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CS-W001157 4
Total: USD 88.00

6-Methoxy-1,2,3,4-tetrahydro-isoquinoline

  • CAS No. 42923-77-3

  • Cat. No. CS-B0956
  • Purity≥96%
  • MDL No.MFCD01717129

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

6-Methoxy-1,2,3,4-tetrahydro-isoquinoline|CS-B0956

Structure of 42923-77-3

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General Information

  • CAS No. 42923-77-3
  • Cat. No. CS-B0956
  • Purity ≥96%
  • MDL No. MFCD01717129
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO
  • Molecular Weight 163.22
  • Synonym(s) Longimammatine
  • SMILES COC1=CC2=C(CNCC2)C=C1

Description

6-Methoxy-1,2,3,4-tetrahydro-isoquinoline features a methoxy-substituted tetrahydroisoquinoline core with enhanced solubility and stability under standard conditions. This electron-rich scaffold integrates readily into bioactive molecule design, offering favorable metabolic profiles and predictable reactivity in synthetic transformations.

Application

6-Methoxy-1,2,3,4-tetrahydro-isoquinoline serves as a versatile scaffold in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its methoxy group enhances solubility and modulates electronic properties, while the saturated isoquinoline core offers robust stability and compatibility with standard coupling reactions. Functions as a key building block for alkaloid derivatives and CNS-targeted pharmaceuticals, facilitating straightforward functionalization at nitrogen and aromatic positions.

Synthesis

  • Route1

    References

    • Sall; Grunewald Journal of Medicinal Chemistry, 1987 , vol. 30, # 12 p. 2208 - 2216
  • Route2
    • null|null
      50-00-0
    • In-stock
      3-Methoxyphenylethylamine|CS-M3354
      2039-67-0
    • ~92%
    • In-stock
      6-Methoxy-1,2,3,4-tetrahydro-isoquinoline|CS-B0956
      42923-77-3

    References

    • Funke, Uta; Fischer, Steffen; Hiller, Achim; Scheunemann, Matthias; Deuther-Conrad, Winnie; Brust, Peter; Steinbach, Joerg Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 16 p. 4727 - 4730
  • Route3
    • null|null
      14446-29-8
    • ~78%
    • In-stock
      6-Methoxy-1,2,3,4-tetrahydro-isoquinoline|CS-B0956
      42923-77-3

    References

    • Daiichi Pharmaceutical Co., Ltd. Patent: US6525042 B1, 2003 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   21.26
  • LogP   1.3409
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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