2-amino-3-(3-fluoro-4-hydroxyphenyl)propanoic acid

• ChemBase ID: 97339
• Molecular Formular: C9H10FNO3
• Molecular Mass: 199.1790032
• Monoisotopic Mass: 199.06447141
• SMILES: Oc1c(cc(cc1)CC(C(=O)O)N)F
• Canonical SMILES: OC(=O)C(Cc1ccc(c(c1)F)O)N
• InChI: InChI=1S/C9H10FNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)
• InChIKey: VIIAUOZUUGXERI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(3-fluoro-4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: pardinon; 3-fluorotyrosine; 2-amino-3-(3-fluoro-4-hydroxyphenyl)propanoic acid
• Synonyms: m-Fluoro-DL-tyrosine; 3-Fluoro-DL-tyrosine 97%; H-DL-Tyr(3-F)-OH; 3-Fluoro-DL-tyrosine; Fluorotyrosine; 间氟-DL-酪氨酸; 3-氟-DL-酪氨酸

Database IDs

• CAS Number: 139-26-4; 403-90-7
• EC Number: 206-964-0
• MDL Number: MFCD00063075
• Beilstein Number: 3204804
• PubChem SID: 24894865; 162083949
• PubChem CID: 92100

CALCULATED PROPERTIES

• Acid pKa: 1.5659343
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.3463511
• LogD (pH = 7.4): -1.389644
• Log P: -1.3460473
• Molar Refractivity: 47.3136 cm^3
• Polarizability: 18.269928 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 280 °C (dec.)(lit.); 280(dec.)°C; ca 280°C dec.

Safety Information

• Storage Warning: Toxic
• RTECS: YP2660000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22; 22
• Safety Statements: 36
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302-H312-H332
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Mechanism of Action: Antithyroid

Product Information

• Purity: 98%
• Linear Formula: FC6H3-4-(OH)CH2CH(NH2)CO2H

REFERENCES

• McCord, T.J. et al. , J. Med. Chem. , 1975, 18 , 26, (synth)
• Nagasawa, T. et al. , Eur. J. Biochem. , 1981, 117 , 33, (synth)
• Chirakel, R. et al. , J. Fluorine Chem. , 1987, 37 , 267, (synth)