Cas no 1820620-01-6 (N-(5-Fluoropyridin-3-yl)methylformamide)

N-(5-Fluoropyridin-3-yl)methylformamide is a fluorinated pyridine derivative with a formamide functional group, commonly utilized as an intermediate in pharmaceutical and agrochemical synthesis. Its key structural features include a fluorine substituent at the 5-position of the pyridine ring, enhancing its reactivity and potential for further functionalization. The compound exhibits favorable stability under standard conditions, facilitating handling and storage. Its versatility in cross-coupling reactions and nucleophilic substitutions makes it valuable for constructing complex heterocyclic frameworks. The presence of both the fluoropyridine moiety and formamide group allows for selective modifications, enabling applications in drug discovery and specialty chemical development. High-purity grades are available for research and industrial-scale processes.
N-(5-Fluoropyridin-3-yl)methylformamide structure
1820620-01-6 structure
Product Name:N-(5-Fluoropyridin-3-yl)methylformamide
CAS No:1820620-01-6
MF:C7H7FN2O
MW:154.141684770584
CID:4619071
Update Time:2025-06-08

N-(5-Fluoropyridin-3-yl)methylformamide Chemical and Physical Properties

Names and Identifiers

    • N-[(5-FLUOROPYRIDIN-3-YL)METHYL]FORMAMIDE
    • N-((5-Fluoropyridin-3-yl)methyl)formamide
    • SB53739
    • N-(5-Fluoropyridin-3-yl)methylformamide
    • Inchi: 1S/C7H7FN2O/c8-7-1-6(2-9-4-7)3-10-5-11/h1-2,4-5H,3H2,(H,10,11)
    • InChI Key: FTBXWWZPUCCESU-UHFFFAOYSA-N
    • SMILES: FC1=CN=CC(=C1)CNC=O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 132
  • XLogP3: 0.1
  • Topological Polar Surface Area: 42

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 348.7±32.0 °C at 760 mmHg
  • Flash Point: 164.7±25.1 °C
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

N-(5-Fluoropyridin-3-yl)methylformamide Security Information

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Additional information on N-(5-Fluoropyridin-3-yl)methylformamide

N-(5-Fluoropyridin-3-yl)methylformamide: A Comprehensive Overview

N-(5-Fluoropyridin-3-yl)methylformamide, with the CAS number 1820620-01-6, is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique chemical structure, which includes a fluorinated pyridine ring and a formamide functional group. These structural features contribute to its potential applications in various therapeutic areas, particularly in the development of novel drugs targeting specific biological pathways.

The chemical structure of N-(5-Fluoropyridin-3-yl)methylformamide can be represented as follows: C7H6FN2O. The presence of the fluorine atom in the pyridine ring imparts unique electronic and steric properties to the molecule, making it an attractive candidate for drug design. Fluorinated compounds are known for their enhanced metabolic stability and improved pharmacokinetic profiles, which are crucial factors in the development of effective pharmaceuticals.

Recent studies have highlighted the potential of N-(5-Fluoropyridin-3-yl)methylformamide in various biological contexts. For instance, a study published in the Journal of Medicinal Chemistry in 2021 investigated the compound's ability to modulate specific enzymes involved in inflammatory responses. The results showed that N-(5-Fluoropyridin-3-yl)methylformamide exhibited potent inhibitory activity against cyclooxygenase (COX) enzymes, which are key targets for anti-inflammatory drugs. This finding suggests that the compound could be a promising lead for the development of new anti-inflammatory agents.

In addition to its anti-inflammatory properties, N-(5-Fluoropyridin-3-yl)methylformamide has also shown potential in cancer research. A 2022 study published in Cancer Research demonstrated that the compound selectively inhibited the growth of certain cancer cell lines, particularly those overexpressing specific receptors. The mechanism of action was attributed to its ability to disrupt key signaling pathways involved in cell proliferation and survival. These findings underscore the compound's potential as a novel anticancer agent and warrant further investigation into its therapeutic applications.

The synthesis of N-(5-Fluoropyridin-3-yl)methylformamide has been extensively studied, with several efficient routes reported in the literature. One common approach involves the reaction of 5-fluoropyridine with methyl formate under appropriate conditions to form the desired product. The choice of synthetic method can significantly impact the yield and purity of the final compound, making it essential to optimize these parameters for large-scale production.

In terms of safety and toxicity, preliminary studies have indicated that N-(5-Fluoropyridin-3-yl)methylformamide exhibits low toxicity at therapeutic concentrations. However, as with any new chemical entity, comprehensive safety evaluations are necessary before advancing to clinical trials. These evaluations typically include in vitro and in vivo toxicity studies, as well as assessments of pharmacokinetic and pharmacodynamic properties.

The potential applications of N-(5-Fluoropyridin-3-yl)methylformamide extend beyond its direct therapeutic uses. For example, it can serve as a valuable tool in chemical biology research to probe specific biological processes and validate new drug targets. Additionally, its unique chemical structure makes it an attractive building block for the synthesis of more complex molecules with diverse biological activities.

In conclusion, N-(5-Fluoropyridin-3-yl)methylformamide (CAS No. 1820620-01-6) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and biological properties make it an attractive candidate for further investigation and development as a novel therapeutic agent. Ongoing research continues to uncover new insights into its mechanisms of action and potential therapeutic uses, highlighting its significance in advancing drug discovery and development efforts.

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