Cas no 108166-01-4 (Methyl 2-methylquinoline-6-carboxylate)

Methyl 2-methylquinoline-6-carboxylate is a quinoline derivative with a methyl ester functional group at the 6-position and a methyl substituent at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. Its quinoline core provides a rigid aromatic framework, while the ester group offers reactivity for further functionalization, such as hydrolysis or amidation. The methyl substitution at the 2-position enhances steric and electronic properties, influencing reactivity and selectivity in subsequent transformations. The compound is typically characterized by high purity and stability, making it suitable for research and industrial applications requiring precise structural modifications.
Methyl 2-methylquinoline-6-carboxylate structure
108166-01-4 structure
Product Name:Methyl 2-methylquinoline-6-carboxylate
CAS No:108166-01-4
MF:C12H11NO2
MW:201.221243143082
MDL:MFCD02690144
CID:1036768
Update Time:2025-05-24

Methyl 2-methylquinoline-6-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-methylquinoline-6-carboxylate
    • methyl 2-methyl-6-quinolinecarboxylate
    • 2-methylquinoline-6-carboxylate
    • 6-carbomethoxy-2-methyl quinoline
    • 6-methoxycarbonylquinaldine
    • 6-Quinolinecarboxylic acid,2-methyl-,methyl ester
    • HMS1410K06
    • 2-Methylquinoline-6-carboxylic acid methyl ester
    • 6-Quinolinecarboxylic acid
    • MDL: MFCD02690144
    • Inchi: 1S/C12H11NO2/c1-8-3-4-9-7-10(12(14)15-2)5-6-11(9)13-8/h3-7H,1-2H3
    • InChI Key: KGSIXOOGGCSYTB-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=CC2C(=CC=C(C)N=2)C=1)=O

Computed Properties

  • Exact Mass: 201.07900
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2

Experimental Properties

  • Density: 1.177±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 105 oC
  • Boiling Point: 320.3±22.0℃ at 760 mmHg
  • Solubility: Very slightly soluble (0.26 g/l) (25 o C),
  • PSA: 39.19000
  • LogP: 2.32980

Methyl 2-methylquinoline-6-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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Methyl 2-methylquinoline-6-carboxylate Production Method

Additional information on Methyl 2-methylquinoline-6-carboxylate

Comprehensive Overview of Methyl 2-methylquinoline-6-carboxylate (CAS No. 108166-01-4): Properties, Applications, and Industry Insights

Methyl 2-methylquinoline-6-carboxylate (CAS No. 108166-01-4) is a specialized organic compound belonging to the quinoline derivative family. Its molecular structure combines a methyl ester functional group with a 2-methylquinoline backbone, making it a versatile intermediate in pharmaceutical, agrochemical, and material science research. The compound's unique carboxylate modification enhances its reactivity, enabling applications in catalysis, ligand synthesis, and fluorescent dye development.

In recent years, the demand for quinoline-based compounds has surged due to their role in drug discovery, particularly in antimalarial and anticancer research. Methyl 2-methylquinoline-6-carboxylate is frequently cited in patents related to small-molecule inhibitors and heterocyclic building blocks. Researchers highlight its potential in modulating protein-protein interactions, a hot topic in precision medicine. Its CAS No. 108166-01-4 is often searched alongside terms like "quinoline synthesis optimization" and "ester derivatives in medicinal chemistry," reflecting industry interest.

The compound's physicochemical properties include a molecular weight of 201.23 g/mol and a purity typically exceeding 98% in commercial batches. Its methyl ester group offers improved solubility in organic solvents like DMSO and ethanol, critical for high-throughput screening applications. Analytical techniques such as HPLC and NMR are commonly employed for quality verification, with users frequently searching for "HPLC methods for quinoline carboxylates" or "NMR peaks of 2-methylquinoline derivatives."

From an industrial perspective, Methyl 2-methylquinoline-6-carboxylate aligns with the growing focus on green chemistry. Manufacturers are optimizing synthetic routes to reduce heavy metal catalysts, responding to queries like "sustainable synthesis of quinoline esters." The compound's stability under ambient conditions also makes it a candidate for photocatalysis studies, a trending area in renewable energy research.

Regulatory compliance for CAS No. 108166-01-4 varies by region, but it generally falls under standard laboratory chemical guidelines. Safety data sheets emphasize proper ventilation and PPE usage, with search analytics showing related queries such as "handling protocols for methyl quinoline carboxylates." The compound is not classified as hazardous under major chemical inventories like TSCA or REACH.

Emerging applications include its use in OLED materials, where its electron-transporting properties are being explored. This connects to popular searches like "quinoline derivatives in optoelectronics." Additionally, its role in metal-organic frameworks (MOFs) design is gaining attention, particularly for gas storage and separation technologies.

For procurement, Methyl 2-methylquinoline-6-carboxylate is available through specialty chemical suppliers with GMP certification options. Buyers often search for "bulk suppliers of CAS 108166-01-4" or "custom synthesis of 6-carboxylate quinoline derivatives," indicating market demand for scalable solutions. Pricing trends correlate with raw material availability, especially for precursor 2-methylquinoline-6-carboxylic acid.

In academic circles, this compound features in studies about structure-activity relationships (SAR) for kinase inhibitors. Database analytics reveal co-searched terms like "quinoline bioisosteres" and "fragment-based drug design," underscoring its relevance in modern drug discovery pipelines. Recent publications also explore its fluorescence properties for bioimaging probes.

Future research directions may focus on enantioselective synthesis of its chiral analogs, addressing search trends around "asymmetric catalysis of heteroaromatic esters." With the rise of AI-assisted molecular design, computational studies on this compound's electronic properties are anticipated to grow, potentially unlocking novel applications in catalysis and material science.

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