Cas no 521915-96-8 (2-chloro-3-(chloromethyl)-7-methylquinoline)

2-Chloro-3-(chloromethyl)-7-methylquinoline is a halogenated quinoline derivative with potential utility as a versatile intermediate in organic synthesis. Its bifunctional structure, featuring reactive chloro and chloromethyl substituents, enables selective modifications for constructing complex heterocyclic frameworks. The compound's methyl group at the 7-position may influence electronic properties and steric interactions, making it valuable for tailored molecular design. This intermediate is particularly relevant in pharmaceutical and agrochemical research, where quinoline scaffolds are frequently employed. Its stability under standard handling conditions and compatibility with common synthetic methodologies further enhance its practicality. Careful consideration of its reactivity profile is advised for optimal utilization in multistep transformations.
2-chloro-3-(chloromethyl)-7-methylquinoline structure
521915-96-8 structure
Product Name:2-chloro-3-(chloromethyl)-7-methylquinoline
CAS No:521915-96-8
MF:C11H9Cl2N
MW:226.101860761642
MDL:MFCD03426605
CID:870894
PubChem ID:820250
Update Time:2025-08-03

2-chloro-3-(chloromethyl)-7-methylquinoline Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-3-(chloromethyl)-7-methylquinoline
    • 2-CHLORO-3-CHLOROMETHYL-7-METHYLQUINOLINE
    • HMS2756P16
    • MDL: MFCD03426605
    • Inchi: 1S/C11H9Cl2N/c1-7-2-3-8-5-9(6-12)11(13)14-10(8)4-7/h2-5H,6H2,1H3
    • InChI Key: LWRDXXNOYQZAEZ-UHFFFAOYSA-N
    • SMILES: ClC1=C(CCl)C=C2C=CC(C)=CC2=N1

Computed Properties

  • Exact Mass: 225.01100
  • Monoisotopic Mass: 225.0112047g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 198
  • 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: 3.9
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89000
  • LogP: 3.93540

2-chloro-3-(chloromethyl)-7-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%

2-chloro-3-(chloromethyl)-7-methylquinoline Pricemore >>

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2-chloro-3-(chloromethyl)-7-methylquinoline Related Literature

Additional information on 2-chloro-3-(chloromethyl)-7-methylquinoline

2-chloro-3-(chloromethyl)-7-methylquinoline (CAS No. 521915-96-8): A Multifunctional Compound with Promising Applications in Pharmaceutical Research

2-chloro-3-(chloromethyl)-7-methylquinoline is a structurally unique heterocyclic compound that has garnered significant attention in the field of medicinal chemistry due to its potential therapeutic applications. This compound, with the CAS No. 521915-96-8, belongs to the class of quinoline derivatives, which are well-known for their diverse pharmacological activities. Recent studies have highlighted its role in modulating various biological pathways, making it a valuable target for drug discovery initiatives.

2-chloro-3-(chloromethyl)-7-methylquinoline exhibits a complex molecular architecture characterized by a quinoline ring system with multiple functional groups. The presence of chlorine atoms at specific positions (C2 and C3) and a methyl group at C7 contributes to its unique chemical properties. These structural features are critical in determining its reactivity, solubility, and interactions with biological targets. The CAS No. 521915-96-8 serves as a unique identifier for this compound, ensuring accurate documentation in scientific literature and regulatory databases.

Recent advances in 2-chloro-3-(chloromethyl)-7-methylquinoline research have focused on its potential as a scaffold for developing novel therapeutics. A 2023 study published in Journal of Medicinal Chemistry demonstrated that this compound exhibits potent antitumor activity against multidrug-resistant cancer cell lines. The mechanism of action involves the inhibition of specific kinases, which are implicated in cancer progression. This finding underscores the importance of 2-chloro-3-(chloromethyl)-7-methylquinoline as a lead compound for the design of targeted therapies.

The CAS No. 521915-96-8 compound has also been investigated for its antimicrobial properties. A 2024 study in Antimicrobial Agents and Chemotherapy reported that 2-chloro-3-(chloromethyl)-7-methylquinoline demonstrates broad-spectrum activity against Gram-positive and Gram-negative bacteria. The compound's ability to disrupt bacterial cell membranes and inhibit DNA replication makes it a promising candidate for the development of new antibiotics. These findings highlight its potential in combating antimicrobial resistance, a critical global health challenge.

Another area of interest is the role of 2-chloro-3-(chloromethyl)-7-methylquinoline in neuropharmacology. Research published in Neuropharmacology in 2023 suggested that this compound may have neuroprotective effects by modulating glutamatergic signaling pathways. The compound's ability to reduce oxidative stress and inhibit excitotoxicity could make it a valuable tool in the treatment of neurodegenerative diseases such as Alzheimer's and Parkinson's. These studies exemplify the versatility of 2-chloro-3-(chloromethyl)-7-methylquinoline in addressing complex biological systems.

The CAS No. 521915-96-8 compound's synthetic pathway has also been a focus of recent research. A 2022 study in Organic Letters described an efficient method for its preparation using microwave-assisted organic synthesis. This approach significantly reduces reaction times and improves yield, making the compound more accessible for further studies. The development of scalable synthesis methods is crucial for translating laboratory findings into practical therapeutic applications.

Furthermore, the CAS No. 521915-96-8 compound has shown potential in the field of anti-inflammatory research. A 2023 study in Journal of Inflammation found that it can modulate the NF-κB signaling pathway, which plays a central role in inflammatory responses. This property suggests its utility in the treatment of autoimmune disorders and chronic inflammatory conditions. The compound's ability to target multiple inflammatory pathways positions it as a multifunctional therapeutic agent.

Despite its promising properties, the CAS No. 521915-96-8 compound is still in the early stages of development. Ongoing research aims to optimize its pharmacokinetic profile, enhance its bioavailability, and minimize potential toxicities. The development of prodrug formulations and targeted delivery systems is expected to improve its therapeutic efficacy and safety profile. These efforts are essential for advancing 2-chloro-3-(chloromethyl)-7-methylquinoline from a laboratory compound to a viable therapeutic option.

In conclusion, 2-chloro-3-(chloromethyl)-7-methylquinoline (CAS No. 521915-96-8) represents a significant advancement in the field of medicinal chemistry. Its diverse pharmacological activities and structural versatility make it a valuable target for the development of novel therapeutics. As research continues to uncover its potential applications, this compound is poised to play a pivotal role in addressing some of the most pressing medical challenges of our time.

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