Cas no 1067902-28-6 (Benzyl 6-Chloropyridine-3-carboxylate)

Benzyl 6-Chloropyridine-3-carboxylate is a versatile intermediate in organic synthesis, particularly valued for its reactive chloropyridine and ester functional groups. The compound serves as a key building block in pharmaceutical and agrochemical research, enabling the construction of complex heterocyclic frameworks. Its benzyl ester moiety offers selective deprotection opportunities, while the 6-chloropyridine core facilitates nucleophilic substitution reactions, enhancing derivatization potential. The compound exhibits good stability under standard conditions, ensuring reliable handling and storage. Its well-defined reactivity profile makes it a preferred choice for synthesizing biologically active molecules, including kinase inhibitors and antimicrobial agents. The high purity and consistent quality of this intermediate support reproducible results in multi-step synthetic routes.
Benzyl 6-Chloropyridine-3-carboxylate structure
1067902-28-6 structure
Product Name:Benzyl 6-Chloropyridine-3-carboxylate
CAS No:1067902-28-6
MF:C13H10ClNO2
MW:247.677002429962
MDL:MFCD11045600
CID:97845
PubChem ID:51057995
Update Time:2025-08-04

Benzyl 6-Chloropyridine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 3-Pyridinecarboxylicacid, 6-chloro-, phenylmethyl ester
    • benzyl 6-chloronicotinate
    • benzyl 6-chloropyridine-3-carboxylate
    • MEXMCDINMYSBTD-UHFFFAOYSA-N
    • FT-0760664
    • Z18370513
    • 1067902-28-6
    • AKOS008904123
    • DTXSID80679657
    • A1-27922
    • EN300-205811
    • SCHEMBL4130439
    • Benzyl 6-Chloropyridine-3-carboxylate
    • MDL: MFCD11045600
    • Inchi: 1S/C13H10ClNO2/c14-12-7-6-11(8-15-12)13(16)17-9-10-4-2-1-3-5-10/h1-8H,9H2
    • InChI Key: MEXMCDINMYSBTD-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C=N1)C(=O)OCC1C=CC=CC=1

Computed Properties

  • Exact Mass: 247.0400063g/mol
  • Monoisotopic Mass: 247.0400063g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 254
  • 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: 3.4
  • Topological Polar Surface Area: 39.2?2

Benzyl 6-Chloropyridine-3-carboxylate Security Information

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Additional information on Benzyl 6-Chloropyridine-3-carboxylate

Benzyl 6-Chloropyridine-3-carboxylate (CAS No. 1067902-28-6): A Comprehensive Overview in Modern Chemical Biology

Benzyl 6-Chloropyridine-3-carboxylate, with the chemical identifier CAS No. 1067902-28-6, represents a significant compound in the realm of chemical biology and pharmaceutical research. This heterocyclic ester has garnered considerable attention due to its versatile structural framework and potential applications in drug discovery and synthetic chemistry. The compound's unique combination of a pyridine core, chlorinated substituent, and benzylic ester group makes it a valuable intermediate for developing novel therapeutic agents.

The pyridine ring in Benzyl 6-Chloropyridine-3-carboxylate serves as a privileged scaffold in medicinal chemistry, known for its ability to interact with biological targets such as enzymes and receptors. The presence of a chloro substituent at the 6-position enhances its reactivity, making it an excellent precursor for further functionalization. This feature is particularly useful in cross-coupling reactions, which are fundamental in constructing complex molecular architectures.

Recent advancements in synthetic methodologies have highlighted the utility of Benzyl 6-Chloropyridine-3-carboxylate in the preparation of bioactive molecules. For instance, studies have demonstrated its role as a key intermediate in the synthesis of kinase inhibitors, which are critical in treating cancers and inflammatory diseases. The benzylic ester moiety can be readily transformed into other functional groups, such as amides or carboxylic acids, through hydrolysis or transesterification reactions, broadening its applicability.

In the context of drug development, the structural features of Benzyl 6-Chloropyridine-3-carboxylate contribute to its potential as a lead compound. The chloro group at the 6-position of the pyridine ring can participate in hydrogen bonding or π-stacking interactions with biological targets, improving binding affinity. Additionally, the benzylic ester group provides a handle for further derivatization, allowing chemists to fine-tune physicochemical properties such as solubility and metabolic stability.

Current research is exploring novel derivatives of Benzyl 6-Chloropyridine-3-carboxylate to enhance their pharmacological profiles. For example, modifications at the 3-position carboxylate group have led to compounds with improved selectivity for specific biological pathways. These derivatives are being investigated for their potential in treating neurological disorders and infectious diseases. The ability to modify both the pyridine core and the ester functionality offers a high degree of structural diversity, enabling the discovery of next-generation therapeutics.

The synthesis of Benzyl 6-Chloropyridine-3-carboxylate typically involves multi-step organic transformations starting from readily available precursors. Advanced catalytic systems have been employed to streamline these processes, reducing reaction times and improving yields. Transition metal-catalyzed cross-coupling reactions are particularly relevant here, as they allow for efficient introduction of various substituents onto the pyridine ring.

The compound's relevance extends beyond academic research into industrial applications. Pharmaceutical companies are leveraging Benzyl 6-Chloropyridine-3-carboxylate in high-throughput screening campaigns to identify new drug candidates. Its structural motifs are often incorporated into libraries of compounds designed to interact with specific biological targets. This approach has accelerated the discovery pipeline for several therapeutic areas.

In conclusion, Benzyl 6-Chloropyridine-3-carboxylate (CAS No. 1067902-28-6) stands out as a versatile and indispensable building block in chemical biology and drug development. Its unique structural attributes enable diverse functionalization strategies, making it a cornerstone for synthesizing novel bioactive molecules. As research continues to uncover new applications for this compound, its importance in advancing pharmaceutical science is undeniable.

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