Cas no 1072945-55-1 (2,4-Dichloro-5-methoxy-N-methylaniline)

2,4-Dichloro-5-methoxy-N-methylaniline is a chlorinated aniline derivative with a methoxy substituent at the 5-position and an N-methyl group. This compound serves as a versatile intermediate in organic synthesis, particularly in the production of agrochemicals, pharmaceuticals, and specialty dyes. Its dichloro and methoxy functional groups enhance reactivity, making it valuable for further functionalization or coupling reactions. The N-methyl group contributes to improved solubility and stability in various reaction conditions. Due to its structural features, it is often employed in the development of herbicides, fungicides, and bioactive molecules. The compound is typically handled under controlled conditions due to its potential sensitivity to light and moisture.
2,4-Dichloro-5-methoxy-N-methylaniline structure
1072945-55-1 structure
Product Name:2,4-Dichloro-5-methoxy-N-methylaniline
CAS No:1072945-55-1
MF:C8H9Cl2NO
MW:206.069160223007
MDL:MFCD11504829
CID:857966
PubChem ID:46738930
Update Time:2025-05-04

2,4-Dichloro-5-methoxy-N-methylaniline Chemical and Physical Properties

Names and Identifiers

    • 2,4-Dichloro-5-methoxy-N-methylaniline
    • 2,4,5,7-TETRANITRO-9H-FLUOREN-9-ONE
    • 1072945-55-1
    • AKOS015850172
    • EN300-7392339
    • SCHEMBL19089279
    • SB76810
    • DTXSID10674574
    • MFCD11504829
    • DB-355196
    • XSB94555
    • BS-25196
    • MDL: MFCD11504829
    • Inchi: 1S/C8H9Cl2NO/c1-11-7-4-8(12-2)6(10)3-5(7)9/h3-4,11H,1-2H3
    • InChI Key: PGNRGQDKBKNBJE-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=C(C=C1NC)OC)Cl

Computed Properties

  • Exact Mass: 205.00600
  • Monoisotopic Mass: 205.0061193g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 145
  • 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: 3.1
  • Topological Polar Surface Area: 21.3?2

Experimental Properties

  • Density: 1.314±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.11 g/l) (25 o C),
  • PSA: 21.26000
  • LogP: 3.11670

2,4-Dichloro-5-methoxy-N-methylaniline Customs Data

  • HS CODE:2922299090
  • Customs Data:

    China Customs Code:

    2922299090

    Overview:

    2922299090. Other amino groups(naphthol\phenol)And ether\Esters [including their salts, Except those containing more than one oxygen-containing group]. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Summary:

    2922299090. other amino-naphthols and other amino-phenols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

2,4-Dichloro-5-methoxy-N-methylaniline Pricemore >>

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Additional information on 2,4-Dichloro-5-methoxy-N-methylaniline

Introduction to 2,4-Dichloro-5-methoxy-N-methylaniline (CAS No. 1072945-55-1) in Modern Chemical Research

2,4-Dichloro-5-methoxy-N-methylaniline, identified by the Chemical Abstracts Service Number (CAS No.) 1072945-55-1, is a significant intermediate in the realm of organic synthesis and pharmaceutical development. This compound, characterized by its dichloro and methoxy functional groups attached to a benzene ring with an N-methylamino substituent, has garnered attention due to its versatile reactivity and potential applications in medicinal chemistry.

The structural motif of 2,4-Dichloro-5-methoxy-N-methylaniline makes it a valuable precursor in the synthesis of more complex molecules. The presence of both electron-withdrawing chloro groups and an electron-donating methoxy group creates a delicate balance that influences its chemical behavior, making it suitable for various transformations such as nucleophilic aromatic substitution, cross-coupling reactions, and condensation processes.

In recent years, the compound has been explored in the development of novel pharmaceutical agents. Its scaffold is reminiscent of several bioactive molecules that have shown promise in preclinical studies. For instance, derivatives of this compound have been investigated for their potential as kinase inhibitors, which are crucial in targeting various forms of cancer. The dichloro-substituted aromatic ring provides a handle for further functionalization, allowing chemists to tailor the molecule’s properties for specific biological activities.

The role of 2,4-Dichloro-5-methoxy-N-methylaniline in drug discovery extends beyond kinase inhibitors. Researchers have also examined its utility in designing compounds with antimicrobial properties. The methoxy group can be leveraged to enhance solubility and bioavailability, while the chloro groups facilitate further derivatization into more complex structures. This flexibility has made it a staple in synthetic laboratories focused on developing new therapeutic entities.

Advances in computational chemistry have further enhanced the utility of 2,4-Dichloro-5-methoxy-N-methylaniline. Molecular modeling studies have revealed insights into its interaction with biological targets, providing a rational basis for designing optimized derivatives. These studies often involve predicting binding affinities and identifying key pharmacophoric elements within the molecule. Such computational approaches are increasingly integral to modern drug design pipelines, streamlining the process from discovery to optimization.

The synthesis of 2,4-Dichloro-5-methoxy-N-methylaniline itself is an area of active research. Efficient synthetic routes not only improve yield but also minimize environmental impact. Green chemistry principles have been applied to develop more sustainable methods for producing this intermediate. For example, catalytic processes that reduce waste and energy consumption are being explored. These advancements align with broader efforts in the pharmaceutical industry to adopt more eco-friendly practices.

In addition to its pharmaceutical applications, 2,4-Dichloro-5-methoxy-N-methylaniline has found utility in materials science. Its ability to undergo polymerization or serve as a monomer for specialty chemicals makes it relevant in developing advanced materials with tailored properties. Such materials could range from conductive polymers used in electronic devices to biodegradable polymers for medical implants.

The future prospects for 2,4-Dichloro-5-methoxy-N-methylaniline are promising, driven by ongoing research and technological advancements. As our understanding of molecular interactions deepens and synthetic methodologies evolve, new applications are likely to emerge. Collaborative efforts between academia and industry will be crucial in translating these findings into tangible benefits for society.

In conclusion, 2,4-Dichloro-5-methoxy-N-methylaniline (CAS No. 1072945-55-1) stands as a testament to the importance of intermediates in driving innovation across multiple scientific disciplines. Its unique structural features and reactivity make it a cornerstone in modern chemical research, with implications spanning pharmaceuticals, materials science, and beyond.

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