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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 553-03-7

  • Cat. No. CS-W002108
  • Purity≥95%
  • MDL No.MFCD00016722

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

3,4-Dihydroquinolin-2(1H)-one|CS-W002108

Structure of 553-03-7

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General Information

  • CAS No. 553-03-7
  • Cat. No. CS-W002108
  • Purity ≥95%
  • MDL No. MFCD00016722
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) None
  • SMILES O=C1CCC2=CC=CC=C2N1

Description

3,4-Dihydroquinolin-2(1H)-one is a bench-stable heterocyclic scaffold featuring a fused bicyclic core with a lactam functionality. This electron-rich system integrates readily into synthetic routes for bioactive molecules, offering enhanced solubility and predictable reactivity in medicinal chemistry applications.

Application

3,4-Dihydroquinolin-2(1H)-one serves as a versatile scaffold in medicinal chemistry, enabling efficient access to bioactive heterocycles through standard functionalization at the C3 and C4 positions. Its bench-stable nature and compatibility with common coupling reactions facilitate rapid diversification. Functions as a key building block in the synthesis of kinase inhibitors and other pharmacologically relevant compounds, particularly where modulated lipophilicity and hydrogen-bonding capacity are required.

Synthesis

  • Route1

    References

    • Korin, Efrat; Cohen, Beny; Liu, Yong-Dong; Zeng, Cheng-Chu; Shames, Alexander I.; Becker, James Y. Journal of Coordination Chemistry, 2013 , vol. 66, # 13 p. 2351 - 2366
  • Route2
    • null|null
      1493774-09-6
    • ~83%
    • In-stock
      3,4-Dihydroquinolin-2(1H)-one|CS-W002108
      553-03-7

    References

    • Cismesia, Megan A.; Ischay, Michael A.; Yoon, Tehshik P. Synthesis (Germany), 2013 , vol. 45, # 19 art. no. 3889, p. 2699 - 2705
  • Route3
    • null|null
      2437-05-0
    • ~95%
    • In-stock
      3,4-Dihydroquinolin-2(1H)-one|CS-W002108
      553-03-7

    References

    • Mali; Yadav Synthesis, 1984 , vol. NO. 10, p. 862 - 865

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   1.5713
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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