Cas no 863215-21-8 (2-Chloro-5-ethylnicotinaldehyde)

2-Chloro-5-ethylnicotinaldehyde is a versatile heterocyclic aldehyde with a molecular formula of C?H?ClNO. This compound features a chloro-substituted pyridine ring and an ethyl group at the 5-position, enhancing its reactivity in various synthetic applications. Its aldehyde functionality makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for constructing complex heterocyclic frameworks. The presence of both chloro and ethyl substituents offers selective reactivity for cross-coupling and nucleophilic substitution reactions. With high purity and stability, it is suitable for use in research and industrial-scale processes. Its well-defined structure ensures consistent performance in multi-step organic transformations.
2-Chloro-5-ethylnicotinaldehyde structure
863215-21-8 structure
Product Name:2-Chloro-5-ethylnicotinaldehyde
CAS No:863215-21-8
MF:C8H8ClNO
MW:169.608221054077
CID:1094788
PubChem ID:24976845
Update Time:2025-06-11

2-Chloro-5-ethylnicotinaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-ethylnicotinaldehyde
    • 2-chloro-5-ethylpyridine-3-carbaldehyde
    • SB54467
    • 863215-21-8
    • DTXSID20648286
    • SCHEMBL2851220
    • QCLSFDXSENHBBB-UHFFFAOYSA-N
    • Inchi: 1S/C8H8ClNO/c1-2-6-3-7(5-11)8(9)10-4-6/h3-5H,2H2,1H3
    • InChI Key: QCLSFDXSENHBBB-UHFFFAOYSA-N
    • SMILES: ClC1=C(C=O)C=C(C=N1)CC

Computed Properties

  • Exact Mass: 169.0294416g/mol
  • Monoisotopic Mass: 169.0294416g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 140
  • 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: 2.1
  • Topological Polar Surface Area: 30?2

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Additional information on 2-Chloro-5-ethylnicotinaldehyde

Professional Introduction to 2-Chloro-5-ethylnicotinaldehyde (CAS No. 863215-21-8)

2-Chloro-5-ethylnicotinaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 863215-21-8, is a significant intermediate in the field of organic synthesis and pharmaceutical chemistry. This compound belongs to the nicotinaldehyde derivatives, which have garnered considerable attention due to their diverse biological activities and potential applications in drug development. The presence of both chloro and ethyl substituents on the nicotinic backbone enhances its reactivity, making it a valuable precursor for synthesizing more complex molecules.

The structural features of 2-Chloro-5-ethylnicotinaldehyde contribute to its versatility in chemical transformations. The chloro group at the 2-position facilitates nucleophilic substitution reactions, while the ethyl group at the 5-position introduces steric and electronic effects that can influence the compound's reactivity and selectivity. These attributes make it a preferred building block for medicinal chemists seeking to develop novel therapeutic agents.

In recent years, there has been growing interest in exploring the pharmacological properties of nicotinaldehyde derivatives. Studies have demonstrated that these compounds exhibit a range of biological activities, including antimicrobial, anti-inflammatory, and anticancer effects. The chloro and ethyl substituents in 2-Chloro-5-ethylnicotinaldehyde may play a crucial role in modulating these activities by affecting the compound's interactions with biological targets.

One of the most promising areas of research involving 2-Chloro-5-ethylnicotinaldehyde is its application in developing kinase inhibitors. Kinases are enzymes that play a central role in many cellular processes, and dysregulation of their activity is implicated in various diseases, particularly cancer. By serving as a scaffold for designing kinase inhibitors, 2-Chloro-5-ethylnicotinaldehyde has the potential to contribute to the discovery of new anticancer drugs. Recent studies have shown that nicotinaldehyde derivatives can selectively inhibit specific kinases by binding to their active sites and disrupting their function.

Another area where 2-Chloro-5-ethylnicotinaldehyde shows promise is in the development of antimicrobial agents. Antibiotic resistance is a growing global health concern, and there is an urgent need for new antibiotics to combat resistant bacterial strains. Nicotinaldehyde derivatives have been reported to exhibit broad-spectrum antimicrobial activity against both Gram-positive and Gram-negative bacteria. The chloro and ethyl substituents may enhance the compound's ability to disrupt bacterial cell membranes or inhibit essential metabolic pathways.

The synthesis of 2-Chloro-5-ethylnicotinaldehyde typically involves multi-step organic reactions starting from commercially available precursors. Common synthetic routes include chlorination and alkylation reactions on a nicotinaldehyde backbone. Advanced techniques such as palladium-catalyzed cross-coupling reactions have also been employed to introduce functional groups with high selectivity and yield.

In conclusion, 2-Chloro-5-ethylnicotinaldehyde (CAS No. 863215-21-8) is a versatile intermediate with significant potential in pharmaceutical research. Its unique structural features enable it to serve as a scaffold for developing novel therapeutic agents targeting various diseases, including cancer and infections caused by resistant bacteria. Ongoing research continues to uncover new applications for this compound, underscoring its importance in modern drug discovery efforts.

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