Cas no 1552103-18-0 (2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine)

2-(3,5-Difluoro-2-methoxyphenyl)propan-1-amine is a fluorinated aromatic amine derivative characterized by its unique structural features, including a difluorinated phenyl ring and a methoxy substituent. The compound’s fluorine atoms enhance its electronic properties and potential reactivity, making it valuable in pharmaceutical and agrochemical research. The propan-1-amine moiety provides a versatile handle for further functionalization, enabling its use as a building block in synthetic chemistry. Its well-defined structure and stability under standard conditions ensure consistent performance in applications such as ligand design or intermediate synthesis. The compound’s purity and synthetic accessibility further contribute to its utility in advanced chemical development.
2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine structure
1552103-18-0 structure
Product Name:2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine
CAS No:1552103-18-0
MF:C10H13F2NO
MW:201.213129758835
CID:6532996
PubChem ID:83880858
Update Time:2025-06-08

2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine Chemical and Physical Properties

Names and Identifiers

    • 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine
    • EN300-1837705
    • 1552103-18-0
    • Inchi: 1S/C10H13F2NO/c1-6(5-13)8-3-7(11)4-9(12)10(8)14-2/h3-4,6H,5,13H2,1-2H3
    • InChI Key: REZWIFNIYWLAPZ-UHFFFAOYSA-N
    • SMILES: FC1=CC(=CC(=C1OC)C(C)CN)F

Computed Properties

  • Exact Mass: 201.09652036g/mol
  • Monoisotopic Mass: 201.09652036g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 180
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.7
  • Topological Polar Surface Area: 35.2?2

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2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine Related Literature

Additional information on 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine

Introduction to 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine and Its Significance in Modern Chemical Research

2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine, with the CAS number 1552103-18-0, represents a compound of considerable interest in the realm of pharmaceutical and chemical research. This molecule, characterized by its unique structural and functional attributes, has garnered attention due to its potential applications in the development of novel therapeutic agents. The presence of both fluoro and methoxy substituents in its aromatic ring system imparts distinct electronic and steric properties, making it a valuable scaffold for medicinal chemists.

The chemical structure of 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine consists of a propylamine moiety attached to a phenyl ring that is substituted at the 3rd and 5th positions with fluoro atoms and at the 2nd position with a methoxy group. This specific arrangement not only influences the compound's solubility and metabolic stability but also plays a crucial role in its interactions with biological targets. The fluoro atoms, known for their ability to modulate pharmacokinetic properties, contribute to the compound's lipophilicity and binding affinity, while the methoxy group enhances its metabolic stability.

In recent years, there has been a growing interest in the development of fluorinated aromatic compounds due to their enhanced bioavailability and improved pharmacological profiles. The incorporation of fluoro atoms into drug molecules has been widely recognized for its ability to improve binding affinity, reduce metabolic degradation, and enhance drug efficacy. Similarly, the presence of methoxy groups is often associated with increased metabolic stability and better pharmacokinetic properties. These attributes make 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine a promising candidate for further investigation in drug discovery.

The synthesis of 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine involves several key steps that highlight the importance of precision and expertise in organic chemistry. The process typically begins with the preparation of the 3,5-difluoro-2-methoxybenzaldehyde, which serves as the core aromatic precursor. This intermediate is then subjected to reductive amination with propylamine to yield the desired amine derivative. The reaction conditions must be carefully controlled to ensure high yield and purity, as impurities can significantly affect the compound's pharmacological properties.

The role of computational chemistry in the study of 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine cannot be overstated. Advanced computational methods, such as molecular dynamics simulations and quantum mechanical calculations, have been instrumental in understanding its structural and electronic properties. These techniques provide insights into how the compound interacts with biological targets at the molecular level, aiding in the design of more effective derivatives. Additionally, computational studies help predict potential side effects and optimize dosing regimens.

In recent research endeavors, 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine has been explored for its potential applications in treating various diseases. For instance, studies have indicated that this compound exhibits inhibitory activity against certain enzymes implicated in inflammatory responses. The unique combination of substituents enhances its binding affinity to these enzymes, potentially leading to more effective therapeutic outcomes. Furthermore, preliminary studies suggest that it may have applications in neurodegenerative diseases due to its ability to cross the blood-brain barrier.

The pharmacokinetic profile of 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine is another area of active investigation. Fluorinated compounds are known for their improved bioavailability and reduced susceptibility to metabolic degradation. Studies have shown that this compound exhibits favorable pharmacokinetic properties when administered orally or intravenously. These findings are crucial for determining optimal dosing regimens and formulating effective drug delivery systems.

The environmental impact of fluorinated compounds is also a subject of increasing interest. While these compounds offer significant therapeutic benefits, their persistence in the environment raises concerns about long-term ecological effects. Researchers are actively exploring strategies to minimize these impacts while maintaining their pharmacological efficacy. One approach involves designing fluorinated compounds that are biodegradable or can be easily metabolized by environmental microorganisms.

The future prospects for 2-(3,5-difluoro-2-methoxyphenyl)propan-1-amine are promising given its unique structural features and potential therapeutic applications. Ongoing research aims to further optimize its pharmacological properties through structural modifications and derivatization strategies. Additionally, exploring new synthetic routes could enhance production efficiency and reduce costs associated with its development.

In conclusion, 2-(3,5-difluoro-2-methoxyphenyl)propan-1-am ine (CAS no: 1552103–18–0) represents a significant advancement in pharmaceutical chemistry due to its innovative structure and promising therapeutic applications. Its unique combination of substituents enhances its bioactivity and pharmacokinetic profile while presenting opportunities for further research and development. As scientific understanding continues to evolve,this compound is poised to play an increasingly important role in modern medicine.

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