Cas no 885274-73-7 (4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester)

4-Oxazolecarboxylic acid, 2-(3-aminophenyl)-, ethyl ester is a heterocyclic compound featuring an oxazole core substituted with a 3-aminophenyl group and an ethyl ester functionality. This structure imparts versatility in synthetic applications, particularly in pharmaceutical and agrochemical research, where it serves as a key intermediate for further derivatization. The presence of both an amino group and an ester moiety allows for selective modifications, enabling the synthesis of targeted bioactive molecules. Its well-defined reactivity profile and stability under standard conditions make it a reliable building block for organic synthesis. The compound is typically characterized by high purity and consistent performance in coupling and condensation reactions.
4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester structure
885274-73-7 structure
Product Name:4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester
CAS No:885274-73-7
MF:C12H12N2O3
MW:232.235282897949
MDL:MFCD06738613
CID:711166
PubChem ID:34178421
Update Time:2025-11-07

4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester
    • 2-(3-Amino-phenyl)-oxazole-4-carboxylic acid ethyl ester
    • 2-(3-AMINOPHENYL)OXAZOLE-4-CARBOXYLIC ACID ETHYL ESTER,
    • ethyl 2-(3-aminophenyl)-1,3-oxazole-4-carboxylate
    • ETHYL 2-(3-AMINOPHENYL)OXAZOLE-4-CARBOXYLATE
    • ETHYL2-(3-AMINOPHENYL)OXAZOLE-4-CARBOXYLATE
    • AT21938
    • CS-0148195
    • MFCD06738613
    • DB-077602
    • SCHEMBL22347414
    • DTXSID90653024
    • 885274-73-7
    • AB27483
    • MDL: MFCD06738613
    • Inchi: 1S/C12H12N2O3/c1-2-16-12(15)10-7-17-11(14-10)8-4-3-5-9(13)6-8/h3-7H,2,13H2,1H3
    • InChI Key: IYMMHVKKUAJPHJ-UHFFFAOYSA-N
    • SMILES: O=C(C1=COC(C2C=C(N)C=CC=2)=N1)OCC

Computed Properties

  • Exact Mass: 232.08500
  • Monoisotopic Mass: 232.08479225g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 273
  • 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: nothing
  • XLogP3: 1.9
  • Topological Polar Surface Area: 78.4?2

Experimental Properties

  • PSA: 78.35000
  • LogP: 2.68170

4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Ethanol ;  reflux
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol
Reference
Synthesis and evaluation of potent and selective β3 adrenergic receptor agonists containing heterobiaryl carboxylic acids
Shearer, Barry G.; Chao, Esther Y.; Uehling, David E.; Deaton, David N.; Cowan, Conrad; et al, Bioorganic & Medicinal Chemistry Letters, 2007, 17(16), 4670-4677

4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester Raw materials

4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester Preparation Products

Additional information on 4-Oxazolecarboxylicacid, 2-(3-aminophenyl)-, ethyl ester

4-Oxazolecarboxylic Acid, 2-(3-Aminophenyl)-, Ethyl Ester (CAS No: 885274-73-7)

The compound 4-Oxazolecarboxylic Acid, 2-(3-Aminophenyl)-, Ethyl Ester, with the CAS number 885274-73-7, is a significant molecule in the field of organic chemistry and pharmaceutical research. This compound belongs to the class of oxazole derivatives, which have gained considerable attention due to their diverse biological activities and potential applications in drug development.

The structure of this compound consists of an oxazole ring substituted with a carboxylic acid group at the 4-position and an ethyl ester group at the 2-position. The presence of the amino group on the phenyl ring further enhances its reactivity and functional versatility. Recent studies have highlighted its potential as a precursor for synthesizing bioactive molecules, particularly in the context of anti-inflammatory and anticancer drug discovery.

One of the most notable aspects of 4-Oxazolecarboxylic Acid, 2-(3-Aminophenyl)-, Ethyl Ester is its ability to participate in various click chemistry reactions. These reactions are highly efficient and selective, making them ideal for constructing complex molecular architectures. For instance, researchers have utilized this compound in copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions to synthesize novel heterocyclic compounds with promising pharmacological profiles.

In addition to its role in synthetic chemistry, this compound has shown potential in medicinal chemistry applications. Recent findings suggest that it may serve as a lead compound for developing inhibitors of key enzymes involved in inflammatory pathways. For example, studies have demonstrated that derivatives of this compound can modulate the activity of cyclooxygenase (COX) enzymes, which are central targets in anti-inflammatory drug development.

The synthesis of 4-Oxazolecarboxylic Acid, 2-(3-Aminophenyl)-, Ethyl Ester typically involves multi-step processes that incorporate advanced synthetic techniques. These include nucleophilic aromatic substitution, Michael addition reactions, and esterification steps. The optimization of these processes has been a focus of recent research efforts to improve yield and purity while maintaining scalability for potential industrial applications.

Beyond its direct applications in drug discovery, this compound has also been employed as a building block in materials science. Its unique electronic properties make it a candidate for use in organic electronics and optoelectronic devices. For instance, researchers have explored its incorporation into conjugated polymers for applications in light-emitting diodes (LEDs) and photovoltaic cells.

In conclusion, 4-Oxazolecarboxylic Acid, 2-(3-Aminophenyl)-, Ethyl Ester (CAS No: 885274-73-7) stands out as a versatile and valuable molecule with wide-ranging applications across multiple disciplines. Its role as a precursor for bioactive molecules, combined with its potential in materials science and synthetic chemistry, underscores its importance in contemporary research. As ongoing studies continue to uncover new insights into its properties and uses, this compound is poised to play an increasingly significant role in advancing both scientific understanding and practical innovations.

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