Cas no 1805541-99-4 (Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate)

Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate is a fluorinated pyridine derivative with significant utility in pharmaceutical and agrochemical synthesis. The presence of a difluoromethyl group enhances metabolic stability and bioavailability, while the hydroxyl and iodo substituents provide versatile reactivity for further functionalization. The ethyl carboxylate moiety offers additional flexibility for derivatization or hydrolysis to the corresponding acid. This compound is particularly valuable as an intermediate in the development of bioactive molecules, leveraging its unique halogenated and fluorinated structure for targeted applications. Its well-defined reactivity profile makes it suitable for cross-coupling reactions, nucleophilic substitutions, and other transformations in complex synthetic routes.
Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate structure
1805541-99-4 structure
Product Name:Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate
CAS No:1805541-99-4
MF:C9H8F2INO3
MW:343.06600189209
CID:4887267
Update Time:2025-11-02

Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate
    • Inchi: 1S/C9H8F2INO3/c1-2-16-9(15)4-3-13-8(12)6(14)5(4)7(10)11/h3,7,14H,2H2,1H3
    • InChI Key: PMLNSIRWRPJEBY-UHFFFAOYSA-N
    • SMILES: IC1=C(C(C(F)F)=C(C(=O)OCC)C=N1)O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 255
  • XLogP3: 2
  • Topological Polar Surface Area: 59.4

Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029029901-250mg
Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate
1805541-99-4 95%
250mg
$1,029.00 2022-04-01
Alichem
A029029901-500mg
Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate
1805541-99-4 95%
500mg
$1,802.95 2022-04-01
Alichem
A029029901-1g
Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate
1805541-99-4 95%
1g
$2,981.85 2022-04-01

Additional information on Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate

Comprehensive Guide to Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate (CAS No. 1805541-99-4)

Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate (CAS No. 1805541-99-4) is a highly specialized pyridine derivative with significant applications in pharmaceutical and agrochemical research. This compound features a unique combination of functional groups, including a difluoromethyl group, a hydroxyl group, and an iodine substituent, making it a valuable intermediate in organic synthesis. Researchers and industry professionals are increasingly interested in this compound due to its potential in developing novel bioactive molecules.

The structural complexity of Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate offers multiple reactive sites, enabling diverse chemical transformations. Its iodo-substituted pyridine core is particularly useful in cross-coupling reactions, which are pivotal in modern drug discovery. The presence of the difluoromethyl group enhances the compound's metabolic stability, a critical factor in the design of new therapeutic agents. These properties align with current trends in medicinal chemistry, where fluorinated compounds are gaining attention for their improved pharmacokinetic profiles.

In recent years, the demand for halogenated pyridine derivatives like Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate has surged, driven by their utility in developing small-molecule inhibitors and agrochemicals. The compound's versatility is evident in its use as a building block for heterocyclic compounds, which are central to many FDA-approved drugs. Additionally, its hydroxy and carboxylate functionalities provide handles for further derivatization, catering to the growing need for modular synthetic approaches.

The synthesis of Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate typically involves multi-step procedures, including halogenation and esterification. Advanced techniques such as microwave-assisted synthesis and flow chemistry are being explored to optimize its production, reflecting the industry's shift toward greener and more efficient methodologies. These innovations are particularly relevant given the increasing focus on sustainable chemistry and reduced environmental impact.

From a commercial perspective, Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate is available through specialized chemical suppliers, often in high purity grades suitable for research and development. Its market growth is closely tied to the expanding pharmaceutical intermediates sector, which is projected to grow significantly in the coming years. Researchers frequently search for CAS 1805541-99-4 suppliers or iodopyridine carboxylate derivatives, highlighting its relevance in both academic and industrial settings.

Safety and handling of Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate require standard laboratory precautions, including the use of personal protective equipment (PPE) and proper ventilation. While not classified as hazardous under typical conditions, its iodine and fluorine components warrant careful handling to avoid unnecessary exposure. This aligns with broader industry trends emphasizing lab safety and regulatory compliance.

Looking ahead, Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate is poised to play a pivotal role in the development of next-generation therapeutic agents and crop protection chemicals. Its unique structural features and reactivity profile make it a standout choice for chemists exploring new bioactive molecules. As research into fluorinated heterocycles continues to advance, this compound is likely to remain a key player in the field.

For those seeking detailed technical data, resources such as SciFinder and Reaxys provide extensive information on CAS 1805541-99-4, including spectroscopic data and synthetic protocols. The compound's growing prominence is also reflected in scientific literature, with numerous studies highlighting its applications in medicinal chemistry and material science.

In summary, Ethyl 4-(difluoromethyl)-3-hydroxy-2-iodopyridine-5-carboxylate represents a versatile and valuable chemical intermediate with broad applicability. Its combination of halogenation, hydroxylation, and esterification sites offers unparalleled flexibility for synthetic chemists. As the demand for innovative drug candidates and agrochemicals rises, this compound is set to become even more integral to cutting-edge research and development efforts.

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