Cas no 64401-55-4 (Ethyl 5-amino-2-chlorobenzoate)

Ethyl 5-amino-2-chlorobenzoate is a benzoate ester derivative featuring both amino and chloro functional groups, making it a versatile intermediate in organic synthesis. Its molecular structure (C9H10ClNO2) allows for selective reactivity, particularly in pharmaceutical and agrochemical applications. The compound's ester group enhances solubility in organic solvents, facilitating downstream reactions, while the electron-withdrawing chloro and electron-donating amino groups enable diverse functionalization. It is commonly employed in the synthesis of heterocycles, dyes, and active pharmaceutical ingredients (APIs). High purity grades ensure consistent performance in coupling and condensation reactions. Proper handling under inert conditions is recommended due to potential sensitivity to moisture and oxidation.
Ethyl 5-amino-2-chlorobenzoate structure
64401-55-4 structure
Product Name:Ethyl 5-amino-2-chlorobenzoate
CAS No:64401-55-4
MF:C9H10ClNO2
MW:199.634201526642
CID:1083570
PubChem ID:13226857
Update Time:2025-06-07

Ethyl 5-amino-2-chlorobenzoate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 5-amino-2-chlorobenzoate
    • 5-amino-2-chloro-benzoic acid ethyl ester
    • Benzoic acid,5-amino-2-chloro-,ethyl ester
    • ethyl 5-amino-2-chlorobenzoate(SALTDATA: FREE)
    • ethyl-5-amino-2-chlorobenzoate
    • Ethyl 3-amino-6-chlorobenzoate
    • Z594281232
    • MFCD00115822
    • 64401-55-4
    • SCHEMBL194508
    • EN300-51816
    • CS-0118143
    • FS-5120
    • DB-073498
    • STK825993
    • DTXSID10530101
    • ETHYL5-AMINO-2-CHLOROBENZOATE
    • OCMMZRKNONEJAO-UHFFFAOYSA-N
    • AKOS000113550
    • MDL: MFCD00115822
    • Inchi: 1S/C9H10ClNO2/c1-2-13-9(12)7-5-6(11)3-4-8(7)10/h3-5H,2,11H2,1H3
    • InChI Key: OCMMZRKNONEJAO-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C=C1C(=O)OCC)N

Computed Properties

  • Exact Mass: 199.04000
  • Monoisotopic Mass: 199.0400063g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 187
  • 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: 2.5
  • Topological Polar Surface Area: 52.3?2

Experimental Properties

  • Density: 1.262±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.48 g/l) (25 o C),
  • PSA: 52.32000
  • LogP: 2.68010

Ethyl 5-amino-2-chlorobenzoate 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%

Ethyl 5-amino-2-chlorobenzoate Pricemore >>

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Additional information on Ethyl 5-amino-2-chlorobenzoate

Recent Advances in the Application of Ethyl 5-amino-2-chlorobenzoate (CAS: 64401-55-4) in Chemical Biology and Pharmaceutical Research

Ethyl 5-amino-2-chlorobenzoate (CAS: 64401-55-4) is a key intermediate in the synthesis of various bioactive compounds, particularly in the pharmaceutical and agrochemical industries. Recent studies have highlighted its significance in the development of novel therapeutic agents, owing to its versatile chemical properties and potential biological activities. This research briefing aims to provide an overview of the latest advancements involving this compound, focusing on its synthesis, applications, and mechanistic insights.

One of the most notable developments in the use of Ethyl 5-amino-2-chlorobenzoate is its role in the synthesis of benzodiazepine derivatives, which are widely used as anxiolytics and sedatives. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that this compound serves as a crucial precursor in the efficient synthesis of novel benzodiazepine analogs with improved pharmacokinetic profiles. The study emphasized the compound's ability to undergo selective functionalization, enabling the introduction of diverse substituents that enhance binding affinity to GABA receptors.

In addition to its pharmaceutical applications, Ethyl 5-amino-2-chlorobenzoate has been explored in agrochemical research. A recent report in Pest Management Science highlighted its utility in the development of next-generation herbicides. The compound's chlorinated aromatic ring and ester functionality make it an ideal scaffold for designing molecules that target specific plant enzymes, thereby reducing off-target effects. Field trials conducted in 2022 showed promising results, with derivatives of this compound exhibiting high efficacy against resistant weed species.

Mechanistic studies have also shed light on the compound's potential as a building block for fluorescent probes. Research published in Chemical Communications in early 2024 detailed the synthesis of a series of fluorescent dyes based on Ethyl 5-amino-2-chlorobenzoate. These dyes demonstrated exceptional photostability and were successfully used in live-cell imaging to track intracellular processes. The study underscored the compound's adaptability in bioimaging applications, opening new avenues for diagnostic tool development.

Despite these advancements, challenges remain in optimizing the synthetic routes for Ethyl 5-amino-2-chlorobenzoate to improve yield and scalability. A 2023 review in Organic Process Research & Development discussed various catalytic methods, including palladium-catalyzed cross-coupling reactions, which have shown promise in addressing these issues. Future research is expected to focus on green chemistry approaches to minimize environmental impact while maintaining high efficiency.

In conclusion, Ethyl 5-amino-2-chlorobenzoate (CAS: 64401-55-4) continues to be a valuable compound in chemical biology and pharmaceutical research. Its diverse applications, from drug development to agrochemicals and bioimaging, highlight its versatility. Ongoing studies aim to further elucidate its mechanistic roles and explore new synthetic methodologies, ensuring its relevance in advancing scientific and industrial innovations.

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