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

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

CAS No. 1109230-25-2
Cat. No. CS-W006085
Purity≥96%
MDL No.MFCD11847788

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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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5-Bromo-3,4-dihydroisoquinolin-1(2H)-one|CS-W006085

Structure of 1109230-25-2

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General Information

CAS No. 1109230-25-2
Cat. No. CS-W006085
Purity ≥96%
MDL No. MFCD11847788
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO
Molecular Weight 226.07
Synonym(s) 5-Bromo-3,4-dihydroisoquinolin-1(2H)
SMILES O=C1NCCC2=C1C=CC=C2Br

Description

5-Bromo-3,4-dihydroisoquinolin-1(2H)-one features a brominated isoquinolinone core with enhanced electron deficiency at the aromatic ring, enabling efficient coupling in transition-metal-catalyzed reactions. The lactam functionality provides polarity and structural rigidity, facilitating incorporation into bioactive scaffolds. This compound exhibits bench-stable handling properties and compatibility with common organic solvents.

Application

5-Bromo-3,4-dihydroisoquinolin-1(2H)-one serves as a versatile building block for medicinal chemistry and heterocyclic synthesis. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the lactam functionality provides stability and directional reactivity. This scaffold facilitates the construction of complex alkaloid frameworks and drug-like molecules, offering good bench stability, straightforward purification, and compatibility with common functional groups in iterative synthesis workflows.

Synthesis

Route1
- In-stock
  
  15115-60-3
- ~45%
- In-stock
  
  1109230-25-2
References
- Ortega, Raquel; Huebner, Harald; Gmeiner, Peter; Masaguer, Christian F. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 9 p. 2670 - 2674
Route2
- 1109230-24-1
- ~%
- In-stock
  
  1109230-25-2
References
- US2010/197725 A1, ; Page/Page column 21 ;

Safety Information

Download SDS

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

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Computational Chemistry Data

TPSA 29.1
LogP 1.735
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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

CAS No. 1109230-25-2

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