Cas no 57113-89-0 (Methyl 2-amino-6-nitrobenzoate)

Methyl 2-amino-6-nitrobenzoate is a nitro-substituted aromatic ester with the molecular formula C?H?N?O?. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of dyes, pharmaceuticals, and agrochemicals. Its structure features both an amino and a nitro functional group, enabling selective reactivity for further derivatization. The methyl ester moiety enhances solubility in organic solvents, facilitating purification and handling. The compound’s well-defined crystalline form ensures consistent purity, making it suitable for precise synthetic applications. Its stability under standard storage conditions and compatibility with common reagents further contribute to its utility in research and industrial processes.
Methyl 2-amino-6-nitrobenzoate structure
57113-89-0 structure
Product Name:Methyl 2-amino-6-nitrobenzoate
CAS No:57113-89-0
MF:C8H8N2O4
MW:196.160121917725
MDL:MFCD01851258
CID:366140
PubChem ID:596477
Update Time:2025-10-24

Methyl 2-amino-6-nitrobenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-amino-6-nitrobenzoate
    • Benzoic acid,2-amino-6-nitro-, methyl ester
    • 2-Amino-6-nitro-benzoesaeure-methylester
    • 2-amino-6-nitro-benzoic acid methyl ester
    • 6-Nitro-anthranilsaeure-methylester
    • AC-2924
    • methyl 6-nitroanthranilic acid
    • Methyl-6-nitroanthranilat
    • NFPMHGVGDWXWRJ-UHFFFAOYSA-N
    • Benzoic acid, 2-amino-6-nitro-, methyl ester
    • Methyl2-Amino-6-nitrobenzoate
    • PubChem22890
    • methyl 2-amino-6-nitro-benzoate
    • Methyl 2-amino-6-nitrobenzoate #
    • KM0070
    • 8381AB
    • TRA0072787
    • 2-amino-6-nitrobenzoic acid methylester
    • SY003355
    • 2-Amino-6-nitrobenzoic acid, methyl ester
    • 2-Amino
    • AKOS006278765
    • 57113-89-0
    • MFCD01851258
    • A23738
    • 2-Amino-6-nitrobenzoic acid methyl ester
    • EN300-234095
    • AS-31511
    • DTXSID80344393
    • SCHEMBL1800859
    • CS-0205361
    • AMY20535
    • FT-0690129
    • MDL: MFCD01851258
    • Inchi: 1S/C8H8N2O4/c1-14-8(11)7-5(9)3-2-4-6(7)10(12)13/h2-4H,9H2,1H3
    • InChI Key: NFPMHGVGDWXWRJ-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C(=CC=CC=1[N+](=O)[O-])N)=O

Computed Properties

  • Exact Mass: 196.04800
  • Monoisotopic Mass: 196.04840674g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 238
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 98.1

Experimental Properties

  • Density: 1.386
  • Boiling Point: 339.2℃ at 760 mmHg
  • Flash Point: 158.9℃
  • Refractive Index: 1.606
  • PSA: 98.14000
  • LogP: 2.06800

Methyl 2-amino-6-nitrobenzoate Customs Data

  • HS CODE:2922499990
  • Customs Data:

    China Customs Code:

    2922499990

    Overview:

    2922499990 Other amino acids and their esters and their salts(Except those containing more than one oxygen-containing group). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods) MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    P.Imported animals and plants\Quarantine of animal and plant products
    Q.Outbound animals and plants\Quarantine of animal and plant products
    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

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Methyl 2-amino-6-nitrobenzoate Production Method

Methyl 2-amino-6-nitrobenzoate Related Literature

Additional information on Methyl 2-amino-6-nitrobenzoate

Methyl 2-amino-6-nitrobenzoate (CAS No. 57113-89-0): A Comprehensive Overview in Modern Chemical Biology

Methyl 2-amino-6-nitrobenzoate, identified by its Chemical Abstracts Service (CAS) number 57113-89-0, is a significant compound in the realm of chemical biology and pharmaceutical research. This molecule, characterized by its nitro and amino functional groups, has garnered considerable attention due to its versatile applications in drug development, molecular probes, and synthetic chemistry. The unique structural and electronic properties of Methyl 2-amino-6-nitrobenzoate make it a valuable intermediate in the synthesis of more complex bioactive molecules.

The utility of Methyl 2-amino-6-nitrobenzoate stems from its ability to participate in various chemical transformations, including nucleophilic aromatic substitution, reduction, and coupling reactions. These properties have made it a cornerstone in the synthesis of heterocyclic compounds, which are prevalent in many pharmacologically active agents. Recent advancements in synthetic methodologies have further enhanced the accessibility and efficiency of producing derivatives of this compound, thereby expanding its potential applications.

In the context of modern drug discovery, Methyl 2-amino-6-nitrobenzoate has been explored as a precursor for the development of novel therapeutic agents. Its nitro group can be selectively reduced to an amino group, enabling the introduction of additional functional moieties. This flexibility has been leveraged in the design of inhibitors targeting various biological pathways. For instance, studies have demonstrated its role in synthesizing small-molecule inhibitors for enzymes involved in cancer metabolism and inflammation.

The significance of Methyl 2-amino-6-nitrobenzoate is further underscored by its application as a molecular probe in biochemical research. The nitro group serves as a handle for spectroscopic studies, allowing researchers to monitor reaction mechanisms and interactions with biological targets. Additionally, the amino group provides a site for covalent labeling, facilitating the study of protein-protein interactions and cellular localization. These capabilities have made it an indispensable tool in structural biology and chemical biology investigations.

Recent research has also highlighted the role of Methyl 2-amino-6-nitrobenzoate in materials science. Its ability to form stable complexes with metal ions has been exploited in the development of coordination polymers and metal-organic frameworks (MOFs). These materials exhibit unique properties such as high surface area and tunable porosity, making them promising candidates for applications in catalysis, gas storage, and separation technologies. The versatility of this compound underscores its importance beyond traditional pharmaceutical applications.

The synthesis of Methyl 2-amino-6-nitrobenzoate itself is a testament to the progress in organic chemistry methodologies. Modern synthetic routes often involve catalytic processes that enhance yield and reduce environmental impact. For example, transition-metal-catalyzed cross-coupling reactions have enabled the efficient construction of complex aryl structures from simpler precursors like Methyl 2-amino-6-nitrobenzoate. These advancements not only improve the accessibility of the compound but also contribute to sustainable chemical practices.

In conclusion, Methyl 2-amino-6-nitrobenzoate (CAS No. 57113-89-0) represents a multifaceted compound with broad implications in chemical biology and pharmaceutical science. Its structural features and reactivity make it a valuable building block for drug discovery and synthetic chemistry. As research continues to uncover new applications and methodologies, the importance of this compound is expected to grow further. The integration of cutting-edge technologies into its synthesis and application promises to unlock even greater potential in future scientific endeavors.

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