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CS-W001157 4
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6-Bromo-2-methyl-1,2,3,4-tetrahydroisoquinoline

  • CAS No. 59961-00-1

  • Cat. No. CS-0131491
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

6-Bromo-2-methyl-1,2,3,4-tetrahydroisoquinoline|CS-0131491

Structure of 59961-00-1

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General Information

  • CAS No. 59961-00-1
  • Cat. No. CS-0131491
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂BrN
  • Molecular Weight 226.11
  • Synonym(s) 6-Bromo-2-methyl-3,4-dihydro-1H-isoquinoline
  • SMILES BrC1=CC2=C(CN(C)CC2)C=C1

Description

6-Bromo-2-methyl-1,2,3,4-tetrahydroisoquinoline is a brominated tetrahydroisoquinoline scaffold featuring a methyl group at the 2-position and a bromine substituent at the 6-position. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling efficient access to bioactive alkaloids and pharmaceutical intermediates through transition-metal-catalyzed coupling reactions. The molecule exhibits enhanced stability and solubility under standard bench conditions, facilitating straightforward handling in synthetic workflows.

Application

6-Bromo-2-methyl-1,2,3,4-tetrahydroisoquinoline serves as a versatile building block for the synthesis of biologically relevant isoquinoline derivatives. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the 2-methyl group enhances stability and modulates reactivity. The tetrahydroisoquinoline core provides a rigid scaffold suitable for medicinal chemistry applications, offering favorable functional group tolerance and ease of purification in standard synthetic 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   3.24
  • LogP   2.437
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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