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7-Hydroxyimidazo[1,2-a]pyrimidin-5(8H)-one

  • CAS No. 51647-90-6

  • Cat. No. CS-0038904
  • Purity≥97%
  • MDL No.None

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

7-Hydroxyimidazo[1,2-a]pyrimidin-5(8H)-one|CS-0038904

Structure of 51647-90-6

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General Information

  • CAS No. 51647-90-6
  • Cat. No. CS-0038904
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃O₂
  • Molecular Weight 151.12
  • Synonym(s) Imidazo[1,2-a]pyrimidine-5,7-diol
  • SMILES C1=CN2C(=O)C=C(NC2=N1)O

Description

7-Hydroxyimidazo[1,2-a]pyrimidin-5(8H)-one is a heterocyclic scaffold featuring a hydroxyl group at the 7-position and a lactam carbonyl at C5, conferring enhanced solubility and hydrogen-bonding capacity. This structure integrates readily into bioactive molecule design, particularly in kinase inhibitors and nucleoside analogs, where its polarity supports target engagement and metabolic stability under standard conditions.

Application

7-Hydroxyimidazo[1,2-a]pyrimidin-5(8H)-one serves as a versatile heterocyclic building block for medicinal chemistry campaigns, enabling efficient access to imidazopyrimidine scaffolds prevalent in kinase inhibitors and antiviral agents. Its hydroxyl group provides a handle for derivatization via esterification, etherification, or metal-catalyzed coupling, while the core framework exhibits bench stability and compatibility with standard purification methods. This compound functions effectively in multistep syntheses requiring regioselective functionalization and demonstrates predictable reactivity in common transformation protocols.

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   70.39
  • LogP   -0.2718
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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