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3-Bromo-5,6-dihydro-1,6-naphthyridin-5-one

  • CAS No. 1260665-60-8

  • Cat. No. CS-0051469
  • Molecule weight225.04
  • Purity≥97%
  • MDL No.MFCD18250868

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

3-Bromo-5,6-dihydro-1,6-naphthyridin-5-one|CS-0051469

Structure of 1260665-60-8

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General Information

  • CAS No. 1260665-60-8
  • Cat. No. CS-0051469
  • Purity ≥97%
  • MDL No. MFCD18250868
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O
  • Molecular Weight 225.04
  • Synonym(s) 3-Bromo-1,6-naphthyridin-5(6H)-one
  • SMILES BrC1=CN=C2C=CNC(=O)C2=C1

Description

3-Bromo-5,6-dihydro-1,6-naphthyridin-5-one is a bench-stable heterocyclic building block featuring a bromine substituent at the 3-position and a carbonyl group at C5. This electron-deficient scaffold integrates readily into cross-coupling reactions, enabling efficient access to functionalized naphthyridine derivatives for medicinal chemistry and materials science applications.

Application

3-Bromo-5,6-dihydro-1,6-naphthyridin-5-one serves as a versatile building block for the synthesis of biologically active heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine handle. The dihydro-1,6-naphthyridinone core provides a rigid scaffold with moderate basicity and functional group tolerance, facilitating downstream derivatization in medicinal chemistry campaigns. Its bench-stable nature and compatibility with standard reaction conditions support reliable incorporation into complex molecular architectures.

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   45.75
  • LogP   1.6856
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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