197230-74-3

Basic information

• Product Name: 4-HYDROXY-3-IODOBENZYL ALCOHOL
• Synonyms: 4-HYDROXY-3-IODOBENZYL ALCOHOL;4-(hydroxymethyl)-2-iodophenol;BENZENEMETHANOL,4-HYDROXY-3-IODO-;T3 intermediates
• CAS NO: 197230-74-3
• Molecular Formula: C₇H₇IO₂
• Molecular Weight: 250.03
• Product Categories: Benzhydrols, Benzyl & Special Alcohols
• Mol File: 197230-74-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4-HYDROXY-3-IODOBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-3-IODOBENZYL ALCOHOL(197230-74-3)
• EPA Substance Registry System: 4-HYDROXY-3-IODOBENZYL ALCOHOL(197230-74-3)

Safety Data

• Hazardous Substances Data: 197230-74-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-HYDROXY-3-IODOBENZYL ALCOHOL is used as a reagent for the synthesis of 3,3’,5-Triiodo-D-thyronine (T795375), a compound that has demonstrated cholesterol-lowering properties. This application is significant in the development of treatments for hypercholesterolemia and related cardiovascular conditions.
In the synthesis process, 4-HYDROXY-3-IODOBENZYL ALCOHOL serves as a key intermediate, contributing to the formation of the final product, 3,3’,5-Triiodo-D-thyronine, which has been shown to effectively reduce cholesterol levels in blood serum. This makes it a valuable component in the pharmaceutical industry for the development of novel therapeutic agents targeting cholesterol-related health issues.

Upstream product

• 15126-06-4 methyl 3-iodo-4-hydroxybenzoate 
• 623-05-2 (4-hydroxyphenyl)methanol 

Relevant articles and documents

Synthesis of 4H-Benzo[e][1,3]oxazin-4-ones by a Carbonylation–Cyclization Domino Reaction of ortho-Halophenols and Cyanamide

A mild and convenient one-step preparation of 4H-1,3-benzoxazin-4-ones by a domino carbonylation–cyclization process is developed. Readily available ortho-iodophenols are subjected to palladium-catalyzed carbonylative coupling with Mo(CO)6 and cyanamide, followed by a spontaneous, intramolecular cyclization to afford 4H-1,3-benzoxazin-4-ones in moderate to excellent yields. Furthermore, the scope of the reaction is extended to include challenging ortho-bromophenols. Finally, to highlight the versatility of the developed method, Mo(CO)6 is successfully replaced with a wide array of CO-releasing reagents, such as oxalyl chloride, phenyl formate, 9-methylfluorene-9-carbonyl chloride, and formic acid, making this an appealing strategy for the synthesis of 4H-benzo[e][1,3]oxazin-4-ones.

COMPOUNDS USEFUL IN THE TREATMENT OF NEOPLASTIC DISEASES

The present invention refers to compounds of formula: (formula A), wherein R1 is selected from (formula I), (formula II), (formula (III), (formula IV), (formula V), or (formula B), and wherein R2, R3, R4 and Rs

Ecofriendly iodination of activated aromatics and coumarins using potassium iodide and ammonium peroxodisulfate

An environmentally benign protocol for the iodination of activated aromatics, such as phenols, anilines, and hydroxycou-marins, using inexpensive commercially available potassium iodide and ammonium peroxodisulfate (1:2.5 molar equivalents per mole of substrate) in aqueous methanol (MeOH-H 2O, 6:1) at room temperature has been developed. The protocol provides for ortho-selective monoiodination as the predominant product without added acid and it is compatible with a number of common oxidizible functional groups, such as formyl, benzylic C-H, aromatic amines and hydroxymethyl. Good to acceptable yields of monoiodinated products in acceptable reaction times and exclusive ortho-iodination for 7-hydroxycoumarins, despite the presence of vinylogous electronrich C3, are some of the key advantageous features of the method. Georg Thieme Verlag Stuttgart.