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6-Bromo-2,7-naphthyridin-1(2H)-one

  • CAS No. 1260671-39-3

  • Cat. No. CS-0155582
  • Purity≥95%
  • MDL No.MFCD18250876

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

6-Bromo-2,7-naphthyridin-1(2H)-one|CS-0155582

Structure of 1260671-39-3

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General Information

  • CAS No. 1260671-39-3
  • Cat. No. CS-0155582
  • Purity ≥95%
  • MDL No. MFCD18250876
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O
  • Molecular Weight 225.04
  • Synonym(s) 6-Bromo-2H-2,7phthyridin-1-one
  • SMILES O=C1NC=CC2=CC(Br)=NC=C12

Description

6-Bromo-2,7-naphthyridin-1(2H)-one features a fused bicyclic core with a bromine substituent at the 6-position, enabling direct functionalization in cross-coupling reactions. The lactam moiety imparts stability and polarity, facilitating incorporation into bioactive scaffolds. This compound serves as a key intermediate in medicinal chemistry for constructing nitrogen-containing heterocycles.

Application

6-Bromo-2,7-naphthyridin-1(2H)-one serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality and electron-deficient naphthyridine core. The lactam carbonyl group enhances solubility and facilitates functionalization, while the scaffold exhibits bench stability and compatibility with diverse reaction conditions, making it well-suited for medicinal chemistry and materials science applications.

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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