2,5-Diaminepyrimidine

Name: 2,5-Diaminepyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 22715-27-1
Cat. No. CS-0019001
Purity≥97%
MDL No.MFCD00129726

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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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Structure of 22715-27-1

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General Information

CAS No. 22715-27-1
Cat. No. CS-0019001
Purity ≥97%
MDL No. MFCD00129726
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆N₄
Molecular Weight 110.12
Synonym(s) 2,5-Diaminopyrimidine; NSC 22476; pyrimidine-2,5-diamine
SMILES NC1=NC=C(N)C=N1

Description

2,5-Diaminepyrimidine serves as a key nitrogen-rich heterocyclic scaffold in medicinal chemistry and materials science. This bench-stable compound features two strategically positioned primary amine groups that enable facile functionalization. The electron-donating character of the diamine moiety enhances reactivity in coupling reactions and facilitates coordination with metal ions. Its planar structure supports π-π stacking interactions, making it valuable for constructing supramolecular architectures and conjugated systems.

Application

2,5-Diaminopyrimidine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling the construction of pyrimidine-based scaffolds prevalent in pharmaceuticals. Its two amino groups offer orthogonal reactivity for selective functionalization, while its inherent stability facilitates handling and purification. Functions effectively in coupling reactions, metal-catalyzed transformations, and as a key intermediate in the development of kinase inhibitors and antiviral agents.

Synthesis

Route1
- In-stock
  
  3073-77-6
- ~97%
- In-stock
  
  22715-27-1
References
- AstraZeneca AB Patent: US7235559 B1, 2007 ; US 7235559 B1
Route2
- 59690-85-6
- ~%
- In-stock
  
  22715-27-1
References
- Kagaku Kenkyusho Hokoku, , vol. 27, p. 401; vgl. E I 24 231 Chem.Abstr., , p. 2181

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 77.82
LogP -0.359
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2,5-Diaminepyrimidine

CAS No. 22715-27-1

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