5,7-Dichloro-1,6-naphthyridin-4(1H)-one

Name: 5,7-Dichloro-1,6-naphthyridin-4(1H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 863785-66-4
Cat. No. CS-0171533
Purity≥97%
MDL No.None

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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+
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5,7-Dichloro-1,6-naphthyridin-4(1H)-one|CS-0171533

Structure of 863785-66-4

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General Information

CAS No. 863785-66-4
Cat. No. CS-0171533
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄Cl₂N₂O
Molecular Weight 215.04
Synonym(s) 5,7-DICHLORO-1H-[1,6]NAPHTHYRIDIN-4-ONE
SMILES C1=CNC2=CC(=NC(=C2C1=O)Cl)Cl

Description

5,7-Dichloro-1,6-naphthyridin-4(1H)-one features a rigid, electron-deficient naphthyridine core with strategically positioned chloro substituents that enhance reactivity in cross-coupling processes. This bench-stable heterocycle serves as a key scaffold for constructing bioactive molecules in medicinal chemistry and materials science applications.

Application

5,7-Dichloro-1,6-naphthyridin-4(1H)-one serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its electron-deficient naphthyridinone core facilitates nucleophilic substitution and palladium-catalyzed coupling reactions, while the dichloro substituents provide orthogonal reactivity for sequential functionalization. The compound exhibits good bench stability and ease of purification, making it well-suited for iterative synthesis campaigns in drug discovery programs.

Synthesis

Route1
- 863785-65-3
- ~92%
- In-stock
  
  863785-66-4
References
- Morgentin, Remy; Pasquet, Georges; Boutron, Pascal; Jung, Frederic; Lamorlette, Maryannick; Maudet, Mickael; Ple, Patrick Tetrahedron, 2008 , vol. 64, # 12 p. 2772 - 2782

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 45.75
LogP 2.2299
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5,7-Dichloro-1,6-naphthyridin-4(1H)-one

CAS No. 863785-66-4

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