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

  • CAS No. 1176414-91-7

  • Cat. No. CS-0225557
  • Purity≥95%
  • MDL No.None

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

5-Bromo-1-methyl-1,2,3,4-tetrahydroisoquinoline|CS-0225557

Structure of 1176414-91-7

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General Information

  • CAS No. 1176414-91-7
  • Cat. No. CS-0225557
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂BrN
  • Molecular Weight 226.11
  • Synonym(s) None
  • SMILES CC1NCCC2=C1C=CC=C2Br

Description

5-Bromo-1-methyl-1,2,3,4-tetrahydroisoquinoline delivers a brominated, N-methylated tetrahydroisoquinoline scaffold with enhanced electrophilic reactivity at the aromatic ring. This bench-stable compound integrates readily into transition-metal-catalyzed coupling reactions and serves as a key intermediate in the synthesis of bioactive alkaloids and pharmaceutical candidates.

Application

5-Bromo-1-methyl-1,2,3,4-tetrahydroisoquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined aryl bromide functionality. The tetrahydroisoquinoline core provides a rigid, bioactive scaffold with favorable pharmacokinetic properties. Its methylated nitrogen enhances metabolic stability and improves solubility, while the bromine substituent allows for selective functionalization under standard coupling conditions. This compound facilitates efficient access to complex heterocyclic architectures relevant to CNS-targeted therapeutics and kinase inhibitors.

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-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.6558
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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