Cas no 3589-45-5 (3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile)

3-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile is a versatile nitrile-functionalized isoindoline derivative, primarily utilized as an intermediate in organic synthesis and pharmaceutical applications. Its key structural features include a reactive cyano group and a phthalimide moiety, enabling its use in cyclization reactions, polymer modification, and as a precursor for bioactive compounds. The compound exhibits good thermal stability and solubility in common organic solvents, facilitating its integration into multistep synthetic processes. Its rigid isoindoline core contributes to controlled reactivity, making it valuable for constructing complex heterocyclic frameworks. The product is typically handled under standard laboratory conditions, with purity levels tailored to meet specific synthetic requirements.
3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile structure
3589-45-5 structure
Product Name:3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile
CAS No:3589-45-5
MF:C11H8N2O2
MW:200.193422317505
MDL:MFCD00090743
CID:314896
PubChem ID:352169
Update Time:2025-06-13

3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile Chemical and Physical Properties

Names and Identifiers

    • 2H-Isoindole-2-propanenitrile,1,3-dihydro-1,3-dioxo-
    • 3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)propanenitrile
    • 3-(1,3-dioxoisoindol-2-yl)propanenitrile
    • N‐(2‐CYANOETHYL)PHTHALIMIDE
    • 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile
    • 3-(1,3-dioxobenzo[c]azolin-2-yl)propanenitrile
    • 3-(1,3-dioxoisoindolin-2-yl)propanenitrile
    • 3-(1,3-dioxoisoindolin-2-yl)-propionitrile
    • 3-N-phthalimidopropionitrile
    • N-(2-Cyanoethyl)phthalimide
    • N-(3-cyanoethyl)-phthalimide
    • nitrile of 3-phthalimidopropionic acid
    • NSC-525246
    • 2-(2-CYANOETHYL)PHTHALIMIDE
    • HMS1631B20
    • SR-01000148679
    • DTXSID00326196
    • EN300-55133
    • BB 0221947
    • 3589-45-5
    • SY059762
    • F1703-0123
    • MFCD00090743
    • 1H-Isoindole-2-propanenitrile, 2,3-dihydro-1,3-dioxo-
    • CS-0117087
    • SB64330
    • AC5990
    • SCHEMBL6993290
    • AMY39182
    • VS-02996
    • NSC525246
    • A924013
    • AKOS000181298
    • SR-01000148679-1
    • Z54335998
    • 3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propi onitrile
    • 2H-Isoindole-2-propanenitrile, 1,3-dihydro-1,3-dioxo-
    • N-(2-CYANOETHYL)-PHTHALIMIDE
    • BBL011644
    • ALBB-017800
    • STK291056
    • MDL: MFCD00090743
    • Inchi: 1S/C11H8N2O2/c12-6-3-7-13-10(14)8-4-1-2-5-9(8)11(13)15/h1-2,4-5H,3,7H2
    • InChI Key: LOOWMCWVRNEZLZ-UHFFFAOYSA-N
    • SMILES: O=C1C2C=CC=CC=2C(N1CCC#N)=O

Computed Properties

  • Exact Mass: 200.05900
  • Monoisotopic Mass: 200.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 318
  • 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: 61.2?2

Experimental Properties

  • PSA: 61.17000
  • LogP: 1.13418

3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile 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%

3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile Pricemore >>

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3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:3589-45-5)3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile
Order Number:A924013
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 14:38
Price ($):384.0

Additional information on 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile

Professional Introduction to 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile (CAS No. 3589-45-5)

3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile is a significant compound in the field of chemical and pharmaceutical research, characterized by its complex molecular structure and diverse potential applications. This compound, identified by the CAS number 3589-45-5, has garnered attention due to its structural uniqueness and its role in various synthetic pathways. The presence of multiple functional groups, including a nitrile group and an isoindole core, makes it a versatile intermediate in organic synthesis and drug development.

The compound's structure is particularly noteworthy for its potential in medicinal chemistry. The 1,3-dioxo-2,3-dihydro-1H-isoindol moiety is a key feature that contributes to its reactivity and biological activity. This moiety has been studied extensively for its role in the synthesis of bioactive molecules, including potential pharmacophores in drug discovery. The nitrile group further enhances its utility as a building block in the construction of more complex molecules, making it valuable for researchers exploring new therapeutic agents.

Recent advancements in synthetic chemistry have highlighted the importance of such intermediates in the development of novel drugs. The ability to functionalize the 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile scaffold allows for the creation of diverse derivatives with tailored biological properties. This flexibility has been exploited in several research groups aiming to develop new treatments for various diseases.

In particular, the isoindole core has shown promise in the development of antimicrobial and anti-inflammatory agents. Studies have demonstrated that modifications around this core can lead to compounds with enhanced efficacy against resistant strains of bacteria and reduced toxicity profiles. The nitrile group also plays a crucial role in these interactions, often serving as a hydrogen bond acceptor or participating in π-stacking interactions with biological targets.

The compound's reactivity makes it an attractive candidate for further exploration in catalytic processes. Researchers have leveraged its structural features to develop novel catalysts for asymmetric synthesis, which is crucial for producing enantiomerically pure drugs with minimal side effects. The ability to generate chiral centers at specific positions within the molecule is essential for many pharmaceutical applications.

The pharmaceutical industry has been particularly interested in derivatives of 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile due to their potential as kinase inhibitors. Kinases are enzymes involved in numerous cellular processes, and their dysregulation is associated with various diseases, including cancer. By designing molecules that specifically interact with these enzymes, researchers aim to develop targeted therapies that can modulate cellular signaling pathways.

Additionally, the compound has been investigated for its role in materials science. Its unique electronic properties make it a candidate for use in organic semiconductors and light-emitting diodes (OLEDs). The ability to fine-tune its electronic characteristics through structural modifications opens up possibilities for developing advanced materials with applications in electronics and optoelectronics.

The synthesis of 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile involves multi-step organic reactions that require precise control over reaction conditions. Advanced techniques such as flow chemistry have been employed to improve yield and purity while reducing waste generation. These methods align with the growing emphasis on sustainable chemistry practices within the industry.

Ongoing research continues to uncover new applications for this compound. Collaborative efforts between academic institutions and pharmaceutical companies are driving innovation by combining expertise in synthetic chemistry with computational modeling to predict and validate new derivatives' biological activity. This interdisciplinary approach is essential for accelerating the discovery of next-generation therapeutics.

The future prospects for 3-(1,3-dioxo-2,3-dihydro-1H-indol-2-yl)propanenitrile are promising as more researchers explore its potential. As our understanding of molecular interactions deepens, so does our ability to design compounds with specific therapeutic effects. This compound stands as a testament to the power of molecular design in addressing complex biological challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:3589-45-5)3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile
A924013
Purity:99%
Quantity:5g
Price ($):384.0
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