2-amino-2-[(3,4-dihydroxyphenyl)methyl]butanoic acid hydrobromide

• ChemBase ID: 168526
• Molecular Formular: C11H16BrNO4
• Molecular Mass: 306.15304
• Monoisotopic Mass: 305.02627
• SMILES: c1c(c(ccc1CC(N)(C(=O)O)CC)O)O.Br
• Canonical SMILES: CCC(C(=O)O)(Cc1ccc(c(c1)O)O)N.Br
• InChI: InChI=1S/C11H15NO4.BrH/c1-2-11(12,10(15)16)6-7-3-4-8(13)9(14)5-7;/h3-5,13-14H,2,6,12H2,1H3,(H,15,16);1H
• InChIKey: AIUVUJQXEMPCTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-[(3,4-dihydroxyphenyl)methyl]butanoic acid hydrobromide
• IUPAC Traditional name: 2-amino-2-[(3,4-dihydroxyphenyl)methyl]butanoic acid hydrobromide
• Synonyms: L-α-Amino-α-(3,4-dihydroxybenzyl)butyric Acid Hydrobromide; α-Ethyl-3-hydroxy-L-tyrosine Hydrobromide; rac α-Ethyl DOPA Hydrobromide

Database IDs

• PubChem SID: 162262658
• PubChem CID: 71316566

CALCULATED PROPERTIES

• Acid pKa: 1.8302217
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.8368997
• LogD (pH = 7.4): -0.8442277
• Log P: -0.8370015
• Molar Refractivity: 58.3154 cm^3
• Polarizability: 22.819489 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Dark Brown Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - E917280

Antihypertensive agent.

REFERENCES

• Beckett, et al.: J. Pharm. Pharmacol., 7, 433 (1955)
• Sletzinger, et al.: J. Med. Chem., 6, 101 (1955)