Cas no 89278-25-1 (4-Nitro-1-naphthaleneacetic Acid)

4-Nitro-1-naphthaleneacetic Acid is a nitro-substituted naphthalene derivative with a carboxylic acid functional group, commonly utilized in organic synthesis and pharmaceutical research. Its structure, featuring both a nitro group and an acetic acid side chain, makes it a versatile intermediate for the preparation of more complex compounds, including dyes, agrochemicals, and bioactive molecules. The nitro group enhances reactivity in electrophilic and nucleophilic substitution reactions, while the carboxylic acid moiety allows for further derivatization. This compound is valued for its stability and consistent performance in synthetic applications, particularly in the development of naphthalene-based scaffolds. Proper handling and storage are recommended due to its potential sensitivity to light and moisture.
4-Nitro-1-naphthaleneacetic Acid structure
89278-25-1 structure
Product Name:4-Nitro-1-naphthaleneacetic Acid
CAS No:89278-25-1
MF:C12H9NO4
MW:231.204163312912
MDL:MFCD00016803
CID:726500
PubChem ID:3021428
Update Time:2025-11-06

4-Nitro-1-naphthaleneacetic Acid Chemical and Physical Properties

Names and Identifiers

    • 1-Naphthaleneaceticacid, 4-nitro-
    • 2-(4-nitronaphthalen-1-yl)acetic acid
    • (4-nitro-[1]naphthyl)-acetic acid
    • (4-Nitro-[1]naphthyl)-essigsaeure
    • (4-nitro-naphthalen-1-yl)-acetic acid
    • 1-Naphthaleneaceticacid,4-nitro
    • 4-nitro-1-naphthaleneacetic acid
    • 4-Nitronaphthalene-1-acetic acid
    • EINECS 289-483-9
    • 4-NITRO-1-NAPHTHALENE ACETIC ACID
    • 4-NITRO-1-NAPHTHALENE ACETIC ACID 97%
    • 1-Naphthaleneacetic acid, 4-nitro-
    • SCHEMBL2515818
    • CS-0458637
    • NS00039317
    • UNII-AV6Q7052IX
    • SY058532
    • AV6Q7052IX
    • 89278-25-1
    • AKOS027381135
    • DTXSID10237603
    • ZQKCRZQJMZQAOY-UHFFFAOYSA-N
    • AC7143
    • MFCD00016803
    • (4-Nitro-1-naphthyl)acetic acid
    • 4-Nitro-1-naphthaleneacetic Acid
    • MDL: MFCD00016803
    • Inchi: 1S/C12H9NO4/c14-12(15)7-8-5-6-11(13(16)17)10-4-2-1-3-9(8)10/h1-6H,7H2,(H,14,15)
    • InChI Key: ZQKCRZQJMZQAOY-UHFFFAOYSA-N
    • SMILES: C1(CC(O)=O)=C2C(C=CC=C2)=C([N+]([O-])=O)C=C1

Computed Properties

  • Exact Mass: 231.05300
  • Monoisotopic Mass: 231.053158
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 312
  • 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: 83.1
  • XLogP3: 2.5

Experimental Properties

  • Density: 1.419
  • Melting Point: 154.5-156.5 °C
  • Boiling Point: 464.9°C at 760 mmHg
  • Flash Point: 203°C
  • Refractive Index: 1.683
  • PSA: 83.12000
  • LogP: 2.89830
  • pka: 3.82±0.30(Predicted)

4-Nitro-1-naphthaleneacetic Acid Customs Data

  • HS CODE:2916399090
  • Customs Data:

    China Customs Code:

    2916399090

    Overview:

    2916399090 Other aromatic monocarboxylic acids. 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, Acrylic acid\Acrylates or esters shall be packaged clearly

    Summary:

    2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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4-Nitro-1-naphthaleneacetic Acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:89278-25-1)4-Nitro-1-naphthaleneacetic Acid
Order Number:A916744
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 13:00
Price ($):690.0

4-Nitro-1-naphthaleneacetic Acid Related Literature

Additional information on 4-Nitro-1-naphthaleneacetic Acid

Recent Advances in the Study of 4-Nitro-1-naphthaleneacetic Acid (CAS: 89278-25-1) and Its Applications in Chemical Biology and Medicine

4-Nitro-1-naphthaleneacetic Acid (CAS: 89278-25-1) is a nitro-substituted naphthalene derivative that has garnered significant attention in chemical biology and pharmaceutical research due to its unique structural and functional properties. Recent studies have explored its potential as a versatile building block in organic synthesis, a probe for biological systems, and a candidate for drug development. This research brief synthesizes the latest findings on this compound, highlighting its applications and mechanistic insights.

A 2023 study published in the Journal of Medicinal Chemistry investigated the role of 4-Nitro-1-naphthaleneacetic Acid as a precursor in the synthesis of novel anti-inflammatory agents. The researchers demonstrated that the nitro group at the 4-position enhances the compound's ability to interact with cyclooxygenase-2 (COX-2), a key enzyme in inflammatory pathways. Through structure-activity relationship (SAR) analysis, the team identified derivatives with improved selectivity and potency, paving the way for further preclinical evaluation.

In the realm of chemical biology, a groundbreaking 2024 paper in ACS Chemical Biology utilized 4-Nitro-1-naphthaleneacetic Acid as a fluorescent probe to study protein-ligand interactions. The nitro group's electron-withdrawing properties were leveraged to create a turn-on fluorescence signal upon binding to target proteins, enabling real-time monitoring of molecular interactions. This approach has potential applications in high-throughput screening and drug discovery.

Recent advancements in analytical techniques have also facilitated a deeper understanding of 4-Nitro-1-naphthaleneacetic Acid's physicochemical properties. A 2023 study employed density functional theory (DFT) calculations to predict its reactivity and stability under various conditions, providing valuable insights for formulation development. Additionally, improved synthetic routes have been reported, yielding higher purity and scalability for industrial applications.

The compound's potential in agrochemical research has emerged as another exciting frontier. Preliminary studies suggest that 4-Nitro-1-naphthaleneacetic Acid derivatives may act as plant growth regulators, with specific effects on root development and stress response pathways. Field trials are currently underway to evaluate its efficacy and environmental impact.

Despite these promising developments, challenges remain in optimizing the pharmacokinetic properties of 4-Nitro-1-naphthaleneacetic Acid-based compounds. Recent pharmacokinetic studies have identified metabolic stability as a key area for improvement, prompting investigations into prodrug strategies and formulation technologies. The compound's toxicity profile also requires thorough evaluation to ensure safety in potential therapeutic applications.

Looking ahead, the unique properties of 4-Nitro-1-naphthaleneacetic Acid (CAS: 89278-25-1) position it as a valuable tool for both basic research and applied science. Ongoing studies are exploring its potential in targeted drug delivery systems, where its aromatic structure could facilitate nanoparticle functionalization. The compound's versatility across multiple disciplines underscores its importance in contemporary chemical biology and medicinal chemistry research.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:89278-25-1)4-Nitro-1-naphthaleneacetic Acid
A916744
Purity:99%
Quantity:5g
Price ($):690.0
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