Cas no 21164-33-0 (ethyl 2-(1-ethoxyethylidene)aminoacetate)

Ethyl 2-(1-ethoxyethylidene)aminoacetate is a versatile intermediate in organic synthesis, primarily used in the preparation of heterocyclic compounds and active pharmaceutical ingredients (APIs). Its reactive iminoester and ester functionalities enable efficient condensation and cyclization reactions, making it valuable for constructing complex molecular frameworks. The compound exhibits good solubility in common organic solvents, facilitating its use in diverse reaction conditions. Its stability under controlled storage conditions ensures reliable performance in synthetic applications. This reagent is particularly useful in the synthesis of amino acid derivatives and peptidomimetics, offering chemists a flexible building block for medicinal chemistry and agrochemical research. Proper handling under inert conditions is recommended to maintain its reactivity.
ethyl 2-(1-ethoxyethylidene)aminoacetate structure
21164-33-0 structure
Product Name:ethyl 2-(1-ethoxyethylidene)aminoacetate
CAS No:21164-33-0
MF:C8H15NO3
MW:173.209602594376
CID:911212
PubChem ID:295983
Update Time:2025-10-30

ethyl 2-(1-ethoxyethylidene)aminoacetate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-(1-ethoxyethylideneamino)acetate
    • (1-Aethoxy-aethylidenamino)-essigsaeure-aethylester
    • < 1-Ethoxy-ethylidenamino> -essigsaeure-ethylester
    • AC1L6PD7
    • CTK1A3039
    • ethyl N-(ethoxycarbonylmethyl)acetimidate
    • Glycine,N-(1-ethoxyethylidene)-ethyl ester
    • N-(1-Aethoxy-aethyliden)-glycin-aethylester
    • N-(1-ethoxy-ethylidene)-glycine ethyl ester
    • N-Carbaethoxymethyl-acetimidsaeure-aethylester
    • NSC165675
    • PHVIFILFKDQZIH-UHFFFAOYSA-N
    • Ethyl ([(Z)-1-ethoxyethylidene]amino)acetate #
    • ethyl 2-[(1-ethoxyethylidene)amino]acetate
    • (1-ethoxy-ethylideneamino)-acetic acid ethyl ester
    • ethyl2-[(1-ethoxyethylidene)amino]acetate
    • EN300-110073
    • 21164-33-0
    • NSC-165675
    • DTXSID10304420
    • Ethyl (E)-N-(1-ethoxyethylidene)glycinate
    • PHVIFILFKDQZIH-CLFYSBASSA-N
    • SCHEMBL2069032
    • ethyl 2-(1-ethoxyethylidene)aminoacetate
    • Inchi: 1S/C8H15NO3/c1-4-11-7(3)9-6-8(10)12-5-2/h4-6H2,1-3H3/b9-7+
    • InChI Key: PHVIFILFKDQZIH-VQHVLOKHSA-N
    • SMILES: O(CC)/C(/C)=N/CC(=O)OCC

Computed Properties

  • Exact Mass: 173.10525
  • Monoisotopic Mass: 173.105
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 6
  • Complexity: 166
  • 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: 1.1
  • Topological Polar Surface Area: 47.9?2

Experimental Properties

  • Density: 0.99
  • Boiling Point: 204.5°C at 760 mmHg
  • Flash Point: 67.3°C
  • Refractive Index: 1.437
  • PSA: 47.89

ethyl 2-(1-ethoxyethylidene)aminoacetate Pricemore >>

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Additional information on ethyl 2-(1-ethoxyethylidene)aminoacetate

Professional Introduction to Ethyl 2-(1-ethoxyethylidene)aminoacetate (CAS No. 21164-33-0)

Ethyl 2-(1-ethoxyethylidene)aminoacetate, a compound with the chemical identifier CAS No. 21164-33-0, is a versatile intermediate in organic synthesis and has garnered significant attention in the field of pharmaceutical chemistry. This compound, characterized by its ethyl ester and aminoacetic acid derivatives, plays a crucial role in the development of novel therapeutic agents. Its unique structural properties make it an attractive candidate for further exploration in drug discovery and molecular biology research.

The molecular structure of ethyl 2-(1-ethoxyethylidene)aminoacetate consists of an ethoxyethylidene group attached to an aminoacetic acid backbone, which contributes to its reactivity and functional diversity. This architecture allows for facile modifications, enabling chemists to tailor its properties for specific applications. In recent years, the compound has been studied for its potential in synthesizing bioactive molecules, particularly those targeting neurological and metabolic disorders.

Recent advancements in synthetic chemistry have highlighted the utility of ethyl 2-(1-ethoxyethylidene)aminoacetate in constructing complex heterocyclic frameworks. These frameworks are often integral to the development of drugs that interact with biological targets with high specificity. For instance, researchers have utilized this compound to develop inhibitors of enzymes involved in inflammation and pain pathways. The ability to incorporate functional groups such as amine and ester moieties into the molecule enhances its compatibility with various pharmacophores, making it a valuable building block in medicinal chemistry.

In addition to its role in drug development, ethyl 2-(1-ethoxyethylidene)aminoacetate has been explored in the synthesis of agrochemicals and specialty chemicals. Its reactivity allows for the formation of stable intermediates that can be further functionalized to produce compounds with desired agronomic properties. This application underscores the compound's versatility beyond pharmaceuticals, contributing to advancements in sustainable agriculture.

The chemical properties of ethyl 2-(1-ethoxyethylidene)aminoacetate make it a suitable candidate for use in catalytic processes. Researchers have investigated its potential as a ligand or co-catalyst in various organic transformations, including cross-coupling reactions and hydrogenations. These studies aim to optimize reaction conditions and improve yields, which are critical factors in industrial-scale synthesis. The compound's ability to stabilize reactive intermediates and facilitate bond formations has opened new avenues for efficient synthetic methodologies.

From a biological perspective, ethyl 2-(1-ethoxyethylidene)aminoacetate has been studied for its potential bioactivity. Preliminary studies suggest that derivatives of this compound may exhibit properties such as antioxidant and anti-inflammatory effects. These findings are particularly intriguing given the increasing interest in natural product-inspired drug design. By leveraging the structural motifs found in ethyl 2-(1-ethoxyethylidene)aminoacetate, scientists aim to develop novel therapeutics that mimic the bioactive principles of plants and microorganisms.

The synthesis of ethyl 2-(1-ethoxyethylidene)aminoacetate involves multi-step organic reactions that highlight the ingenuity of modern synthetic strategies. Techniques such as Grignard reactions, aldol condensations, and esterifications are commonly employed to construct the desired molecular framework. The optimization of these reactions is essential for achieving high purity and yield, which are paramount for industrial applications. Advances in green chemistry have also influenced the synthesis process, promoting solvent-free reactions and catalytic methods that minimize environmental impact.

Future research directions for ethyl 2-(1-ethoxyethylidene)aminoacetate include exploring its role in drug delivery systems. The compound's ability to form stable complexes with other molecules makes it a promising candidate for encapsulating therapeutic agents. Such systems can enhance drug solubility, improve bioavailability, and target specific tissues or cells. These developments could revolutionize how drugs are administered and could lead to more effective treatments for a wide range of diseases.

In conclusion, ethyl 2-(1-ethoxyethylidene)aminoacetate (CAS No. 21164-33-0) is a multifaceted compound with significant potential in pharmaceuticals, agrochemicals, and catalysis. Its unique structural features enable diverse applications, making it a cornerstone of modern chemical research. As scientists continue to uncover new uses for this compound, its importance is likely to grow further, driving innovation across multiple scientific disciplines.

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