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CS-W001157 4
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Benzo[d]oxazole-5-carboxylic acid

  • CAS No. 15112-41-1

  • Cat. No. CS-0043853
  • Purity≥95%
  • MDL No.MFCD09954950

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

Benzo[d]oxazole-5-carboxylic acid|CS-0043853

Structure of 15112-41-1

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General Information

  • CAS No. 15112-41-1
  • Cat. No. CS-0043853
  • Purity ≥95%
  • MDL No. MFCD09954950
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₃
  • Molecular Weight 163.13
  • Synonym(s) 1,3-BENZOXAZOLE-5-CARBOXYLIC ACID
  • SMILES OC(=O)C1=CC2=C(OC=N2)C=C1

Description

Benzo[d]oxazole-5-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 5-position, enabling direct incorporation into bioactive molecules. This scaffold exhibits enhanced metabolic stability and favorable electronic properties, making it valuable for medicinal chemistry applications. The electron-deficient ring system supports efficient coupling reactions under standard conditions.

Application

Benzo[d]oxazole-5-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science, offering a rigid, electron-deficient scaffold with high thermal stability. The carboxylic acid group enables direct derivatization via amide coupling, esterification, or metal-catalyzed cross-coupling reactions. Its ortho-fused structure provides excellent functional group tolerance and facilitates synthesis of complex polycyclic systems relevant to API development and organic semiconductors.

Synthesis

  • Route1
    • null|null
      149-73-5
    • In-stock
      3-Amino-4-hydroxybenzoic acid|CS-W010940
      1571-72-8
    • ~54%
    • In-stock
      Benzo[d]oxazole-5-carboxylic acid|CS-0043853
      15112-41-1

    References

    • Walker, Daniel P.; Wishka, Donn G.; Piotrowski, David W.; Jia, Shaojuan; Reitz, Steven C.; Yates, Karen M.; Myers, Jason K.; Vetman, Tatiana N.; Margolis, Brandon J.; Jacobsen, E. Jon; Acker, Brad A.; Groppi, Vincent E.; Wolfe, Mark L.; Thornburgh, Bruce A.; Tinholt, Paula M.; Cortes-Burgos, Luz A.; Walters, Rodney R.; Hester, Matthew R.; Seest, Eric P.; Dolak, Lester A.; Han, Fusen; Olson, Barbara A.; Fitzgerald, Laura; Staton, Brian A.; Raub, Thomas J.; Hajos, Mihaly; Hoffmann, William E.; Li, Kai S.; Higdon, Nicole R.; Wall, Theron M.; Hurst, Raymond S.; Wong, Erik H.F.; Rogers, Bruce N. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 24 p. 8219 - 8248
  • Route2

    References

    • Walker, Daniel Patrick; Wishka, Donn G.; Corbett, Jeffrey W.; Rauckhorst, Mark R.; Piotrowski, David W.; Groppi JR., Vincent E. Patent: US2003/73707 A1, 2003 ;
  • Route3
    • null|null
      122-51-0
    • In-stock
      3-Amino-4-hydroxybenzoic acid|CS-W010940
      1571-72-8
    • ~92%
    • In-stock
      Benzo[d]oxazole-5-carboxylic acid|CS-0043853
      15112-41-1

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Li; HU, Yuandong; YU, Rong; HU, Wei; ZHAO, Na; PENG, Yong; LUO, Hong; HAN, Yongxin Patent: WO2013/97773 A1, 2013 ; Location in patent: Paragraph 0268 ;

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   63.33
  • LogP   1.526
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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