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CS-W001157 4
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7-Nitro-1,2,3,4-tetrahydroisoquinoline

  • CAS No. 42923-79-5

  • Cat. No. CS-D0150
  • Purity≥95%
  • MDL No.MFCD04973400

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

7-Nitro-1,2,3,4-tetrahydroisoquinoline|CS-D0150

Structure of 42923-79-5

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General Information

  • CAS No. 42923-79-5
  • Cat. No. CS-D0150
  • Purity ≥95%
  • MDL No. MFCD04973400
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀N₂O₂
  • Molecular Weight 178.19
  • Synonym(s) 1,2,3,4-tetrahydro-7-nitroisoquinoline
  • SMILES [O-][N+](C1=CC=C2C(CNCC2)=C1)=O

Description

7-Nitro-1,2,3,4-tetrahydroisoquinoline features a nitro-substituted tetrahydroisoquinoline core with enhanced electron-withdrawing character, enabling direct functionalization at the aromatic ring. This bench-stable scaffold integrates readily into bioactive molecule design, particularly in medicinal chemistry and CNS-targeted compound development.

Application

7-Nitro-1,2,3,4-tetrahydroisoquinoline serves as a versatile building block in medicinal chemistry, enabling efficient access to nitrogen-containing heterocycles via standard reduction and functionalization protocols. The nitro group facilitates selective transformations, including reductive amination and cyclization reactions, while the tetrahydroisoquinoline core provides structural rigidity and favorable pharmacophore properties for target-directed synthesis. Its bench-stable nature and compatibility with common coupling and protection strategies make it a practical choice for multi-step synthetic sequences in API development.

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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Computational Chemistry Data

  • TPSA   55.17
  • LogP   1.2405
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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