Cas no 2486-71-7 (4-Amino-3-chlorobenzoic acid)

4-Amino-3-chlorobenzoic acid is a chlorinated aromatic compound featuring both an amino and a carboxyl functional group, making it a versatile intermediate in organic synthesis. Its molecular structure (C7H6ClNO2) enables applications in pharmaceuticals, agrochemicals, and dye manufacturing. The presence of the amino group allows for further derivatization, while the chloro substituent enhances reactivity in cross-coupling reactions. This compound is particularly valued for its role in synthesizing active pharmaceutical ingredients (APIs) and fine chemicals. It exhibits moderate solubility in polar organic solvents, facilitating purification and handling. High purity grades are available to meet stringent industrial and research requirements. Proper storage under inert conditions is recommended to ensure stability.
4-Amino-3-chlorobenzoic acid structure
4-Amino-3-chlorobenzoic acid structure
Product Name:4-Amino-3-chlorobenzoic acid
CAS No:2486-71-7
MF:C7H6ClNO2
MW:171.581040859222
MDL:MFCD00460423
CID:43053
PubChem ID:87559079
Update Time:2025-10-29

4-Amino-3-chlorobenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Amino-3-chlorobenzoic acid
    • 3-CHLORO-4-AMINOBENZOIC ACID
    • Benzoic acid, 4-amino-3-chloro21
    • 4-Amino-3-chlor-benzoesaeure
    • 4-amino-3-chlorbenzoic acid
    • 4-Amino-3-chloro-benzoic acid
    • 4-Amnio-3-chlorobenzioc acid
    • o-chloroaniline-p-carboxylic acid
    • NSC 212132
    • 3-Chloro-4-aminobenzoicacid
    • Benzoic acid, 4-amino-3-chloro-
    • YIYBPEDZAUFQLO-UHFFFAOYSA-N
    • 4-Amino-3-chlorobenzoicacid
    • 4-Amino-3-chloro-benzoicacid
    • PubChem4652
    • KSC494K4J
    • 4-amino 3-chloro benzoic acid
    • RARECHEM AL BO 0579
    • 4-Amino-3-chlorobenzoic acid, 97%
    • J-514354
    • J-650191
    • EINECS 219-630-4
    • NS00027755
    • AS-14534
    • DTXSID00179563
    • CHEMBL3278368
    • EN300-74254
    • FT-0630030
    • CS-W020673
    • GBC9H9RW4T
    • AKOS005138418
    • NSC212132
    • AM61421
    • A5079
    • AC-3874
    • NSC-212132
    • Z1082868852
    • 2486-71-7
    • MFCD00460423
    • SCHEMBL99833
    • SY009077
    • DTXCID60102054
    • 3-chloro-PABA
    • A1971
    • MDL: MFCD00460423
    • Inchi: 1S/C7H6ClNO2/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3H,9H2,(H,10,11)
    • InChI Key: YIYBPEDZAUFQLO-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C(=O)O)C=CC=1N
    • BRN: 2936278

Computed Properties

  • Exact Mass: 171.00900
  • Monoisotopic Mass: 171.008706
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: 1.8
  • Topological Polar Surface Area: 63.3

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.476
  • Melting Point: 224-229?°C
  • Boiling Point: 341.2℃ at 760 mmHg
  • Flash Point: 160.2℃
  • PSA: 63.32000
  • LogP: 2.20160
  • Solubility: Not determined

4-Amino-3-chlorobenzoic acid Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H302,H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22-36/37/38
  • Safety Instruction: S26-S36/37
  • Hazardous Material Identification: Xn
  • HazardClass:IRRITANT
  • Storage Condition:Store at room temperature
  • Risk Phrases:R22

4-Amino-3-chlorobenzoic acid 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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4-Amino-3-chlorobenzoic acid Related Literature

Additional information on 4-Amino-3-chlorobenzoic acid

Introduction to 4-Amino-3-chlorobenzoic acid (CAS No. 2486-71-7)

4-Amino-3-chlorobenzoic acid, identified by the Chemical Abstracts Service Number (CAS No.) 2486-71-7, is a versatile organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This benzoic acid derivative features both an amino group and a chloro substituent, making it a valuable intermediate in the synthesis of various bioactive molecules. Its unique structural properties have positioned it as a key building block in the development of novel therapeutic agents, particularly those targeting inflammatory and metabolic disorders.

The significance of 4-Amino-3-chlorobenzoic acid lies in its broad applicability across multiple domains of chemical biology. The presence of both the amino and chloro functional groups allows for diverse chemical modifications, enabling researchers to tailor its properties for specific applications. In recent years, this compound has been extensively studied for its potential in drug discovery, with particular focus on its role in modulating enzymatic pathways and interactions with biological targets.

One of the most compelling aspects of 4-Amino-3-chlorobenzoic acid is its utility in the synthesis of inhibitors targeting key enzymes involved in metabolic diseases. For instance, studies have demonstrated its efficacy in the development of compounds that inhibit xanthine oxidase, an enzyme critical in the regulation of purine metabolism. The structural motif of this compound allows for precise binding to the active site of xanthine oxidase, thereby modulating its activity and potentially alleviating conditions associated with excessive oxidative stress.

Furthermore, research has highlighted the role of 4-Amino-3-chlorobenzoic acid in the design of novel anti-inflammatory agents. The benzoic acid scaffold is well-known for its pharmacological properties, and modifications such as the introduction of a chloro group at the 3-position enhance its binding affinity to inflammatory mediators. Recent studies have shown that derivatives of this compound exhibit significant anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. These findings underscore the potential of 4-Amino-3-chlorobenzoic acid as a lead compound in the development of therapies for chronic inflammatory diseases.

The synthetic chemistry surrounding 4-Amino-3-chlorobenzoic acid has also seen considerable advancements. Modern synthetic methodologies have enabled the efficient preparation of this compound and its derivatives, making it more accessible for industrial applications. Techniques such as palladium-catalyzed cross-coupling reactions and enzymatic resolutions have been employed to enhance yield and purity, ensuring that researchers have high-quality starting materials for their investigations.

In addition to its pharmaceutical applications, 4-Amino-3-chlorobenzoic acid has found utility in materials science and agrochemical research. Its ability to act as a precursor in the synthesis of complex organic molecules makes it a valuable reagent in these fields. For example, agrochemical companies have explored its use in developing novel herbicides and fungicides that exhibit improved efficacy and environmental compatibility.

The future prospects for 4-Amino-3-chlorobenzoic acid are promising, with ongoing research aimed at uncovering new therapeutic applications and optimizing synthetic routes. Advances in computational chemistry and high-throughput screening techniques are expected to accelerate the discovery process, enabling faster identification of lead compounds derived from this versatile intermediate.

In conclusion, 4-Amino-3-chlorobenzoic acid (CAS No. 2486-71-7) represents a critical component in modern chemical biology research. Its unique structural features and broad applicability make it an indispensable tool for pharmaceutical development, particularly in addressing metabolic and inflammatory disorders. As scientific understanding continues to evolve, it is likely that this compound will play an even more prominent role in shaping future therapeutic strategies.

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