methyl 2-amino-3-(3-hydroxyphenyl)propanoate hydrochloride

• ChemBase ID: 179369
• Molecular Formular: C10H14ClNO3
• Molecular Mass: 231.67606
• Monoisotopic Mass: 231.06622099
• SMILES: c1(cccc(c1)CC(N)C(=O)OC)O.Cl
• Canonical SMILES: COC(=O)C(Cc1cccc(c1)O)N.Cl
• InChI: InChI=1S/C10H13NO3.ClH/c1-14-10(13)9(11)6-7-3-2-4-8(12)5-7;/h2-5,9,12H,6,11H2,1H3;1H
• InChIKey: WULJQXTZWBDFSE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-amino-3-(3-hydroxyphenyl)propanoate hydrochloride
• IUPAC Traditional name: methyl 2-amino-3-(3-hydroxyphenyl)propanoate hydrochloride
• Synonyms: 3-Hydroxy-phenylalanine Methyl Ester Hydrochloride; 2-Amino-3-(3-hydroxyphenyl)propanoic Acid Methyl Ester Hydrochloride; D,L-m-Tyrosine Methyl Ester Hydrochloride

Database IDs

• CAS Number: 34260-70-3
• PubChem SID: 164235279
• PubChem CID: 45040666

CALCULATED PROPERTIES

• Acid pKa: 9.461071
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.5312708
• LogD (pH = 7.4): 0.78530496
• Log P: 0.9199438
• Molar Refractivity: 51.8663 cm^3
• Polarizability: 20.595402 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 174-176°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T910020

A m-tyrosine alkyl ester used in treatment of Parkinsonism.

REFERENCES

• Milano, J., et al.: Toxicol. Sci., 82, 341 (2004)
• Beher, D., et al.: Expert Opin. Invest. Drugs, 14, 1385 (2004)
• Stachel, S., et al.: Bioorg. Med. Chem. Lett., 16, 641 (2004)