3
    • Ethyl 3-(phenylamino)propanoate|CS-0208058
      62750-11-2
    • ~67%
    • In-stock
      2,3-Dihydroquinolin-4(1H)-one|CS-W005292
      4295-36-7

    References

    • Schering Corporation Patent: US2011/312995 A1, 2011 ; Location in patent: Page/Page column 50 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   1.6849
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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