Cas no 2413817-92-0 ((1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine)

(1S)-1-(3-Chloro-4-fluorophenyl)ethan-1-amine is a chiral amine intermediate featuring a stereospecific (S)-configuration, which is critical for applications in asymmetric synthesis and pharmaceutical development. The presence of both chloro and fluoro substituents on the phenyl ring enhances its utility as a versatile building block for bioactive compounds, particularly in the synthesis of receptor-targeted molecules. Its high enantiomeric purity ensures consistent performance in chiral resolutions and catalytic processes. The compound’s stability under standard conditions and compatibility with common organic reactions make it a reliable choice for research and industrial-scale applications. Suitable for use under inert atmospheres, it is typically supplied as a hydrochloride salt for improved handling and storage.
(1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine structure
2413817-92-0 structure
Product Name:(1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine
CAS No:2413817-92-0
MF:C8H9ClFN
MW:173.615164518356
MDL:MFCD06761888
CID:4756633
PubChem ID:28602991
Update Time:2025-10-17

(1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine Chemical and Physical Properties

Names and Identifiers

    • (1S)-1-(3-Chloro-4-fluorophenyl)ethylamine
    • (S)-1-(3-CHLORO-4-FLUOROPHENYL)ETHANAMINE
    • (S)-1-(3-Chloro-4-fluorophenyl)ethan-1-amine
    • (1S)-1-(3-CHLORO-4-FLUOROPHENYL)ETHANAMINE
    • (1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine
    • MDL: MFCD06761888
    • Inchi: 1S/C8H9ClFN/c1-5(11)6-2-3-8(10)7(9)4-6/h2-5H,11H2,1H3/t5-/m0/s1
    • InChI Key: QHARBBFZGIDKLK-YFKPBYRVSA-N
    • SMILES: ClC1=C(C=CC(=C1)[C@H](C)N)F

Computed Properties

  • Exact Mass: 173.040755g/mol
  • Monoisotopic Mass: 173.040755g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 131
  • 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: 1.9
  • Topological Polar Surface Area: 26
  • Molecular Weight: 173.61g/mol

(1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine Pricemore >>

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Additional information on (1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine

Research Brief on (1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine (CAS: 2413817-92-0)

The compound (1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine (CAS: 2413817-92-0) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential as a chiral building block for the synthesis of biologically active molecules. This research brief aims to summarize the latest findings and developments related to this compound, focusing on its synthesis, applications, and pharmacological relevance.

Recent studies have highlighted the importance of (1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine as a key intermediate in the synthesis of novel drug candidates. Its chiral nature and structural features make it particularly valuable for the development of enantioselective pharmaceuticals. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the synthesis of potent kinase inhibitors, showcasing its role in targeting specific signaling pathways involved in cancer progression.

The synthesis of (1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine has been optimized through asymmetric catalytic methods, as reported in a recent Organic Letters publication. Researchers employed a chiral palladium catalyst to achieve high enantiomeric excess (ee > 99%), significantly improving the efficiency and scalability of the process. This advancement is critical for large-scale pharmaceutical production, where enantiopurity is often a regulatory requirement.

Pharmacological evaluations of derivatives containing this amine moiety have revealed promising therapeutic potential. For instance, a series of compounds incorporating (1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine exhibited potent activity against neurodegenerative targets, as evidenced by in vitro and in vivo studies. These findings were presented at the 2024 American Chemical Society National Meeting, suggesting potential applications in Alzheimer's disease treatment.

Structural-activity relationship (SAR) studies have further elucidated the importance of the chloro-fluoro substitution pattern on the phenyl ring. Computational modeling and X-ray crystallography data indicate that this specific substitution enhances binding affinity to certain biological targets while maintaining favorable pharmacokinetic properties. These insights are driving the design of next-generation drug candidates in multiple therapeutic areas.

In conclusion, (1S)-1-(3-chloro-4-fluorophenyl)ethan-1-amine (CAS: 2413817-92-0) represents a versatile and pharmacologically relevant chiral building block with growing importance in drug discovery. Continued research into its applications and synthetic methodologies is expected to yield novel therapeutic agents across various disease areas, particularly in oncology and central nervous system disorders.

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