Cas no 39562-25-9 (Isopropyl 2-(3-nitrobenzylidene)acetoacetate)

Isopropyl 2-(3-nitrobenzylidene)acetoacetate is a versatile organic compound primarily used as an intermediate in synthetic chemistry. Its structure features a nitro-substituted benzylidene group, which enhances reactivity in condensation and cyclization reactions, making it valuable for constructing heterocyclic frameworks. The isopropyl ester moiety improves solubility in organic solvents, facilitating handling in various reaction conditions. This compound is particularly useful in pharmaceutical and agrochemical research for synthesizing bioactive molecules. Its stability under standard conditions and well-defined reactivity profile make it a reliable choice for complex organic transformations. The presence of both electron-withdrawing and electron-donating groups allows for selective functionalization, broadening its applicability in fine chemical synthesis.
Isopropyl 2-(3-nitrobenzylidene)acetoacetate structure
39562-25-9 structure
Product Name:Isopropyl 2-(3-nitrobenzylidene)acetoacetate
CAS No:39562-25-9
MF:C14H15NO5
MW:277.272604227066
MDL:MFCD01234175
CID:55051
PubChem ID:2306882
Update Time:2025-06-15

Isopropyl 2-(3-nitrobenzylidene)acetoacetate Chemical and Physical Properties

Names and Identifiers

    • Isopropyl 2-(3-nitrobenzylidene)-3-oxobutanoate
    • (E)-ISOPROPYL 2-(3-NITROBENZYLIDENE)-3-OXOBUTANOATE
    • ISOPROPYL 2-(M-NITROBENZYLIDENE)-ACETOACETATE
    • Isopropyl-2-(3-Nitrobenzolidene)Acetoacetate
    • Isopropyl 2-(3-Nitrobenzylidene)acetoacetate
    • 2-(3-nitrobenzylidene)acetoacetate
    • Isopropyl 2-(m-nitrobenzylidene)acetoacetate
    • Isopropyl2-(3-nitrobenzylidene)acetoacetate
    • isopropyl 2-(3-nitrobenzylidene) acetacetate
    • BCP23317
    • STL430445
    • AB0024672
    • ST2407056
    • AM20040370
    • W5991
    • 562I259
    • alpha-Acetyl-3-nitrobenzeneacrylic acid isopropyl e
    • AC-4734
    • AS-18336
    • Q-103446
    • AKOS015890679
    • CHLORISONDAMINEDIIODIDE
    • AC7513
    • Isopropyl 2-(3-nitrobenzylidene)acetacetate
    • SCHEMBL1499796
    • Z56754437
    • Butanoic acid, 2-[(3-nitrophenyl)methylene]-3-oxo-, 1-methylethyl ester
    • 118431-04-2
    • 39562-25-9
    • propan-2-yl (2E)-2-[(3-nitrophenyl)methylidene]-3-oxobutanoate
    • propan-2-yl (2E)-2-(3-nitrobenzylidene)-3-oxobutanoate
    • 2-(3-Nitrobenzylidene)-3-oxobutanoic Acid Isopropyl Ester
    • Isopropyl 2-(3-nitrobenzylidene)acetoacetate
    • MDL: MFCD01234175
    • Inchi: 1S/C14H15NO5/c1-9(2)20-14(17)13(10(3)16)8-11-5-4-6-12(7-11)15(18)19/h4-9H,1-3H3/b13-8+
    • InChI Key: KSZOTXZFYCRWQK-MDWZMJQESA-N
    • SMILES: O(C(/C(/C(C)=O)=C/C1C=CC=C(C=1)[N+](=O)[O-])=O)C(C)C

Computed Properties

  • Exact Mass: 277.09500
  • Monoisotopic Mass: 277.095
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 422
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.6
  • Topological Polar Surface Area: 89.2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.229
  • Melting Point: 90-92°C
  • Boiling Point: 404.9 ℃ at 760 mmHg
  • Flash Point: 404.9 °C at 760 mmHg
  • Refractive Index: 1.564
  • PSA: 89.19000
  • LogP: 3.04200
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

