Cas no 288151-31-5 (4-Chloro-6,8-difluoro-2-methylquinoline)

4-Chloro-6,8-difluoro-2-methylquinoline is a fluorinated quinoline derivative with a chloromethyl substitution pattern, offering unique reactivity and structural versatility for synthetic applications. The presence of both chloro and fluoro substituents enhances its utility as a building block in pharmaceutical and agrochemical research, enabling selective functionalization at multiple sites. The methyl group at the 2-position further contributes to steric and electronic modulation, making it valuable for the development of biologically active compounds. Its well-defined structure and high purity ensure consistent performance in cross-coupling reactions, nucleophilic substitutions, and other transformations. This compound is particularly useful in medicinal chemistry for the design of novel heterocyclic scaffolds.
4-Chloro-6,8-difluoro-2-methylquinoline structure
288151-31-5 structure
Product Name:4-Chloro-6,8-difluoro-2-methylquinoline
CAS No:288151-31-5
MF:C10H6ClF2N
MW:213.611148357391
MDL:MFCD11501277
CID:835657
PubChem ID:329773641
Update Time:2025-06-12

4-Chloro-6,8-difluoro-2-methylquinoline Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-6,8-difluoro-2-methylquinoline
    • 4-CHLORO-6,8-DIFLUORO-2-METHYL-QUINOLINE
    • 3285AH
    • BB 0241133
    • Quinoline, 4-chloro-6,8-difluoro-2-methyl-
    • 4-Chloro-6,8-difluoro-2-methylquinoline, AldrichCPR
    • AKOS005199677
    • MFCD11501277
    • SCHEMBL7431819
    • CS-M0277
    • SB68918
    • AS-37241
    • 288151-31-5
    • DB-305788
    • DTXSID60569123
    • MDL: MFCD11501277
    • Inchi: 1S/C10H6ClF2N/c1-5-2-8(11)7-3-6(12)4-9(13)10(7)14-5/h2-4H,1H3
    • InChI Key: AFFPXAYTKXVJTD-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C)N=C2C(=CC(=CC2=1)F)F

Computed Properties

  • Exact Mass: 213.01600
  • Monoisotopic Mass: 213.0156832g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 214
  • 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: 3.4
  • Topological Polar Surface Area: 12.9

Experimental Properties

  • Density: 1.392
  • Boiling Point: 267.3°C at 760 mmHg
  • Flash Point: 115.5°C
  • Refractive Index: 1.591
  • PSA: 12.89000
  • LogP: 3.47480

4-Chloro-6,8-difluoro-2-methylquinoline Security Information

  • Symbol: GHS05 GHS07
  • Signal Word:Danger
  • Hazard Statement: H302-H318
  • Warning Statement: P280-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22-41
  • Safety Instruction: 26-39
  • Hazardous Material Identification: Xn

4-Chloro-6,8-difluoro-2-methylquinoline 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%

4-Chloro-6,8-difluoro-2-methylquinoline Pricemore >>

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abcr
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Additional information on 4-Chloro-6,8-difluoro-2-methylquinoline

Introduction to 4-Chloro-6,8-difluoro-2-methylquinoline (CAS No. 288151-31-5)

4-Chloro-6,8-difluoro-2-methylquinoline, identified by its CAS number 288151-31-5, is a fluorinated quinoline derivative that has garnered significant attention in the field of medicinal chemistry due to its unique structural and pharmacological properties. This compound belongs to the quinoline family, a class of heterocyclic aromatic compounds known for their broad spectrum of biological activities. The presence of chlorine and fluorine substituents in the molecule imparts distinct electronic and steric effects, making it a promising candidate for further investigation in drug discovery and development.

The structural framework of 4-Chloro-6,8-difluoro-2-methylquinoline consists of a benzene ring fused with a pyridine ring, with additional functional groups that enhance its potential as a bioactive molecule. The chlorine atom at the 4-position and the two fluorine atoms at the 6- and 8-positions contribute to the compound's reactivity and binding affinity towards biological targets. This specific arrangement of substituents has been strategically designed to optimize interactions with enzymes and receptors, thereby modulating various biological pathways.

In recent years, there has been a growing interest in fluorinated quinolines as pharmacophores due to their ability to improve metabolic stability, lipophilicity, and binding affinity. The introduction of fluorine atoms into the quinoline core can significantly alter the electronic properties of the molecule, leading to enhanced binding interactions with biological targets. This has been particularly observed in the development of antiviral, antibacterial, and anticancer agents where fluorinated quinolines have shown promising results.

One of the most compelling aspects of 4-Chloro-6,8-difluoro-2-methylquinoline is its potential application in oncology research. Quinoline derivatives have long been recognized for their role in cancer therapy, with several drugs based on this scaffold already approved for clinical use. The fluorinated and chlorinated derivatives are believed to exhibit enhanced efficacy by improving target specificity and reducing off-target effects. Preclinical studies have suggested that compounds like 4-Chloro-6,8-difluoro-2-methylquinoline may interfere with key signaling pathways involved in tumor growth and progression.

The synthesis of 4-Chloro-6,8-difluoro-2-methylquinoline involves multi-step organic reactions that require precise control over reaction conditions to ensure high yield and purity. The introduction of fluorine atoms, in particular, necessitates specialized synthetic methodologies due to the high reactivity and sensitivity of fluorinating agents. Advances in synthetic chemistry have enabled more efficient and scalable production processes for such compounds, making them more accessible for further research.

Recent advancements in computational chemistry have also played a crucial role in understanding the molecular interactions of 4-Chloro-6,8-difluoro-2-methylquinoline with biological targets. Molecular docking studies have been instrumental in predicting binding affinities and identifying potential lead compounds for drug development. These computational approaches complement experimental efforts by providing rapid screening of virtual libraries, thereby expediting the discovery process.

The pharmacokinetic properties of 4-Chloro-6,8-difluoro-2-methylquinoline are another area of interest. Fluorinated compounds often exhibit improved pharmacokinetic profiles due to their enhanced lipophilicity and metabolic stability. This can lead to longer half-lives and more consistent therapeutic effects. However, it is essential to carefully evaluate potential side effects associated with fluorinated derivatives to ensure safety and efficacy.

In conclusion,4-Chloro-6,8-difluoro-2-methylquinoline (CAS No. 288151-31-5) represents a significant advancement in medicinal chemistry with its unique structural features and potential therapeutic applications. Further research is warranted to fully elucidate its biological activity and explore its potential as a lead compound for drug development. The combination of synthetic innovation, computational modeling, and preclinical studies will be crucial in realizing its full therapeutic potential.

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