Cas no 366452-97-3 (4-nitro-2,3-dihydro-1H-isoindol-1-one)

4-Nitro-2,3-dihydro-1H-isoindol-1-one is a nitro-substituted isoindolinone derivative with applications in organic synthesis and pharmaceutical research. Its structure features a fused bicyclic system with a nitro group at the 4-position, enhancing its reactivity as an intermediate in the preparation of more complex heterocyclic compounds. The compound exhibits stability under standard conditions, facilitating handling and storage. Its electron-withdrawing nitro group makes it a valuable precursor for nucleophilic substitution reactions, enabling the synthesis of diverse pharmacologically active molecules. The rigid isoindolinone core also contributes to its utility in medicinal chemistry, particularly in the development of compounds with potential biological activity.
4-nitro-2,3-dihydro-1H-isoindol-1-one structure
366452-97-3 structure
Product Name:4-nitro-2,3-dihydro-1H-isoindol-1-one
CAS No:366452-97-3
MF:C8H6N2O3
MW:178.14484167099
MDL:MFCD09701290
CID:94727
PubChem ID:21961387
Update Time:2025-06-09

4-nitro-2,3-dihydro-1H-isoindol-1-one Chemical and Physical Properties

Names and Identifiers

    • 4-Nitroisoindolin-1-one
    • 4-Nitro-1-isoindolinone
    • 4-Nitro-2,3-dihydro-isoindol-1-one
    • 4-nitro-2,3-dihydroisoindol-1-one
    • 4-nitro-2,3-dihydro-1H-isoindol-1-one
    • 1H-ISOINDOL-1-ONE, 2,3-DIHYDRO-4-NITRO-
    • HIN1745
    • RTDDSWLIZLMORY-UHFFFAOYSA-N
    • 4655AB
    • SBB089381
    • AB51010
    • 4-Nitro-2, 3-dihydro-isoindol-1-one
    • AB1010381
    • AB0070013
    • ST24023630
    • A6321
    • AM20040291
    • Z2515207
    • EN300-300006
    • J-515875
    • Z1198221041
    • SCHEMBL869059
    • Y10065
    • AC-28869
    • EC-0724
    • 366452-97-3
    • SY112413
    • DTXSID90620852
    • MFCD09701290
    • AKOS005072373
    • FT-0726821
    • 2,3-Dihydro-4-nitro-1H-isoindol-1-one
    • CS-0043689
    • 4-NITRO-2,3-DIHYDRO-1H-ISOINDOLIN-1-ONE
    • MDL: MFCD09701290
    • Inchi: 1S/C8H6N2O3/c11-8-5-2-1-3-7(10(12)13)6(5)4-9-8/h1-3H,4H2,(H,9,11)
    • InChI Key: RTDDSWLIZLMORY-UHFFFAOYSA-N
    • SMILES: O=C1C2C=CC=C(C=2CN1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 178.03800
  • Monoisotopic Mass: 178.038
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 248
  • 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
  • Topological Polar Surface Area: 74.9
  • XLogP3: 0.6

Experimental Properties

  • Color/Form: No data available
  • Density: 1.5±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 488.8°C at 760 mmHg
  • Flash Point: 249.4±28.7 °C
  • Refractive Index: 1.632
  • PSA: 74.92000
  • LogP: 1.69020

4-nitro-2,3-dihydro-1H-isoindol-1-one Security Information

4-nitro-2,3-dihydro-1H-isoindol-1-one Customs Data

  • HS CODE:2933790090
  • Customs Data:

    China Customs Code:

    2933790090

    Overview:

    2933790090 Other lactams. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:9.0% general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

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4-nitro-2,3-dihydro-1H-isoindol-1-one Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:366452-97-3)4-nitro-2,3-dihydro-1H-isoindol-1-one
Order Number:A6321
Stock Status:in Stock
Quantity:25.0g/50.0g/100.0g/250.0g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:04
Price ($):243.0/413.0/702.0/1405.0

Additional information on 4-nitro-2,3-dihydro-1H-isoindol-1-one

Comprehensive Overview of 4-nitro-2,3-dihydro-1H-isoindol-1-one (CAS No. 366452-97-3): Properties, Applications, and Industry Insights

The compound 4-nitro-2,3-dihydro-1H-isoindol-1-one (CAS No. 366452-97-3) is a nitro-substituted isoindolinone derivative that has garnered significant attention in pharmaceutical and agrochemical research. Its unique molecular structure, featuring a nitro group at the 4-position of the isoindolinone core, makes it a versatile intermediate for synthesizing biologically active molecules. Researchers are increasingly exploring its potential in drug discovery, particularly in the development of kinase inhibitors and antimicrobial agents.

