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CS-W001157 4
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6-Bromoisoindolin-1-one

  • CAS No. 675109-26-9

  • Cat. No. CS-W000036
  • Purity≥95%
  • MDL No.MFCD11848599

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

6-Bromoisoindolin-1-one|CS-W000036

Structure of 675109-26-9

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General Information

  • CAS No. 675109-26-9
  • Cat. No. CS-W000036
  • Purity ≥95%
  • MDL No. MFCD11848599
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNO
  • Molecular Weight 212.05
  • Synonym(s) 6-bromo-2,3-dihydro-1H-isoindol-1-one
  • SMILES O=C1NCC2=C1C=C(Br)C=C2

Description

6-Bromoisoindolin-1-one features a brominated isoindolinone core with enhanced electrophilicity at the carbonyl position, enabling efficient coupling in transition-metal-catalyzed transformations. The para-bromine substituent facilitates further functionalization via cross-coupling reactions, while the rigid, planar structure supports applications in medicinal chemistry and materials synthesis.

Application

6-Bromoisoindolin-1-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The isoindolin-1-one core provides a rigid, electron-deficient scaffold ideal for constructing biologically relevant heterocycles. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex molecules.

Synthesis

  • Route1

    References

    • KUDOS PHARMACEUTICALS LIMITED Patent: WO2008/23161 A1, 2008 ; Location in patent: Page/Page column 117 ; WO 2008/023161 A1
  • Route2

    References

    • SCHERING CORPORATION Patent: WO2007/84451 A1, 2007 ; Location in patent: Page/Page column 160 ; WO 2007/084451 A1
  • Route3

    References

    • Maugeri, Caterina; Alisi, Maria A.; Apicella, Claudia; Cellai, Luciano; Dragone, Patrizia; Fioravanzo, Elena; Florio, Saverio; Furlotti, Guido; Mangano, Giorgina; Ombrato, Rosella; Luisi, Renzo; Pompei, Raffaello; Rincicotti, Vito; Russo, Vincenzo; Vitiello, Marco; Cazzolla, Nicola Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 6 p. 3091 - 3107

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   1.6925
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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