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CS-W001157 4
Total: USD 88.00

4-Methoxyisoquinoline

  • CAS No. 36034-54-5

  • Cat. No. CS-D0173
  • Purity≥98%
  • MDL No.MFCD01646265

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

4-Methoxyisoquinoline|CS-D0173

Structure of 36034-54-5

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General Information

  • CAS No. 36034-54-5
  • Cat. No. CS-D0173
  • Purity ≥98%
  • MDL No. MFCD01646265
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO
  • Molecular Weight 159.18
  • Synonym(s) Isoquinoline,4-methoxy
  • SMILES COC1=CN=CC2=C1C=CC=C2

Description

4-Methoxyisoquinoline is a bench-stable, electron-rich heterocycle featuring a para-methoxy substituent that enhances solubility and modulates reactivity. This scaffold integrates readily into synthetic sequences for medicinal chemistry, offering improved metabolic stability in bioactive molecule design.

Application

4-Methoxyisoquinoline serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C-1 and C-3 positions via electrophilic or transition-metal-catalyzed coupling reactions. Its methoxy group enhances solubility and modulates electronic properties, while maintaining bench stability and compatibility with standard purification protocols. Functions effectively as a scaffold for bioactive molecule synthesis and supports diverse downstream transformations in API development workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      4-Bromoisoquinoline|CS-D1707
      1532-97-4
    • ~90%
    • In-stock
      4-Methoxyisoquinoline|CS-D0173
      36034-54-5

    References

    • Cheung, Chi Wai; Buchwald, Stephen L. Organic Letters, 2013 , vol. 15, # 15 p. 3998 - 4001
  • Route2
    • In-stock
      4-Bromoisoquinoline|CS-D1707
      1532-97-4
    • null|null
      865-33-8
    • ~36%
    • In-stock
      4-Methoxyisoquinoline|CS-D0173
      36034-54-5

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2003/99274 A1, 2003 ; Location in patent: Page 305 ; WO 03/099274 A1
  • Route3
    • null|null
      76570-11-1
    • ~14%
    • 4-Methoxyisoquinolin-1(2H)-one|CS-0530861
      31053-32-4
    • In-stock
      4-Methoxyisoquinoline|CS-D0173
      36034-54-5

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 2738 - 2742

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   22.12
  • LogP   2.2434
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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