Pyrazolo[1,5-a]pyrazine-3-carboxylic acid

Name: Pyrazolo[1,5-a]pyrazine-3-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 53902-76-4
Cat. No. CS-0071960
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Pyrazolo[1,5-a]pyrazine-3-carboxylic acid|CS-0071960

Structure of 53902-76-4

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General Information

CAS No. 53902-76-4
Cat. No. CS-0071960
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅N₃O₂
Molecular Weight 163.13
Synonym(s) None
SMILES O=C(O)C1=C2N(N=C1)C=CN=C2

Description

Pyrazolo[1,5-a]pyrazine-3-carboxylic acid features a fused heterocyclic core with dual nitrogen-rich rings, delivering enhanced solubility and stability in aqueous and organic media. This scaffold integrates readily into bioactive molecule design, particularly for kinase inhibitors and targeted therapeutics, due to its ability to engage polar binding pockets through the carboxylic acid functionality.

Application

Pyrazolo[1,5-a]pyrazine-3-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its carboxylic acid functionality enables direct amidation, esterification, and metal complexation, while the fused pyrazolo[1,5-a]pyrazine core provides structural rigidity and π-conjugation. The compound exhibits bench stability, good solubility in common organic solvents, and tolerance to diverse functional groups, facilitating integration into multi-step syntheses of bioactive scaffolds and functional materials.

Synthesis

Route1
- 53975-16-9
- 623-47-2
- ~%
- In-stock
  
  53902-76-4
References
- BASF SE; GROss, Steffen; KOeRBER, Karsten; VON DEYN, Wolfgang; KAISER, Florian; LE VEZOUET, Ronan; SOeRGEL, Sebastian; POHLMAN, Matthias; DESHMUKH, Prashant; DICKHAUT, Joachim; ANSPAUGH, Douglas D.; CULBERTSON, Deborah L.; OLOUMI-SADEGHI, Hassan Patent: WO2010/34738 A2, 2010 ; Location in patent: Page/Page column 89 ;
Route2
- In-stock
  
  53902-64-0
- ~%
- In-stock
  
  53902-76-4
References
- Qiao, Lixin; Choi, Sungwoon; Case, April; Gainer, Thomas G.; Seyb, Kathleen; Glicksman, Marcie A.; Lo, Donald C.; Stein, Ross L.; Cuny, Gregory D. Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 21 p. 6122 - 6126

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 67.49
LogP 0.4275
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Pyrazolo[1,5-a]pyrazine-3-carboxylic acid

CAS No. 53902-76-4

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