Cas no 885275-88-7 (Ethyl 8-cyanoimidazo1,2-apyridine-2-carboxylate)

Ethyl 8-cyanoimidazo[1,2-a]pyridine-2-carboxylate is a versatile heterocyclic compound featuring a fused imidazopyridine core with a cyano substituent at the 8-position and an ester group at the 2-position. This structure imparts reactivity suitable for further functionalization, making it valuable in pharmaceutical and agrochemical research. The electron-withdrawing cyano group enhances electrophilic character, facilitating nucleophilic substitution reactions, while the ethyl ester provides a handle for hydrolysis or transesterification. Its rigid bicyclic framework contributes to stability and potential bioactivity, particularly in medicinal chemistry applications targeting kinase inhibition or CNS activity. The compound serves as a key intermediate in synthesizing more complex nitrogen-containing heterocycles.
Ethyl 8-cyanoimidazo1,2-apyridine-2-carboxylate structure
885275-88-7 structure
Product Name:Ethyl 8-cyanoimidazo1,2-apyridine-2-carboxylate
CAS No:885275-88-7
MF:C11H9N3O2
MW:215.208061933517
MDL:MFCD06739179
CID:711310
PubChem ID:57355227
Update Time:2025-05-23

Ethyl 8-cyanoimidazo1,2-apyridine-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Imidazo[1,2-a]pyridine-2-carboxylicacid, 8-cyano-, ethyl ester
    • 8-Cyano-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester
    • ethyl 8-cyanoimidazo[1,2-a]pyridine-2-carboxylate
    • 885275-88-7
    • FT-0722302
    • ETHYL8-CYANOIMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLATE
    • MFCD06739179
    • CS-0330642
    • G11126
    • SCHEMBL2041260
    • ethyl 8-cyano-imidazo [1,2-a] pyridine-2-carboxylate
    • imidazo[1,2-a]pyridine-2-carboxylic acid,8-cyano-,ethyl ester
    • AB28790
    • DTXSID50722967
    • DB-077657
    • Ethyl 8-cyanoimidazo1,2-apyridine-2-carboxylate
    • MDL: MFCD06739179
    • Inchi: 1S/C11H9N3O2/c1-2-16-11(15)9-7-14-5-3-4-8(6-12)10(14)13-9/h3-5,7H,2H2,1H3
    • InChI Key: OPZHQVQWYMSQSZ-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1=CN2C=CC=C(C#N)C2=N1)=O

Computed Properties

  • Exact Mass: 215.06900
  • Monoisotopic Mass: 215.069476538g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 322
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2
  • Topological Polar Surface Area: 67.4?2

Experimental Properties

  • PSA: 67.39000
  • LogP: 1.38268

Ethyl 8-cyanoimidazo1,2-apyridine-2-carboxylate Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. 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:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Ethyl 8-cyanoimidazo1,2-apyridine-2-carboxylate

Comprehensive Overview of Ethyl 8-cyanoimidazo[1,2-a]pyridine-2-carboxylate (CAS No. 885275-88-7)

Ethyl 8-cyanoimidazo[1,2-a]pyridine-2-carboxylate (CAS No. 885275-88-7) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. This compound belongs to the imidazo[1,2-a]pyridine family, a class of heterocyclic compounds known for their diverse biological activities. Researchers and industry professionals frequently search for terms like "imidazo[1,2-a]pyridine derivatives", "8-cyano substituted compounds", and "ethyl carboxylate applications" to explore its potential uses.

The molecular structure of Ethyl 8-cyanoimidazo[1,2-a]pyridine-2-carboxylate features a cyano group at the 8-position and an ethyl ester at the 2-position, which enhances its reactivity and solubility in various solvents. This makes it a valuable intermediate in the synthesis of more complex molecules. Current trends in drug discovery emphasize the importance of nitrogen-containing heterocycles, and this compound aligns perfectly with such demands. Searches for "heterocyclic building blocks" and "pharmaceutical intermediates" often highlight its relevance in modern medicinal chemistry.

In recent years, the demand for imidazo[1,2-a]pyridine derivatives has surged due to their applications in developing antiviral, anti-inflammatory, and anticancer agents. The presence of the cyano group in Ethyl 8-cyanoimidazo[1,2-a]pyridine-2-carboxylate further expands its utility, as it can participate in various chemical transformations, such as nucleophilic additions or reductions. This versatility is a key reason why queries like "cyano group reactivity" and "imidazo[1,2-a]pyridine synthesis" are prevalent in scientific literature.

From an industrial perspective, CAS No. 885275-88-7 is often discussed in contexts related to green chemistry and sustainable synthesis. Researchers are increasingly interested in optimizing its production to minimize waste and energy consumption. Keywords such as "eco-friendly synthesis" and "catalytic processes" reflect this growing focus. Additionally, the compound's potential role in agrochemicals has led to searches for "crop protection chemicals" and "pesticide intermediates".

The analytical characterization of Ethyl 8-cyanoimidazo[1,2-a]pyridine-2-carboxylate typically involves techniques like NMR spectroscopy, mass spectrometry, and HPLC. These methods ensure purity and confirm structural integrity, which are critical for its application in high-value research. Searches for "analytical methods for heterocycles" and "quality control in organic synthesis" often reference such protocols.

In summary, Ethyl 8-cyanoimidazo[1,2-a]pyridine-2-carboxylate (CAS No. 885275-88-7) is a compound of immense scientific and industrial interest. Its structural features and reactivity make it a cornerstone in the development of novel therapeutic and agrochemical agents. As research continues to evolve, terms like "drug discovery intermediates" and "heterocyclic chemistry advancements" will likely remain central to discussions about this compound.

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