Cas no 887588-08-1 (N-(cyclopropylmethyl)-3,4-dimethoxyaniline)

N-(Cyclopropylmethyl)-3,4-dimethoxyaniline is a substituted aniline derivative featuring a cyclopropylmethyl group and dimethoxy substituents on the aromatic ring. This compound is of interest in synthetic organic chemistry due to its structural versatility, serving as a key intermediate in the preparation of pharmacologically active molecules. The cyclopropylmethyl moiety enhances steric and electronic properties, while the dimethoxy groups contribute to electron-rich aromatic systems, facilitating further functionalization. Its stability under standard conditions and compatibility with various reaction conditions make it a practical building block for heterocyclic synthesis and medicinal chemistry applications. The compound is typically handled under inert atmospheres to prevent oxidation.
N-(cyclopropylmethyl)-3,4-dimethoxyaniline structure
887588-08-1 structure
Product Name:N-(cyclopropylmethyl)-3,4-dimethoxyaniline
CAS No:887588-08-1
MF:C12H17NO2
MW:207.268883466721
CID:713489
PubChem ID:43560280
Update Time:2025-06-09

N-(cyclopropylmethyl)-3,4-dimethoxyaniline Chemical and Physical Properties

Names and Identifiers

    • Benzenamine,N-(cyclopropylmethyl)-3,4-dimethoxy-
    • CYCLOPROPYLMETHYL-(3,4-DIMETHOXY-PHENYL)-AMINE
    • N-(cyclopropylmethyl)-3,4-dimethoxyaniline
    • DTXSID60656183
    • CS-0302928
    • AKOS009590997
    • 887588-08-1
    • EN300-166383
    • MDL: MFCD07786978
    • Inchi: 1S/C12H17NO2/c1-14-11-6-5-10(7-12(11)15-2)13-8-9-3-4-9/h5-7,9,13H,3-4,8H2,1-2H3
    • InChI Key: DOFKDTXUKFBWPN-UHFFFAOYSA-N
    • SMILES: O(C)C1=C(C=CC(=C1)NCC1CC1)OC

Computed Properties

  • Exact Mass: 207.126
  • Monoisotopic Mass: 207.126
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 5
  • Complexity: 194
  • 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: 2.8
  • Topological Polar Surface Area: 30.5A^2

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Additional information on N-(cyclopropylmethyl)-3,4-dimethoxyaniline

Professional Introduction to N-(cyclopropylmethyl)-3,4-dimethoxyaniline (CAS No. 887588-08-1)

N-(cyclopropylmethyl)-3,4-dimethoxyaniline, identified by its Chemical Abstracts Service (CAS) number 887588-08-1, is a significant compound in the field of pharmaceutical chemistry and medicinal biology. This compound belongs to the class of aromatic amines, which have been widely studied for their diverse biological activities and potential therapeutic applications. The structural features of N-(cyclopropylmethyl)-3,4-dimethoxyaniline, particularly the presence of a cyclopropylmethyl group and methoxy substituents on the aniline ring, contribute to its unique chemical properties and biological interactions.

The cyclopropylmethyl group in the molecular structure of N-(cyclopropylmethyl)-3,4-dimethoxyaniline introduces a rigid three-membered ring that can influence the compound's spatial orientation and reactivity. This structural motif has been explored in various pharmacological contexts due to its ability to modulate binding affinities and metabolic stability. The methoxy groups at the 3 and 4 positions of the aniline ring further enhance the compound's hydrophobicity and electronic properties, making it a versatile scaffold for drug design.

In recent years, there has been growing interest in aromatic amines as potential candidates for treating various diseases, including cancer, neurodegenerative disorders, and infectious diseases. The unique structural features of N-(cyclopropylmethyl)-3,4-dimethoxyaniline have made it a subject of extensive research in medicinal chemistry. Studies have demonstrated that this compound can interact with biological targets such as enzymes and receptors, leading to potential therapeutic effects.

One of the most compelling aspects of N-(cyclopropylmethyl)-3,4-dimethoxyaniline is its potential as a lead compound for developing novel drugs. Researchers have leveraged its structural framework to design derivatives with enhanced pharmacological properties. For instance, modifications to the cyclopropylmethyl group or the methoxy substituents have been shown to improve bioavailability and target specificity. These findings highlight the importance of N-(cyclopropylmethyl)-3,4-dimethoxyaniline in drug discovery efforts.

The synthesis of N-(cyclopropylmethyl)-3,4-dimethoxyaniline involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic techniques, such as palladium-catalyzed cross-coupling reactions and nucleophilic substitutions, have been employed to achieve high yields and purity. The efficiency of these synthetic routes is crucial for scaling up production and conducting further biological evaluations.

Evaluation of N-(cyclopropylmethyl)-3,4-dimethoxyaniline's biological activity has revealed promising results in preclinical studies. In vitro assays have shown that this compound exhibits inhibitory effects on certain enzymes and pathways relevant to disease progression. Additionally, preliminary in vivo studies suggest that it may have therapeutic potential in animal models of human diseases. These findings underscore the need for further investigation into its mechanisms of action and clinical efficacy.

The integration of computational chemistry and molecular modeling techniques has played a pivotal role in understanding the interactions between N-(cyclopropylmethyl)-3,4-dimethoxyaniline and biological targets. These tools have enabled researchers to predict binding affinities, optimize molecular structures, and identify potential drug candidates more efficiently. The combination of experimental data with computational insights provides a comprehensive approach to drug development.

In conclusion, N-(cyclopropylmethyl)-3,4-dimethoxyaniline (CAS No. 887588-08-1) strong>) represents a significant advancement in pharmaceutical chemistry. Its unique structural features and promising biological activities make it a valuable compound for drug discovery efforts. As research continues to uncover new therapeutic applications, this compound is poised to play a crucial role in developing innovative treatments for various diseases.

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