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CS-W001157 4
Total: USD 88.00

(2-Amino-4-methoxyphenyl)methanol

  • CAS No. 187731-65-3

  • Cat. No. CS-0150495
  • Purity≥98%
  • MDL No.MFCD08275454

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

(2-Amino-4-methoxyphenyl)methanol|CS-0150495

Structure of 187731-65-3

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General Information

  • CAS No. 187731-65-3
  • Cat. No. CS-0150495
  • Purity ≥98%
  • MDL No. MFCD08275454
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO₂
  • Molecular Weight 153.18
  • Synonym(s) Benzenemethanol, 2-amino-4-methoxy- (9CI)
  • SMILES COC1=CC(=C(C=C1)CO)N

Description

This bench-stable phenolic alcohol features a strategically positioned amino group and methoxy substituent, enabling direct incorporation into bioactive scaffolds. The ortho-aminomethoxy motif facilitates efficient coupling reactions under mild conditions, delivering functionalized intermediates for medicinal chemistry applications.

Application

(2-Amino-4-methoxyphenyl)methanol serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient access to substituted aniline derivatives. Its ortho-amino and methoxy functionalities offer directed metallation and selective functionalization potential. The benzylic alcohol group facilitates downstream transformations such as oxidation, etherification, or coupling reactions. Exhibiting good bench stability and compatibility with standard protecting group strategies, it functions reliably in multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Ida, Yoshihiro; Matsubara, Ayaka; Nemoto, Toru; Saito, Manabu; Hirayama, Shigeto; Fujii, Hideaki; Nagase, Hiroshi Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 19 p. 5810 - 5831
  • Route2
    • (4-Methoxy-2-nitrophenyl)methanol|CS-0133798
      22996-23-2
    • ~24%
    • In-stock
      (2-Amino-4-methoxyphenyl)methanol|CS-0150495
      187731-65-3

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/134378 A1, 2006 ; Location in patent: Page/Page column 110 ; WO 2006/134378 A1
  • Route3

    References

    • Reck, Folkert; Alm, Richard; Brassil, Patrick; Newman, Joseph; Dejonge, Boudewijn; Eyermann, Charles J.; Breault, Gloria; Breen, John; Comita-Prevoir, Janelle; Cronin, Mark; Davis, Hajnalka; Ehmann, David; Galullo, Vincent; Geng, Bolin; Grebe, Tyler; Morningstar, Marshall; Walker, Phil; Hayter, Barry; Fisher, Stewart Journal of Medicinal Chemistry, 2011 , vol. 54, # 22 p. 7834 - 7847

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   55.48
  • LogP   0.7697
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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