4-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid

Name: 4-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 64299-26-9
Cat. No. CS-W019737
Purity≥97%
MDL No.MFCD18809600

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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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4-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid|CS-W019737

Structure of 64299-26-9

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General Information

CAS No. 64299-26-9
Cat. No. CS-W019737
Purity ≥97%
MDL No. MFCD18809600
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₉N₃O₂
Molecular Weight 203.20
Synonym(s) 1H-Pyrazole-3-carboxylicacid,4-amino-1-phenyl-(9CI)
SMILES O=C(C1=NN(C2=CC=CC=C2)C=C1N)O

Description

4-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid features a conjugated pyrazole core bearing an electron-rich amino group and a carboxylic acid functionality, enabling direct integration into bioactive scaffolds. The phenyl ring enhances π-stacking potential, while the dual polar groups ensure solubility under standard conditions. This compound serves as a key intermediate for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active agents.

Application

4-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid serves as a versatile building block for heterocyclic scaffolds in medicinal chemistry. Its dual functionality—amine and carboxylic acid—enables diverse coupling reactions, including amide formation and amidation, while maintaining compatibility with standard protecting group strategies. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

Route1
- 64299-23-6
- ~61%
- In-stock
  
  64299-26-9
References
- Lenzi, Ombretta; Colotta, Vittoria; Catarzi, Daniela; Varano, Flavia; Poli, Daniela; Filacchioni, Guido; Varani, Katia; Vincenzi, Fabrizio; Borea, Pier Andrea; Paoletta, Silvia; Morizzo, Erika; Moro, Stefano Journal of Medicinal Chemistry, 2009 , vol. 52, # 23 p. 7640 - 7652

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 81.14
LogP 1.1527
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Amino-1-phenyl-1H-pyrazole-3-carboxylic acid

CAS No. 64299-26-9

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