Cas no 40253-44-9 (Ethyl 4-methyl-1H-imidazole-2-carboxylate)

Ethyl 4-methyl-1H-imidazole-2-carboxylate is a versatile heterocyclic compound featuring an imidazole core with a methyl substituent at the 4-position and an ester functional group at the 2-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of bioactive molecules. The ethyl ester moiety enhances solubility and reactivity, facilitating further derivatization. Its imidazole ring contributes to coordination properties, useful in catalysis and material science applications. The compound is characterized by high purity and stability under standard conditions, ensuring reliable performance in synthetic workflows. Its well-defined reactivity profile allows for selective modifications, making it a preferred choice for researchers in medicinal and organic chemistry.
Ethyl 4-methyl-1H-imidazole-2-carboxylate structure
40253-44-9 structure
Product Name:Ethyl 4-methyl-1H-imidazole-2-carboxylate
CAS No:40253-44-9
MF:C7H10N2O2
MW:154.166501522064
MDL:MFCD19687067
CID:326747
PubChem ID:24974466
Update Time:2025-10-28

Ethyl 4-methyl-1H-imidazole-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 4-methyl-1H-imidazole-2-carboxylate
    • 1H-Imidazole-2-carboxylicacid, 5-methyl-, ethyl ester
    • ethyl 5-methyl-1H-imidazole-2-carboxylate
    • 4-Methyl-1(3)H-imidazol-2-carbonsaeure-aethylester
    • 4-methyl-1(3)H-imidazole-2-carboxylic acid ethyl ester
    • 4-Methyl-1H-imidazole-2-carboxylic acid ethyl ester
    • 5-Methyl-1H-imidazole-2-carboxylic acid ethyl ester
    • SCHEMBL2423817
    • PXCMTFGNXKTAPA-UHFFFAOYSA-N
    • ETHYL4-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE
    • AB53501
    • CS-0089170
    • A898276
    • DTXSID70648216
    • FT-0710130
    • AKOS015843437
    • MFCD09839100
    • AKOS006328760
    • 40253-44-9
    • DB-069973
    • MDL: MFCD19687067
    • Inchi: 1S/C7H10N2O2/c1-3-11-7(10)6-8-4-5(2)9-6/h4H,3H2,1-2H3,(H,8,9)
    • InChI Key: PXCMTFGNXKTAPA-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1=NC=C(C)N1)=O

Computed Properties

  • Exact Mass: 154.07400
  • Monoisotopic Mass: 154.074
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 149
  • 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
  • Topological Polar Surface Area: 55A^2
  • XLogP3: 1

Experimental Properties

  • Density: 1.171
  • Boiling Point: 287 oC
  • Flash Point: 128 oC
  • Refractive Index: 1.519
  • PSA: 54.98000
  • LogP: 0.89480

Ethyl 4-methyl-1H-imidazole-2-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 4-methyl-1H-imidazole-2-carboxylate

Ethyl 4-methyl-1H-imidazole-2-carboxylate (CAS No. 40253-44-9): A Versatile Intermediate in Modern Chemical Biology and Medicinal Chemistry

Ethyl 4-methyl-1H-imidazole-2-carboxylate, identified by its unique chemical identifier CAS No. 40253-44-9, represents a significant compound in the realm of chemical biology and medicinal chemistry. This versatile intermediate, characterized by its Ethyl 4-methyl-1H-imidazole-2-carboxylate structure, has garnered considerable attention due to its utility in synthesizing a wide array of pharmacologically active molecules. The compound's imidazole core, a heterocyclic aromatic structure, is a cornerstone in the development of drugs targeting various biological pathways.

The imidazole ring in Ethyl 4-methyl-1H-imidazole-2-carboxylate is particularly noteworthy for its role in medicinal chemistry. Imidazole derivatives are well-documented for their broad spectrum of biological activities, including antifungal, antibacterial, and anti-inflammatory properties. The presence of the ethyl ester group at the carboxyl position enhances the compound's reactivity, making it an invaluable building block for further functionalization. This feature has been leveraged in recent years to develop novel therapeutic agents with enhanced efficacy and reduced side effects.

Recent advancements in synthetic methodologies have further highlighted the importance of Ethyl 4-methyl-1H-imidazole-2-carboxylate in drug discovery. Researchers have employed innovative strategies to optimize the synthesis of this intermediate, leading to more efficient and scalable production processes. For instance, catalytic hydrogenation techniques have been refined to improve yield and purity, reducing the environmental impact of manufacturing processes. These developments align with the growing emphasis on green chemistry principles in pharmaceutical research.

The applications of Ethyl 4-methyl-1H-imidazole-2-carboxylate extend beyond traditional drug development. In chemical biology, this compound serves as a critical scaffold for studying enzyme inhibition and receptor binding mechanisms. Its structural flexibility allows researchers to modify various functional groups, enabling the creation of tailored molecules for high-throughput screening assays. Such assays are instrumental in identifying lead compounds for further optimization.

One particularly exciting area of research involves the use of Ethyl 4-methyl-1H-imidazole-2-carboxylate in the development of antiviral agents. The imidazole core has been shown to interact with viral proteases and polymerases, making it a promising target for designing inhibitors. Recent studies have demonstrated the efficacy of imidazole derivatives in inhibiting replication cycles of RNA viruses, including those responsible for emerging infectious diseases. This underscores the compound's potential as a therapeutic agent against a wide range of viral pathogens.

In addition to its antiviral applications, Ethyl 4-methyl-1H-imidazole-2-carboxylate has found utility in oncology research. The ability to modulate biological pathways associated with cancer cell proliferation has led to the development of novel chemotherapeutic agents. By incorporating this intermediate into drug candidates, researchers have identified molecules that exhibit potent anti-cancer activity while maintaining favorable pharmacokinetic profiles. These findings highlight the compound's role in addressing unmet medical needs in oncology.

The synthesis and application of Ethyl 4-methyl-1H-imidazole-2-carboxylate also contribute to our understanding of molecular recognition processes. The compound's interaction with biological targets provides insights into binding affinities and enzyme kinetics, which are essential for rational drug design. Advanced computational methods, such as molecular dynamics simulations and quantum mechanical calculations, have been employed to elucidate these interactions at a molecular level. Such studies not only enhance our knowledge of drug-receptor interactions but also inform the design of next-generation therapeutics.

As the field of chemical biology continues to evolve, Ethyl 4-methyl-1H-imidazole-2-carboxylate is expected to remain a cornerstone intermediate in medicinal chemistry research. Its versatility and reactivity make it an indispensable tool for synthesizing novel compounds with therapeutic potential. Furthermore, ongoing research efforts aim to expand its applications into new areas, such as regenerative medicine and neurodegenerative disease treatment. The compound's adaptability ensures its continued relevance in addressing complex biological challenges.

In conclusion, Ethyl 4-methyl-1H-imidazole-2-carboxylate (CAS No. 40253-44-9) stands as a testament to the importance of specialized intermediates in advancing pharmaceutical research and development. Its unique structural features and broad applicability underscore its significance as a building block for innovative therapeutics. As scientific understanding progresses and new methodologies emerge, this compound will undoubtedly play an integral role in shaping the future of chemical biology and medicinal chemistry.

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