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CS-W001157 4
Total: USD 88.00

Anthranilic acid, 3-iodo-

  • CAS No. 20776-55-0

  • Cat. No. CS-0030571
  • Purity≥97%
  • MDL No.None

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

Anthranilic acid, 3-iodo-|CS-0030571

Structure of 20776-55-0

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General Information

  • CAS No. 20776-55-0
  • Cat. No. CS-0030571
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆INO₂
  • Molecular Weight 263.03
  • Synonym(s) NSC 135149; 2-amino-3-iodo-benzoic acid
  • SMILES O=C(O)C1=CC=CC(I)=C1N

Description

2-amino-3-iodobenzoic acid features a strategically positioned iodine atom adjacent to a carboxylic acid group, enabling direct functionalization in cross-coupling reactions. The electron-rich amino substituent enhances reactivity in palladium-catalyzed transformations. This bench-stable derivative serves as a key building block for bioactive heterocycles and pharmaceutical intermediates.

Application

2-Amino-3-iodobenzoic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The ortho-iodo group facilitates reliable coupling under standard conditions, while the amino and carboxylic acid functionalities offer complementary handles for further derivatization. Bench-stable and readily purified, it functions effectively in medicinal chemistry and process synthesis workflows.

Synthesis

  • Route1
    • 7-Iodo-1H-indole-2,3-dione|CS-0060628
      20780-78-3
    • ~86%
    • In-stock
      Anthranilic acid, 3-iodo-|CS-0030571
      20776-55-0

    References

    • MERCK SERONO S.A.; THUNUGUNTLA, Siva Sanjeeva Rao; SUBRAMANYA, Hosahalli; KUNNAM, Satish Reddy; SANIVARU VIJAY, Sekhar Reddy; BINGI, Chakrapani; KUSANUR, Raviraj; SCHWARZ, Matthias; ARLT, Michael Patent: WO2010/115736 A2, 2010 ; Location in patent: Page/Page column 114 ; WO 2010/115736 A2
  • Route2
    • null|null
      118-92-3
    • ~%
    • In-stock
      Anthranilic acid, 3-iodo-|CS-0030571
      20776-55-0
    • In-stock
      2-Amino-5-iodobenzoic acid|CS-W002034
      5326-47-6

    References

    • EP1777215 A1, ; Page/Page column 4-5 ;
  • Route3
    • null|null
      117500-16-0
    • ~%
    • In-stock
      Anthranilic acid, 3-iodo-|CS-0030571
      20776-55-0

    References

    • Proceedings of the Royal Society of London, Series B: Biological Sciences, , vol. 148, p. 481,488 Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, , vol. 19/3 A, p. 66

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   63.32
  • LogP   1.5716
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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