3-Bromoisoquinolin-1(2H)-one

Name: 3-Bromoisoquinolin-1(2H)-one
Brand: ChemScene
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CAS No. 24623-16-3
Cat. No. CS-0161037
Purity≥97%
MDL No.MFCD28661873

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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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Structure of 24623-16-3

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General Information

CAS No. 24623-16-3
Cat. No. CS-0161037
Purity ≥97%
MDL No. MFCD28661873
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.05
Synonym(s) 3-bromo-2H-isoquinolin-1-one
SMILES O=C1NC(Br)=CC2=C1C=CC=C2

Description

3-Bromoisoquinolin-1(2H)-one features a brominated isoquinolinone core with enhanced electrophilic reactivity at the 3-position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The carbonyl group confers stability and polarity, improving solubility in common organic solvents. This scaffold serves as a strategic building block for pharmaceutical intermediates and bioactive heterocycles.

Application

3-Bromoisoquinolin-1(2H)-one serves as a versatile building block for the synthesis of isoquinoline-based pharmaceuticals and functional materials. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the lactam functionality provides structural rigidity and hydrogen-bonding capability. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient derivatization in medicinal chemistry and process development workflows.

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-P405-P501

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Computational Chemistry Data

TPSA 32.86
LogP 2.2906
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Isoquinoline compounds

Key Words

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3-Bromoisoquinolin-1(2H)-one

CAS No. 24623-16-3

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