methyl 2-amino-3-(4-hydroxyphenyl)-2-methylpropanoate hydrochloride

• ChemBase ID: 134189
• Molecular Formular: C11H16ClNO3
• Molecular Mass: 245.70264
• Monoisotopic Mass: 245.08187106
• SMILES: CC(Cc1ccc(cc1)O)(C(=O)OC)N.Cl
• Canonical SMILES: COC(=O)C(Cc1ccc(cc1)O)(N)C.Cl
• InChI: InChI=1S/C11H15NO3.ClH/c1-11(12,10(14)15-2)7-8-3-5-9(13)6-4-8;/h3-6,13H,7,12H2,1-2H3;1H
• InChIKey: OOVDEPZODSXAMU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-amino-3-(4-hydroxyphenyl)-2-methylpropanoate hydrochloride
• IUPAC Traditional name: methyl 2-amino-3-(4-hydroxyphenyl)-2-methylpropanoate hydrochloride
• Synonyms: α-MT methyl ester hydrochloride; 2-Methyl-4-hydroxy-DL-phenylalanine methyl ester hydrochloride; AMPT; α-Methyl-DL-tyrosine methyl ester hydrochloride; α-Methyltyrosine Methyl Ester Hydrochloride; (+/-)-α-Methyl-p-tyrosine Methyl Ester Hydrochloride; Methyl DL-α-methyltyrosine Hydrochloride; NSC 152035; α-Methyl-D,L-p-tyrosine Methyl Ester Hydrochloride

Database IDs

• CAS Number: 7361-31-1
• EC Number: 230-900-0
• MDL Number: MFCD00012606
• Beilstein Number: 5163031
• PubChem SID: 162228466; 24278548
• PubChem CID: 11957616

CALCULATED PROPERTIES

• Acid pKa: 9.506129
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.37907392
• LogD (pH = 7.4): 1.1189746
• Log P: 1.3527097
• Molar Refractivity: 56.5796 cm^3
• Polarizability: 22.433025 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL, clear, colorless to faintly yellow; H2O: soluble50 mg/mL, clear, faintly yellow; Methanol; Water
• Melting Point: 192 °C (dec.)(lit.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• RTECS: YP2900000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... TH(7054)

Product Information

• Purity: ≥98% (HPLC); ≥98.0% (TLC)
• Impurities: ≤2% water
• Linear Formula: 4-(HO)C6H4CH2C(CH3)(NH2)CO2CH3 · HCl

DETAILS

Sigma Aldrich - M3281

Biochem/physiol Actions
Tyrosine hydroxylase inhibitor.
包装
1, 5 g in poly bottle

Sigma Aldrich - 69578

Biochem/physiol Actions
Tyrosine hydroxylase inhibitor.
Other Notes
Catecholamine depletor. Inhibitor of tyrosine hydroxylase1; Prevention of nerve terminal damage in cerebral ischemia2

Toronto Research Chemicals - M332740

A metabolite of Dopamine and Noradrenaline.

REFERENCES

• Pfeiffer, F.R., et al.: J. Med. Chem., 27, 325 (1984)