338454-80-1

Basic information

• Product Name: 4-Iodo-2-methoxyaniline
• Synonyms: 4-Iodo-2-methoxyaniline;2-Amino-5-iodoanisole, 4-Iodo-o-anisidine;2-AMino-5-iodoanisole[4-Iodo-2-Methoxyaniline];4-iodo-2-methoxyaniline hydrochloride;4-Iodo-2-methoxy-phenylamine
• CAS NO: 338454-80-1
• Molecular Formula: C₇H₈INO
• Molecular Weight: 249.05
• Mol File: 338454-80-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 305.5 °C at 760 mmHg
• Flash Point: 138.6 °C
• Appearance: /
• Density: 1.807 g/cm³
• Vapor Pressure: 0.000818mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 4-Iodo-2-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Iodo-2-methoxyaniline(338454-80-1)
• EPA Substance Registry System: 4-Iodo-2-methoxyaniline(338454-80-1)

Safety Data

• Statements: 43
• Safety Statements: 36/37
• RIDADR: UN 2811 6.1 / PGIII
• Hazardous Substances Data: 338454-80-1(Hazardous Substances Data)

Usage

General Description

4-Iodo-2-methoxyaniline is a synthetic organic compound that belongs to the class of organic compounds known as aniline and substituted anilines. This chemical compound has a molecular formula of C7H8INO and a molecular weight of 249.05 g/mol. It is also known by its IUPAC name, 1-amino-2-iodo-4-methoxybenzene. The compound is less common in the commercial market and is usually used in various scientific research and experiments because of its chemical properties. In its pure form, it may appear as a white to light yellow crystalline powder. The compound should be handled carefully as it poses potential health hazards and can be harmful if swallowed, inhaled, or in contact with skin.

InChI:InChI=1/C7H8INO/c1-10-7-4-5(8)2-3-6(7)9/h2-4H,9H2,1H3

Upstream product

• 861797-35-5 4-iodo-2-methoxyphenyl acetamide 
• 93-26-5 2-methoxyacetanilide 
• 876346-94-0 C₁₂H₁₆INO₃ 
• 90-04-0 2-methoxy-phenylamine 
• 766-85-8 3-methoxy-1-iodobenzene 
• 860585-81-5 2-methoxy-4-iodonitrobenzene 

Downstream Products

• 876346-95-1 C₁₀H₁₀N₂O 
• 1319804-08-4 2-methoxy-4-iodo-N,N-dibenzylaniline 
• 1319803-93-4 2-(3-amino-4-methoxyphenyl)-6-methoxy-3-(3,4,5-trimethoxybenzoyl)benzo[b]furan 
• 1319804-09-5 3-N,N-dibenzylamino-4-methoxyphenyltrimethylsilylacetylene 
• 1319803-88-7 3-N,N-dibenzylamino-4-methoxy-phenylacetylene 
• 1319803-89-8 2-(3-N,N-dibenzyl-4-methoxyphenyl)-6-methoxy-3-(3,4,5-trimethoxybenzoyl)benzo[b]furan 
• 1262106-86-4 N-(4-iodo-2-methoxyphenyl)formamide 
• 1262106-87-5 N-(4-iodo-2-methoxyphenyl)-N-(2-oxopropyl)formamide 
• 870838-57-6 1-(4-iodine-2-methoxyphenyl)-4-methyl-1H-imidazole 

Relevant articles and documents

Sodium sulfate-hydrogen peroxide-sodium chloride adduct: selective protocol for the oxidative bromination, iodination and temperature dependent oxidation of sulfides to sulfoxides and sulfones

The regioselective bromination and iodination of unprotected aromatic primary amines using enclathrated hydrogen peroxide as an oxidant under mild conditions has been developed, in which potassium bromide (KBr) and potassium iodide (KI) were used as brominating and iodinating agents, respectively. The adduct shows not only regioselectivity for para- or ortho-isomers but also a remarkable chemoselectivity for monobromination. Selective oxidation of sulfides to sulfoxides and sulfones has also been studied and good to excellent yields of the desired products were obtained. Acetic acid was found to be the solvent of choice for these reactions. This simple method represents an ecologically benign and alternative pathway for the oxidative halogenation of anilines and the oxidation of sulfides to sulfoxides and sulfones.

Regioselective iodination of aryl amines using 1,4-dibenzyl-1,4-diazoniabicyclo [2.2.2] octane dichloroiodate in solution and under solvent-free conditions

1,4-Dibenzyl-1,4-diazoniabicyclo[2.2.2]octane dichloroiodate is an efficient and regioselective reagent for iodination of aryl amines. A wide variety of aryl amines in reaction with this reagent afforded regioselectively iodinated products. The iodination reaction can be carried out in solution or under solvent-free condition at room temperature.

Discovery of 7-hydroxy-6-methoxy-2-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[ b ]furan (BNC105), a tubulin polymerization inhibitor with potent antiproliferative and tumor vascular disrupting properties

A structure-activity relationship (SAR) guided design of novel tubulin polymerization inhibitors has resulted in a series of benzo[b]furans with exceptional potency toward cancer cells and activated endothelial cells. The potency of early lead compounds has been substantially improved through the synergistic effect of introducing a conformational bias and additional hydrogen bond donor to the pharmacophore. Screening of a focused library of potent tubulin polymerization inhibitors for selectivity against cancer cells and activated endothelial cells over quiescent endothelial cells has afforded 7-hydroxy-6-methoxy-2-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[b]furan (BNC105, 8) as a potent and selective antiproliferative. Because of poor solubility, 8 is administered as its disodium phosphate ester prodrug 9 (BNC105P), which is rapidly cleaved in vivo to return the active 8. 9 exhibits both superior vascular disrupting and tumor growth inhibitory properties compared with the benchmark agent combretastatin A-4 disodium phosphate 5 (CA4P).