Cas no 1228571-37-6 ((3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid)

(3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid is a chiral non-natural amino acid derivative featuring a 2,5-difluorophenyl substituent at the β-position. Its stereochemically defined (S)-configuration ensures high enantiopurity, making it valuable for asymmetric synthesis and pharmaceutical applications. The difluorophenyl moiety enhances metabolic stability and bioavailability, while the carboxylic acid and amino functionalities provide versatile reactivity for peptide coupling or further derivatization. This compound is particularly useful in medicinal chemistry for designing enzyme inhibitors or bioactive peptides due to its structural rigidity and electronic properties. It is typically supplied as a high-purity solid, suitable for research and development in drug discovery and fine chemical synthesis.
(3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid structure
1228571-37-6 structure
Product Name:(3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid
CAS No:1228571-37-6
MF:C9H9F2NO2
MW:201.1700694561
MDL:MFCD07372952
CID:4761005
Update Time:2026-02-26

(3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid Chemical and Physical Properties

Names and Identifiers

    • (3S)-3-amino-3-(2,5-difluorophenyl)propanoic Acid
    • AB35895
    • (3S)-3-azaniumyl-3-(2,5-difluorophenyl)propanoate
    • (S)-3-Amino-3-(2,5-difluorophenyl)propionic acid
    • (S)-3-AMINO-3-(2,5-DIFLUOROPHENYL)PROPANOIC ACID
    • (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid
    • MDL: MFCD07372952
    • Inchi: 1S/C9H9F2NO2/c10-5-1-2-7(11)6(3-5)8(12)4-9(13)14/h1-3,8H,4,12H2,(H,13,14)/t8-/m0/s1
    • InChI Key: AXIFQWRTBOFNKU-QMMMGPOBSA-N
    • SMILES: FC1C=CC(=CC=1[C@H](CC(=O)O)N)F

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 213
  • XLogP3: -1.8
  • Topological Polar Surface Area: 63.3

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Additional information on (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid

Introduction to (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid (CAS No. 1228571-37-6)

(3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid (CAS No. 1228571-37-6) is a chiral amino acid derivative that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, including a chiral center and a 2,5-difluorophenyl substituent, which contribute to its potential therapeutic applications.

The chiral nature of (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid is crucial for its biological activity and selectivity. Chirality plays a vital role in the interaction of molecules with biological targets, often leading to enhanced efficacy and reduced side effects. The (S) configuration of this compound ensures that it can selectively bind to specific receptors or enzymes, making it a valuable candidate for drug development.

Recent studies have highlighted the potential of (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid in various therapeutic areas. One notable application is in the treatment of neurological disorders. Research has shown that this compound can modulate the activity of certain neurotransmitters, potentially offering new avenues for the treatment of conditions such as Parkinson's disease and Alzheimer's disease. The ability to influence neurotransmitter systems is particularly important given the growing prevalence of neurological disorders and the need for more effective treatments.

In addition to its neurological applications, (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid has also been investigated for its anti-inflammatory properties. Inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease (IBD) are characterized by chronic inflammation, which can lead to significant morbidity and reduced quality of life. Studies have demonstrated that this compound can inhibit key inflammatory pathways, suggesting its potential as an anti-inflammatory agent.

The pharmacokinetic properties of (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid have also been extensively studied. Its high solubility and favorable absorption characteristics make it suitable for various routes of administration, including oral and intravenous delivery. These properties are essential for ensuring that the compound reaches its intended target in sufficient concentrations to exert its therapeutic effects.

Clinical trials are currently underway to evaluate the safety and efficacy of (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid in human subjects. Preliminary results have been promising, with the compound demonstrating good tolerability and a favorable safety profile. These findings are encouraging and suggest that this compound has the potential to become a valuable addition to the therapeutic arsenal for treating various diseases.

The synthesis of (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid has been optimized through various synthetic routes, each with its own advantages and challenges. One common approach involves the use of chiral auxiliaries or catalysts to ensure the formation of the desired (S) enantiomer. Advances in asymmetric synthesis have significantly improved the efficiency and yield of these processes, making large-scale production more feasible.

In conclusion, (3S)-3-Amino-3-(2,5-difluorophenyl)propanoic Acid (CAS No. 1228571-37-6) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features, coupled with its favorable pharmacological properties, make it an attractive candidate for further development. Ongoing research and clinical trials will continue to elucidate its full therapeutic potential and pave the way for new treatments in various medical fields.

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