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3-Cyano-4-hydroxybenzoic acid

  • CAS No. 70829-28-6

  • Cat. No. CS-0043856
  • Purity≥97%
  • MDL No.MFCD09998350

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

3-Cyano-4-hydroxybenzoic acid|CS-0043856

Structure of 70829-28-6

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General Information

  • CAS No. 70829-28-6
  • Cat. No. CS-0043856
  • Purity ≥97%
  • MDL No. MFCD09998350
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₃
  • Molecular Weight 163.13
  • Synonym(s) 5-Carboxy-2-hydroxybenzonitrile, 4-Carboxy-2-cyanophenol
  • SMILES OC(=O)C1=CC(C#N)=C(O)C=C1

Description

3-Cyano-4-hydroxybenzoic acid features a conjugated system integrating a nitrile group, a phenolic hydroxyl, and a carboxylic acid—ideal for modular synthesis. This trifunctional scaffold enables direct incorporation into bioconjugates, pharmaceutical intermediates, and functional materials under mild conditions.

Application

3-Cyano-4-hydroxybenzoic acid serves as a versatile building block for heterocyclic synthesis and medicinal chemistry campaigns. Its orthogonal functionality—carboxylic acid, phenolic hydroxyl, and nitrile groups—enables diverse transformations including amidation, esterification, and cyclization reactions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in API development and scaffold exploration.

Synthesis

  • Route1
    • null|null
      773837-37-9
    • 3-Iodo-4-propoxybenzoic acid|CS-0686970
      1131588-12-9
    • ~69%
    • In-stock
      3-Cyano-4-hydroxybenzoic acid|CS-0043856
      70829-28-6

    References

    • AKAAL PHARMA PTY LTD; GILL, Gurmit, S.; GROBELNY, Damian, W. Patent: WO2010/42998 A1, 2010 ; Location in patent: Page/Page column 109 ; WO 2010/042998 A1
  • Route2

    References

    • Madsen, Peter; Ling, Anthony; Plewe, Michael; Sams, Christian K.; Knudsen, Lotte B.; Sidelmann, Ulla G.; Ynddal, Lars; Brand, Christian L.; Andersen, Birgitte; Murphy, Douglas; Teng, Min; Truesdale, Larry; Kiel, Dan; May, John; Kuki, Atsuo; Shi, Shenghua; Johnson, Michael D.; Teston, Kimberly Ann; Feng, Jun; Lakis, James; Anderes, Kenna; Gregor, Vlad; Lau, Jesper Journal of Medicinal Chemistry, 2002 , vol. 45, # 26 p. 5755 - 5775
  • Route3

    References

    • EP1489077 A1, ; Page 39 ;

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   81.32
  • LogP   0.96208
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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