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5-Oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile

  • CAS No. 1224288-95-2

  • Cat. No. CS-0080438
  • Purity≥98%
  • MDL No.MFCD26096480

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

5-Oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile|CS-0080438

Structure of 1224288-95-2

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General Information

  • CAS No. 1224288-95-2
  • Cat. No. CS-0080438
  • Purity ≥98%
  • MDL No. MFCD26096480
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄N₄O
  • Molecular Weight 160.13
  • Synonym(s) 5-oxo-4,5-dihydro-1H-pyrrolopyridine-3-carbaldehyde
  • SMILES O=C(N1)C=CN2C1=C(C#N)C=N2

Description

This pyrazolopyrimidine derivative features a conjugated system with a nitrile group at C3 and a ketone at C5, enabling integration into heterocyclic scaffolds. The planar, electron-deficient core facilitates transition metal-catalyzed coupling reactions under standard conditions.

Application

5-Oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to pyrazolopyrimidine scaffolds. Its dual functionality—ketone and nitrile groups—facilitates diverse transformations including nucleophilic additions, cyclizations, and coupling reactions. The compound exhibits bench stability and compatibility with standard synthetic protocols, supporting its use in the modular construction of bioactive molecules.

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   73.95
  • LogP   -0.10572
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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