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CS-W001157 4
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1-Amino-2-naphthoic acid

  • CAS No. 4919-43-1

  • Cat. No. CS-W003779
  • Purity≥98%
  • MDL No.MFCD11193636

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

1-Amino-2-naphthoic acid|CS-W003779

Structure of 4919-43-1

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General Information

  • CAS No. 4919-43-1
  • Cat. No. CS-W003779
  • Purity ≥98%
  • MDL No. MFCD11193636
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO₂
  • Molecular Weight 187.19
  • Synonym(s) 1-aminonaphthalene-2-carboxylic acid
  • SMILES OC(=O)c1ccc2c(c1N)cccc2

Description

1-Amino-2-naphthoic acid features a naphthalene scaffold with strategically positioned amino and carboxylic acid groups, enabling direct integration into conjugated systems. The electron-donating amino moiety enhances solubility and reactivity in coupling reactions, while the adjacent carboxylate facilitates derivatization. This dual functionality supports applications in dye synthesis, pharmaceutical intermediates, and functional materials.

Application

1-Amino-2-naphthoic acid serves as a versatile building block in the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-amino carboxylic acid functionality enables direct coupling reactions, cyclizations, and metal-catalyzed transformations under standard conditions. The molecule exhibits good bench stability and facilitates efficient purification via crystallization or column chromatography. It functions as a key scaffold for naphthoic acid-based drug candidates and dye intermediates requiring dual functional handles.

Synthesis

  • Route1

    References

    • Zhang, Weijiang; Koehler, Konrad F.; Harris, Bradford; Skolnick, Phil; Cook, James M. Journal of Medicinal Chemistry, 1994 , vol. 37, # 6 p. 745 - 757
  • Route2
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      86-57-7
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      151-50-8
    • ~44%
    • In-stock
      1-Amino-2-naphthoic acid|CS-W003779
      4919-43-1

    References

    • Yang, Yu-Liang; Chang, Fang-Rong; Wu, Yang-Chang Tetrahedron Letters, 2003 , vol. 44, # 2 p. 319 - 322
  • Route3

    References

    • Reddy, Mandala Satyanarayana; Ratnam, Chengalvala Venkata Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 8 p. 2449 - 2450

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

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   2.1202
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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