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3,3',5'-triiodothyronine

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Origin: China

Cas No: 5817-39-0

Specification: 99%min

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  • Property

    CAS No.: 5817-39-0 Formula: C15H12I3NO4 Molecular Weight: 650.97300

    Description

    Reverse triiodothyronine (3,3’,5’-triiodothyronine, reverse T3, or rT3) is an isomer of triiodothyronine (3,5,3’ triiodothyronine, T3).
    Reverse T3 is the third-most common iodothyronine the thyroid gland releases into the bloodstream, of which 0.9% is rT3; tetraiodothyronine (levothyroxine, T4) constitutes 90% and T3 is 9%. However, 95% of rT3 in human blood is made elsewhere in the body, as enzymes remove a particular iodine atom from T4.
    The production of hormone by the thyroid gland is controlled by the hypothalamus and pituitary gland. The physiological activity of thyroid hormone is regulated by a system of enzymes that activate, inactivate or simply discard the prohormone T4 and in turn functionally modify T3 and rT3. These enzymes operate under complex direction of systems including neurotransmitters, hormones, markers of metabolism and immunological signals.
    The levels of rT3 increase in conditions such as euthyroid sick syndrome because its clearance decreases while its production stays the same. The decreased clearance is possibly from lower 5'-deiodinase activity in the peripheral tissue or decreased liver uptake of rT3.

    Basic Info

    Chemical Name 3,3',5'-triiodothyronine
    Synonyms

    (S)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl)propanoic acid;
    3,3',5'-Triiodo-L-thyronine;
    REVERSE T3;

    CAS No. 5817-39-0
    Molecular Formula C15H12I3NO4
    Molecular Weight 650.97300
    PSA 92.78000
    LogP 4.65300

    Properties

    Appearance & Physical State powder
    Density 2.387 g/cm3
    Boiling Point 534.6ºC at 760 mmHg
    Melting Point 234-238ºC(lit.)
    Flash Point 277.1ºC
    Refractive Index 1.763
    Storage Condition 2-8ºC

    Safety Info

    Safety Statements S36
    HS Code 2922509090
    Risk Statements R36/37/38
    Hazard Codes Xn

    Synthesis Route

    L-thyroxine→3,3',5'-triiodothyronine
    (2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3-iodophenyl]propanoic acid→3,3',5'-triiodothyronine
    (2S)-2-acetamido-3-(4-hydroxy-3-iodophenyl)propanoic acid→3,3',5'-triiodothyronine

    Precursor

    (2S)-2-acetamido-3-(4-hydroxy-3-iodophenyl)propanamide
    (2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3-iodophenyl]propanoic acid
    (2S)-2-acetamido-3-(4-hydroxy-3-iodophenyl)propanoic acid
    L-thyroxine

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