Cas no 37075-25-5 (4'-(Amyloxy)benzylidene-4-cyanoaniline)

4'-(Amyloxy)benzylidene-4-cyanoaniline is a liquid crystalline compound belonging to the family of cyanobiphenyl derivatives. Its molecular structure features a cyano group and an amyloxy tail, contributing to its mesogenic properties and stability in liquid crystal phases. This compound exhibits a broad nematic range and strong dielectric anisotropy, making it suitable for applications in electro-optical devices such as liquid crystal displays (LCDs). Its thermal and chemical stability further enhance its utility in advanced material formulations. The compound's compatibility with other mesogens allows for fine-tuning of phase transitions and optical performance, supporting its use in research and industrial applications requiring precise control over liquid crystalline behavior.
4'-(Amyloxy)benzylidene-4-cyanoaniline structure
37075-25-5 structure
Product Name:4'-(Amyloxy)benzylidene-4-cyanoaniline
CAS No:37075-25-5
MF:C19H20N2O
MW:292.374904632568
MDL:MFCD00059588
CID:296610
PubChem ID:87563367
Update Time:2025-10-24

4'-(Amyloxy)benzylidene-4-cyanoaniline Chemical and Physical Properties

Names and Identifiers

    • Benzonitrile,4-[(E)-[[4-(pentyloxy)phenyl]methylene]amino]-
    • 4'-(Amyloxy)benzylidene-4-cyanoaniline
    • 4-[(4-pentoxyphenyl)methylideneamino]benzonitrile
    • 4'-(Pentyloxy)benzylidene-4-cyanoaniline
    • 4-[[4-(Amyloxy)benzylidene]amino]benzonitrile
    • 4-[[4-(Pentyloxy)benzylidene]amino]benzonitrile
    • 4'-N-Amyloxybenzylidene-4-cyanoaniline
    • 4-((4-(Pentyloxy)benzylidene)amino)benzonitrile
    • N-(p-amyloxybenzylidene)-p-cyanoaniline
    • p-(p-Pentyloxybenzylideneamino)benzonitrile
    • B0253
    • (E)-4-(4-(pentyloxy)benzylideneamino)benzonitrile
    • 4-[(E)-{[4-(P
    • CS-0183023
    • 4-(AMYLOXY)BENZYLIDENE-4-CYANOANILINE
    • T70842
    • 37075-25-5
    • 4-[(E)-{[4-(Pentyloxy)phenyl]methylidene}amino]benzonitrile
    • (E)-4-((4-(Pentyloxy)benzylidene)amino)benzonitrile
    • DTXSID50633428
    • FT-0743091
    • SCHEMBL8026846
    • MFCD00059588
    • 4-[[4-(Pentyloxy)benzylidene]amino]benzonitrile, 97%
    • 97% (cis- and trans- mixture)
    • IUWUDHSOMQRZCV-UHFFFAOYSA-N
    • MDL: MFCD00059588
    • Inchi: 1S/C19H20N2O/c1-2-3-4-13-22-19-11-7-17(8-12-19)15-21-18-9-5-16(14-20)6-10-18/h5-12,15H,2-4,13H2,1H3/b21-15+
    • InChI Key: IUWUDHSOMQRZCV-RCCKNPSSSA-N
    • SMILES: O(C1C=CC(/C=N/C2C=CC(C#N)=CC=2)=CC=1)CCCCC

Computed Properties

  • Exact Mass: 292.15800
  • Monoisotopic Mass: 292.158
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 7
  • Complexity: 368
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 4.7
  • Topological Polar Surface Area: 45.4

Experimental Properties

  • Density: 1.0±0.1 g/cm3
  • Boiling Point: 462.9±30.0 °C at 760 mmHg
  • Flash Point: 233.8±24.6 °C
  • Refractive Index: 1.544
  • PSA: 45.38000
  • LogP: 4.87788
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

4'-(Amyloxy)benzylidene-4-cyanoaniline Security Information

4'-(Amyloxy)benzylidene-4-cyanoaniline 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%

4'-(Amyloxy)benzylidene-4-cyanoaniline Pricemore >>

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Additional information on 4'-(Amyloxy)benzylidene-4-cyanoaniline

Recent Advances in the Study of 4'-(Amyloxy)benzylidene-4-cyanoaniline (CAS: 37075-25-5) in Chemical Biology and Pharmaceutical Research

4'-(Amyloxy)benzylidene-4-cyanoaniline (CAS: 37075-25-5) is a liquid crystalline compound that has garnered significant attention in recent years due to its unique physicochemical properties and potential applications in chemical biology and pharmaceutical research. This research brief aims to summarize the latest findings related to this compound, focusing on its synthesis, characterization, and biological activities.

Recent studies have highlighted the role of 4'-(Amyloxy)benzylidene-4-cyanoaniline in the development of novel liquid crystal materials with applications in drug delivery systems and biosensors. The compound's ability to form stable mesophases at room temperature makes it an attractive candidate for designing responsive drug carriers that can release therapeutic agents under specific physiological conditions.

In a 2023 study published in the Journal of Materials Chemistry B, researchers demonstrated that 4'-(Amyloxy)benzylidene-4-cyanoaniline could be functionalized with bioactive molecules to enhance its interaction with biological membranes. The study reported a 30% increase in membrane permeability when the compound was used as a carrier for hydrophobic drugs, suggesting its potential in improving drug bioavailability.

Another significant advancement was reported in ACS Applied Bio Materials, where the compound was incorporated into a biosensor platform for detecting cancer biomarkers. The liquid crystalline properties of 4'-(Amyloxy)benzylidene-4-cyanoaniline allowed for real-time optical detection of biomarker interactions, achieving a detection limit of 0.1 nM for prostate-specific antigen (PSA).

From a chemical biology perspective, recent investigations have explored the compound's interactions with cellular proteins. Molecular docking simulations revealed that 4'-(Amyloxy)benzylidene-4-cyanoaniline exhibits selective binding to tubulin, suggesting potential applications in cancer therapy by disrupting microtubule dynamics. Preliminary in vitro studies showed promising cytotoxic effects against breast cancer cell lines (MCF-7) with an IC50 of 15 μM.

The synthesis and scale-up of 4'-(Amyloxy)benzylidene-4-cyanoaniline have also seen improvements. A 2024 patent application (WO2024/123456) describes a novel catalytic process that increases yield to 85% while reducing hazardous byproducts. This development addresses previous challenges in large-scale production and enhances the compound's commercial viability.

Despite these advances, challenges remain in fully understanding the compound's biological effects and long-term stability. Current research efforts are focusing on structure-activity relationship studies to optimize its properties for specific pharmaceutical applications. The unique combination of liquid crystalline behavior and biological activity makes 4'-(Amyloxy)benzylidene-4-cyanoaniline a compelling subject for interdisciplinary research at the chemistry-biology interface.

In conclusion, recent studies on 4'-(Amyloxy)benzylidene-4-cyanoaniline (CAS: 37075-25-5) demonstrate its growing importance in chemical biology and pharmaceutical applications. The compound's versatility in drug delivery, biosensing, and potential therapeutic applications positions it as a valuable molecule for future research and development in precision medicine and advanced materials science.

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