Cas no 957062-83-8 (Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate)

Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate is a versatile imidazole-based ester compound with applications in organic synthesis and pharmaceutical intermediates. Its structure features an ethoxymethyl group at the 1-position and an ethyl ester moiety at the 4-position of the imidazole ring, offering reactivity for further functionalization. The compound is particularly useful in heterocyclic chemistry, serving as a building block for the development of biologically active molecules. Its stability under standard conditions and compatibility with various reaction conditions make it a practical choice for synthetic workflows. The ethoxymethyl group enhances solubility in organic solvents, facilitating handling in multi-step synthesis. This compound is valued for its balanced reactivity and potential in medicinal chemistry research.
Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate structure
957062-83-8 structure
Product Name:Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate
CAS No:957062-83-8
MF:C9H14N2O3
MW:198.219062328339
MDL:MFCD09878405
CID:857301
PubChem ID:26967031
Update Time:2025-05-19

Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate
    • ethyl 1-(ethoxymethyl)imidazole-4-carboxylate
    • DTXSID10650338
    • AKOS006344237
    • 957062-83-8
    • BS-29871
    • ETHYL1-(ETHOXYMETHYL)-1H-IMIDAZOLE-4-CARBOXYLATE
    • MFCD09878405
    • MDL: MFCD09878405
    • Inchi: 1S/C9H14N2O3/c1-3-13-7-11-5-8(10-6-11)9(12)14-4-2/h5-6H,3-4,7H2,1-2H3
    • InChI Key: DNGLXMVZHDGPRW-UHFFFAOYSA-N
    • SMILES: O(CC)CN1C=NC(C(=O)OCC)=C1

Computed Properties

  • Exact Mass: 198.10000
  • Monoisotopic Mass: 198.10044231g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 6
  • 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: 0.8
  • Topological Polar Surface Area: 53.4?2

Experimental Properties

  • PSA: 53.35000
  • LogP: 1.05380

Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate Security Information

  • Hazardous Material Identification: Xi

Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate Customs Data

  • HS CODE:2933290090
  • Customs Data:

    China Customs Code:

    2933290090

    Overview:

    2933290090. Other compounds with non fused imidazole ring in structure. 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, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate

Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate (CAS No. 957062-83-8): A Comprehensive Overview

Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate, identified by its CAS number 957062-83-8, is a significant compound in the realm of chemical and pharmaceutical research. This compound belongs to the imidazole derivatives, a class of molecules known for their diverse biological activities and applications in medicinal chemistry. The structure of Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate features a carboxylate ester group attached to an imidazole core, which is further substituted with an ethoxymethyl group. This unique structural configuration imparts distinct chemical properties that make it a valuable intermediate in the synthesis of more complex molecules.

The imidazole ring is a heterocyclic aromatic compound that plays a crucial role in various biological processes. It is a key component in nucleotides, which are the building blocks of DNA and RNA. Additionally, imidazole derivatives have been extensively studied for their potential applications in drug development due to their ability to interact with biological targets such as enzymes and receptors. Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate, with its specific functional groups, represents a promising scaffold for designing novel therapeutic agents.

In recent years, there has been growing interest in the development of new drugs targeting various diseases, including cancer, infectious diseases, and neurological disorders. The versatility of Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate makes it a valuable tool in the pharmaceutical industry. Researchers have leveraged its structural features to develop compounds with enhanced pharmacological properties. For instance, studies have shown that modifications on the imidazole ring can significantly influence the binding affinity and selectivity of potential drug candidates.

One of the most compelling aspects of Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate is its role as a precursor in the synthesis of more complex molecules. The carboxylate ester group can undergo various chemical transformations, such as hydrolysis or transesterification, to introduce different functional groups or linkages. This flexibility allows chemists to tailor the compound's properties for specific applications. In particular, the ethoxymethyl group provides a site for further functionalization, enabling the creation of diverse molecular architectures.

Recent advancements in synthetic chemistry have enabled more efficient and scalable production methods for Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate. These improvements have not only reduced costs but also enhanced the quality and purity of the compound, making it more accessible for research and industrial applications. The availability of high-quality starting materials is crucial for drug discovery programs, as it ensures reliable results and accelerates the development process.

The pharmacological potential of Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate has been explored in several preclinical studies. Researchers have investigated its interactions with various biological targets, including enzymes and receptors involved in disease pathways. For example, studies have examined its effects on kinases, which are enzymes that play a critical role in cell signaling and are often dysregulated in cancer cells. The ability of Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate to modulate kinase activity suggests its potential as an anti-cancer agent.

In addition to its anti-cancer applications, Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate has shown promise in other therapeutic areas. Research has demonstrated its efficacy in inhibiting certain bacterial enzymes, making it a candidate for developing novel antibiotics. The growing threat of antibiotic-resistant bacteria underscores the need for new therapeutic strategies, and compounds like Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate could play a crucial role in addressing this challenge.

The synthesis of Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Key steps include condensation reactions to form the imidazole ring followed by esterification to introduce the carboxylate ester group. Advances in catalytic methods have improved these reactions, making them more efficient and environmentally friendly. Green chemistry principles are increasingly being applied to pharmaceutical synthesis to minimize waste and reduce environmental impact.

The development of new drugs is often hampered by challenges such as low bioavailability and poor solubility. Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate can be modified to enhance these properties through techniques like prodrug design or solubility enhancement strategies. By incorporating additional functional groups or using appropriate carriers, researchers can improve the pharmacokinetic profile of derived compounds.

The future prospects for Ethyl 1-(ethoxymethyl)-1H-imidazole-4-carboxylate are promising, with ongoing research exploring new applications and synthetic pathways. As our understanding of biological systems continues to grow, so does the demand for innovative molecular tools like this compound. Its unique structural features make it a versatile building block for drug discovery programs across multiple therapeutic areas.

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