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

Name: 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one
Brand: ChemScene
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CAS No. 724422-42-8
Cat. No. CS-0143786
Purity≥98%
MDL No.MFCD21879587

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one|CS-0143786

Structure of 724422-42-8

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General Information

CAS No. 724422-42-8
Cat. No. CS-0143786
Purity ≥98%
MDL No. MFCD21879587
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀BrNO
Molecular Weight 240.10
Synonym(s) 6-Bromo-2-methyl-3,4-dihydro-1(2H)-isoquinolinone
SMILES O=C1N(C)CCC2=C1C=CC(Br)=C2

Description

6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one features a brominated isoquinoline core with a methyl substituent at the 2-position, enabling direct functionalization in late-stage synthesis. The lactam moiety enhances solubility and stability under standard conditions, while the electron-deficient aromatic system facilitates transition-metal-catalyzed coupling reactions. This scaffold serves as a key intermediate in medicinal chemistry campaigns targeting CNS modulators and kinase inhibitors.

Application

6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one serves as a versatile scaffold for medicinal chemistry and synthetic organic applications. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the lactam functionality offers hydrogen-bonding capacity and structural rigidity. Bench-stable and compatible with diverse functional groups, it facilitates efficient access to complex heterocyclic architectures through modular transformations.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 20.31
LogP 2.0772
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

Key Words

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

CAS No. 724422-42-8

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