In recent years, the demand for nitro-heterocyclic compounds like 4-nitro-2,3-dihydro-1H-isoindol-1-one has surged due to their role in addressing global health challenges. The compound's ability to modulate enzymatic activity aligns with current trends in precision medicine and targeted therapy, topics frequently searched in scientific databases. Its structural motif is also relevant to green chemistry initiatives, as researchers seek sustainable methods for nitro-group functionalization.

From a synthetic chemistry perspective, CAS 366452-97-3 serves as a valuable building block for scaffold hopping strategies—a technique widely discussed in AI-driven drug design forums. The compound's electron-deficient aromatic system enables diverse transformations, including palladium-catalyzed cross-coupling reactions, which are pivotal in modern medicinal chemistry. This adaptability answers frequent search queries about "versatile nitro-aromatic intermediates in drug synthesis."

The physicochemical properties of 4-nitro-isoindolinone contribute to its pharmaceutical relevance. With a molecular weight of 178.15 g/mol and moderate lipophilicity, it exhibits favorable drug-like properties—a key consideration in bioavailability optimization studies. Analytical techniques such as HPLC and LC-MS (common search terms in analytical chemistry) are typically employed to characterize its purity, reflecting industry standards for high-value chemical intermediates.

In material science applications, the nitro-isoindolone structure demonstrates intriguing photophysical behavior. Recent publications highlight its potential in organic electronics, particularly as an electron-accepting component in OLED materials—a trending topic in renewable energy discussions. This dual applicability in life sciences and advanced materials positions 366452-97-3 as a compound bridging multiple research domains.

Quality control protocols for 4-nitro-2,3-dihydro-1H-isoindol-1-one emphasize stringent impurity profiling, addressing common industry concerns about process-related impurities in API synthesis. The compound's stability under various storage conditions (a frequently searched practical question) has been documented in accelerated degradation studies, ensuring reliable performance in downstream applications.

Emerging research explores the structure-activity relationship (SAR) of nitro-substituted isoindolinones, with computational chemistry approaches gaining traction. Molecular docking studies (a hot topic in cheminformatics communities) suggest interactions with biological targets involved in inflammatory pathways, potentially answering search queries about "novel anti-inflammatory scaffolds."

The synthesis of CAS 366452-97-3 typically involves nitration of precursor isoindolinones, with recent methodological improvements focusing on atom economy and waste reduction—key phrases in sustainable chemistry searches. Patent literature reveals innovative protection-deprotection strategies for the lactam moiety during functionalization, demonstrating the compound's synthetic versatility.

From a commercial standpoint, 4-nitro-2,3-dihydro-1H-isoindol-1-one suppliers increasingly address FAQs about custom synthesis options and scale-up capabilities, reflecting market demands for flexible procurement solutions. The compound's inclusion in screening libraries for fragment-based drug discovery (a growing search term) further underscores its importance in modern pharmaceutical R&D pipelines.

Ongoing studies investigate the metabolic fate of nitro-isoindolinone derivatives, responding to industry needs for early ADME/Tox profiling. Such data is crucial for researchers querying "nitro-group metabolism in drug candidates." The compound's balanced solubility-permeability characteristics make it particularly interesting for formulation scientists addressing drug delivery challenges.

In conclusion, 4-nitro-2,3-dihydro-1H-isoindol-1-one (CAS No. 366452-97-3) represents a multifaceted chemical entity with expanding applications across therapeutic development and advanced materials. Its scientific relevance continues to grow alongside emerging technologies like AI-assisted molecular design and continuous flow chemistry, positioning it as a compound of enduring interest to researchers and industry professionals alike.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:366452-97-3)4-nitro-2,3-dihydro-1H-isoindol-1-one
A6321
Purity:99%/99%/99%/99%
Quantity:25.0g/50.0g/100.0g/250.0g
Price ($):243.0/413.0/702.0/1405.0
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