6-Bromo-8-fluoroisoquinolin-1(2h)-one

CAS No. 1803606-88-3
Cat. No. CS-0197822
Purity≥98%
MDL No.None

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6-Bromo-8-fluoroisoquinolin-1(2h)-one|CS-0197822

Structure of 1803606-88-3

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Description

6-Bromo-8-fluoroisoquinolin-1(2H)-one features a fused heterocyclic core with strategically positioned halogen substituents, enabling direct functionalization in cross-coupling and C–H activation reactions. The electron-deficient quinolinone scaffold enhances reactivity in transition metal catalysis, while the bromo and fluoro groups offer orthogonal handles for sequential derivatization. This compound serves as a key building block in medicinal chemistry and materials science.

Application

6-Bromo-8-fluoroisoquinolin-1(2H)-one serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The bromo and fluoro substituents offer orthogonal functionalization potential, while the isoquinolinone core provides structural rigidity and hydrogen-bonding capacity. This compound exhibits excellent bench stability and facilitates efficient purification, making it ideal for medicinal chemistry campaigns and process development in API synthesis.

General Information

CAS No. 1803606-88-3
Cat. No. CS-0197822
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrFNO
Molecular Weight 242.04
Synonym(s) 6-Bromo-8-fluoro-1,2-dihydroisoquinolin-1-one
SMILES O=C1NC=CC=2C=C(Br)C=C(F)C12

Computational Chemistry Data

TPSA 32.86
LogP 2.4297
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

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

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Isoquinoline compounds

Drug Discovery Cancer PARP

Key Words

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6-Bromo-8-fluoroisoquinolin-1(2h)-one

CAS No. 1803606-88-3

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