2-Phenyl-1H-pyrrolo[2,3-b]pyridine

Name: 2-Phenyl-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 10586-52-4
Cat. No. CS-0186683
Purity≥98%
MDL No.MFCD00458790

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2-Phenyl-1H-pyrrolo[2,3-b]pyridine|CS-0186683

Structure of 10586-52-4

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General Information

CAS No. 10586-52-4
Cat. No. CS-0186683
Purity ≥98%
MDL No. MFCD00458790
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₀N₂
Molecular Weight None
Synonym(s) 2-phenylpyrrolo[2,3-b]pyridine
SMILES C1=CC=C(C=C1)C2=CC3=C(N=CC=C3)N2

Description

2-Phenyl-1H-pyrrolo[2,3-b]pyridine is a nitrogen-rich heterocyclic scaffold featuring a fused pyrrole-pyridine core with a pendant phenyl group. This rigid, electron-deficient architecture enhances π-stacking and facilitates integration into advanced pharmaceuticals and functional materials. The compound exhibits excellent stability under standard bench conditions and serves as a key structural motif in the development of targeted therapeutics and organic semiconductors.

Application

2-Phenyl-1H-pyrrolo[2,3-b]pyridine serves as a privileged heterocyclic scaffold in medicinal chemistry, enabling efficient access to bioactive compounds through its planar, electron-rich architecture. Its robust stability and compatibility with standard cross-coupling reactions facilitate modular synthesis of functionalized analogs. The molecule functions as a versatile building block for pharmaceutical intermediates and exhibits favorable physicochemical properties for drug discovery applications.

Safety Information

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Computational Chemistry Data

TPSA 28.68
LogP 3.2299
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Phenyl-1H-pyrrolo[2,3-b]pyridine

CAS No. 10586-52-4

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