Cas no 92513-40-1 (6-chloro-2-methylquinoline-3-carboxylic acid)

6-Chloro-2-methylquinoline-3-carboxylic acid is a versatile quinoline derivative with significant applications in pharmaceutical and agrochemical research. Its distinct structural features, including the chloro and methyl substituents, enhance its reactivity and utility as a key intermediate in synthesizing biologically active compounds. The carboxylic acid moiety allows for further functionalization, making it valuable in the development of heterocyclic compounds. This product exhibits high purity and stability, ensuring reliable performance in synthetic workflows. Its well-defined chemical properties make it suitable for use in medicinal chemistry, particularly in the design of antimicrobial and anti-inflammatory agents. The compound is handled under standard laboratory conditions, ensuring ease of integration into research processes.
6-chloro-2-methylquinoline-3-carboxylic acid structure
92513-40-1 structure
Product Name:6-chloro-2-methylquinoline-3-carboxylic acid
CAS No:92513-40-1
MF:C11H8ClNO2
MW:221.639721870422
MDL:MFCD06254736
CID:1079437
PubChem ID:3667375
Update Time:2025-10-31

6-chloro-2-methylquinoline-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6-Chloro-2-methyl-quinoline-3-carboxylic acid
    • 6-CHLORO-2-METHYLQUINOLINE-3-CARBOXYLIC ACID
    • FT-0766647
    • DTXSID70394842
    • CS-0208325
    • 6-chloro-2-methylquinoline-3-carboxylic acid, AldrichCPR
    • AKOS000122476
    • MFCD06254736
    • 6-Chloro-2-methyl-quinoline-3-carboxylicacid
    • 6-CHLORO-2-METHYLQUINOLINE-3-CARBOXYLICACID
    • HMS1700J09
    • AB23703
    • EN300-07136
    • AS-43060
    • Z57065723
    • SCHEMBL2532082
    • 92513-40-1
    • F1922-0005
    • DB-079312
    • 6-chloro-2-methylquinoline-3-carboxylic acid
    • MDL: MFCD06254736
    • Inchi: 1S/C11H8ClNO2/c1-6-9(11(14)15)5-7-4-8(12)2-3-10(7)13-6/h2-5H,1H3,(H,14,15)
    • InChI Key: BXNOWQXNZZNEJV-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2C(C=1)=CC(C(=O)O)=C(C)N=2

Computed Properties

  • Exact Mass: 221.02400
  • Monoisotopic Mass: 221.024
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 259
  • 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: 2.7
  • Topological Polar Surface Area: 50.2?2

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 374.9±37.0 °C at 760 mmHg
  • Flash Point: 180.5±26.5 °C
  • Refractive Index: 1.669
  • PSA: 50.19000
  • LogP: 2.89480
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

6-chloro-2-methylquinoline-3-carboxylic acid Security Information

6-chloro-2-methylquinoline-3-carboxylic acid 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 6-chloro-2-methylquinoline-3-carboxylic acid

Research Brief on 6-Chloro-2-methylquinoline-3-carboxylic Acid (CAS: 92513-40-1): Recent Advances and Applications

6-Chloro-2-methylquinoline-3-carboxylic acid (CAS: 92513-40-1) is a quinoline derivative that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound serves as a key intermediate in the synthesis of various biologically active molecules, particularly those targeting infectious diseases and inflammatory disorders. Recent studies have explored its potential as a scaffold for developing novel antimicrobial and anti-inflammatory agents, leveraging its unique chemical properties and structural features.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of 6-chloro-2-methylquinoline-3-carboxylic acid derivatives as potent inhibitors of bacterial DNA gyrase, showcasing their potential as next-generation antibiotics. The researchers synthesized a series of analogs and evaluated their activity against drug-resistant strains of Staphylococcus aureus and Escherichia coli, with several compounds exhibiting MIC values in the low micromolar range. Molecular docking studies revealed that the chloro and carboxyl groups play critical roles in binding to the ATPase domain of the gyrase enzyme.

In the field of anti-inflammatory drug development, a recent patent application (WO2023051234) disclosed novel 6-chloro-2-methylquinoline-3-carboxylic acid derivatives that selectively inhibit COX-2 with minimal gastrointestinal side effects. The lead compound from this series showed 50-fold selectivity for COX-2 over COX-1 in in vitro assays, along with excellent pharmacokinetic properties in rodent models. This represents a significant improvement over traditional NSAIDs and could potentially address the cardiovascular risks associated with current COX-2 inhibitors.

The synthetic accessibility of 6-chloro-2-methylquinoline-3-carboxylic acid has also been improved through recent methodological advances. A 2024 publication in Organic Process Research & Development described a continuous-flow synthesis approach that increased yield from 68% to 92% while reducing reaction time from 12 hours to just 45 minutes. This green chemistry approach significantly reduces solvent waste and energy consumption, making the production process more sustainable and cost-effective for industrial-scale applications.

Emerging research has also explored the compound's potential in materials science. A study in ACS Applied Materials & Interfaces (2024) reported that metal-organic frameworks (MOFs) incorporating 6-chloro-2-methylquinoline-3-carboxylic acid as a linker exhibited exceptional stability and gas adsorption properties, particularly for CO2 capture applications. The unique electronic properties imparted by the quinoline core and carboxylic acid functionality make these materials promising for environmental remediation technologies.

Looking forward, the versatility of 6-chloro-2-methylquinoline-3-carboxylic acid continues to inspire innovation across multiple disciplines. Ongoing clinical trials are evaluating its derivatives as potential treatments for neglected tropical diseases, while computational studies are identifying new target proteins that may interact with this scaffold. The compound's balanced lipophilicity and hydrogen bonding capacity, combined with its synthetic tractability, position it as a valuable building block for future drug discovery efforts in both academic and industrial settings.

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