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CS-W001157 4
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3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid

  • CAS No. 376592-93-7

  • Cat. No. CS-B0772
  • Molecule weight229.23
  • Purity≥98%
  • MDL No.MFCD10001467

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

3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid|CS-B0772

Structure of 376592-93-7

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General Information

  • CAS No. 376592-93-7
  • Cat. No. CS-B0772
  • Purity ≥98%
  • MDL No. MFCD10001467
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁NO₃
  • Molecular Weight 229.23
  • Synonym(s) 3'-Amino-2'-Hydroxy-Biphenyl-3-Carboxylic Acid
  • SMILES O=C(C1=CC(C2=CC=CC(N)=C2O)=CC=C1)O

Description

This 3'-amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid features a bifunctional scaffold integrating an electron-rich amino group and a phenolic hydroxyl, enabling robust coordination in metal complexation. The carboxylic acid moiety enhances solubility and facilitates conjugation reactions. This versatile building block supports synthesis of ligands for catalysis and functional materials.

Application

3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid serves as a versatile building block for the synthesis of functionalized biaryl scaffolds in medicinal chemistry and materials science. The molecule combines an ortho-hydroxyl group, a meta-amino group, and a carboxylic acid—enabling sequential derivatization via amide coupling, Suzuki-Miyaura cross-coupling, or metal-directed functionalization. Bench-stable and readily purified by recrystallization, it facilitates efficient access to complex heterocyclic systems and API intermediates under standard laboratory conditions.

Synthesis

  • Route1
    • 5'-Chloro-2'-hydroxy-3'-nitro-[1,1'-biphenyl]-3-carboxylic acid|CS-B0771
      376592-58-4
    • ~89%
    • In-stock
      3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid|CS-B0772
      376592-93-7

    References

    • ASSIA CHEMICAL INDUSTRIES LTD.; TEVA PHARMACEUTICAL USA, INC.; AVDAGIC, Amir; BARAN, Phil, S. Patent: WO2013/49605 A1, 2013 ; Location in patent: Paragraph 0058 ;
  • Route2
    • 2'-Hydroxy-3'-nitro-[1,1'-biphenyl]-3-carboxylic acid|CS-0570200
      376591-95-6
    • ~52%
    • In-stock
      3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid|CS-B0772
      376592-93-7

    References

    • PLIVA HRVATSKA D.O.O. Patent: US2010/256212 A1, 2010 ; Location in patent: Page/Page column 16 ;
  • Route3

    References

    • WO2013/49605 A1, ;

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   83.55
  • LogP   2.3396
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   2

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