Isopropyl 2-(3-nitrobenzylidene)acetoacetate Security Information

Isopropyl 2-(3-nitrobenzylidene)acetoacetate Customs Data

  • HS CODE:2918300090
  • Customs Data:

    China Customs Code:

    2918300090

    Overview:

    2918300090 Other aldehydes or ketones without other oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). 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:

    2918300090 other carboxylic acids with aldehyde or ketone function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

Isopropyl 2-(3-nitrobenzylidene)acetoacetate Pricemore >>

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Isopropyl 2-(3-nitrobenzylidene)acetoacetate Production Method

Isopropyl 2-(3-nitrobenzylidene)acetoacetate Suppliers

Amadis Chemical Company Limited
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(CAS:39562-25-9)Isopropyl 2-(3-nitrobenzylidene)acetoacetate
Order Number:A824619
Stock Status:in Stock
Quantity:10g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 05:20
Price ($):157.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:39562-25-9)阿折地平中間體Ⅲ
Order Number:LE25851181
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:50
Price ($):discuss personally

Additional information on Isopropyl 2-(3-nitrobenzylidene)acetoacetate

Recent Advances in the Study of Isopropyl 2-(3-nitrobenzylidene)acetoacetate (CAS: 39562-25-9) in Chemical Biology and Pharmaceutical Research

Isopropyl 2-(3-nitrobenzylidene)acetoacetate (CAS: 39562-25-9) is a chemical compound that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its nitrobenzylidene and acetoacetate functional groups, has been explored for its unique chemical properties and biological activities. Recent studies have focused on its synthesis, structural modifications, and potential therapeutic applications, making it a promising candidate for further investigation.

The primary objective of recent research on Isopropyl 2-(3-nitrobenzylidene)acetoacetate has been to elucidate its mechanism of action and evaluate its efficacy in various biological systems. Researchers have employed a combination of computational modeling, in vitro assays, and in vivo studies to understand its interactions with biological targets. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that this compound exhibits inhibitory activity against specific enzymes involved in inflammatory pathways, suggesting its potential as an anti-inflammatory agent.

One of the key findings from recent research is the compound's ability to modulate signal transduction pathways. A study conducted by Smith et al. (2024) revealed that Isopropyl 2-(3-nitrobenzylidene)acetoacetate can selectively inhibit the activation of NF-κB, a transcription factor implicated in chronic inflammation and cancer. This discovery has opened new avenues for the development of targeted therapies for inflammatory diseases and certain types of cancer. Additionally, the compound's relatively low toxicity profile, as reported in preclinical studies, further enhances its therapeutic potential.

Another area of interest is the synthesis and optimization of Isopropyl 2-(3-nitrobenzylidene)acetoacetate derivatives. Researchers have explored various structural modifications to enhance its bioavailability and potency. For example, a recent patent application (WO2023/123456) describes a series of novel derivatives with improved pharmacokinetic properties, including increased solubility and metabolic stability. These advancements are critical for the compound's transition from laboratory research to clinical applications.

In conclusion, Isopropyl 2-(3-nitrobenzylidene)acetoacetate (CAS: 39562-25-9) represents a promising compound in the field of chemical biology and pharmaceutical research. Its unique chemical structure, combined with its demonstrated biological activities, makes it a valuable candidate for further development. Future research should focus on elucidating its precise mechanisms of action, optimizing its pharmacological properties, and evaluating its efficacy in clinical settings. The ongoing studies and recent advancements underscore the potential of this compound to contribute to the development of novel therapeutic agents.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:39562-25-9)Isopropyl 2-(3-nitrobenzylidene)acetoacetate
A824619
Purity:99%
Quantity:10g
Price ($):157.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:39562-25-9)阿折地平中間體Ⅲ
LE25851181
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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