8-Chloro-2-methyl-1,5-naphthyridine

CAS No. 911389-21-4
Cat. No. CS-0179427
Molecule weight178.62
Purity≥97%
MDL No.MFCD19690237

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8-Chloro-2-methyl-1,5-naphthyridine|CS-0179427

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General Information

CAS No. 911389-21-4
Cat. No. CS-0179427
Purity ≥97%
MDL No. MFCD19690237
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇ClN₂
Molecular Weight 178.62
Synonym(s) 8-Chloro-2-methyl-1,5phthyridine
SMILES CC1=NC2=C(Cl)C=CN=C2C=C1

Description

8-Chloro-2-methyl-1,5-naphthyridine is a bench-stable heterocyclic building block featuring a chlorinated naphthyridine core with a methyl substituent at the 2-position. This electron-deficient scaffold integrates readily into pharmaceutical and agrochemical synthesis, offering enhanced reactivity in cross-coupling and nucleophilic substitution processes.

Application

8-Chloro-2-methyl-1,5-naphthyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C-8 position via palladium-catalyzed cross-coupling. Its methyl group enhances metabolic stability and provides a handle for further derivatization. The molecule exhibits excellent bench stability and facilitates efficient synthesis of kinase inhibitors and other bioactive heterocycles through orthogonal reactivity with nucleophiles and transition metal catalysts.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 25.78
LogP 2.59162
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Naphthyridine compounds

Key Words

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8-Chloro-2-methyl-1,5-naphthyridine

CAS No. 911389-21-4

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