• 1. Mechanistic insights into amination via nucleophilic aromatic substitution
  Junu Kim,Yusuke Hayashi,Sara Badr,Kazuya Okamoto,Toshikazu Hakogi,Haruo Furukawa,Satoshi Yoshikawa,Hayao Nakanishi,Hirokazu Sugiyama React. Chem. Eng. 2023 8 2060
• 2. Photocatalytic C–N cross-coupling mediated by heterogeneous nickel-coordinated carbon nitride
  Qi Zhu,En Zhao,Yajing Shen,Zupeng Chen,Weiwei Fang Org. Biomol. Chem. 2023 21 4276
• 3. Photocatalytic C–N cross-coupling mediated by heterogeneous nickel-coordinated carbon nitride
  Qi Zhu,En Zhao,Yajing Shen,Zupeng Chen,Weiwei Fang Org. Biomol. Chem. 2023 21 4276

• Solvents and Organic Chemicals Organic Compounds cyanides/Cyanides

4-(Morpholin-4-yl)benzonitrile: A Versatile Chemical Intermediate with Expanding Applications

4-(Morpholin-4-yl)benzonitrile (CAS No. 10282-31-2) is an important organic compound that has gained significant attention in pharmaceutical research and specialty chemical synthesis. This morpholine-substituted benzonitrile derivative serves as a valuable building block in medicinal chemistry, particularly in the development of kinase inhibitors and other bioactive molecules.

The compound features a unique molecular structure combining a benzonitrile core with a morpholine moiety, which contributes to its interesting physicochemical properties. With a molecular formula of C11H12N2O and molecular weight of 188.23 g/mol, this pale yellow to white crystalline powder has become increasingly important in modern drug discovery programs.

Recent trends in pharmaceutical research have shown growing interest in 4-(morpholin-4-yl)phenyl derivatives as privileged scaffolds for drug design. The compound's nitrile functional group offers versatile reactivity for further chemical transformations, while the morpholine ring often contributes to improved solubility and bioavailability in drug candidates.

In synthetic applications, 4-(morpholin-4-yl)benzonitrile serves as a key intermediate for preparing various biologically active compounds. Researchers have utilized it in the synthesis of:

? Protein kinase inhibitors targeting cancer pathways
? Modulators of cellular signaling pathways
? Fluorescent probes for biological imaging
? Materials with optoelectronic properties

The global market for morpholine-containing intermediates like 4-(morpholin-4-yl)benzonitrile has shown steady growth, driven by increasing R&D investments in pharmaceutical and biotechnology sectors. According to recent market analyses, the demand for such specialized building blocks is expected to grow at a CAGR of 5-7% over the next five years.

From a synthetic chemistry perspective, the compound offers several advantages. The electron-withdrawing nitrile group activates the aromatic ring for nucleophilic substitutions, while the morpholine nitrogen can participate in hydrogen bonding interactions. These features make it particularly valuable in designing molecules with specific binding properties.

Recent publications in medicinal chemistry journals highlight the compound's utility in developing selective kinase inhibitors. Several research groups have reported successful incorporation of the 4-(morpholin-4-yl)phenyl moiety into lead compounds showing promising activity against various disease targets.

Quality specifications for 4-(morpholin-4-yl)benzonitrile typically include purity ≥98% (HPLC), with strict controls on residual solvents and heavy metals. The compound is generally stable under recommended storage conditions (room temperature, protected from moisture), though prolonged exposure to strong acids or bases should be avoided.

Environmental and safety considerations for handling 4-(morpholin-4-yl)benzonitrile include standard laboratory precautions. While not classified as highly hazardous, proper personal protective equipment (gloves, safety glasses) is recommended when working with the compound in powder form to prevent irritation.

Analytical characterization of 4-(morpholin-4-yl)benzonitrile typically involves techniques such as:
? HPLC for purity assessment
? NMR spectroscopy (1H and 13C) for structural confirmation
? Mass spectrometry for molecular weight verification
? Melting point determination for physical property evaluation

The compound's growing importance is reflected in patent literature, with numerous applications citing 4-(morpholin-4-yl)benzonitrile derivatives as key components in novel therapeutic agents. This trend underscores the scaffold's versatility in addressing diverse biological targets.

Future research directions for 4-(morpholin-4-yl)benzonitrile may explore its potential in:
? Development of targeted cancer therapies
? Design of novel antimicrobial agents
? Creation of functional materials with specialized properties
? Applications in chemical biology and probe development

For researchers sourcing 4-(morpholin-4-yl)benzonitrile, important considerations include supplier reliability, batch-to-batch consistency, and comprehensive analytical documentation. The compound is available from several specialty chemical providers in quantities ranging from milligrams to kilograms.

In conclusion, 4-(morpholin-4-yl)benzonitrile (CAS 10282-31-2) represents a valuable chemical tool with broad utility in drug discovery and materials science. Its unique structural features and synthetic versatility ensure its continued importance in scientific research and industrial applications.

• 152387-40-1(Benzonitrile, 4-(1,4,7,10-tetraoxa-13-azacyclopentadec-13-yl)-)
• 204078-32-0(2-(morpholin-4-yl)benzonitrile)
• 7025-91-4(Morpholine,4-(3-methylphenyl)-)
• 78252-12-7(5-Amino-2-morpholinobenzonitrile)
• 3077-16-5(4-(4-Methylphenyl)morpholine)
• 159277-23-3(Benzonitrile, 4-[(2-hydroxyethyl)methylamino]-)
• 59504-49-3(3-Amino-4-morpholinobenzonitrile)
• 927699-57-8(4-[4-(2-methoxyethyl)-1-piperazinyl]-Benzonitrile)
• 204078-31-9(3-(morpholin-4-yl)benzonitrile)
• 643087-34-7(Benzonitrile, 3-[(2-hydroxyethyl)methylamino]-)