Cas no 2044713-85-9 (ethyl 8-fluoroimidazo1,5-apyridine-3-carboxylate)

Ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate is a fluorinated heterocyclic compound with a pyridine core, functionalized with an imidazole ring and an ethyl ester group. The fluorine substitution at the 8-position enhances its electronic properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its structural features contribute to improved metabolic stability and binding affinity in drug design. The ethyl ester moiety offers versatility for further derivatization, enabling the synthesis of amides, acids, or other functional groups. This compound is particularly useful in the development of bioactive molecules, including kinase inhibitors and antimicrobial agents, due to its balanced lipophilicity and reactivity. High purity and well-characterized synthesis routes ensure reproducibility for research applications.
ethyl 8-fluoroimidazo1,5-apyridine-3-carboxylate structure
2044713-85-9 structure
Product Name:ethyl 8-fluoroimidazo1,5-apyridine-3-carboxylate
CAS No:2044713-85-9
MF:C10H9FN2O2
MW:208.189065694809
MDL:MFCD30476137
CID:4634479
PubChem ID:125113165
Update Time:2025-10-29

ethyl 8-fluoroimidazo1,5-apyridine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate
    • Imidazo[1,5-a]pyridine-3-carboxylic acid, 8-fluoro-, ethyl ester
    • ethyl 8-fluoroimidazo1,5-apyridine-3-carboxylate
    • MDL: MFCD30476137
    • Inchi: 1S/C10H9FN2O2/c1-2-15-10(14)9-12-6-8-7(11)4-3-5-13(8)9/h3-6H,2H2,1H3
    • InChI Key: XLFBGYWVBYKRAK-UHFFFAOYSA-N
    • SMILES: C12=CN=C(C(OCC)=O)N1C=CC=C2F

ethyl 8-fluoroimidazo1,5-apyridine-3-carboxylate Pricemore >>

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Additional information on ethyl 8-fluoroimidazo1,5-apyridine-3-carboxylate

Introduction to Ethyl 8-Fluoroimidazo[1,5-a]pyridine-3-carboxylate (CAS No. 2044713-85-9)

Ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate (CAS No. 2044713-85-9) is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the imidazopyridine class, a heterocyclic structure that has been widely studied for its potential biological activities. The presence of a fluoro substituent in the molecule enhances its pharmacological properties, making it a valuable scaffold for drug development.

The< strong>ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate molecule exhibits a unique combination of structural features that contribute to its versatility in medicinal chemistry. The imidazopyridine core is known for its ability to interact with various biological targets, including enzymes and receptors, which makes it an attractive candidate for the design of novel therapeutic agents. The fluoro group, in particular, is a well-known pharmacophore that can modulate the metabolic stability, binding affinity, and overall efficacy of a drug molecule.

In recent years, there has been a surge in research focused on developing new derivatives of imidazopyridine-based compounds due to their promising pharmacological profiles. Studies have demonstrated that these derivatives can exhibit a wide range of biological activities, including anti-inflammatory, anticancer, and antimicrobial properties. The< strong>8-fluoro substitution in< strong>ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate specifically enhances its interaction with certain biological targets, making it a particularly interesting compound for further investigation.

The synthesis of< strong>ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate involves a multi-step process that requires precise control over reaction conditions and reagent selection. The introduction of the fluoro group into the imidazopyridine core is a critical step in the synthesis and often requires specialized methodologies to achieve high yields and purity. Researchers have explored various synthetic routes to optimize the production of this compound, including transition metal-catalyzed reactions and novel ligand designs.

One of the most compelling aspects of< strong>ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate is its potential as a building block for more complex drug molecules. By modifying different positions within the imidazopyridine core or introducing additional functional groups, chemists can generate a diverse library of derivatives with tailored biological activities. This flexibility makes it an invaluable tool for medicinal chemists working on the discovery and development of new therapeutic agents.

The pharmacological evaluation of< strong>ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate has revealed several intriguing findings. Preclinical studies have shown that this compound can inhibit the activity of specific enzymes involved in inflammatory pathways, suggesting its potential use in treating chronic inflammatory diseases. Additionally, preliminary evidence indicates that it may exhibit anticancer properties by interfering with key signaling pathways in tumor cells. These findings highlight the compound's promise as a lead molecule for further drug development.

The use of computational methods has also played a significant role in understanding the pharmacological properties of< strong>ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate. Molecular modeling techniques have been employed to predict how this compound interacts with biological targets at the atomic level. These studies have provided valuable insights into its binding mode and have helped guide the design of more potent derivatives. By integrating experimental data with computational simulations, researchers can accelerate the drug discovery process and improve the likelihood of success in developing new therapeutics.

In conclusion,< strong>ethyl 8-fluoroimidazo[1,5-a]pyridine-3-carboxylate (CAS No. 2044713-85-9) is a highly promising compound in pharmaceutical research due to its unique structural features and potential biological activities. Its synthesis presents challenges that require advanced chemical methodologies, but its versatility as a scaffold for drug development makes it an attractive candidate for further investigation. With ongoing research focused on elucidating its pharmacological properties and optimizing its synthetic routes, this compound is poised to make significant contributions to the field of medicinal chemistry.

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