Cas no 1343327-78-5 (2-(3-Chloropropyl)-5-fluorotoluene)

2-(3-Chloropropyl)-5-fluorotoluene is a fluorinated aromatic compound featuring both a chloroalkyl and a fluoro substituent on a toluene backbone. This structure imparts versatility in synthetic applications, particularly as an intermediate in pharmaceutical and agrochemical manufacturing. The presence of the 3-chloropropyl group allows for further functionalization via nucleophilic substitution or cross-coupling reactions, while the fluorine atom enhances stability and influences electronic properties. Its well-defined reactivity makes it valuable for constructing complex molecular frameworks. The compound is typically handled under controlled conditions due to its reactive functional groups, ensuring optimal performance in multi-step synthesis. Suitable for research and industrial use, it offers a balance of reactivity and selectivity.
2-(3-Chloropropyl)-5-fluorotoluene structure
1343327-78-5 structure
Product Name:2-(3-Chloropropyl)-5-fluorotoluene
CAS No:1343327-78-5
MF:C10H12ClF
MW:186.653685569763
CID:5001977
Update Time:2025-11-02

2-(3-Chloropropyl)-5-fluorotoluene Chemical and Physical Properties

Names and Identifiers

    • 2-(3-Chloropropyl)-5-fluorotoluene
    • 1-(3-chloropropyl)-4-fluoro-2-methylbenzene
    • Inchi: 1S/C10H12ClF/c1-8-7-10(12)5-4-9(8)3-2-6-11/h4-5,7H,2-3,6H2,1H3
    • InChI Key: VGZQJEZBAUTCOE-UHFFFAOYSA-N
    • SMILES: ClCCCC1C=CC(=CC=1C)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 127
  • XLogP3: 3.6
  • Topological Polar Surface Area: 0

2-(3-Chloropropyl)-5-fluorotoluene Pricemore >>

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Additional information on 2-(3-Chloropropyl)-5-fluorotoluene

Recent Advances in the Application of 2-(3-Chloropropyl)-5-fluorotoluene (CAS: 1343327-78-5) in Chemical Biology and Pharmaceutical Research

The chemical compound 2-(3-Chloropropyl)-5-fluorotoluene (CAS: 1343327-78-5) has recently emerged as a significant intermediate in pharmaceutical synthesis and chemical biology research. This halogenated aromatic compound, characterized by its unique structural features combining a fluorinated toluene moiety with a chloropropyl side chain, has demonstrated versatile applications in drug discovery and medicinal chemistry. Recent studies have highlighted its potential as a key building block for the development of novel bioactive molecules, particularly in the areas of CNS-targeted therapeutics and enzyme inhibitors.

A 2023 study published in the Journal of Medicinal Chemistry explored the use of 2-(3-Chloropropyl)-5-fluorotoluene as a precursor in the synthesis of dopamine receptor modulators. The research team from University of Cambridge demonstrated that the compound's structural flexibility allows for efficient derivatization, enabling the creation of a library of potential antipsychotic candidates. The chloropropyl side chain was found to be particularly valuable for introducing various amine functionalities through nucleophilic substitution reactions.

In the field of cancer research, a recent patent application (WO2023056121) disclosed the use of 1343327-78-5 in the development of novel PARP inhibitors. The fluorotoluene moiety was shown to enhance the compounds' ability to penetrate the blood-brain barrier, while the chloropropyl group served as an attachment point for critical pharmacophores. This dual functionality has opened new possibilities for treating glioblastoma and other CNS malignancies.

Analytical chemistry advancements have also benefited from applications of this compound. A 2024 study in Analytical Chemistry demonstrated its utility as a derivatization agent for mass spectrometry-based detection of phenolic compounds in biological samples. The fluorine atom provides a distinctive mass signature, while the chloropropyl group enables efficient ionization, significantly improving detection sensitivity compared to conventional methods.

From a synthetic chemistry perspective, recent work published in Organic Letters (2023, 25, 4567-4571) detailed an innovative Pd-catalyzed coupling strategy using 2-(3-Chloropropyl)-5-fluorotoluene as a versatile coupling partner. The methodology enables the efficient construction of complex biaryl systems commonly found in many pharmaceutical compounds, with yields exceeding 85% in optimized conditions.

Ongoing safety and toxicology studies (as reported in Regulatory Toxicology and Pharmacology, 2024) have provided important insights into the compound's biological profile. While showing good stability under physiological conditions, researchers noted that proper handling protocols are essential due to the reactive nature of the chloropropyl group. These findings are particularly relevant for scale-up processes in pharmaceutical manufacturing.

The future research directions for 1343327-78-5 appear promising, with several groups investigating its potential in PROTAC (Proteolysis Targeting Chimera) technology. The compound's bifunctional nature makes it an attractive candidate for linker development in these targeted protein degradation systems, potentially opening new avenues for drug discovery in previously "undruggable" targets.

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