Cas no 53951-84-1 (Methyl quinoline-3-carboxylate)

Methyl quinoline-3-carboxylate is a versatile heterocyclic compound widely used as an intermediate in organic synthesis and pharmaceutical applications. Its quinoline core structure, combined with the ester functional group, makes it a valuable building block for the development of active pharmaceutical ingredients (APIs) and fine chemicals. The compound exhibits good stability and reactivity, enabling its use in various coupling and derivatization reactions. Its synthetic utility is further enhanced by its compatibility with a range of reaction conditions, facilitating modifications at the carboxylate or quinoline positions. Methyl quinoline-3-carboxylate is particularly useful in medicinal chemistry for constructing biologically active quinoline derivatives.
Methyl quinoline-3-carboxylate structure
53951-84-1 structure
Product Name:Methyl quinoline-3-carboxylate
CAS No:53951-84-1
MF:C11H9NO2
MW:187.194662809372
MDL:MFCD03550859
CID:380531
PubChem ID:257955
Update Time:2025-05-22

Methyl quinoline-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl quinoline-3-carboxylate
    • Methyl 3-quinolinecarboxylate
    • Quinoline-3-carboxylic acid methyl ester
    • NCIOpen2_001105
    • CWRATHCADZOYAT-UHFFFAOYSA-N
    • NSC86584
    • SBB053992
    • 3-Quinolinecarboxylicacid, methyl ester
    • 3-Quinolinecarboxylic acid methyl ester
    • AK130436
    • AB0069435
    • ST50949765
    • Z4848
    • AM20061295
    • ST24
    • SB67728
    • CS-0097864
    • Methylquinoline-3-carboxylate
    • CHEMBL12092
    • NSC-86584
    • MFCD03550859
    • 53951-84-1
    • EN300-110958
    • DTXSID80292961
    • TS-02631
    • SCHEMBL2031896
    • AKOS005169883
    • Z1198162940
    • METHYL3-QUINOLINECARBOXYLATE
    • MDL: MFCD03550859
    • Inchi: 1S/C11H9NO2/c1-14-11(13)9-6-8-4-2-3-5-10(8)12-7-9/h2-7H,1H3
    • InChI Key: CWRATHCADZOYAT-UHFFFAOYSA-N
    • SMILES: O(C)C(C1=CN=C2C=CC=CC2=C1)=O

Computed Properties

  • Exact Mass: 187.06300
  • Monoisotopic Mass: 187.063
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 217
  • 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: 2.2
  • Topological Polar Surface Area: 39.2

Experimental Properties

  • Color/Form: No data available
  • Density: 1.21
  • Melting Point: 63-67 °C
  • Boiling Point: 294.5°C at 760 mmHg
  • Flash Point: 131.9°C
  • Refractive Index: 1.614
  • PSA: 39.19000
  • LogP: 2.02140

Methyl quinoline-3-carboxylate Security Information

Methyl quinoline-3-carboxylate Customs Data

  • HS CODE:2933499090
  • Customs Data:

    China Customs Code:

    2933499090

    Overview:

    2933499090. Other compounds containing quinoline or isoquinoline ring system [but not further fused]. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. 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:

    2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Methyl quinoline-3-carboxylate

Professional Introduction of Methyl Quinoline-3-Carboxylate (CAS No. 53951-84-1)

Methyl quinoline-3-carboxylate, also known by its CAS number 53951-84-1, is a compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound belongs to the class of quinoline derivatives, which are widely studied due to their unique electronic properties and potential applications in various industries. The methyl ester group attached to the quinoline ring introduces additional functionalization, making it a versatile molecule for both academic research and industrial applications.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of methyl quinoline-3-carboxylate through various methods. One notable approach involves the Friedl?nder synthesis, which utilizes ortho-amino aryl ketones as precursors. This method has been optimized to achieve high yields and purity, making it suitable for large-scale production. Additionally, researchers have explored the use of microwave-assisted synthesis to accelerate the reaction process, further enhancing its practicality.

The electronic properties of methyl quinoline-3-carboxylate have been extensively studied using computational chemistry techniques. These studies reveal that the compound exhibits a conjugated π-system, which contributes to its stability and reactivity. The presence of the methyl ester group slightly alters the electronic distribution, making it more susceptible to nucleophilic attack in certain reactions. This property has been exploited in the development of novel materials for optoelectronic devices.

In terms of applications, methyl quinoline-3-carboxylate has shown promise in the field of drug discovery. Its structural similarity to certain bioactive compounds suggests potential pharmacological activity. Recent studies have focused on its ability to inhibit specific enzymes associated with neurodegenerative diseases, such as Alzheimer's disease. Initial in vitro experiments indicate that methyl quinoline-3-carboxylate demonstrates moderate inhibitory effects, warranting further investigation in preclinical models.

Beyond its biological applications, methyl quinoline-3-carboxylate has also found use in materials science. Its ability to form self-assembled monolayers on various substrates makes it a valuable component in the development of advanced coatings and sensors. Researchers have reported that thin films composed of this compound exhibit excellent thermal stability and mechanical durability, making them suitable for harsh environmental conditions.

Environmental considerations are another critical aspect of research into methyl quinoline-3-carboxylate. Studies have been conducted to assess its biodegradability and toxicity under different conditions. Preliminary results suggest that the compound is not inherently toxic at concentrations typically encountered in industrial settings. However, further research is needed to fully understand its long-term environmental impact.

In conclusion, methyl quinoline-3-carboxylate (CAS No. 53951-84-1) is a multifaceted compound with a wide range of potential applications across various scientific disciplines. Its unique chemical properties, coupled with recent advancements in synthesis and characterization techniques, position it as a promising candidate for future innovations in medicine and materials science.

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