Cas no 1241679-50-4 ((3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid)

(3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid structure
1241679-50-4 structure
Product Name:(3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid
CAS No:1241679-50-4
MF:C9H9F2NO2
MW:201.1700694561
MDL:MFCD07372964
CID:2760349
PubChem ID:7084790
Update Time:2025-11-01

(3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid Chemical and Physical Properties

Names and Identifiers

    • 1241679-50-4
    • SCHEMBL21314455
    • AKOS037646321
    • AS-68151
    • (S)-3-AMINO-3-(3,5-DIFLUOROPHENYL)PROPANOIC ACID
    • W18943
    • (3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid
    • MDL: MFCD07372964
    • Inchi: 1S/C9H9F2NO2/c10-6-1-5(2-7(11)3-6)8(12)4-9(13)14/h1-3,8H,4,12H2,(H,13,14)/t8-/m0/s1
    • InChI Key: OYIOVKBLAKVZEC-QMMMGPOBSA-N
    • SMILES: FC1C=C(C=C(C=1)[C@H](CC(=O)O)N)F

Computed Properties

  • Exact Mass: 201.06013485g/mol
  • Monoisotopic Mass: 201.06013485g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 203
  • 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: -1.8
  • Topological Polar Surface Area: 63.3?2

(3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid Pricemore >>

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Additional information on (3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid

Introduction to (3S)-3-amino-3-(3,5-difluorophenyl)propanoic Acid (CAS No. 1241679-50-4)

(3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid, with the CAS number 1241679-50-4, is a significant compound in the field of pharmaceutical chemistry and biochemistry. This compound has garnered attention due to its unique structural properties and potential applications in drug development. The presence of a stereogenic center at the third carbon atom, along with the incorporation of fluorine atoms in the phenyl ring, contributes to its distinct chemical behavior and biological activity.

The molecular structure of (3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid consists of an amino group (-NH?) and a carboxylic acid group (-COOH) attached to a propanoic acid backbone. The stereogenic center at the third carbon atom is crucial for its chiral properties, which can significantly influence its biological interactions. Additionally, the 3,5-difluorophenyl group introduces electronic and steric effects that can modulate the compound's reactivity and binding affinity to biological targets.

In recent years, there has been growing interest in the development of fluorinated compounds for their enhanced metabolic stability and improved pharmacokinetic profiles. The fluorine atoms in (3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid contribute to these desirable properties by increasing lipophilicity and reducing susceptibility to enzymatic degradation. This makes the compound a valuable scaffold for designing novel therapeutic agents.

Current research in the field of medicinal chemistry has highlighted the potential of chiral amino acids as building blocks for drug discovery. The enantiomerically pure form of (3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid has been explored in several preclinical studies for its ability to interact selectively with biological receptors. Such selectivity is critical for minimizing side effects and improving therapeutic efficacy.

One notable application of this compound is in the synthesis of protease inhibitors, which are essential for treating various diseases, including cancer and infectious disorders. The unique structural features of (3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid allow it to mimic natural amino acids and disrupt enzyme activity by binding to specific pockets on the protease surface. This has led to the development of several promising lead compounds that are currently undergoing further investigation.

Another area where this compound has shown promise is in the treatment of neurological disorders. Studies have demonstrated that fluorinated amino acids can cross the blood-brain barrier more efficiently than their non-fluorinated counterparts. This property makes (3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid an attractive candidate for developing drugs targeting central nervous system disorders such as Alzheimer's disease and Parkinson's disease.

The synthesis of (3S)-3-amino-3-(3,5-difluorophenyl)propanoic acid involves multi-step organic reactions that require careful optimization to achieve high yields and enantiomeric purity. Advanced synthetic techniques such as asymmetric hydrogenation and fluorochemical transformations have been employed to construct the desired molecular framework efficiently. These synthetic strategies not only highlight the compound's complexity but also showcase the advancements in synthetic organic chemistry that enable the production of such intricate molecules.

In conclusion, (CAS No. 1241679-50-4) represents a significant advancement in pharmaceutical chemistry with its unique structural features and diverse applications. The combination of stereochemistry, fluorine substitution, and functional group compatibility makes this compound a versatile tool for drug discovery. As research continues to uncover new therapeutic targets and develop innovative synthetic methodologies, compounds like (CAS No. 1241679-50-4) are poised to play a crucial role in shaping future treatments for various human diseases.

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