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CS-W001157 4
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8-Bromopyrido[3,4-b]pyrazin-5(6H)-one

  • CAS No. 1590409-73-6

  • Cat. No. CS-0163414
  • Purity≥98%
  • MDL No.None

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

8-Bromopyrido[3,4-b]pyrazin-5(6H)-one|CS-0163414

Structure of 1590409-73-6

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General Information

  • CAS No. 1590409-73-6
  • Cat. No. CS-0163414
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrN₃O
  • Molecular Weight 226.03
  • Synonym(s) 8-Bromo-6H-pyrido[3,4-b]pyrazin-5-one
  • SMILES O=C1NC=C(Br)C2=NC=CN=C21

Description

8-Bromopyrido[3,4-b]pyrazin-5(6H)-one is a brominated heterocyclic scaffold featuring a fused pyridopyrazine core with a ketone at the 5-position. This electron-deficient system enables direct functionalization in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive nitrogen-rich compounds. The bromine atom provides a high-affinity handle for palladium-catalyzed transformations, while the planar structure supports π-stacking interactions in medicinal chemistry applications.

Application

8-Bromopyrido[3,4-b]pyrazin-5(6H)-one serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and aryl-substituted scaffolds. The pyrido[3,4-b]pyrazinone core offers enhanced metabolic stability and hydrogen-bonding capacity, making it suitable for targeted drug discovery programs. The compound exhibits good bench stability and is amenable to standard purification methods.

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   58.64
  • LogP   1.0806
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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