Cas no 781580-43-6 ((1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine)

(1S)-1-(3,5-Dimethoxyphenyl)ethan-1-amine is a chiral amine compound featuring a stereogenic center at the α-position of the ethylamine group, with a 3,5-dimethoxyphenyl substituent. This optically active building block is valuable in asymmetric synthesis, particularly in pharmaceutical and agrochemical applications, where enantioselectivity is critical. The dimethoxy groups enhance solubility in organic solvents and may influence electronic properties for further functionalization. Its well-defined stereochemistry makes it suitable for chiral ligand preparation or as an intermediate in the synthesis of bioactive molecules. The compound is typically handled under inert conditions to preserve its optical purity. Available in high enantiomeric excess, it meets rigorous standards for research and industrial use.
(1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine structure
781580-43-6 structure
Product Name:(1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine
CAS No:781580-43-6
MF:C10H15NO2
MW:181.231602907181
MDL:MFCD06762262
CID:562298
PubChem ID:13510257
Update Time:2025-05-21

(1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine Chemical and Physical Properties

Names and Identifiers

    • (1S)-1-(3,5-dimethoxyphenyl)ethanamine
    • (S)-1-(3,5-Dimethoxyphenyl)ethanamine
    • Benzenemethanamine, 3,5-dimethoxy-a-methyl-, (S)-
    • Benzenemethanamine,3,5-dimethoxy-a-methyl-,(S)
    • I14-5041
    • Benzenemethanamine,3,5-dimethoxy-a-methyl-,(S)-
    • (1S)-1-(3,5-Dimethoxyphenyl)ethan-1-amine
    • N10474
    • A839348
    • AKOS015851809
    • 781580-43-6
    • EN300-1857713
    • CS-0000374
    • AS-49774
    • Benzenemethanamine, 3,5-dimethoxy--methyl-, (S)- (9CI)
    • MFCD06762262
    • BVAAZZHQLIEDTA-ZETCQYMHSA-N
    • DTXSID80542599
    • AKOS006294883
    • SCHEMBL14120676
    • (1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine
    • MDL: MFCD06762262
    • Inchi: 1S/C10H15NO2/c1-7(11)8-4-9(12-2)6-10(5-8)13-3/h4-7H,11H2,1-3H3/t7-/m0/s1
    • InChI Key: BVAAZZHQLIEDTA-ZETCQYMHSA-N
    • SMILES: O(C)C1C=C(C=C(C=1)[C@H](C)N)OC

Computed Properties

  • Exact Mass: 181.11000
  • Monoisotopic Mass: 181.110278721g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 140
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.1
  • Topological Polar Surface Area: 44.5

Experimental Properties

  • PSA: 44.48000
  • LogP: 2.42380

(1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine Pricemore >>

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Additional information on (1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine

781580-43-6: A Comprehensive Overview of (1S)-1-(3,5-Dimethoxyphenyl)Ethan-1-Amine

781580-43-6, also known as (1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug discovery. The CAS number 781580-43-6 serves as a unique identifier for this compound, facilitating its identification and reference in scientific literature.

The chemical structure of (1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine is characterized by a chiral center at the nitrogen atom, which imparts stereochemical properties to the molecule. The presence of the 3,5-dimethoxyphenyl group introduces electronic and steric effects that influence the compound's reactivity and biological activity. Recent studies have highlighted the importance of such substituents in modulating the pharmacokinetic profiles of bioactive molecules.

Research into 781580-43-6 has focused on its potential as a building block for more complex molecules with therapeutic applications. For instance, the compound's ability to undergo various nucleophilic substitutions and amine derivatizations makes it a valuable intermediate in organic synthesis. Moreover, its stereochemistry has been leveraged in the development of enantioselective catalysts, which are critical in asymmetric synthesis.

Recent advancements in computational chemistry have enabled detailed modeling of (1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine's interactions with biological targets. These studies have provided insights into its binding affinities and selectivity profiles, paving the way for its use in drug design. Notably, the compound has shown promise as a lead molecule in anti-inflammatory and neuroprotective therapies.

The synthesis of 781580-43-6 involves a multi-step process that typically begins with the preparation of the corresponding phenol derivative. The introduction of methoxy groups at the 3 and 5 positions is achieved through methylation reactions, followed by amine functionalization. Optimization of these steps has led to improved yields and purity levels, making the compound more accessible for research purposes.

In terms of applications, (1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine has found utility in both academic and industrial settings. Its role as a chiral ligand in asymmetric catalysis has been particularly noteworthy, with recent reports demonstrating its effectiveness in promoting enantioselective reactions. Additionally, the compound serves as a valuable tool for studying chiral recognition processes in supramolecular chemistry.

Looking ahead, ongoing research aims to further elucidate the biological roles and therapeutic potentials of 781580-43-6. Collaborative efforts between chemists and biologists are expected to unlock new avenues for its application in medicine and materials science. As our understanding of this compound deepens, it is likely to play an increasingly important role in advancing chemical innovation.

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