(2S)-2-amino-4-(4-hydroxyphenyl)butanoic acid hydrobromide

• ChemBase ID: 169947
• Molecular Formular: C10H14BrNO3
• Molecular Mass: 276.12706
• Monoisotopic Mass: 275.01570531
• SMILES: c1c(ccc(c1)CC[C@H](N)C(=O)O)O.Br
• Canonical SMILES: OC(=O)[C@H](CCc1ccc(cc1)O)N.Br
• InChI: InChI=1S/C10H13NO3.BrH/c11-9(10(13)14)6-3-7-1-4-8(12)5-2-7;/h1-2,4-5,9,12H,3,6,11H2,(H,13,14);1H/t9-;/m0./s1
• InChIKey: URCVTTXLQQVTHD-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-(4-hydroxyphenyl)butanoic acid hydrobromide
• IUPAC Traditional name: (2S)-2-amino-4-(4-hydroxyphenyl)butanoic acid hydrobromide
• Synonyms: (αS)-Amino-4-hydroxybenzenebutanoic Acid Hydrobromide; Homo-L-tyrosine Hydrobromide

Database IDs

• CAS Number: 141899-12-9
• PubChem SID: 162264079
• PubChem CID: 45357976

CALCULATED PROPERTIES

• Acid pKa: 2.1099951
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.0439047
• LogD (pH = 7.4): -1.0501778
• Log P: -1.0439818
• Molar Refractivity: 51.6982 cm^3
• Polarizability: 20.3472 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 220-225°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H668000

Used in the preparation of azoles as oral antidiabetic agents.

REFERENCES

• Debono, M., et al.: J. Med. Chem., 38, 3271(1995)
• Rex, J., et al.: Antimicrob. Agents Chemother., 39, 1 (1995)
• Alexander, B., et al.: Drugs, 54, 657 (1995)