Cas no 28537-73-7 (1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis-)

1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- is a bifunctional compound featuring two maleimide groups linked by an octane spacer. Its structure enables efficient cross-linking in polymer and material science applications, particularly in the synthesis of thermally stable and mechanically robust networks. The extended alkyl chain enhances flexibility and solubility in organic matrices, facilitating homogeneous incorporation. This compound is valuable in covalent bonding with thiol-containing molecules, making it suitable for bioconjugation, surface modification, and advanced material design. Its reactivity under mild conditions and compatibility with various substrates underscore its utility in research and industrial applications requiring precise molecular architecture.
1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- structure
28537-73-7 structure
Product Name:1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis-
CAS No:28537-73-7
MF:C16H20N2O4
MW:304.341004371643
MDL:MFCD01318348
CID:253630
PubChem ID:573537
Update Time:2025-05-23

1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis-
    • 1,8-BIS(MALEIMIDE)OCTANE
    • 1-[8-(2,5-dioxopyrrol-1-yl)octyl]pyrrole-2,5-dione
    • 1,8-Bis-maleinimido-octan
    • bis-N-maleimido-1,8-octane
    • Maleimide,N,N'-octamethylenedi
    • N,N'-Octamethylen-bis-maleimid
    • N,N'-Octamethylendimaleinimid
    • DTXSID50341511
    • 1H-Pyrrole-2,5-dione, 1,1'-(1,8-octanediyl)bis-
    • 1,8-bis-Maleimidooctane
    • 1-[8-(2, 5-dioxopyrrol-1-yl)octyl]pyrrole-2, 5-dione
    • N,N'-Octamethylenebismaleimide
    • 1,1'-(octane-1,8-diyl)bis(1H-pyrrole-2,5-dione)
    • 1,8-Dimaleimidooctane
    • AKOS005067906
    • Maleimide, N,N'-octamethylenedi-
    • LCZC787
    • 28537-73-7
    • SCHEMBL549042
    • 1,8-Bismaleimidooctane
    • MDL: MFCD01318348
    • Inchi: 1S/C16H20N2O4/c19-13-7-8-14(20)17(13)11-5-3-1-2-4-6-12-18-15(21)9-10-16(18)22/h7-10H,1-6,11-12H2
    • InChI Key: VXPOITUJBTZGNG-UHFFFAOYSA-N
    • SMILES: O=C1C=CC(N1CCCCCCCCN1C(C=CC1=O)=O)=O

Computed Properties

  • Exact Mass: 304.14200
  • Monoisotopic Mass: 304.142
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 9
  • Complexity: 452
  • 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
  • XLogP3: 1.2
  • Topological Polar Surface Area: 74.8?2

Experimental Properties

  • Density: 1.243
  • Boiling Point: 484°Cat760mmHg
  • Flash Point: 219.1°C
  • Refractive Index: 1.557
  • PSA: 74.76000
  • LogP: 1.05280

1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- Customs Data

  • HS CODE:2925190090
  • Customs Data:

    China Customs Code:

    2925190090

    Overview:

    2925190090 Other imides and their derivative salts. 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:

    2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- Pricemore >>

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1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- Related Literature

Additional information on 1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis-

Professional Introduction to 1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- (CAS No. 28537-73-7)

1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- is a significant compound in the field of chemical and pharmaceutical research. This bifunctional pyrrole derivative (CAS No. 28537-73-7) has garnered considerable attention due to its unique structural properties and potential applications in medicinal chemistry. The compound features a pyrrole-2,5-dione core linked by a 1,8-octanediyl bridge, which imparts distinct physicochemical characteristics and opens up diverse possibilities for synthetic modifications and biological evaluations.

The structure of 1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- is characterized by its rigid aromatic system and the presence of two reactive sites—the carbonyl groups at the 2 and 5 positions of the pyrrole ring. This configuration allows for facile functionalization via condensation reactions or nucleophilic additions, making it a versatile building block for the synthesis of more complex molecules. The 1,8-octanediyl linker not only enhances solubility in certain organic solvents but also provides a spatially extended structure that could influence molecular interactions in biological systems.

In recent years, the application of pyrrole derivatives in pharmaceutical development has seen remarkable advancements. The bifunctional nature of 1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- has been exploited in the design of novel heterocyclic compounds with potential therapeutic effects. For instance, studies have demonstrated its utility in generating pharmaceutical intermediates that exhibit antimicrobial and anti-inflammatory properties. The reactivity of the carbonyl groups allows for further derivatization into esters or amides, which are common motifs in drug molecules.

One of the most intriguing aspects of this compound is its role as a precursor in medicinal chemistry. Researchers have leveraged its structural framework to develop small-molecule inhibitors targeting various biological pathways. Notably, the pyrrole-2,5-dione core is known to interact with biological macromolecules through hydrogen bonding and π-stacking interactions. These features have been harnessed to create ligands for enzyme inhibition, particularly in the context of proteases and kinases involved in cancer metabolism.

The synthetic versatility of 1H-Pyrrole-2,5-dione,1,1'-(1,8-octanediyl)bis- has also been highlighted in recent synthetic chemistry literature. The compound serves as an effective scaffold for constructing more complex architectures through cross-coupling reactions or cyclization processes. For example, palladium-catalyzed coupling reactions have been employed to introduce aryl or vinyl groups at the reactive positions of the pyrrole ring. Such modifications can enhance binding affinity to biological targets or improve pharmacokinetic profiles.

Moreover, the biological activity of derivatives derived from this compound has been extensively studied. In vitro assays have revealed that certain modifications can lead to compounds with potent effects on cellular processes relevant to neurological disorders and metabolic diseases. The flexibility provided by the 1,8-octanediyl linker allows for tuning the conformational dynamics of these molecules, which may be critical for their interaction with biological receptors or enzymes.

The pharmaceutical industry's interest in this class of compounds stems from their potential as drug candidates or as tools for mechanistic studies. The ability to modify both ends of the molecule provides chemists with a high degree of control over its properties. This has led to several patents being filed for novel derivatives with improved efficacy and reduced side effects compared to existing treatments.

Recent advances in computational chemistry have further accelerated the development process for these compounds. Molecular modeling techniques have been used to predict how different substituents will affect the binding affinity and selectivity of 1H-Pyrrole-2,5-dione derivatives towards specific targets. This approach has enabled researchers to design molecules with optimized properties before conducting costly experimental syntheses.

The future directions for research on this compound are promising. Ongoing studies aim to explore its potential as an antimicrobial agent, particularly against drug-resistant strains of bacteria. Additionally, nanotechnology applications are being investigated where this molecule could serve as a component in drug delivery systems due to its ability to form stable aggregates or complexes with other therapeutic agents.

In conclusion,1H-Pyrrole-2,5-dione, 1,(,(,)*) is a multifaceted compound with significant implications for pharmaceutical research and development (CAS No.). Its unique structural features offer opportunities for creating novel therapeutics targeting various diseases while providing chemists with a versatile scaffold for synthetic innovation () (*). As research continues () (*), it is likely that new applications will emerge () (*), further solidifying its importance () (*) (*). (*)

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