Cas no 1803833-15-9 (5-Fluoro-4-methyl-2-nitrobenzyl alcohol)

5-Fluoro-4-methyl-2-nitrobenzyl alcohol is a fluorinated nitrobenzyl derivative with applications in organic synthesis and pharmaceutical research. Its key structural features—a fluorine substituent, methyl group, and nitro functionality—enhance its reactivity, making it a valuable intermediate for constructing complex molecules. The presence of the benzyl alcohol group allows for further functionalization, such as oxidation or substitution, while the electron-withdrawing nitro and fluoro groups influence its electronic properties. This compound is particularly useful in the development of agrochemicals, pharmaceuticals, and specialty materials due to its stability and versatility in synthetic pathways. High purity grades ensure consistent performance in research and industrial applications.
5-Fluoro-4-methyl-2-nitrobenzyl alcohol structure
1803833-15-9 structure
Product Name:5-Fluoro-4-methyl-2-nitrobenzyl alcohol
CAS No:1803833-15-9
MF:C8H8FNO3
MW:185.152425765991
CID:5001944
Update Time:2025-05-20

5-Fluoro-4-methyl-2-nitrobenzyl alcohol Chemical and Physical Properties

Names and Identifiers

    • 5-Fluoro-4-methyl-2-nitrobenzyl alcohol
    • Inchi: 1S/C8H8FNO3/c1-5-2-8(10(12)13)6(4-11)3-7(5)9/h2-3,11H,4H2,1H3
    • InChI Key: MQTJRWRGTNJBCG-UHFFFAOYSA-N
    • SMILES: FC1=CC(CO)=C(C=C1C)[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: 1.3
  • Topological Polar Surface Area: 66

5-Fluoro-4-methyl-2-nitrobenzyl alcohol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A010013745-250mg
5-Fluoro-4-methyl-2-nitrobenzyl alcohol
1803833-15-9 97%
250mg
494.40 USD 2021-07-05
Alichem
A010013745-500mg
5-Fluoro-4-methyl-2-nitrobenzyl alcohol
1803833-15-9 97%
500mg
863.90 USD 2021-07-05
Alichem
A010013745-1g
5-Fluoro-4-methyl-2-nitrobenzyl alcohol
1803833-15-9 97%
1g
1,519.80 USD 2021-07-05

Additional information on 5-Fluoro-4-methyl-2-nitrobenzyl alcohol

Recent Advances in the Study of 5-Fluoro-4-methyl-2-nitrobenzyl alcohol (CAS: 1803833-15-9) and Its Applications in Chemical Biology and Pharmaceutical Research

5-Fluoro-4-methyl-2-nitrobenzyl alcohol (CAS: 1803833-15-9) has emerged as a compound of significant interest in chemical biology and pharmaceutical research due to its unique structural properties and potential applications in drug discovery and development. Recent studies have highlighted its role as a versatile intermediate in the synthesis of bioactive molecules, particularly in the context of targeted drug delivery and photolabile protecting groups. This research brief aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, mechanistic insights, and therapeutic potential.

A recent study published in the Journal of Medicinal Chemistry explored the synthetic pathways for 5-Fluoro-4-methyl-2-nitrobenzyl alcohol, emphasizing its utility in the development of photoresponsive drug carriers. The researchers demonstrated that the nitrobenzyl moiety, when incorporated into prodrug designs, enables controlled release of active pharmaceutical ingredients (APIs) upon exposure to specific wavelengths of light. This property is particularly valuable in oncology, where localized drug activation can minimize systemic toxicity. The study also reported improved solubility and stability profiles of derivatives synthesized from this compound, further enhancing its appeal for pharmaceutical applications.

In another groundbreaking investigation, a team from the University of Cambridge utilized 5-Fluoro-4-methyl-2-nitrobenzyl alcohol as a key building block for the development of novel enzyme inhibitors. The fluorine substitution at the 5-position was found to significantly enhance binding affinity to target proteins, as evidenced by X-ray crystallography and molecular dynamics simulations. These findings were published in ACS Chemical Biology and have sparked renewed interest in the compound's potential for structure-based drug design, particularly in the treatment of neurodegenerative diseases.

The compound's mechanism of action has been further elucidated through recent computational studies. Density functional theory (DFT) calculations have provided insights into the electronic effects of the fluoro and nitro substituents, explaining the compound's unique reactivity patterns. These theoretical studies, combined with experimental data, suggest that 5-Fluoro-4-methyl-2-nitrobenzyl alcohol may serve as an excellent model system for understanding more complex nitroaromatic compounds in medicinal chemistry.

From a safety and pharmacokinetics perspective, recent preclinical evaluations have shown promising results. The compound exhibits favorable ADME (Absorption, Distribution, Metabolism, and Excretion) properties, with particular advantages in blood-brain barrier penetration. This characteristic makes it particularly valuable for CNS-targeted therapies. However, researchers caution that further toxicological studies are needed to fully assess its safety profile before clinical translation.

Looking forward, the scientific community anticipates several promising directions for research involving 5-Fluoro-4-methyl-2-nitrobenzyl alcohol. These include its potential application in PROTAC (Proteolysis Targeting Chimera) technology, where its structural features could facilitate the development of novel protein degraders. Additionally, its photolabile properties are being explored for applications in optopharmacology, a rapidly growing field that combines optics and pharmacology for precise control of drug activity.

In conclusion, 5-Fluoro-4-methyl-2-nitrobenzyl alcohol (CAS: 1803833-15-9) represents a compound of growing importance in chemical biology and pharmaceutical research. Its unique structural features, combined with recent advances in synthetic methodologies and mechanistic understanding, position it as a valuable tool for drug discovery and development. As research continues to uncover new applications and refine existing ones, this compound is likely to play an increasingly significant role in addressing current challenges in medicinal chemistry and therapeutic development.

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