Cas no 580-74-5 (Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis-)

Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis- structure
580-74-5 structure
Product Name:Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis-
CAS No:580-74-5
MF:C18H12N2O2
MW:288.300084114075
CID:367861
PubChem ID:5378293
Update Time:2025-11-01

Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis- Chemical and Physical Properties

Names and Identifiers

    • Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis-
    • 1,4-Di-p-oxyphenyl-2,3-di-isonitrilo-1,3-butadiene
    • (1Z,3Z)-2,3-diisocyano-1,4-bis(4-hydroxyphenyl)buta-1,3-diene
    • 1,4-Bis-(4-hydroxy-phenyl)-2,3-diisocyan-buta-1,3-dien
    • 1,4-bis-(4-hydroxy-phenyl)-2,3-diisocyano-buta-1,3-diene
    • Brevicid
    • Brevicide
    • Brevicide-x
    • Ethylene isocyanide, bis(p-hydroxybenzylidene)-
    • Nsc179485
    • Ophthocillin
    • Trianthil
    • XANTHOCILINX
    • Xanthocillin
    • XANTHOCILLINX
    • Xantocillin
    • 1,4-BIS(P-HYDROXYPHENYL)-2,3-DIISONITRILO-1,3-BUTADIENE
    • Xantocilina
    • Antibiotic obtained from cultures of Penicillium notatum or the same substance produced by any other means
    • UNII-EX637I77PC
    • 1,3-di-isonitrilo-1,3-butadien
    • XANTHOCILLIN X [MI]
    • Brevicide, Xanthocillin X
    • (1Z, 3Z)-2,3-diisocyano-1,4-bis(4-hydroxyphenyl)buta-1,3-diene
    • CS-0085072
    • 4-[(1Z,3Z)-4-(4-hydroxyphenyl)-2,3-diisocyanobuta-1,3-dienyl]phenol
    • EINECS 234-271-3
    • CHEMBL1977264
    • HY-122404
    • Xanthocillinum
    • NSC227183
    • Xanthocillin (x)
    • 4-13-00-02885 (Beilstein Handbook Reference)
    • 11042-38-9
    • Xantocillinum
    • BRN 3700094
    • UNII-06Z55VZ40D
    • 4,4'-((1Z,3Z)-2,3-Diisocyanobuta-1,3-diene-1,4-diyl)diphenol
    • Xantocilina [INN-Spanish]
    • WLN: QR D1UYNU1&YNU1&U1R DQ
    • DTXSID801018149
    • 06Z55VZ40D
    • BS-1175
    • SCHEMBL4264133
    • Xantocilline [INN-French]
    • Xanthocillin X
    • 4,4'-((1Z,3Z)-2,3-DIISOCYANO-1,3-BUTADIENE-1,4-DIYL)BISPHENOL
    • Xantyrid
    • NSC-227183
    • 580-74-5
    • Xantocillinum [INN-Latin]
    • EX637I77PC
    • Phenol,4'-(2,3-diisocyano-1,3-butadiene-1,4-diyl)bis-
    • 1,4-Di-p-oxyphenyl-2,3-di-isonitrilo-1,3-butadien
    • XANTOCILLIN [WHO-DD]
    • SCHEMBL3773785
    • AKOS040742829
    • NSC-179485
    • Xantocilline
    • Xantocillin [INN]
    • Xantocillin [INN:BAN]
    • Inchi: 1S/C18H12N2O2/c1-19-17(11-13-3-7-15(21)8-4-13)18(20-2)12-14-5-9-16(22)10-6-14/h3-12,21-22H/b17-11-,18-12-
    • InChI Key: YBMVKDUTYAGKEW-WHYMJUELSA-N
    • SMILES: OC1C=CC(=CC=1)/C=C(/C(=C/C1C=CC(=CC=1)O)/[N+]#[C-])\[N+]#[C-]

Computed Properties

  • Exact Mass: 288.09000
  • Monoisotopic Mass: 288.09
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 3
  • Complexity: 480
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 2
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: 3.1
  • Topological Polar Surface Area: 49.2A^2

Experimental Properties

  • Density: 1.2396 (rough estimate)
  • Boiling Point: 430.53°C (rough estimate)
  • Flash Point: °C
  • Refractive Index: 1.5800 (estimate)
  • PSA: 40.46000
  • LogP: 2.77980

Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Biosynth
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Additional information on Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis-

Recent Advances in the Study of Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis- (CAS: 580-74-5)

Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis- (CAS: 580-74-5) is a specialized chemical compound that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential applications. Recent studies have focused on its synthesis, characterization, and biological activities, shedding light on its potential as a building block for novel therapeutics and diagnostic agents.

The compound's structure, featuring diisocyano and phenolic groups, enables it to participate in diverse chemical reactions, making it a valuable intermediate in the synthesis of complex molecules. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the development of fluorescent probes for cellular imaging, leveraging its ability to form stable conjugates with biomolecules. The study highlighted its high selectivity and sensitivity in detecting reactive oxygen species (ROS) in live cells, which is crucial for understanding oxidative stress-related diseases.

Another recent investigation, reported in ACS Chemical Biology, explored the antimicrobial properties of derivatives of Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis-. The researchers synthesized a series of analogs and evaluated their efficacy against multidrug-resistant bacterial strains. The results indicated that certain derivatives exhibited potent activity against Staphylococcus aureus and Escherichia coli, with minimal cytotoxicity to mammalian cells. This finding opens new avenues for the development of next-generation antibiotics.

In addition to its biological applications, the compound has also been investigated for its role in materials science. A 2024 study in Advanced Materials described its incorporation into polymer networks to create stimuli-responsive materials. These materials exhibited tunable mechanical properties and responsiveness to pH changes, making them suitable for drug delivery systems and smart coatings. The researchers emphasized the compound's versatility in cross-linking reactions, which enhances the stability and functionality of the resulting materials.

Despite these promising developments, challenges remain in the large-scale synthesis and purification of Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis-. Recent efforts have focused on optimizing reaction conditions to improve yield and reduce byproducts. For instance, a 2023 patent application disclosed a novel catalytic system that significantly enhances the efficiency of the synthesis process, paving the way for industrial-scale production.

In conclusion, Phenol,4,4'-[(1Z,3Z)-2,3-diisocyano-1,3-butadiene-1,4-diyl]bis- (CAS: 580-74-5) represents a versatile and promising compound with wide-ranging applications in chemical biology, pharmaceuticals, and materials science. Ongoing research continues to uncover its potential, and future studies are expected to further elucidate its mechanisms of action and expand its utility in therapeutic and diagnostic contexts.

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