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6-Bromo-1,2-dihydroisoquinolin-3(4H)-one

  • CAS No. 943749-57-3

  • Cat. No. CS-0040551
  • Molecule weight226.07
  • Purity≥97%
  • MDL No.MFCD26127257

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

6-Bromo-1,2-dihydroisoquinolin-3(4H)-one|CS-0040551

Structure of 943749-57-3

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General Information

  • CAS No. 943749-57-3
  • Cat. No. CS-0040551
  • Purity ≥97%
  • MDL No. MFCD26127257
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrNO
  • Molecular Weight 226.07
  • Synonym(s) 6-bromo-2,4-dihydro-1H-isoquinolin-3-one
  • SMILES O=C1NCC2=C(C=C(Br)C=C2)C1

Description

6-Bromo-1,2-dihydroisoquinolin-3(4H)-one features a brominated isoquinoline core with a ketone at the 3-position, enabling direct functionalization in late-stage synthesis. The electron-deficient aromatic system pairs well with nucleophilic partners, while the bench-stable lactam offers reliable reactivity under standard conditions. This scaffold integrates readily into complex heterocyclic architectures.

Application

6-Bromo-1,2-dihydroisoquinolin-3(4H)-one serves as a versatile building block for the synthesis of isoquinoline-based pharmaceuticals and bioactive heterocycles. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the lactam functionality offers predictable reactivity in nucleophilic transformations and facilitates purification via crystallization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Safety Information

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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   1.6214
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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