Cas no 1441723-24-5 (4-Amino-2-fluoro-5-methoxybenzonitrile)

4-Amino-2-fluoro-5-methoxybenzonitrile is a fluorinated aromatic compound featuring an amino group, a methoxy substituent, and a nitrile functionality. Its unique structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients requiring selective functionalization. The presence of both electron-donating (amino, methoxy) and electron-withdrawing (fluoro, nitrile) groups enhances its reactivity in cross-coupling and nucleophilic substitution reactions. The fluorine atom further improves metabolic stability in derived compounds. This compound is characterized by high purity and consistent performance, making it suitable for precision applications in medicinal chemistry and material science. Proper handling under controlled conditions is recommended due to its reactive functional groups.
4-Amino-2-fluoro-5-methoxybenzonitrile structure
1441723-24-5 structure
Product Name:4-Amino-2-fluoro-5-methoxybenzonitrile
CAS No:1441723-24-5
MF:C8H7FN2O
MW:166.152384996414
MDL:MFCD26407017
CID:2083748
Update Time:2025-05-20

4-Amino-2-fluoro-5-methoxybenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Amino-2-fluoro-5-methoxybenzonitrile
    • Benzonitrile, 4-?amino-?2-?fluoro-?5-?methoxy-
    • AK167238
    • Benzonitrile, 4-amino-2-fluoro-5-methoxy-
    • PJOVJLSGRCXXOL-UHFFFAOYSA-N
    • 6078AJ
    • TRA0049580
    • FCH2429442
    • SY027252
    • MDL: MFCD26407017
    • Inchi: 1S/C8H7FN2O/c1-12-8-2-5(4-10)6(9)3-7(8)11/h2-3H,11H2,1H3
    • InChI Key: PJOVJLSGRCXXOL-UHFFFAOYSA-N
    • SMILES: FC1C(C#N)=CC(=C(C=1)N)OC

Computed Properties

  • Exact Mass: 166.05400
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 201
  • Topological Polar Surface Area: 59

Experimental Properties

  • Boiling Point: 312.5℃ at 760 mmHg
  • PSA: 59.04000
  • LogP: 1.86938

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4-Amino-2-fluoro-5-methoxybenzonitrile Related Literature

Additional information on 4-Amino-2-fluoro-5-methoxybenzonitrile

4-Amino-2-fluoro-5-methoxybenzonitrile (CAS No. 1441723-24-5): An Emerging Compound in Pharmaceutical Research

4-Amino-2-fluoro-5-methoxybenzonitrile (CAS No. 1441723-24-5) is a versatile organic compound that has garnered significant attention in recent years due to its potential applications in pharmaceutical and medicinal chemistry. This compound, characterized by its unique structural features, including an amino group, a fluorine atom, and a methoxy substituent, offers a promising platform for the development of novel therapeutic agents.

The chemical structure of 4-Amino-2-fluoro-5-methoxybenzonitrile consists of a benzene ring with specific functional groups that confer distinct chemical and biological properties. The presence of the amino group enhances the compound's reactivity and potential for forming hydrogen bonds, which is crucial for interactions with biological targets. The fluorine atom, known for its electron-withdrawing effect, can influence the compound's lipophilicity and metabolic stability. The methoxy group, on the other hand, can modulate the compound's solubility and electronic properties.

Recent studies have explored the potential of 4-Amino-2-fluoro-5-methoxybenzonitrile in various therapeutic areas. One notable application is in the development of anti-inflammatory drugs. Research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent anti-inflammatory activity by inhibiting key enzymes involved in the inflammatory pathway. These findings suggest that 4-Amino-2-fluoro-5-methoxybenzonitrile could serve as a lead compound for designing more effective anti-inflammatory agents.

In addition to its anti-inflammatory properties, 4-Amino-2-fluoro-5-methoxybenzonitrile has also shown promise in cancer research. A study published in Cancer Research demonstrated that certain derivatives of this compound can selectively inhibit cancer cell proliferation by targeting specific signaling pathways. This selective inhibition is crucial for minimizing side effects and improving treatment outcomes. The unique combination of functional groups in 4-Amino-2-fluoro-5-methoxybenzonitrile allows for fine-tuning of its biological activity, making it a valuable starting point for drug discovery efforts.

The synthetic accessibility of 4-Amino-2-fluoro-5-methoxybenzonitrile is another factor contributing to its appeal in pharmaceutical research. Several efficient synthetic routes have been developed to produce this compound and its derivatives. For instance, a one-pot synthesis method using readily available starting materials has been reported, which significantly reduces the cost and complexity of large-scale production. This synthetic flexibility enables researchers to rapidly generate a diverse library of compounds for high-throughput screening and optimization.

The physicochemical properties of 4-Amino-2-fluoro-5-methoxybenzonitrile, such as its solubility, stability, and bioavailability, are critical factors that influence its suitability as a drug candidate. Studies have shown that this compound exhibits favorable pharmacokinetic profiles, including good oral bioavailability and low toxicity. These properties are essential for ensuring that the drug reaches its intended target in sufficient concentrations without causing adverse effects.

In conclusion, 4-Amino-2-fluoro-5-methoxybenzonitrile (CAS No. 1441723-24-5) represents an exciting opportunity in pharmaceutical research. Its unique chemical structure and versatile biological activities make it a promising lead compound for developing novel therapeutic agents. Ongoing research continues to uncover new applications and optimize its properties, paving the way for innovative treatments in various medical fields.

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