Cas no 2113339-86-7 (ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate)

Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate is a versatile heterocyclic compound featuring an oxazole core with ester and methylamino functional groups. Its structure makes it valuable as an intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of both electron-donating (methylamino) and electron-withdrawing (ester) groups enhances its reactivity, enabling selective modifications for targeted applications. The compound exhibits stability under standard conditions, facilitating handling and storage. Its synthetic utility is further underscored by its potential in constructing complex molecular frameworks, including bioactive molecules. Researchers appreciate its well-defined chemical properties, which support reproducibility in experimental workflows.
ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate structure
2113339-86-7 structure
Product Name:ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate
CAS No:2113339-86-7
MF:C7H10N2O3
MW:170.165901660919
CID:5840839
PubChem ID:57737444
Update Time:2025-06-11

ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 5-Oxazolecarboxylic acid, 2-(methylamino)-, ethyl ester
    • ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate
    • Ethyl 2-(methylamino)oxazole-5-carboxylate
    • SCHEMBL12852006
    • AKOS034099554
    • 2113339-86-7
    • EN300-1071031
    • Z2732506203
    • Inchi: 1S/C7H10N2O3/c1-3-11-6(10)5-4-9-7(8-2)12-5/h4H,3H2,1-2H3,(H,8,9)
    • InChI Key: ZALMFRNZFCMZIL-UHFFFAOYSA-N
    • SMILES: O1C(C(OCC)=O)=CN=C1NC

Computed Properties

  • Exact Mass: 170.06914219g/mol
  • Monoisotopic Mass: 170.06914219g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • 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
  • XLogP3: 1.2
  • Topological Polar Surface Area: 64.4?2

Experimental Properties

  • Density: 1?+-.0.06 g/cm3(Predicted)
  • Boiling Point: 251.7±32.0 °C(Predicted)
  • pka: 3.66±0.10(Predicted)

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Additional information on ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate

Professional Introduction to Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate (CAS No. 2113339-86-7)

Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate (CAS No. 2113339-86-7) is a significant compound in the field of pharmaceutical chemistry, exhibiting a unique structural framework that has garnered considerable attention from researchers worldwide. This compound belongs to the oxazole class of heterocyclic molecules, which are widely recognized for their diverse biological activities and pharmacological potential.

The molecular structure of Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate consists of a five-membered aromatic ring containing two nitrogen atoms, with an ester group at the 5-position and a methylamino substituent at the 2-position. This specific arrangement of functional groups imparts unique chemical and biological properties to the compound, making it a valuable scaffold for drug discovery and development.

In recent years, there has been growing interest in oxazole derivatives due to their potential applications in treating various diseases, including infectious disorders, inflammatory conditions, and even certain types of cancer. The methylamino group in Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate plays a crucial role in modulating the biological activity of the compound by enhancing its binding affinity to target proteins and enzymes.

One of the most compelling aspects of this compound is its ability to interact with biological targets in a highly selective manner. This selectivity is essential for developing drugs that can effectively treat diseases without causing unintended side effects. The oxazole ring itself is known for its stability and ability to participate in hydrogen bonding interactions, which further enhances its suitability as a pharmacophore.

Recent studies have demonstrated that Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate exhibits promising antimicrobial properties. Researchers have found that it can inhibit the growth of various bacterial strains by disrupting essential cellular processes. This finding is particularly significant given the increasing problem of antibiotic resistance worldwide. The compound's mechanism of action appears to involve interference with bacterial cell wall synthesis and energy metabolism, leading to cell death.

Beyond its antimicrobial properties, Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate has also shown potential in treating inflammatory diseases. In preclinical studies, it has been observed to reduce inflammation by inhibiting key pro-inflammatory cytokines and enzymes. This effect is achieved through its interaction with specific signaling pathways that regulate immune responses. The compound's ability to modulate these pathways makes it a promising candidate for developing novel anti-inflammatory therapies.

The pharmacokinetic profile of Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate is another area of interest for researchers. Studies have shown that the compound exhibits good oral bioavailability and moderate tissue distribution upon administration. These characteristics are favorable for drug development, as they suggest that the compound can reach therapeutic levels in target tissues with relative ease.

In terms of synthetic chemistry, Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate can be synthesized through multiple routes, each offering distinct advantages in terms of yield, purity, and scalability. One common approach involves the condensation of methyl acetoacetate with methylamine under acidic conditions to form the oxazole core structure. Subsequent functionalization at the 5-position with an ester group yields the desired product.

The synthesis process can be further optimized by employing catalytic methods or green chemistry principles to minimize waste and improve efficiency. Such advancements are crucial for ensuring that pharmaceutical compounds like Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate can be produced sustainably on an industrial scale.

The safety profile of Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate has been thoroughly evaluated in preclinical studies. These studies have revealed that the compound is generally well-tolerated at therapeutic doses, with minimal adverse effects observed. However, further research is needed to fully understand its long-term safety implications and potential drug-drug interactions.

In conclusion, Ethyl 2-(methylamino)-1,3-oxazole-5-carboxylate (CAS No. 2113339-86-7) is a multifaceted compound with significant potential in pharmaceutical applications. Its unique structural features and biological activities make it an attractive candidate for developing new drugs targeting infectious diseases, inflammatory conditions, and other disorders. Continued research into this compound will likely uncover even more exciting applications and insights into its mechanisms of action.

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