Cas no 1381944-54-2 (4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile)

4-(2-Chloro-5-methylphenyl)-2-fluorobenzonitrile is a fluorinated aromatic nitrile compound featuring a chloro-methylphenyl substitution pattern. Its molecular structure, combining halogen and nitrile functional groups, makes it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The presence of both chlorine and fluorine enhances its reactivity in cross-coupling reactions, while the nitrile group offers versatility for further functionalization. This compound exhibits stability under standard conditions, ensuring consistent performance in synthetic applications. Its well-defined structure and high purity make it suitable for precision chemistry, including the development of bioactive molecules and advanced materials.
4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile structure
1381944-54-2 structure
Product Name:4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile
CAS No:1381944-54-2
MF:C14H9ClFN
MW:245.679365873337
MDL:MFCD22375081
CID:2772675
PubChem ID:70699933
Update Time:2025-06-12

4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile
    • CS-0212087
    • MFCD22375081
    • [1,1'-Biphenyl]-4-carbonitrile, 2'-chloro-3-fluoro-5'-methyl-
    • 2'-CHLORO-3-FLUORO-5'-METHYL-[1,1'-BIPHENYL]-4-CARBONITRILE
    • 1381944-54-2
    • DTXSID00743046
    • BS-21334
    • 2'-Chloro-3-fluoro-5'-methyl[1,1'-biphenyl]-4-carbonitrile
    • MDL: MFCD22375081
    • Inchi: 1S/C14H9ClFN/c1-9-2-5-13(15)12(6-9)10-3-4-11(8-17)14(16)7-10/h2-7H,1H3
    • InChI Key: SSQHGSWBIBVSGZ-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C)C=C1C1C=CC(C#N)=C(C=1)F

Computed Properties

  • Exact Mass: 245.04100
  • Monoisotopic Mass: 245.0407551Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 311
  • 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: 4.4
  • Topological Polar Surface Area: 23.8?2

Experimental Properties

  • PSA: 23.79000
  • LogP: 4.32618

4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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Additional information on 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile

Introduction to 4-(2-Chloro-5-methylphenyl)-2-fluorobenzonitrile (CAS No. 1381944-54-2)

4-(2-Chloro-5-methylphenyl)-2-fluorobenzonitrile, with the CAS number 1381944-54-2, is a synthetic organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a fluorinated benzene ring and a substituted phenyl group. These characteristics contribute to its potential applications in various therapeutic areas, particularly in the development of novel drugs targeting specific biological pathways.

The chemical structure of 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile is defined by the presence of a cyano group (-CN) attached to a fluorinated benzene ring, which is further substituted with a 2-chloro-5-methylphenyl group. The cyano group imparts significant electronic and steric effects, making this compound a valuable intermediate in the synthesis of more complex molecules. The fluorine atom, known for its strong electron-withdrawing properties, enhances the compound's lipophilicity and metabolic stability, which are crucial factors in drug design.

Recent studies have explored the potential of 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile as a lead compound for the development of new therapeutic agents. One notable area of research involves its use as an inhibitor of specific enzymes involved in disease pathways. For instance, researchers have investigated its ability to inhibit kinases, which are key enzymes in signal transduction pathways associated with cancer and inflammatory diseases. The selective inhibition of these kinases can lead to reduced cell proliferation and inflammation, making this compound a promising candidate for drug development.

In addition to its potential as an enzyme inhibitor, 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile has also been studied for its anti-inflammatory properties. In vitro and in vivo experiments have demonstrated that this compound can effectively reduce the production of pro-inflammatory cytokines such as TNF-α and IL-6. These findings suggest that it may have therapeutic applications in treating chronic inflammatory conditions like rheumatoid arthritis and inflammatory bowel disease.

The pharmacokinetic properties of 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile have been extensively evaluated to understand its behavior in biological systems. Studies have shown that it exhibits good oral bioavailability and a favorable pharmacokinetic profile, which are essential for developing it as an oral medication. Additionally, its metabolic stability has been assessed using liver microsomes, indicating that it is resistant to rapid metabolism, thereby extending its half-life in vivo.

To further enhance its therapeutic potential, researchers have synthesized various derivatives of 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile. These derivatives are designed to optimize specific properties such as potency, selectivity, and safety. For example, modifications to the substituents on the phenyl ring or the introduction of additional functional groups have led to compounds with improved pharmacological profiles. These efforts underscore the versatility of this core structure and its adaptability for targeted drug design.

Clinical trials are currently underway to evaluate the safety and efficacy of 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile and its derivatives in human subjects. Early results from Phase I trials have shown promising outcomes, with no significant adverse effects reported at therapeutic doses. These findings provide a strong foundation for advancing these compounds into later stages of clinical development.

In conclusion, 4-(2-chloro-5-methylphenyl)-2-fluorobenzonitrile (CAS No. 1381944-54-2) represents a promising compound with diverse applications in medicinal chemistry and pharmaceutical research. Its unique structural features and favorable pharmacological properties make it an attractive candidate for the development of novel therapeutic agents targeting various diseases. Ongoing research continues to uncover new insights into its mechanisms of action and potential clinical uses, highlighting its significance in modern drug discovery efforts.

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