Cas no 117391-55-6 (3-Amino-3-(2,5-dimethylphenyl)propanoic Acid)

3-Amino-3-(2,5-dimethylphenyl)propanoic acid is a chiral β-amino acid derivative featuring a 2,5-dimethylphenyl substituent, which imparts steric and electronic modulation to its structure. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of peptidomimetics and bioactive molecules. Its rigid aromatic moiety enhances conformational stability, making it useful for studying structure-activity relationships in medicinal chemistry. The carboxyl and amino functional groups provide versatile sites for further derivatization, enabling applications in asymmetric synthesis and pharmaceutical development. The compound's defined stereochemistry and purity are critical for reproducibility in research and industrial processes.
3-Amino-3-(2,5-dimethylphenyl)propanoic Acid structure
117391-55-6 structure
Product Name:3-Amino-3-(2,5-dimethylphenyl)propanoic Acid
CAS No:117391-55-6
MF:C11H15NO2
MW:193.242303133011
CID:132746
PubChem ID:584231
Update Time:2025-05-25

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

Names and Identifiers

    • Benzenepropanoic acid, b-amino-2,5-dimethyl-
    • 3-AMINO-3-(2,5-DIMETHYLPHENYL)PROPANOIC ACID
    • 3-Amino-3-(2,5-dimethyl-phenyl)-propionic acid
    • 2,5-Dimethyl-L-Phenylalanine
    • (S)-2-amino-3-(2,5-dimethylphenyl)propanoic acid
    • Oprea1_836891
    • 3-(2,5-Dimethylphenyl)-beta-alanine #
    • VS-01846
    • 3-amino-3-(2,5-dimethylphenyl)propanoicacid
    • 3-Amino-3-(2,5-dimethyl-phenyl)-propionic acid
    • beta-Amino-2,5-dimethylbenzenepropanoic acid
    • SR-01000537421-1
    • A803762
    • STK064341
    • AKOS016343534
    • BBL008178
    • AKOS000265993
    • EN300-1844248
    • ORBDRZAPRLVKDA-UHFFFAOYSA-N
    • DTXSID501269672
    • MFCD01871307
    • SR-01000537421
    • BB 0249718
    • CS-0280197
    • N12874
    • FT-0693066
    • 117391-55-6
    • 3-Amino-3-(2,5-dimethylphenyl)propanoic Acid
    • MDL: MFCD01871307
    • Inchi: 1S/C11H15NO2/c1-7-3-4-8(2)9(5-7)10(12)6-11(13)14/h3-5,10H,6,12H2,1-2H3,(H,13,14)
    • InChI Key: ORBDRZAPRLVKDA-UHFFFAOYSA-N
    • SMILES: OC(CC(C1C=C(C)C=CC=1C)N)=O

Computed Properties

  • Exact Mass: 193.11035
  • Monoisotopic Mass: 193.11
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 206
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.2
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • PSA: 63.32

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

3-Amino-3-(2,5-Dimethylphenyl)Propanoic Acid (CAS No: 117391-55-6)

3-Amino-3-(2,5-Dimethylphenyl)Propanoic Acid, also known by its CAS number 117391-55-6, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structure, which includes a propanoic acid backbone with an amino group and a substituted phenyl ring. The presence of the 2,5-dimethylphenyl group adds complexity to its chemical properties and potential applications.

The molecular structure of 3-Amino-3-(2,5-Dimethylphenyl)Propanoic Acid plays a crucial role in its reactivity and functionality. The amino group (-NH?) at the third carbon position introduces basicity and nucleophilicity, while the 2,5-dimethylphenyl group imparts steric hindrance and aromatic stability. This combination makes the compound a versatile building block in organic synthesis, particularly in the development of bioactive molecules.

Recent studies have highlighted the potential of 3-Amino-3-(2,5-Dimethylphenyl)Propanoic Acid as a precursor for various pharmacologically active compounds. For instance, researchers have explored its use in synthesizing peptide analogs and bioisosteres, which are valuable in drug discovery programs targeting diseases such as cancer and neurodegenerative disorders.

In terms of synthesis, 3-Amino-3-(2,5-Dimethylphenyl)Propanoic Acid can be prepared through several routes, including nucleophilic substitution and condensation reactions. One common method involves the reaction of 2,5-dimethylbenzaldehyde with ammonium formate or other suitable reagents to form an imine intermediate, followed by hydrolysis to yield the desired product.

The physical properties of this compound are also worth noting. It has a melting point of approximately 180°C and is soluble in polar solvents such as water and ethanol due to the presence of the carboxylic acid group. Its solubility profile makes it suitable for various laboratory applications, including chromatographic separations and spectroscopic analyses.

From an environmental standpoint, 3-Amino-3-(2,5-Dimethylphenyl)Propanoic Acid has been studied for its biodegradability and toxicity profiles. Research indicates that it exhibits moderate biodegradability under aerobic conditions and shows low acute toxicity to aquatic organisms when tested at standard concentrations.

In conclusion, 3-Amino-3-(2,5-Dimethylphenyl)Propanoic Acid (CAS No: 117391-55-6) is a multifaceted compound with promising applications in organic synthesis and drug development. Its unique structure and chemical properties make it an invaluable tool for researchers seeking to design novel bioactive molecules with improved therapeutic potential.

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