Cas no 174566-22-4 (Methyl 2-amino-5-fluoro-4-nitro-benzoate)

Methyl 2-amino-5-fluoro-4-nitro-benzoate is a fluorinated nitroaromatic ester with significant utility in synthetic organic chemistry. Its structure, featuring both amino and nitro functional groups, makes it a versatile intermediate for the preparation of pharmaceuticals, agrochemicals, and specialty materials. The presence of the fluorine substituent enhances reactivity and selectivity in nucleophilic aromatic substitution reactions, while the ester group offers further derivatization potential. This compound is particularly valuable in the synthesis of heterocyclic frameworks and active pharmaceutical ingredients (APIs). Its well-defined purity and stability under controlled conditions ensure reliable performance in multi-step synthetic routes. Suitable for research and industrial applications, it is commonly employed in medicinal chemistry and material science.
Methyl 2-amino-5-fluoro-4-nitro-benzoate structure
174566-22-4 structure
Product Name:Methyl 2-amino-5-fluoro-4-nitro-benzoate
CAS No:174566-22-4
MF:C8H7FN2O4
MW:214.150585412979
CID:2121793
Update Time:2025-10-20

Methyl 2-amino-5-fluoro-4-nitro-benzoate Chemical and Physical Properties

Names and Identifiers

    • 2-amino-5-fluoro-4-nitro-benzoic acid methyl ester
    • AORPHFOVAAUFRL-UHFFFAOYSA-N
    • methyl 2-amino-5-fluoro-4-nitrobenzoate
    • methyl 2-amino-5-fluoro-4-nitro-benzoate
    • Methyl 2-amino-5-fluoro-4-nitro-benzoate
    • Inchi: 1S/C8H7FN2O4/c1-15-8(12)4-2-5(9)7(11(13)14)3-6(4)10/h2-3H,10H2,1H3
    • InChI Key: AORPHFOVAAUFRL-UHFFFAOYSA-N
    • SMILES: FC1=CC(C(=O)OC)=C(C=C1[N+](=O)[O-])N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 268
  • XLogP3: 1.6
  • Topological Polar Surface Area: 98.1

Methyl 2-amino-5-fluoro-4-nitro-benzoate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A015008663-250mg
Methyl 2-amino-5-fluoro-4-nitrobenzoate
174566-22-4 97%
250mg
489.60 USD 2021-06-21
Alichem
A015008663-500mg
Methyl 2-amino-5-fluoro-4-nitrobenzoate
174566-22-4 97%
500mg
782.40 USD 2021-06-21
Alichem
A015008663-1g
Methyl 2-amino-5-fluoro-4-nitrobenzoate
174566-22-4 97%
1g
1,534.70 USD 2021-06-21

Additional information on Methyl 2-amino-5-fluoro-4-nitro-benzoate

Methyl 2-amino-5-fluoro-4-nitro-benzoate (CAS No. 174566-22-4): A Comprehensive Overview

Methyl 2-amino-5-fluoro-4-nitro-benzoate (CAS No. 174566-22-4) is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its unique structural and functional attributes, plays a pivotal role in the development of novel therapeutic agents. Its molecular structure, featuring both amino and nitro substituents, makes it a versatile intermediate in synthetic chemistry, particularly in the synthesis of more complex molecules with potential biological activity.

The Methyl 2-amino-5-fluoro-4-nitro-benzoate molecule is derived from benzoic acid, with modifications that enhance its reactivity and utility in drug discovery processes. The presence of a fluorine atom at the 5-position introduces electronic and steric effects that can influence the compound's interactions with biological targets. Similarly, the amino group at the 2-position provides a site for further functionalization, enabling chemists to tailor the molecule for specific pharmacological applications.

In recent years, there has been a growing interest in fluorinated aromatic compounds due to their enhanced metabolic stability and improved bioavailability. The incorporation of fluorine into drug molecules often leads to increased binding affinity and prolonged half-life, making such compounds attractive candidates for clinical development. The 2-amino-5-fluoro-4-nitro-benzoate derivative exemplifies this trend, as it combines the benefits of fluorine substitution with the reactivity provided by the amino and nitro groups.

One of the most compelling aspects of Methyl 2-amino-5-fluoro-4-nitro-benzoate is its role as a key intermediate in the synthesis of bioactive molecules. Researchers have leveraged this compound to develop novel inhibitors targeting various disease pathways. For instance, studies have shown that derivatives of this molecule exhibit promising activity against enzymes involved in cancer metabolism. The nitro group, in particular, has been highlighted for its ability to modulate enzyme activity through redox interactions, providing a strategic handle for therapeutic intervention.

The< strong>CAS No. 174566-22-4 designation ensures that researchers can reliably identify and source this compound for their studies. This standardized identification system is crucial for maintaining consistency across different laboratories and publications. The chemical properties of Methyl 2-amino-5-fluoro-4-nitro-benzoate, including its solubility, melting point, and spectroscopic characteristics, have been thoroughly characterized. These data are essential for optimizing synthetic routes and ensuring the purity of the final product.

Recent advancements in computational chemistry have further enhanced our understanding of how Methyl 2-amino-5-fluoro-4-nitro-benzoate behaves in biological systems. Molecular modeling studies have revealed insights into its binding mode with target proteins, providing valuable guidance for structure-based drug design. These computational approaches complement experimental efforts by predicting potential interactions and optimizing molecular properties before costly wet-lab experiments are conducted.

The pharmaceutical industry continues to explore new ways to utilize Methyl 2-amino-5-fluoro-4-nitro-benzoate in drug development pipelines. Its versatility as an intermediate allows for the creation of a diverse array of derivatives with tailored pharmacological profiles. For example, researchers have investigated its use in synthesizing kinase inhibitors, which are critical targets in oncology research. The combination of fluorine substitution with other functional groups enhances the compound's ability to disrupt disease-causing pathways effectively.

In conclusion, Methyl 2-amino-5-fluoro-4-nitro-benzoate (CAS No. 174566-22-4) represents a significant advancement in pharmaceutical chemistry. Its unique structural features make it a valuable tool for developing novel therapeutic agents targeting various diseases. As research continues to uncover new applications for this compound, its importance in medicinal chemistry is likely to grow even further. The ongoing exploration of its synthetic potential and biological activity underscores its significance as a cornerstone in modern drug discovery efforts.

Recommended suppliers
Handan Zechi Trading Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
NewCan Biotech Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
NewCan Biotech Limited
Shaanxi pure crystal photoelectric technology co. LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shaanxi pure crystal photoelectric technology co. LTD
Shenzhen Yaoyuan R&D Center Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shenzhen Yaoyuan R&D Center Co.,Ltd
SunaTech Inc.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
SunaTech Inc.