Cas no 263893-81-8 ((1R)-1-(3-ethoxyphenyl)ethan-1-amine)

(1R)-1-(3-Ethoxyphenyl)ethan-1-amine is a chiral amine compound characterized by its stereospecific (R)-configuration and ethoxy-substituted aromatic ring. This structural feature makes it a valuable intermediate in asymmetric synthesis, particularly for pharmaceuticals and fine chemicals requiring enantioselective precision. Its ethoxy group enhances solubility in organic solvents, facilitating reactions under mild conditions. The compound’s high optical purity and stability under standard storage conditions ensure reproducibility in research and industrial applications. It is commonly employed in the synthesis of bioactive molecules, including ligands and catalysts, where chirality plays a critical role in function. Handling should adhere to standard safety protocols for amine compounds.
(1R)-1-(3-ethoxyphenyl)ethan-1-amine structure
263893-81-8 structure
Product Name:(1R)-1-(3-ethoxyphenyl)ethan-1-amine
CAS No:263893-81-8
MF:C10H15NO
MW:165.232202768326
MDL:MFCD11101148
CID:252918
PubChem ID:40465542
Update Time:2025-06-08

(1R)-1-(3-ethoxyphenyl)ethan-1-amine Chemical and Physical Properties

Names and Identifiers

    • Benzenemethanamine,3-ethoxy-a-methyl-, (aR)-
    • 1-(3-ethoxyphenyl)ethanamine,hydrochloride
    • (1R)-1-(3-ETHOXYPHENYL)ETHYLAMINE-HCl
    • BS-53361
    • 263893-81-8
    • AKOS017365033
    • Benzenemethanamine,3-ethoxy-a-methyl-,(aR)-
    • EN300-1857435
    • (1R)-1-(3-ethoxyphenyl)ethylamine, AldrichCPR
    • (1R)-1-(3-ethoxyphenyl)ethan-1-amine
    • Y13737
    • (R)-1-(3-ethoxyphenyl)ethanamine
    • YIPGPYIRKCOZJP-MRVPVSSYSA-N
    • SCHEMBL4280414
    • (R)-1-(3-ETHOXYPHENYL)ETHAN-1-AMINE
    • (1R)-1-(3-ETHOXYPHENYL)ETHANAMINE
    • Benzenemethanamine, 3-ethoxy--methyl-, (R)-
    • Benzenemethanamine, 3-ethoxy-alpha-methyl-, (alphaR)- (9CI)
    • MDL: MFCD11101148
    • Inchi: 1S/C10H15NO/c1-3-12-10-6-4-5-9(7-10)8(2)11/h4-8H,3,11H2,1-2H3/t8-/m1/s1
    • InChI Key: YIPGPYIRKCOZJP-MRVPVSSYSA-N
    • SMILES: O(CC)C1=CC=CC(=C1)[C@@H](C)N

Computed Properties

  • Exact Mass: 165.11500
  • Monoisotopic Mass: 201.092
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 127
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 35.2A^2
  • XLogP3: 1.5

Experimental Properties

  • PSA: 35.25000
  • LogP: 2.80530

(1R)-1-(3-ethoxyphenyl)ethan-1-amine Security Information

(1R)-1-(3-ethoxyphenyl)ethan-1-amine Pricemore >>

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Additional information on (1R)-1-(3-ethoxyphenyl)ethan-1-amine

Introduction to (1R)-1-(3-ethoxyphenyl)ethan-1-amine and Its Significance in Modern Chemical Research

CAS No. 263893-81-8 corresponds to the chiral amine compound (1R)-1-(3-ethoxyphenyl)ethan-1-amine, a molecule that has garnered considerable attention in the field of pharmaceutical chemistry and medicinal biology. This compound, characterized by its specific stereochemistry and functional groups, holds promise for various applications, particularly in the development of novel therapeutic agents. The unique structural features of this amine make it a valuable scaffold for further chemical modifications and biological evaluations.

The (1R)-configuration of the amine at the chiral center is crucial for its pharmacological properties, influencing both its binding affinity and metabolic stability. This stereochemical specificity is often a key factor in the design of drugs that target specific biological pathways with high selectivity. The presence of the 3-ethoxyphenyl moiety further enhances the compound's potential by introducing hydrophobic interactions and electronic effects that can modulate its biological activity.

In recent years, there has been a growing interest in exploring the pharmacological potential of amine derivatives, particularly those with complex aromatic substituents. Research has demonstrated that compounds like (1R)-1-(3-ethoxyphenyl)ethan-1-amine can exhibit a range of biological activities, including anti-inflammatory, analgesic, and even anticancer properties. These findings are supported by both in vitro and in vivo studies, which have highlighted the compound's ability to interact with various biological targets.

One of the most compelling aspects of this compound is its versatility as a building block for drug discovery. The chiral center allows for the synthesis of enantiomerically pure forms, which can be critical for achieving desired pharmacological outcomes while minimizing off-target effects. Additionally, the ethoxyphenyl group provides a handle for further chemical modifications, enabling researchers to fine-tune the properties of the molecule to optimize its therapeutic potential.

The synthesis of (1R)-1-(3-ethoxyphenyl)ethan-1-amine involves multi-step organic reactions that require precise control over reaction conditions to ensure high yield and enantioselectivity. Advanced synthetic methodologies, such as asymmetric hydrogenation and chiral resolution techniques, have been employed to achieve the desired stereochemical purity. These synthetic strategies not only highlight the technical prowess of modern chemical research but also underscore the importance of robust methodologies in producing biologically active compounds.

Recent advancements in computational chemistry have further enhanced our understanding of how (1R)-1-(3-ethoxyphenyl)ethan-1-amine interacts with biological targets. Molecular modeling studies have revealed insights into its binding mode and affinity for various receptors, providing a rational basis for designing more effective derivatives. These computational approaches complement experimental efforts by offering predictive insights into structure-activity relationships, thereby accelerating the drug discovery process.

The biological evaluation of this compound has shown promising results in preclinical models, particularly in contexts where modulation of neurotransmitter systems is relevant. For instance, studies suggest that derivatives of this molecule may exhibit properties similar to those of known psychoactive agents, although further research is needed to fully elucidate their mechanisms of action. Such findings open up new avenues for exploring treatments for neurological and psychiatric disorders.

In conclusion, (1R)-1-(3-ethoxyphenyl)ethan-1-amine (CAS No. 263893-81-8) represents a significant advancement in pharmaceutical chemistry due to its unique structural features and potential biological activities. Its chiral configuration and aromatic substituents make it an attractive candidate for further development into novel therapeutic agents. As research continues to uncover new applications for this compound, it is likely to play an increasingly important role in addressing unmet medical needs across various therapeutic areas.

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