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CS-W001157 4
Total: USD 88.00

2-Amino-3-methoxyphenol

  • CAS No. 40925-69-7

  • Cat. No. CS-W019177
  • Purity≥98%
  • MDL No.MFCD12963875

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

2-Amino-3-methoxyphenol|CS-W019177

Structure of 40925-69-7

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General Information

  • CAS No. 40925-69-7
  • Cat. No. CS-W019177
  • Purity ≥98%
  • MDL No. MFCD12963875
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂
  • Molecular Weight 139.15
  • Synonym(s) None
  • SMILES COC1=CC=CC(O)=C1N

Description

2-Amino-3-methoxyphenol delivers a bifunctional scaffold combining an electron-rich amine and a polar methoxy group, enabling facile integration into bioactive molecule design. This bench-stable phenolic derivative supports diverse coupling reactions and serves as a key intermediate in the synthesis of pharmaceuticals and functionalized polymers.

Application

2-Amino-3-methoxyphenol serves as a versatile building block in the synthesis of bioactive heterocycles and functionalized aromatic systems. Its ortho-dihydroxyamine motif enables facile metal-catalyzed coupling, electrophilic substitution, and oxidative cyclization reactions. The methoxy group enhances solubility and modulates reactivity, while the amine functionality supports derivatization via acylation or diazotization. This compound exhibits bench stability and is compatible with standard purification techniques, making it suitable for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 3-Methoxy-2-nitrophenol|CS-0199085
      3114-61-2
    • ~99%
    • In-stock
      2-Amino-3-methoxyphenol|CS-W019177
      40925-69-7

    References

    • Ochiai, Koji; Takita, Satoshi; Eiraku, Tomohiko; Kojima, Akihiko; Iwase, Kazuhiko; Kishi, Tetsuya; Fukuchi, Kazunori; Yasue, Tokutaro; Adams, David R.; Allcock, Robert W.; Jiang, Zhong; Kohno, Yasushi Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 5 p. 1644 - 1658
  • Route2

    References

    • WYETH Patent: WO2008/52075 A2, 2008 ; Location in patent: Page/Page column 81 ; WO 2008/052075 A2
  • Route3

    References

    • Ochiai, Koji; Takita, Satoshi; Eiraku, Tomohiko; Kojima, Akihiko; Iwase, Kazuhiko; Kishi, Tetsuya; Fukuchi, Kazunori; Yasue, Tokutaro; Adams, David R.; Allcock, Robert W.; Jiang, Zhong; Kohno, Yasushi Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 5 p. 1644 - 1658

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
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   55.48
  • LogP   0.983
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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