Cas no 3464-18-4 (3-phenylpyrrolidine-2,5-dione)

3-Phenylpyrrolidine-2,5-dione is a versatile heterocyclic compound featuring a pyrrolidine-2,5-dione core substituted with a phenyl group at the 3-position. This structure imparts significant utility in organic synthesis, particularly as a building block for pharmaceuticals and agrochemicals. Its rigid, bicyclic framework enhances stability while providing a reactive scaffold for further functionalization. The compound’s electrophilic carbonyl groups enable selective modifications, making it valuable for constructing complex molecular architectures. Additionally, its aromatic phenyl moiety contributes to π-stacking interactions, which can influence binding affinity in biologically active compounds. Suitable for use in medicinal chemistry and material science, 3-phenylpyrrolidine-2,5-dione offers a balance of reactivity and structural diversity for advanced research applications.
3-phenylpyrrolidine-2,5-dione structure
3-phenylpyrrolidine-2,5-dione structure
Product Name:3-phenylpyrrolidine-2,5-dione
CAS No:3464-18-4
MF:C10H9NO2
MW:175.183962583542
MDL:MFCD00158656
CID:292632
PubChem ID:568890
Update Time:2025-10-25

3-phenylpyrrolidine-2,5-dione Chemical and Physical Properties

Names and Identifiers

    • 2,5-Pyrrolidinedione, 3-phenyl-
    • 3-Phenylpyrrolidine-2,5-dione
    • 2-phenylsuccinimide
    • 3-Phenyl-2,5-pyrrolidinedione
    • 3-Phenyl-pyrrolidin-2,5-dion
    • 3-phenyl-pyrrolidine-2,5-dione
    • 3-phenylsuccinimide
    • 4-phenylsuccinimide
    • AC1LC3FZ
    • AC1Q6EBQ
    • CTK1B7555
    • F2189-0121
    • SureCN1567424
    • SY152711
    • EN300-14419
    • AKOS017277933
    • SCHEMBL1567424
    • Z104341276
    • AMY433
    • HMS1772P06
    • BS-13727
    • phenylsuccinimide
    • 3-Phenyl-2,5-pyrrolidinedione #
    • NS00113852
    • MFCD00158656
    • AKOS001136637
    • DTXSID20340970
    • CHEMBL4549469
    • 3464-18-4
    • STK182854
    • 3-phenylpyrrolidine-2,5-dione
    • MDL: MFCD00158656
    • Inchi: 1S/C10H9NO2/c12-9-6-8(10(13)11-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,11,12,13)
    • InChI Key: FVSWNQYFMNGPLF-UHFFFAOYSA-N
    • SMILES: O=C1C(C2C=CC=CC=2)CC(N1)=O

Computed Properties

  • Exact Mass: 175.06337
  • Monoisotopic Mass: 175.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 231
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.7
  • Topological Polar Surface Area: 46.2?2

Experimental Properties

  • PSA: 46.17

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3-phenylpyrrolidine-2,5-dione Suppliers

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(CAS:3464-18-4)3-phenylpyrrolidine-2,5-dione
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Stock Status:in Stock
Quantity:250mg/1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 23:33
Price ($):192.0/390.0

3-phenylpyrrolidine-2,5-dione Related Literature

Additional information on 3-phenylpyrrolidine-2,5-dione

3-Phenylpyrrolidine-2,5-dione (CAS No. 3464-18-4): A Comprehensive Overview

3-Phenylpyrrolidine-2,5-dione, also known by its CAS registry number 3464-18-4, is a versatile and intriguing compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the class of pyrrolidinediones, which are five-membered ring structures containing two ketone groups. The presence of a phenyl group attached to the pyrrolidine ring introduces unique electronic and steric properties, making 3-phenylpyrrolidine-2,5-dione a valuable molecule for various applications.

The molecular structure of 3-phenylpyrrolidine-2,5-dione consists of a pyrrolidine ring with two ketone groups at positions 2 and 5. The phenyl group at position 3 imparts aromaticity and enhances the compound's stability. This structure allows for a wide range of reactivity, particularly in nucleophilic addition and condensation reactions. Recent studies have highlighted its potential as a building block in the synthesis of complex organic molecules, including bioactive compounds and advanced materials.

One of the most notable applications of 3-phenylpyrrolidine-2,5-dione is in the field of drug discovery. Researchers have explored its role as a precursor for the synthesis of bioactive agents with potential anti-inflammatory, anticancer, and neuroprotective properties. For instance, a study published in the *Journal of Medicinal Chemistry* demonstrated that derivatives of 3-phenylpyrrolidine-2,5-dione exhibit promising activity against inflammatory cytokines, suggesting their potential use in treating chronic inflammatory diseases.

In addition to its pharmacological applications, 3-phenylpyrrolidine-2,5-dione has found utility in materials science. Its ability to form stable coordination complexes with transition metals has led to its use in catalysis and the development of new materials with tailored electronic properties. A recent breakthrough reported in *Nature Communications* revealed that metalloporphyrin derivatives synthesized from 3-phenylpyrrolidine-2,5-dione exhibit exceptional catalytic activity for CO2 reduction under visible light irradiation.

The synthesis of 3-phenylpyrrolidine-2,5-dione involves several methods, each offering distinct advantages depending on the desired scale and purity. One common approach is the cyclocondensation reaction between phenylacetonitrile and diketones under acidic conditions. This method has been optimized to achieve high yields and excellent stereochemical control. Another promising route involves biocatalytic methods using enzymes such as ketoreductases or aldolases, which offer an environmentally friendly alternative to traditional chemical synthesis.

From an environmental perspective, researchers have investigated the biodegradation pathways of 3-phenylpyrrolidine-2,5-dione to assess its ecological impact. Studies conducted under simulated environmental conditions suggest that this compound undergoes rapid microbial degradation under aerobic conditions, minimizing its persistence in natural ecosystems.

In conclusion, 3-phenvlpyrrolidine--dione (CAS No. 3464--18--4) stands out as a multifaceted compound with diverse applications across multiple disciplines. Its unique chemical properties and versatile reactivity continue to drive innovative research efforts aimed at unlocking its full potential in drug discovery, catalysis, and materials science.

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Amadis Chemical Company Limited
(CAS:3464-18-4)3-phenylpyrrolidine-2,5-dione
A1156446
Purity:99%/99%
Quantity:250mg/1g
Price ($):192.0/390.0
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