Identification | More | [Name]
3,5-Diiodo-L-tyrosine dihydrate | [CAS]
300-39-0 | [Synonyms]
3,5-DIIODINE-L-TYROSINE 3,5-DIIODO-4-HYDROXY-BETA-PHENYLALANINE 3,5-DIIODO-BETA(4-HYDROXYPHENYL)ALANINE 3,5-DIIODO-L-TYROSINE 3,5-DIIODO-TYROSINE 4-HYDROXY-3,5-DIIODOPHENYLALANINE, 2-AMINO-3-(4-HYDROXY-3,5-DIIODOPHENYL)PROPIONIC ACID AGONTAN DITYRIN H-3,5-DIIODO-TYR-OH H-L-TYR(3,5-I2)-OH H-TYR(3,5-I2)-OH IODOGORGOIC ACID L-TYROSINE, 3,5-DIIODO- 3,5-Diiodo-4-hydroxy-β-phenylalanine 3,5-diiodo-l-tyrosin 3,5-Diiodotyrocine 3,5-Iodo-L-tyrosine 3,5-L-Diiodotyrosine 4-Hydroxy-3,5-diiodophenylalanine diiodotyrosine | [EINECS(EC#)]
206-092-0 | [Molecular Formula]
C9H13I2NO5 | [MDL Number]
MFCD00016542 | [Molecular Weight]
469.01 | [MOL File]
300-39-0.mol |
Chemical Properties | Back Directory | [Appearance]
white to beige powder | [Melting point ]
200 °C (dec.)(lit.)
| [alpha ]
-20.7 º (c=2.5, 0.1N NaOH/H2O) | [Boiling point ]
546.5°C (rough estimate) | [density ]
2.405±0.06 g/cm3(Predicted) | [refractive index ]
1.2 ° (C=5, 1mol/L HCl) | [storage temp. ]
2-8°C
| [solubility ]
Aqueous Acid (Slightly), DMSO (Slightly) | [form ]
crystalline
| [pka]
2.12(at 25℃) | [color ]
white
| [Water Solubility ]
slightly soluble | [Sensitive ]
Light Sensitive | [CAS DataBase Reference]
300-39-0(CAS DataBase Reference) | [NIST Chemistry Reference]
3,5-Diiodo-l-tyrosine(300-39-0) | [EPA Substance Registry System]
300-39-0(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
2811 | [WGK Germany ]
3
| [F ]
8 | [TSCA ]
Yes | [HS Code ]
29225090 |
Hazard Information | Back Directory | [Description]
Diiodotyrosine does not possess pronounced hormonal activity. However, it stops production
of thyrotropic hormone by the anterior lobe of the hypophysis, which activates thyroid
gland activity. | [Chemical Properties]
white to beige powder | [Uses]
It is used for hyperthyroid forms of endemic and sporadic goiters, diffuse, toxic goiters,
and other illnesses accompanied by thyrotoxicity. | [Definition]
ChEBI: A diiodotyrosine that is L-tyrosine carrying iodo-substituents at positions C-3 and C-5 of the benzyl group. It is an intermediate in the thyroid hormone synthesis. | [Synthesis]
Diiodotyrosine, 3,5-diiodotyrosine (25.2.1), is synthesized by directly iodinating
tyrosine with iodine in the presence of sodium iodide in aqueous ethylamine, or in a
mixture of acetic and hydrochloric acids with the addition of hydrogen peroxide. | [Purification Methods]
It forms crystals from H2O [solubility (g/L): 0.204 at 0o, 1.86 at 50o, 5.6 at 75o and 17.0 at 100o]. Also recrystallise it from 50% or 70% EtOH. When boiled in EtOH the crystals swell, and on further boiling a gelatinous precipitate is formed [Harrington Biochem J 22 1434 1928, Jurd J Am Chem Soc 77 5747 1955]. It also crystallises from cold dilute ammonia on adding acetic acid to pH 6. [Beilstein 14 IV 2370.] |
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