1,6-Dihydropyrazolo[3,4-c]pyrazol-3-amine

Name: 1,6-Dihydropyrazolo[3,4-c]pyrazol-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 128854-05-7
Cat. No. CS-0097929
Purity≥95%
MDL No.MFCD11040168

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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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1,6-Dihydropyrazolo[3,4-c]pyrazol-3-amine|CS-0097929

Structure of 128854-05-7

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General Information

CAS No. 128854-05-7
Cat. No. CS-0097929
Purity ≥95%
MDL No. MFCD11040168
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₅N₅
Molecular Weight 123.12
Synonym(s) 3-Amino-1,6-dihydropyrazolo[3,4-c]pyrazole
SMILES NC1=NNC2=C1C=NN2

Description

1,6-Dihydropyrazolo[3,4-c]pyrazol-3-amine features a fused heterocyclic core with dual nitrogen-rich sites, enabling robust coordination in transition metal complexes. The amine functionality enhances solubility and reactivity in synthetic transformations, while the dihydropyrazole scaffold imparts stability under standard bench conditions. This scaffold serves as a key pharmacophore in bioactive molecule design, particularly within kinase inhibitor scaffolds.

Application

1,6-Dihydropyrazolo[3,4-c]pyrazol-3-amine serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its fused pyrazole core exhibits moderate basicity and enhanced π-conjugation, enabling participation in Suzuki-Miyaura coupling, electrophilic substitution, and transition-metal-catalyzed cross-coupling reactions. The primary amine functionality facilitates direct derivatization, while the dihydropyrazolo scaffold provides structural rigidity and favorable solubility profiles, supporting efficient purification and integration into complex molecular architectures.

Synthesis

Route1
- 16617-46-2
- ~51%
- In-stock
  
  128854-05-7
References
- Deeb, Ali; El-Mobayed, Medhat; Essawy, Abdel Naby; El-Hamid, Adel Abd; El-Hamid, Atef Mohamid Abd Collection of Czechoslovak Chemical Communications, 1990 , vol. 55, # 3 p. 728 - 733

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 83.38
LogP -0.1318
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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1,6-Dihydropyrazolo[3,4-c]pyrazol-3-amine

CAS No. 128854-05-7

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