3-Amino-1H-pyrazole-4-carboxamide

Name: 3-Amino-1H-pyrazole-4-carboxamide
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CAS No. 5334-31-6
Cat. No. CS-W021829
Purity≥96%
MDL No.MFCD00082808

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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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3-Amino-1H-pyrazole-4-carboxamide|CS-W021829

Structure of 5334-31-6

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General Information

CAS No. 5334-31-6
Cat. No. CS-W021829
Purity ≥96%
MDL No. MFCD00082808
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆N₄O
Molecular Weight 126.12
Synonym(s) 5-azanyl-1H-pyrazole-4-carboxamide
SMILES O=C(N)C1=CNN=C1N

Description

3-Amino-1H-pyrazole-4-carboxamide features a fused pyrazole core bearing both amino and carboxamide functionalities, enabling integration into diverse heterocyclic scaffolds. The electron-rich pyrazole ring facilitates coupling reactions, while the amide group enhances solubility and hydrogen-bonding capacity. This compound serves as a key building block in medicinal chemistry for targeted synthesis of bioactive molecules.

Application

3-Amino-1H-pyrazole-4-carboxamide serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard amide coupling and electrophilic substitution reactions. Its dual amino and carboxamide functionalities offer orthogonal reactivity for sequential derivatization, while maintaining bench stability and ease of purification—making it well-suited for modular synthesis of kinase inhibitors and other targeted therapeutics.

Synthesis

Route1
- 16617-46-2
- ~52%
- In-stock
  
  5334-31-6
References
- Ouyang, Xiaohu; Piatnitski, Evgueni L.; Pattaropong, Vatee; Chen, Xiaoling; He, Hai-Ying; Kiselyov, Alexander S.; Velankar, Avdhoot; Kawakami, Joel; Labelle, Marc; Smith II, Leon; Lohman, Julia; Lee, Sui Ping; Malikzay, Asra; Fleming, James; Gerlak, Jason; Wang, Ying; Rosler, Robin L.; Zhou, Kai; Mitelman, Stan; Camara, Margarita; Surguladze, David; Doody, Jacqueline F.; Tuma, M. Carolina Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1191 - 1196

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

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Computational Chemistry Data

TPSA 97.79
LogP -0.9092
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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3-Amino-1H-pyrazole-4-carboxamide

CAS No. 5334-31-6

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