4-(1H-Imidazol-5-yl)pyridine

Name: 4-(1H-Imidazol-5-yl)pyridine
Brand: ChemScene
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CAS No. 51746-87-3
Cat. No. CS-0133479
Purity≥97%
MDL No.MFCD08668577

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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+
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Structure of 51746-87-3

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General Information

CAS No. 51746-87-3
Cat. No. CS-0133479
Purity ≥97%
MDL No. MFCD08668577
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇N₃
Molecular Weight 145.17
Synonym(s) None
SMILES N=1C=CC(=CC1)C2=CN=CN2

Description

4-(1H-Imidazol-5-yl)pyridine features a rigid, planar architecture combining a pyridine ring with an imidazole moiety, enabling strong π-stacking and coordination versatility. This bifunctional scaffold integrates seamlessly into metal-ligand frameworks and organic electronic materials, offering enhanced stability under standard conditions.

Application

4-(1H-Imidazol-5-yl)pyridine serves as a versatile heterocyclic building block in medicinal chemistry and catalysis. Its dual nitrogen-rich core enables strong coordination to transition metals and facilitates hydrogen bonding in target binding. The molecule exhibits excellent bench stability, moderate solubility in common organic solvents, and tolerates a range of functional groups during synthesis. It functions effectively as a ligand in cross-coupling reactions and as a scaffold for developing bioactive compounds, particularly in kinase inhibitor and metal complex design.

Synthesis

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  51746-87-3
References
- Ganellin; Hosseini; Khalaf; Tertiuk; Arrang; Garbarg; Ligneau; Schwartz Journal of Medicinal Chemistry, 1995 , vol. 38, # 17 p. 3342 - 3350
Route2
- 167897-36-1
- ~%
- In-stock
  
  51746-87-3
References
- Ganellin; Hosseini; Khalaf; Tertiuk; Arrang; Garbarg; Ligneau; Schwartz Journal of Medicinal Chemistry, 1995 , vol. 38, # 17 p. 3342 - 3350

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 41.57
LogP 1.4717
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Catalysts and Ligands Ligands Pyridine Ligands Bipyridine Ligands

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Catalysis Nitrogen-Donor Ligands Pyridine Ligands

Catalysis Nitrogen-Donor Ligands Bipyridine Ligands, Terpyridine Ligands

Key Words

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4-(1H-Imidazol-5-yl)pyridine

CAS No. 51746-87-3

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