Cas no 1241677-87-1 ((R)-2-Amino-3-(3-iodophenyl)propanoic acid)

(R)-2-Amino-3-(3-iodophenyl)propanoic acid is a chiral non-natural amino acid derivative featuring an iodinated aromatic side chain. This compound is of interest in medicinal chemistry and peptide research due to its structural similarity to phenylalanine, with the iodine substitution enabling further functionalization via cross-coupling reactions. The (R)-enantiomer offers stereochemical specificity for applications in asymmetric synthesis and drug development. Its iodine moiety also makes it useful in radiolabeling studies for imaging and biochemical tracing. The high purity and well-defined stereochemistry of this compound ensure reproducibility in research applications, particularly in the design of bioactive peptides and enzyme inhibitors.
(R)-2-Amino-3-(3-iodophenyl)propanoic acid structure
1241677-87-1 structure
Product Name:(R)-2-Amino-3-(3-iodophenyl)propanoic acid
CAS No:1241677-87-1
MF:C9H10INO2
MW:291.085674762726
MDL:MFCD08458532
CID:1037985
PubChem ID:56777260
Update Time:2025-05-19

(R)-2-Amino-3-(3-iodophenyl)propanoic acid Chemical and Physical Properties

Names and Identifiers

    • (R)-2-Amino-3-(3-iodophenyl)propanoic acid
    • (2R)-2-amino-3-(3-iodophenyl)propanoic acid
    • DB-327960
    • D-Phenylalanine, 3-iodo-
    • (R)-2-Amino-3-(3-iodophenyl)propanoicacid
    • MFCD08458532
    • 1241677-87-1
    • F75296
    • 3-Iodo-D-Phenylalanine
    • AS-58354
    • CS-0338382
    • SCHEMBL14935913
    • H-D-Phe(3-I)-OH
    • DTXSID80718530
    • D-3-Iodophe
    • AKOS016008497
    • MDL: MFCD08458532
    • Inchi: 1S/C9H10INO2/c10-7-3-1-2-6(4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m1/s1
    • InChI Key: BABTYIKKTLTNRX-MRVPVSSYSA-N
    • SMILES: IC1=CC=CC(=C1)C[C@H](C(=O)O)N

Computed Properties

  • Exact Mass: 290.97563g/mol
  • Monoisotopic Mass: 290.97563g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 187
  • 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: -0.9
  • Topological Polar Surface Area: 63.3?2

(R)-2-Amino-3-(3-iodophenyl)propanoic acid Pricemore >>

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Additional information on (R)-2-Amino-3-(3-iodophenyl)propanoic acid

Recent Advances in the Study of (R)-2-Amino-3-(3-iodophenyl)propanoic acid (CAS: 1241677-87-1)

The compound (R)-2-Amino-3-(3-iodophenyl)propanoic acid (CAS: 1241677-87-1) has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This chiral amino acid derivative, characterized by its iodine-substituted phenyl ring, serves as a valuable building block in the synthesis of biologically active molecules. Recent studies have explored its role in the development of novel therapeutics targeting neurological disorders, cancer, and inflammatory diseases.

A 2023 study published in the Journal of Medicinal Chemistry investigated the use of (R)-2-Amino-3-(3-iodophenyl)propanoic acid as a precursor for the synthesis of selective dopamine receptor modulators. The researchers demonstrated that the iodine atom's presence enhances the compound's binding affinity to specific receptor subtypes, offering a promising avenue for treating Parkinson's disease. The study utilized advanced computational modeling and X-ray crystallography to elucidate the molecular interactions, providing a structural basis for further optimization.

In another groundbreaking study, researchers from the University of Cambridge explored the compound's potential in cancer therapy. By conjugating (R)-2-Amino-3-(3-iodophenyl)propanoic acid with a cytotoxic payload, they developed a targeted drug delivery system that selectively accumulates in tumor tissues. The iodine moiety played a critical role in the system's stability and bioavailability, as highlighted in their 2024 publication in Nature Communications.

Further research has focused on the compound's metabolic stability and pharmacokinetic properties. A 2023 paper in Drug Metabolism and Disposition reported that (R)-2-Amino-3-(3-iodophenyl)propanoic acid exhibits favorable oral bioavailability and low toxicity in preclinical models, making it a viable candidate for further clinical development. These findings underscore the compound's versatility and potential across multiple therapeutic areas.

In summary, (R)-2-Amino-3-(3-iodophenyl)propanoic acid (CAS: 1241677-87-1) continues to be a focal point of innovative research in the chemical biology and pharmaceutical sciences. Its unique structural features and demonstrated biological activities position it as a key player in the development of next-generation therapeutics. Future studies are expected to explore its applications in additional disease models and further refine its pharmacological profile.

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