66-02-4

Basic information

• Product Name: 3,5-Diiodo-DL-tyrosine
• Synonyms: 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
• CAS NO: 66-02-4
• Molecular Formula: C₉H₉I₂NO₃
• Molecular Weight: 432.9816
• EINECS: 200-620-3
• Product Categories: Pharmaceutical Intermediates;Amines;Amino Acids & Derivatives;Aromatics
• Mol File: 66-02-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 213°C (rough estimate)
• Boiling Point: 410.5 °C at 760 mmHg
• Flash Point: 202.1 °C
• Appearance: /
• Density: 2.1461 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.17±0.30(Predicted)
• Water Solubility: 339.9mg/L(25 oC)
• CAS DataBase Reference: 3,5-Diiodo-DL-tyrosine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Diiodo-DL-tyrosine(66-02-4)
• EPA Substance Registry System: 3,5-Diiodo-DL-tyrosine(66-02-4)

Safety Data

• Hazardous Substances Data: 66-02-4(Hazardous Substances Data)

Usage

Uses

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

InChI:InChI=1/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)

Upstream product

• 7553-56-2 iodine 
• 60-18-4 L-tyrosine 
• 556-02-5 ?Tyr 
• 3078-39-5 3-iodo-DL-tyrosine 

Downstream Products

• 105245-15-6 N-acryloyl acryloyloxy-4 diiodo-3,5-L-phenylalanine 
• 556-02-5 ?Tyr 
• 160080-87-5 6,8-diiodo-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 49553-16-4 {Cu(HOC₆H₂I₂CH₂CH(NH₂)COO)2} 
• 52815-36-8 2,2,3,3,4,4,4-Heptafluoro-butyric acid 4-[2-(2,2,3,3,4,4,4-heptafluoro-butyrylamino)-2-methoxycarbonyl-ethyl]-2,6-diiodo-phenyl ester 
• 105245-18-9 N-methacryloyl diiodo-3,5-L-tyrosine 
• 105245-17-8 N-acryloyl diiodo-3,5-L-tyrosine 
• 765952-45-2 methyl 2-tert-butoxycarbonyl-6,8-diiodo-7-phenylethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 
• 765952-48-5 ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate 
• 765952-46-3 methyl 2-tert-butoxycarbonyl-7-phenylethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 
• 765952-47-4 7-phenylethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 765952-42-9 methyl 7-phenylethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 
• 35186-98-2 7-hydroxy-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid 
• 765952-41-8 methyl 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 

Relevant articles and documents

Exploring the tetrahydroisoquinoline thiohydantoin scaffold blockade the androgen receptor as potent anti-prostate cancer agents

Prostate cancer (PC) is a major cause of cancer-related male death in worldwide and the identification of new and improved potent anti-PC molecules is constantly required. A novel scaffold of tetrahydroisoquinoline thiohydantoin was rationally designed based on the enzalutamide structures and our pre-work, leading to the discovery of a series of new antiproliferative compounds. Several new analogues displayed improved androgen receptor (AR) antagonistic activity, while maintaining the higher selective toxicity toward LNCaP cells (AR-rich) versus DU145 cells (AR-deficient) compared to enzalutamide. In fact, compound 55 exhibited promising in vitro antitumor activity by impairing AR unclear translocation. More importantly, 55 showed better pharmacokinetic properties compared to the compound 1 reported in our pre-work. These results demonstrate a step towards the development of novel and improved AR antagonists.

Regioselective iodination of tyrosine in a liquid membrane system, in the presence of crown ether type macrocyclic ligands. I obtention of monoiodotyrosine

The experiments performed have shown that, when using a "liquid membrane" system (aqueous phase source containing KI + I2 K+I3-, the receiving aqueous phase containing tyrosine, the "liquid membrane" being represented by dichloroethane, which contains the crown ether CE =18-crown-6), the selective iodination of tyrosine can be controlled so as to obtain, after four hours, monoiodotyrosine with a 100% yield.

Thyroidal biosynthesis of iodothyronines. I. General characteristics and distribution of the bovine enzyme system.

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