Production Method 1

97603-92-4

97582-88-2

Reaction Conditions

1.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Tetrahydrofuran

Reference

Preparation of triazolo[1,5-c]pyrimidines as potential antiasthma agents

Medwid, Jeffrey B.; Paul, Rolf; Baker, Jannie S.; Brockman, John A.; Du, Mila T.; et al, Journal of Medicinal Chemistry, 1990, 33(4), 1230-41

Production Method 2

97582-88-2

Reaction Conditions

Reference

The synthesis of aryl difluoromethyl derivatives

, World Intellectual Property Organization, , ,

Production Method 3

17378-82-4

44498-05-7

873-62-1

97582-88-2

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Dimethylformamide ;  4 h, 75 °C

Reference

Decarboxylative Trifluoromethylating Reagent [Cu(O2CCF3)(phen)] and Difluorocarbene Precursor [Cu(phen)2][O2CCF2Cl]

Lin, Xiaoxi; Hou, Chuanqi; Li, Haohong; Weng, Zhiqiang, Chemistry - A European Journal, 2016, 22(6), 2075-2084

Production Method 4

97603-92-4

97582-88-2

Reaction Conditions

1.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Tetrahydrofuran

Reference

5-Substituted-[1,2,4]triazolo[1,5-c]pyrimidin-2-amines

, Federal Republic of Germany, , ,

Production Method 5

97582-88-2

Reaction Conditions

Reference

Preparation of the rock inhibitor and their medical applications

, World Intellectual Property Organization, , ,

3-(Difluoromethoxy)benzonitrile Raw materials

• Benzaldehyde, 3-(difluoromethoxy)-, oxime
• Copper(1+),bis(1,10-phenanthroline-kN1,kN10)-, (T-4)-
• Acetic acid, 2-chloro-2,2-difluoro-, ion(1-)
• M-cyanophenol

3-(Difluoromethoxy)benzonitrile Preparation Products

• 3-(Difluoromethoxy)benzonitrile (97582-88-2)

• 1. Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process?
  Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
• 2. Establishment and implications of a characterization method for magnetic nanoparticle using cell tracking velocimetry and magnetic susceptibility modified solutions
  Huading Zhang,Lee R. Moore,Maciej Zborowski,P. Stephen Williams,Shlomo Margel,Jeffrey J. Chalmers Analyst, 2005,130, 514-527
• 3. Empowering microfluidics by micro-3D printing and solution-based mineral coating?
  Hongxia Li,Aikifa Raza,Qiaoyu Ge,Jin-You Lu,TieJun Zhang Soft Matter, 2020,16, 6841-6849
• 4. Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field
  XuxinCheng,XiaomingChen,PengyuanFan
• 5. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers

Recent Advances in the Study of 3-(Difluoromethoxy)benzonitrile (CAS: 97582-88-2) in Chemical Biology and Pharmaceutical Research

3-(Difluoromethoxy)benzonitrile (CAS: 97582-88-2) is a fluorinated aromatic compound that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound, characterized by its difluoromethoxy and benzonitrile functional groups, serves as a key intermediate in the synthesis of various bioactive molecules. Recent studies have explored its potential as a building block for novel pharmaceuticals, particularly in the development of kinase inhibitors and anti-inflammatory agents. The unique electronic properties imparted by the difluoromethoxy group enhance the metabolic stability and bioavailability of derived compounds, making it a valuable scaffold in drug design.

One of the most notable applications of 3-(Difluoromethoxy)benzonitrile is its role in the synthesis of kinase inhibitors. Kinases are critical targets in cancer therapy, and the incorporation of this compound into inhibitor designs has shown promising results in preclinical studies. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 3-(Difluoromethoxy)benzonitrile exhibited potent inhibitory activity against EGFR (epidermal growth factor receptor) mutants, which are often implicated in non-small cell lung cancer. The study highlighted the compound's ability to improve binding affinity and selectivity, thereby reducing off-target effects.

In addition to its role in oncology, 3-(Difluoromethoxy)benzonitrile has been investigated for its anti-inflammatory properties. A recent study in Bioorganic & Medicinal Chemistry Letters (2024) reported the synthesis of novel anti-inflammatory agents using this compound as a core structure. The researchers found that the difluoromethoxy group significantly reduced oxidative stress and cytokine production in vitro, suggesting potential applications in treating chronic inflammatory diseases such as rheumatoid arthritis. These findings underscore the compound's dual utility in both cancer and inflammatory disorders.

The synthetic pathways for 3-(Difluoromethoxy)benzonitrile have also been optimized in recent years. A 2024 paper in Organic Process Research & Development detailed a scalable and cost-effective method for its production, utilizing palladium-catalyzed cross-coupling reactions. This advancement addresses previous challenges related to yield and purity, facilitating its broader adoption in industrial and academic settings. The paper also emphasized the environmental benefits of the new method, which reduces the use of hazardous reagents and minimizes waste generation.

Looking ahead, the potential of 3-(Difluoromethoxy)benzonitrile extends beyond its current applications. Emerging research suggests its utility in the development of agrochemicals and materials science, where its unique chemical properties could lead to innovations in crop protection and polymer design. However, further studies are needed to fully elucidate its mechanisms of action and optimize its derivatives for specific applications. Collaborative efforts between academia and industry will be crucial in unlocking the full potential of this versatile compound.

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