3,5-Diiodo-DL-tyrosine

Product Name: 3,5-Diiodo-DL-tyrosine
CAS No.: 66-02-4
Chemical Name: 3,5-Diiodo-DL-tyrosine
Synonyms: DIT;Itir;cemiod;C01060;jodgorgon;flaianina;apothyrin;NSC 97936;NSC 208959;Diidotyrosine
CBNumber: CB7875582
Molecular Formula: C9H9I2NO3
Formula Weight: 432.98
MOL File: 66-02-4.mol

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3,5-Diiodo-DL-tyrosine Property

Melting point:: 213°C (rough estimate)
Boiling point:: 410.5±45.0 °C(Predicted)
Density: 2.1461 (estimate)
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 2.17±0.30(Predicted)
color: Pale Beige to Light Beige
optical activity: +2.920 (1 mol dm-3 HCl)
Water Solubility: 339.9mg/L(25 ºC)

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Safety

HS Code: 29214980

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: D455175
Product name: 3,5-Diiodo-DL-tyrosine
Packaging: 10mg
Price: $205
Updated: 2021/12/16

Usbiological

Product number: 010070
Product name: 3,5-Diiodo-DL-tyrosine
Packaging: 10mg
Price: $496
Updated: 2021/12/16

TRC

Product number: D455175
Product name: 3,5-Diiodo-DL-tyrosine
Packaging: 100mg
Price: $1620
Updated: 2021/12/16

Matrix Scientific

Product number: 090675
Product name: 2-Amino-3-(4-hydroxy-3,5-diiodophenyl)-propanoic acid
Purity: 95+%
Packaging: 250mg
Price: $515
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4757-H-03
Product name: 2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
Packaging: 100mg
Price: $205
Updated: 2021/12/16

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3,5-Diiodo-DL-tyrosine Chemical Properties,Usage,Production

Chemical Properties

DL-3,5-Diiodotyrosine is a lamellar crystal. Decomposed at about 200℃. Solubility in water: 0.149g/L at 0°C, 0.340g/L at 25°C, 0.773g/L at 50°C. Soluble in dilute alkali. Boiled and cooled water and alcohol solution will not produce gel-like precipitate. In contrast, L-3,5-diiodotyrosine crystallizes and dissolves after boiling in dilute alcoholic solution, and a gel-like precipitate is formed by continued boiling.

Uses

3,5-Diiodo-DL-tyrosine is used for diagnosis of hypothyroidism caused by DEHAL1 gene defects.

Synthesis

556-02-5

66-02-4

General procedure for the synthesis of 2-amino-3-(4-hydroxy-3,5-diiodophenyl)propionic acid from D-tyrosine: D-tyrosine (2.00 g, 11.0 mmol) was dissolved in a mixed solution of ice acetic acid (14 mL) and concentrated hydrochloric acid (8 mL). Subsequently, iodine (2.8 g, 11.0 mmol) was added to this solution. A 30% hydrogen peroxide solution was slowly added dropwise to the reaction system at 65 °C. The temperature was maintained and the reaction mixture was stirred continuously for 30 minutes. Upon completion of the reaction, the solution was cooled to 15 °C and diluted with distilled water (100 mL). The pH of the mixture was adjusted to 5 with ammonia to promote precipitation of the target product. The precipitate was collected by filtration and washed with distilled water to give the final brown solid product 2-amino-3-(4-hydroxy-3,5-diiodophenyl)propionic acid in 80% yield. The melting point of the product was >250°C; 1H-NMR (300 MHz, DMSO-D2O) data were as follows: δ 7.46 (s, 2H, Ar-H), 4.10 (t, 1H, -CH-), 2.93 (m, 2H, -CH2-).

References

[1] European Journal of Medicinal Chemistry, 2018, vol. 143, p. 1325 - 1344
[2] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1907, vol. 51, p. 66
[3] Journal of the American Chemical Society, 1943, vol. 65, p. 1430
[4] Journal of the Chemical Society, 1949, p. Spl. 185, 188
[5] Chemische Berichte, 1935, vol. 68, p. 1108,1115

3,5-Diiodo-DL-tyrosine Preparation Products And Raw materials

Raw materials

Boc-D-Tyr-OH

Preparation Products

N-Acetyl-3,5-diiodo-L-tyrosine ethyl ester N-Acetyl-3,5-diiodo-L-tyrosine

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3,5-Diiodo-DL-tyrosine Suppliers

China 71 Germany 1 India 4 United Kingdom 1 United States 8 Global 85

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66-02-4, 3,5-Diiodo-DL-tyrosineRelated Search:

N-Acetyl-3,5-diiodo-L-tyrosine LevosiMendan iMpurity Levothyroxine Impurity 16 3,3',5-TRIIODOTHYROPROPIONIC ACID Levothyroxine Related Compound (2-Acetamido-3-(3,5-diiodo-4-(4-methoxyphenoxy)phenyl) Propanoic Acid) Levothyroxine Impurity Levothyroxine Impurity 54 Levosimendan Impurity 8 Levothyroxine Impurity 3,5-DIIODOTHYROACETIC ACID 3-Iodo-DL-tyrosine Levothyroxine Related Compound (2-Acetamido-3-(4-acetoxy-3,5-diiodophenyl)propanoic Acid) Levothyroxine EP Impurity B Levothyroxine Impurity 16 Levothyroxine Impurity 12 (2S,2''S)-3,3''-(((6,6''-Dihydroxy-5-iodo-[1,1''-biphenyl]-3,3''-diyl)bis(oxy))bis(3,5-diiodo-4,1-phenylene))bis(2-aminopropanoic Acid) Levothyroxine Impurity (S)-2-(2-Amino-3-(4-(3,5-diiodo-4-methoxyphenoxy)-3,5-diiodophenyl)propanamido)acetic Acid

3,5-Diiodo-DL-tyrosine

L-Tyr(3',5'-I2)

3,5-diiodo-tyrosin

apothyrin

cemiod

flaianina

jodgorgon

H-DL-Tyr(3,5-I2)-OH

2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid

rac-(R*)-2-(3,5-Diiodo-4-hydroxybenzyl)glycine

rac-(R*)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propionic acid

C01060

Diiodogorgoic Acid

Diiodogorgonic Acid

DIT

DL-3,5-Diiodotyrosine

Iodogorgonic Acid

Itir

NSC 208959

NSC 97936

LRP1B (low-density Lipoprotein Receptor-related Protein 1B, LRP-1B, LRP&shy

2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid 95+%

Diidotyrosine

Tyrosine, 3,5-diiodo-

3,5-Diiodo-DL-tyrosine USP/EP/BP

3,5-Diiodothyrosine

66-02-4

1966-02-4

Amines

Amino Acids & Derivatives

Aromatics

Pharmaceutical Intermediates