Cas no 67851-51-8 (2-(3,5-Dichlorophenyl)ethanamine)

2-(3,5-Dichlorophenyl)ethanamine is a chlorinated aromatic amine with a molecular formula of C?H?Cl?N. This compound features a phenyl ring substituted with two chlorine atoms at the 3- and 5-positions, along with an ethanamine side chain. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The dichlorophenyl moiety enhances its reactivity and selectivity in coupling reactions, while the primary amine group allows for further functionalization. Its stability under standard conditions and well-defined structure make it a reliable building block for researchers in medicinal and industrial chemistry. Proper handling and storage are recommended due to its amine functionality.
2-(3,5-Dichlorophenyl)ethanamine structure
67851-51-8 structure
Product Name:2-(3,5-Dichlorophenyl)ethanamine
CAS No:67851-51-8
MF:C8H9Cl2N
MW:190.069760084152
MDL:MFCD08448789
CID:858860
PubChem ID:15670830
Update Time:2025-05-26

2-(3,5-Dichlorophenyl)ethanamine Chemical and Physical Properties

Names and Identifiers

    • 2-(3,5-Dichlorophenyl)ethanamine
    • 3,5-Dichlorophenethylamine
    • 3,5-Dichloro-benzeneethanamine
    • 2-(3,5-dichlorophenyl)ethan-1-amine
    • Benzeneethanamine, 3,5-dichloro-
    • PubChem24277
    • HEEUTZAJXBKBEJ-UHFFFAOYSA-N
    • AB45408
    • AM83255
    • 2-[3,5-bis(chloranyl)phenyl]ethanamine
    • SY025169
    • AB0062679
    • ST24021691
    • Z5028
    • 2-(3,5-DICHLORO-PHENYL)-ETHYLAM
    • 2-(3,5-Dichloro-phenyl)-ethylamine
    • DTXSID60576655
    • A867179
    • 67851-51-8
    • Z452428348
    • EN300-56410
    • MFCD08448789
    • CS-0059810
    • DS-4912
    • SCHEMBL1570285
    • AKOS008138305
    • MDL: MFCD08448789
    • Inchi: 1S/C8H9Cl2N/c9-7-3-6(1-2-11)4-8(10)5-7/h3-5H,1-2,11H2
    • InChI Key: HEEUTZAJXBKBEJ-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C=C(C=1)CCN)Cl

Computed Properties

  • Exact Mass: 189.01100
  • Monoisotopic Mass: 189.0112047g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 109
  • 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
  • Topological Polar Surface Area: 26
  • XLogP3: 2.5

Experimental Properties

  • PSA: 26.02000
  • LogP: 3.19490

2-(3,5-Dichlorophenyl)ethanamine Customs Data

  • HS CODE:2921499090
  • Customs Data:

    China Customs Code:

    2921499090

    Overview:

    2921499090 Other aromatic monoamines and derivatives and their salts. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

2-(3,5-Dichlorophenyl)ethanamine Pricemore >>

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2-(3,5-Dichlorophenyl)ethanamine Related Literature

Additional information on 2-(3,5-Dichlorophenyl)ethanamine

Professional Introduction to 2-(3,5-Dichlorophenyl)ethanamine (CAS No. 67851-51-8)

2-(3,5-Dichlorophenyl)ethanamine, chemically designated as N-(3,5-dichlorophenyl)ethanamine, is a significant compound in the realm of pharmaceutical and chemical research. This compound, identified by its CAS number 67851-51-8, has garnered attention due to its structural uniqueness and potential applications in the development of novel therapeutic agents. The presence of two chlorine atoms at the 3rd and 5th positions on the phenyl ring introduces a unique electronic and steric environment, making it a valuable scaffold for further chemical modifications and biological evaluations.

The molecular structure of 2-(3,5-Dichlorophenyl)ethanamine consists of an ethylamine side chain attached to a dichlorinated phenyl ring. This configuration allows for diverse interactions with biological targets, including enzymes and receptors, which are pivotal in drug design. The dichlorophenyl moiety enhances lipophilicity, a critical factor in drug bioavailability and membrane permeability. Such properties make it an attractive candidate for further exploration in medicinal chemistry.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors for various diseases. Among these, compounds with aromatic rings substituted by halogens have shown promise in targeting enzymes involved in metabolic pathways. For instance, studies have highlighted the potential of dichlorophenyl derivatives in inhibiting kinases and other enzyme targets relevant to cancer therapy. The amine group in 2-(3,5-Dichlorophenyl)ethanamine provides a nucleophilic site for covalent bond formation with biological targets, enhancing binding affinity and selectivity.

One of the most compelling aspects of 2-(3,5-Dichlorophenyl)ethanamine is its versatility in serving as a precursor for more complex molecules. Researchers have leveraged this compound to synthesize derivatives with enhanced pharmacological properties. For example, by introducing additional functional groups or altering the substitution pattern on the phenyl ring, scientists can fine-tune the compound's activity against specific biological targets. This flexibility underscores its importance as a building block in drug discovery pipelines.

The synthesis of 2-(3,5-Dichlorophenyl)ethanamine involves multi-step organic reactions that require precise control over reaction conditions. Typically, it is prepared through nucleophilic aromatic substitution or reductive amination reactions. The dichlorophenyl group must be carefully handled to prevent unwanted side reactions, such as over-chlorination or dehalogenation. Advanced synthetic techniques, including catalytic hydrogenation and palladium-catalyzed cross-coupling reactions, have been employed to improve yield and purity.

The pharmacological evaluation of 2-(3,5-Dichlorophenyl)ethanamine has revealed intriguing properties that warrant further investigation. Preclinical studies have demonstrated its potential as an inhibitor of certain enzymes implicated in inflammatory diseases and neurodegenerative disorders. The compound's ability to modulate enzyme activity without significant off-target effects makes it an attractive candidate for further development into a therapeutic agent. Additionally, its structural features suggest potential applications in treating infectious diseases by targeting bacterial or viral enzymes.

In the context of computational chemistry and drug design, 2-(3,5-Dichlorophenyl)ethanamine serves as a valuable scaffold for virtual screening and molecular docking studies. By integrating this compound into computational models, researchers can predict its interactions with biological targets at an atomic level. Such simulations have accelerated the discovery process by identifying promising lead compounds that can be optimized further through experimental validation.

The environmental impact of synthesizing and handling 2-(3,5-Dichlorophenyl)ethanamine is another critical consideration. Efforts are underway to develop greener synthetic routes that minimize waste generation and reduce reliance on hazardous reagents. Solvent-free reactions and catalytic methods are being explored to enhance sustainability while maintaining high yields and purity standards. These advancements align with global initiatives to promote environmentally responsible chemical synthesis.

The future prospects for 2-(3,5-Dichlorophenyl)ethanamine are promising given its unique structural features and potential therapeutic applications. Ongoing research aims to expand its utility by exploring novel synthetic pathways and evaluating its efficacy in preclinical models. Collaborative efforts between academic institutions and pharmaceutical companies will be essential in translating laboratory findings into clinical trials and ultimately into new treatments for human diseases.

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