Cas no 73842-52-1 (Ethyl 2-(benzylamino)benzoate)

Ethyl 2-(benzylamino)benzoate is a benzoate ester derivative featuring a benzylamino substituent at the ortho position. This compound is primarily utilized in organic synthesis and pharmaceutical research due to its versatile reactivity as an intermediate. Its structure allows for further functionalization, making it valuable in the development of bioactive molecules and fine chemicals. The ethyl ester group enhances solubility in organic solvents, facilitating reactions under mild conditions. The benzylamino moiety provides a reactive site for modifications, enabling the synthesis of complex heterocycles or amide derivatives. This compound is characterized by its stability under standard laboratory conditions and compatibility with a range of synthetic methodologies.
Ethyl 2-(benzylamino)benzoate structure
Ethyl 2-(benzylamino)benzoate structure
Product Name:Ethyl 2-(benzylamino)benzoate
CAS No:73842-52-1
MF:C16H17NO2
MW:255.311684370041
CID:6626882
PubChem ID:15090440
Update Time:2025-06-29

Ethyl 2-(benzylamino)benzoate Chemical and Physical Properties

Names and Identifiers

    • AKOS005877128
    • ethyl 2-(benzylamino)benzoate
    • 73842-52-1
    • DTXSID701288153
    • Ethyl 2-[(phenylmethyl)amino]benzoate
    • SCHEMBL11170835
    • EN300-25478240
    • Benzoic acid, 2-[(phenylmethyl)amino]-, ethyl ester
    • Ethyl 2-(benzylamino)benzoate
    • Inchi: 1S/C16H17NO2/c1-2-19-16(18)14-10-6-7-11-15(14)17-12-13-8-4-3-5-9-13/h3-11,17H,2,12H2,1H3
    • InChI Key: NDBXPJMEGIQDJU-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1C=CC=CC=1NCC1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 255.125928785g/mol
  • Monoisotopic Mass: 255.125928785g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 6
  • Complexity: 274
  • 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: 4.2
  • Topological Polar Surface Area: 38.3?2

Experimental Properties

  • Density: 1.139±0.06 g/cm3(Predicted)
  • Boiling Point: 376.6±17.0 °C(Predicted)
  • pka: 1.82±0.10(Predicted)

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Additional information on Ethyl 2-(benzylamino)benzoate

Ethyl 2-(benzylamino)benzoate (CAS No. 73842-52-1): A Comprehensive Overview

Ethyl 2-(benzylamino)benzoate (CAS No. 73842-52-1) is a significant compound in the field of chemical and pharmaceutical research, characterized by its unique molecular structure and diverse applications. This compound, belonging to the class of benzoyl derivatives, has garnered considerable attention due to its potential in various biochemical and therapeutic contexts.

The molecular structure of Ethyl 2-(benzylamino)benzoate consists of a benzoate moiety linked to a benzylamino group. This configuration imparts specific chemical properties that make it a valuable intermediate in synthetic chemistry and a candidate for further pharmacological exploration. The presence of both aromatic rings in its structure enhances its reactivity and solubility, making it suitable for various chemical modifications and functionalizations.

In recent years, Ethyl 2-(benzylamino)benzoate has been studied for its potential role in drug development. Its structural features suggest possible applications in the synthesis of bioactive molecules, including intermediates for antiviral, anti-inflammatory, and anticancer agents. The benzylamino group, in particular, is known for its ability to participate in hydrogen bonding and π-stacking interactions, which are crucial for the design of molecules with enhanced binding affinity and selectivity.

One of the most compelling aspects of Ethyl 2-(benzylamino)benzoate is its utility as a building block in medicinal chemistry. Researchers have leveraged its scaffold to develop novel compounds with improved pharmacokinetic profiles. For instance, modifications at the benzylamino position can lead to derivatives with enhanced metabolic stability or altered receptor interactions. This flexibility makes it an attractive candidate for structure-activity relationship (SAR) studies aimed at optimizing drug candidates.

The compound's potential extends beyond pharmaceutical applications. In materials science, Ethyl 2-(benzylamino)benzoate has been explored as a precursor for organic semiconductors and liquid crystals due to its aromatic nature and ability to form ordered aggregates. These properties are particularly relevant in the development of organic electronic devices, where precise molecular arrangement is critical for device performance.

Recent advancements in computational chemistry have further highlighted the significance of Ethyl 2-(benzylamino)benzoate. Molecular modeling studies have demonstrated its potential as a ligand in protein-targeting therapies. By understanding the interactions between this compound and biological targets, researchers can design molecules that modulate enzyme activity or signal transduction pathways. Such insights are invaluable for developing targeted therapies with minimal off-target effects.

The synthesis of Ethyl 2-(benzylamino)benzoate presents an interesting challenge due to the need for precise functional group transformations. Traditional synthetic routes often involve multi-step processes that require careful optimization to ensure high yields and purity. However, recent innovations in catalytic methods have made it possible to achieve these transformations more efficiently, reducing both reaction times and waste generation.

In conclusion, Ethyl 2-(benzylamino)benzoate (CAS No. 73842-52-1) is a versatile compound with broad applications across multiple scientific disciplines. Its unique structural features make it a valuable tool in pharmaceutical research, materials science, and computational chemistry. As our understanding of its properties continues to evolve, so too will its role in advancing scientific discovery and technological innovation.

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