6-Chloro-1,5-naphthyridin-2(1H)-one

CAS No. 1394003-98-5
Cat. No. CS-0526920
Purity≥97%
MDL No.MFCD22543817

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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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6-Chloro-1,5-naphthyridin-2(1H)-one|CS-0526920

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General Information

CAS No. 1394003-98-5
Cat. No. CS-0526920
Purity ≥97%
MDL No. MFCD22543817
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂O
Molecular Weight 180.59
Synonym(s) None
SMILES O=C1NC2=CC=C(Cl)N=C2C=C1

Description

6-Chloro-1,5-naphthyridin-2(1H)-one features a chlorine-substituted naphthyridinone core with enhanced electron-deficiency, enabling efficient coupling in transition-metal-catalyzed reactions. This bench-stable heterocycle serves as a key scaffold for medicinal chemistry and materials synthesis, offering high functional group tolerance and predictable reactivity in cross-coupling protocols.

Application

6-Chloro-1,5-naphthyridin-2(1H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient functionalization via palladium-catalyzed cross-coupling reactions. Its chlorine atom provides high reactivity in Suzuki, Stille, and Buchwald-Hartwig transformations, while the adjacent carbonyl group enhances solubility and facilitates downstream derivatization. The scaffold exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for rapid library synthesis and API development.

Safety Information

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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 45.75
LogP 1.5765
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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6-Chloro-1,5-naphthyridin-2(1H)-one

CAS No. 1394003-98-5

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