Cas no 1817679-73-4 (1-(2-Fluoro-3-nitrophenyl)ethanol)

1-(2-Fluoro-3-nitrophenyl)ethanol is a fluorinated nitroaromatic compound with applications in pharmaceutical and agrochemical synthesis. Its structure, featuring both a fluoro and nitro substituent on the phenyl ring, enhances reactivity in electrophilic and nucleophilic substitution reactions, making it a valuable intermediate. The presence of the hydroxyl group allows for further functionalization, such as esterification or oxidation, broadening its utility in fine chemical production. This compound is particularly useful in the development of bioactive molecules due to its electron-withdrawing properties, which can influence metabolic stability and binding affinity. High purity grades are available to meet stringent research and industrial requirements.
1-(2-Fluoro-3-nitrophenyl)ethanol structure
1817679-73-4 structure
Product Name:1-(2-Fluoro-3-nitrophenyl)ethanol
CAS No:1817679-73-4
MF:C8H8FNO3
MW:185.152425765991
CID:4937412
Update Time:2025-10-22

1-(2-Fluoro-3-nitrophenyl)ethanol Chemical and Physical Properties

Names and Identifiers

    • 1-(2-Fluoro-3-nitrophenyl)ethanol
    • Inchi: 1S/C8H8FNO3/c1-5(11)6-3-2-4-7(8(6)9)10(12)13/h2-5,11H,1H3
    • InChI Key: KVJWJTRLDZZNNH-UHFFFAOYSA-N
    • SMILES: FC1C(=CC=CC=1C(C)O)[N+](=O)[O-]

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 194
  • XLogP3: 1.4
  • Topological Polar Surface Area: 66

1-(2-Fluoro-3-nitrophenyl)ethanol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A019123109-5g
1-(2-Fluoro-3-nitrophenyl)ethanol
1817679-73-4 95%
5g
$1314.54 2023-09-02
Alichem
A019123109-10g
1-(2-Fluoro-3-nitrophenyl)ethanol
1817679-73-4 95%
10g
$1559.76 2023-09-02
Alichem
A019123109-25g
1-(2-Fluoro-3-nitrophenyl)ethanol
1817679-73-4 95%
25g
$2626.40 2023-09-02

Additional information on 1-(2-Fluoro-3-nitrophenyl)ethanol

Introduction to 1-(2-Fluoro-3-nitrophenyl)ethanol (CAS No. 1817679-73-4)

1-(2-Fluoro-3-nitrophenyl)ethanol, identified by its Chemical Abstracts Service (CAS) number 1817679-73-4, is a significant compound in the realm of pharmaceutical chemistry and medicinal research. This compound belongs to the class of aromatic alcohols, characterized by a phenyl ring substituted with both a fluoro and a nitro group, linked to an ethanol moiety. The unique structural features of this molecule make it a valuable intermediate in the synthesis of various pharmacologically active agents, particularly in the development of novel therapeutic entities.

The presence of both fluorine and nitro substituents in the phenyl ring imparts distinct electronic and steric properties to 1-(2-Fluoro-3-nitrophenyl)ethanol. The fluorine atom, being highly electronegative, influences the electron density distribution across the aromatic system, thereby affecting reactivity and binding interactions with biological targets. On the other hand, the nitro group introduces a strong electron-withdrawing effect, which can modulate the pharmacokinetic and pharmacodynamic profiles of derivatives derived from this compound.

In recent years, there has been growing interest in leveraging such structurally complex molecules for drug discovery. The combination of fluorine and nitro functionalities has been particularly explored in the design of kinase inhibitors, anticancer agents, and antimicrobial compounds. For instance, studies have demonstrated that fluorinated aromatic compounds can enhance binding affinity to protein targets due to their ability to engage in favorable π-stacking interactions and hydrogen bonding networks. Similarly, nitro groups have been utilized to introduce metabolic stability and improve solubility characteristics in drug candidates.

1-(2-Fluoro-3-nitrophenyl)ethanol itself has not been extensively studied as an independent therapeutic agent; however, its utility as a building block in medicinal chemistry is well-documented. Researchers have utilized this compound to synthesize derivatives with enhanced biological activity. For example, modifications at the ethanol moiety or further functionalization of the phenyl ring have led to compounds exhibiting potent inhibitory effects against various disease-causing enzymes and receptors.

One notable area where 1-(2-Fluoro-3-nitrophenyl)ethanol has found application is in the development of small-molecule inhibitors targeting protein-protein interactions (PPIs). PPIs are critical mediators of numerous cellular processes and are often implicated in diseases such as cancer and inflammation. The structural features of this compound allow it to mimic natural ligands or disrupt aberrant interactions by binding to specific pockets within target proteins. Recent advancements in computational chemistry have enabled more efficient design strategies for PPI modulators, with 1-(2-Fluoro-3-nitrophenyl)ethanol serving as a key scaffold in these efforts.

The synthesis of 1-(2-Fluoro-3-nitrophenyl)ethanol involves multi-step organic transformations that require precise control over reaction conditions. The introduction of both fluoro and nitro groups necessitates careful selection of reagents and catalysts to ensure high yield and purity. Advances in synthetic methodologies, such as transition-metal-catalyzed cross-coupling reactions and flow chemistry techniques, have streamlined the production process for this compound, making it more accessible for research applications.

In conclusion, 1-(2-Fluoro-3-nitrophenyl)ethanol (CAS No. 1817679-73-4) represents a versatile intermediate with significant potential in pharmaceutical research. Its unique structural composition facilitates the development of novel therapeutic agents targeting various diseases. As our understanding of molecular interactions continues to evolve, compounds like 1-(2-Fluoro-3-nitrophenyl)ethanol will undoubtedly play a crucial role in shaping the future of drug discovery and development.

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