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CS-W001157 4
Total: USD 88.00

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

  • CAS No. 57196-62-0

  • Cat. No. CS-M3403
  • Purity≥97%
  • MDL No.MFCD01717328

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

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride|CS-M3403

Structure of 57196-62-0

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General Information

  • CAS No. 57196-62-0
  • Cat. No. CS-M3403
  • Purity ≥97%
  • MDL No. MFCD01717328
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄ClNO
  • Molecular Weight 199.68
  • Synonym(s) None
  • SMILES COC1=CC2=C(CNCC2)C=C1.Cl

Description

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a bench-stable, moisture-tolerant heterocyclic amine featuring a methoxy group at the 6-position. This electron-rich scaffold integrates readily into medicinal chemistry libraries, offering enhanced solubility and metabolic stability. The hydrochloride salt form ensures excellent crystallinity and handling ease in synthetic workflows.

Application

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to isoquinoline-based scaffolds. The methoxy group enhances electron density at the aromatic ring, facilitating electrophilic substitution and functionalization. Its hydrochloride salt form ensures excellent bench stability, solubility in aqueous and polar organic solvents, and ease of handling during synthesis. This compound functions effectively in Pictet-Spengler reactions, coupling processes, and downstream derivatization for drug discovery applications.

Synthesis

  • Route1

    References

    • Zhong, H. Marion; Villani, Frank J.; Marzouq, Ramzy Organic Process Research and Development, 2007 , vol. 11, # 3 p. 463 - 465
  • Route2
    • null|null
      50-00-0
    • null|null
      55-81-2
    • ~91%
    • In-stock
      6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride|CS-M3403
      57196-62-0

    References

    • GLAXO GROUP LIMITED Patent: WO2003/99786 A2, 2003 ; Location in patent: Page 35 ;
  • Route3

    References

    • EP1676844 A1, ; Page/Page column 13 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H411
Precautionary Statements : P264-P270-P273-P330-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   21.26
  • LogP   1.7627
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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