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CS-W001157 4
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5-Bromoisoquinolin-1(2H)-one

  • CAS No. 190777-77-6

  • Cat. No. CS-W006094
  • Purity≥95%
  • MDL No.None

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

5-Bromoisoquinolin-1(2H)-one|CS-W006094

Structure of 190777-77-6

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General Information

  • CAS No. 190777-77-6
  • Cat. No. CS-W006094
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) 5-bromoisoquinolin-1-ol
  • SMILES O=C1NC=CC2=C1C=CC=C2Br

Description

5-Bromoisoquinolin-1(2H)-one features a brominated isoquinolinone core with enhanced electrophilicity at the C5 position, enabling direct functionalization in cross-coupling reactions. This bench-stable heterocycle integrates readily into complex molecular architectures, offering a robust scaffold for medicinal chemistry and materials synthesis.

Application

5-Bromoisoquinolin-1(2H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The isoquinolinone core provides inherent stability and favorable electronic properties for further functionalization. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for constructing complex heterocyclic scaffolds relevant to drug discovery.

Synthesis

  • Route1

    References

    • Kyowa Hakko Kirin Co., Ltd.; OTSUBO, Nobumasa; OKAZAKI, Shuko; TSUKUMO, Yukihito; IIDA, Kyoichiro; NAKOJI, Masayoshi Patent: EP2708540 A1, 2014 ; Location in patent: Paragraph 0122 ;
  • Route2
    • 5-Bromo-1H-isochromen-1-one|CS-0343164
      245677-36-5
    • ~70%
    • In-stock
      5-Bromoisoquinolin-1(2H)-one|CS-W006094
      190777-77-6

    References

    • Parveen, Ifat; Naughton, Declan P.; Whish, William J. D.; Threadgill, Michael D. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 14 p. 2031 - 2036
  • Route3
    • 5-Nitro-1H-isochromen-1-one|CS-0102755
      77747-69-4
    • ~%
    • In-stock
      5-Bromoisoquinolin-1(2H)-one|CS-W006094
      190777-77-6

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 9, # 14 p. 2031 - 2036

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

Quality Control

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.2906
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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