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CS-W001157 4
Total: USD 88.00

2-Amino-4-fluorobenzoic acid

  • CAS No. 446-32-2

  • Cat. No. CS-W019810
  • Purity≥97%
  • MDL No.MFCD00075553

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

2-Amino-4-fluorobenzoic acid|CS-W019810

Structure of 446-32-2

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General Information

  • CAS No. 446-32-2
  • Cat. No. CS-W019810
  • Purity ≥97%
  • MDL No. MFCD00075553
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₂
  • Molecular Weight 155.13
  • Synonym(s) None
  • SMILES O=C(O)C1=C(N)C=C(F)C=C1

Description

2-Amino-4-fluorobenzoic acid features a strategically positioned amino group and fluorine substituent on the benzene ring, enabling enhanced electronic modulation and metabolic stability. This combination facilitates direct incorporation into bioactive scaffolds, particularly in pharmaceutical intermediates and kinase inhibitor designs, where its dual functionality supports hydrogen bonding and targeted binding interactions under standard conditions.

Application

2-Amino-4-fluorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-amino and meta-fluoro substituents offer complementary reactivity for palladium-catalyzed coupling, cyclization, and electrophilic substitution reactions. The compound exhibits good bench stability and facilitates straightforward purification via recrystallization, making it well-suited for scalable synthetic workflows.

Synthesis

  • Route1

    References

    • Uchikawa, Osamu; Mitsui, Keita; Asakawa, Akiko; Morimoto, Shigeru; Yamamoto, Masataka; Kimura, Hiroyuki; Moriya, Takeo; Mizuno, Masahiro Patent: US2003/187014 A1, 2003 ;
  • Route2

    References

    • MITENI S.p.A. Patent: WO2003/95417 A1, 2003 ; Location in patent: Page/Page column 7 ;
  • Route3

    References

    • Riedel-de Haen Aktiengesellschaft Patent: US5744638 A1, 1998 ;

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   1.1061
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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