6-Bromo-1,2-dihydroisoquinolin-3(4H)-one

Name: 6-Bromo-1,2-dihydroisoquinolin-3(4H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 943749-57-3
Cat. No. CS-0040551
Purity≥97%
MDL No.MFCD26127257

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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-Bromo-1,2-dihydroisoquinolin-3(4H)-one|CS-0040551

Structure of 943749-57-3

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Description

6-Bromo-1,2-dihydroisoquinolin-3(4H)-one features a brominated isoquinoline core with a ketone at the 3-position, enabling direct functionalization in late-stage synthesis. The electron-deficient aromatic system pairs well with nucleophilic partners, while the bench-stable lactam offers reliable reactivity under standard conditions. This scaffold integrates readily into complex heterocyclic architectures.

Application

6-Bromo-1,2-dihydroisoquinolin-3(4H)-one serves as a versatile building block for the synthesis of isoquinoline-based pharmaceuticals and bioactive heterocycles. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the lactam functionality offers predictable reactivity in nucleophilic transformations and facilitates purification via crystallization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

General Information

CAS No. 943749-57-3
Cat. No. CS-0040551
Purity ≥97%
MDL No. MFCD26127257
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO
Molecular Weight 226.07
Synonym(s) 6-bromo-2,4-dihydro-1H-isoquinolin-3-one
SMILES O=C1NCC2=C(C=C(Br)C=C2)C1

Computational Chemistry Data

TPSA 29.1
LogP 1.6214
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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6-Bromo-1,2-dihydroisoquinolin-3(4H)-one

CAS No. 943749-57-3

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