89640-51-7

Usage

Uses

Used in Pharmaceutical Industry:
3-IODO-4-HYDROXYANILINE is used as an intermediate in the synthesis of various drugs for its role in creating anti-inflammatory and anti-bacterial agents. It contributes to the development of medications that address a range of health concerns.
Used in Dye and Pigment Production:
In the textile and paper industry, 3-IODO-4-HYDROXYANILINE is utilized in the production of dyes and pigments, providing coloration and enhancing the visual appeal of products.
However, it is important to note that 3-IODO-4-HYDROXYANILINE is a potential mutagen and requires careful handling to prevent irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken to mitigate these risks during its use in industrial applications.

InChI:InChI=1/C6H6INO/c7-5-3-4(8)1-2-6(5)9/h1-3,9H,8H2

Upstream product

• 89487-91-2 2-iodo-4-nitrophenol 
• 99-57-0 2-hydroxy-5-nitroaniline 
• 305-85-1 2,6-diiodo-4-nitrophenol 
• 533-58-4 2-Iodophenol 
• 645-00-1 m-iodonitrobenzene 

Downstream Products

• 141626-36-0 dronedarone 
• 1058717-64-8 (E)-4-[(3-ethyl-2,4,4-trimethylcyclohex-2-enylidene)methyl]-N-(4-hydroxy-3-iodophenyl)benzamide 
• 186519-75-5 2-iodo-4-(6-methyl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenol hydrochloride 
• 111221-29-5 4-acetamido-2-iodophenyl acetate 
• 3958-83-6 2-iodocyclohexa-2,5-diene-1,4-dione 
• 134757-46-3 C₂₁H₂₁IN₄O₆ 

Relevant academic research and scientific papers

Structure activity relationships for mitomycin C and mitomycin A analogues

A set of 30 mitomycin C and mitomycin A analogues, including five new compounds, was screened against three different solid human tumor cell lines using the MTT tetrazolium dye assay. A statistically significant correlation among antitumor activity, quinone reduction potential (E( 1/2 ), and the logarithm of the partition coefficient (log P) was obtained, with the most easily reduced and the most lipophilic compounds being the most potent. When these analogues were separated into mitomycin C and mitomycin A subsets, the former gave a correlation only with E( 1/2 ), whereas the latter (which differ little in their E( 1/2 ) values) gave a correlation only with log P. These correlations are in contrast to those made in the P388 leukemia assay in mice wherein the most active mitomycin C and mitomycin A analogues were the most hydrophilic ones. When the same compounds were tested against P388 leukemia cells in the MTT assay, the results were the same as those of the solid tumor assays. Thus, the substantial differences in relative potencies of mitomycins are related not to the kind of tumor cell, but to the type of assay performed, cell culture versus whole animal. No correlation was found between antitumor potency in the cell culture systems and calculated relative DNA binding strengths, probably because the limiting factors in antitumor potency of mitomycins appear to be tumor cell uptake (log P) and/or bioreductive activation (E( 1/2 ).

Convergent synthesis of dronedarone, an antiarrhythmic agent

We have developed a convergent synthesis of dronedarone, an antiarrhythmic agent. The key steps of the process are the construction of a benzofuran skeleton by iodocyclization and the carbonylative Suzuki-Miyaura cross-coupling for biaryl ketone formation. This synthetic route required only eight steps from 2-amino-4-nitrophenol in 23% overall yield.

One step hair coloring compositions using salts

A hair coloring composition comprising the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an amino phenol, a naphthol, a polyhydric phenol, a catechol and mixtures thereof; wherein the composition comprising one or more oxidative hair coloring agents further comprises al least one water soluble carbonate releasing salts; and optionally a water soluble ammonium salt, is described.

Hair conditioning compositions and their use in hair colouring compositions

The present invention relates to a hair care composition comprising a aminofunctional polysiloxane having a specified average effective particle size which provides improved durable conditioning particularly when utilised in conjunction with a hair colouring composition.

Enhanced color deposition for hair with sequestering agents

Hair coloring compositions which comprise: (A) non-nitrogenous chelating agents from the group consisting of polyphosphate; phosphonates; hydroxycarboxylates; polyacrylates; zeolite; and mixtures thereof; (B) an oxidative dye primary intermediate; and (C) an oxidative dye coupler; (D) and water are described. The present invention also relates to a method for coloring hair which comprises contacting said hair with a hair coloring composition as described above.

Transition metal complexes as dye forming catalysts in hair coloring compositions

A hair coloring composition comprising a first composition which comprises: (a) a dye forming transition metal salt or complex; which is first applied to the hair; and a second composition which comprises the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol a catechol and mixtures thereof.

Hair colouring and conditioning compositions

A hair colouring and conditioning composition comprising: (a) a hair colouring agent; and (b) a hair conditioning agent; wherein the composition provides an Average Combing Index Value of greater than 1.2 as measured by the Combing Technical Test Method. The products can provide excellent hair colouring together with excellent conditioning, reduced hair damage, brittleness and dryness, and is convenient and easy to use.

HAIR COLORING COMPOSITIONS

A hair coloring composition comprising: (a) from about 0.0003 moles (per 100 g of composition) to less than about 0.09 moles (per 100 g of composition) of an inorganic peroxygen oxidizing agent; and (b) an oxidative hair coloring agent; wherein the pH of each of (a) and (b) is in the range of from about 1 to about 6 and wherein the combined mixture of (a) and (b) has a pH in the range of from about 1 to about 6. The products can provide excellent hair coloring and in-use efficacy benefits including excellent initial color and good wash fastness in combination with reduced hair damage at low pH.

HAIR COLORING COMPOSITIONS

A hair coloring composition comprising: (a) a preformed organic peroxyacid oxidising agent; and (b) an oxidative hair coloring agent; wherein the pH of each of components (a) and (b) is in the range of from about pH 1 to less than about pH 7 and wherein the pH of the composition is in the range of from about pH 1 to less than about pH 7. The products can provide excellent hair coloring and in-use efficacy benefits including excellent initial color and good wash fastness in combination with reduced hair damage at low pH.

Synthesis of Substituted Dibenzophospholes. Part 5. Synthesis of Intermediates for 4- and 6-Aryl Substituents

6-Iodo-5-methoxy-8-methyl-1,2,3,4-tetrahydro-1,4-ethanonaphthalene was prepared from the Diels-Alder adduct of benzoquinone and cyclohexadiene.Diels-Alder condensation of 2-acetamimido-benzoquinone and 2-iodobenzoquinone (convenient, new syntheses of both quinones are described) with 2-methylcyclohexa-1,3-diene led to mixtures of adducts; the major adduct from the iodoquinone was isolated and found by X-ray analysis to have the methyl and iodo substituents at the 2- and 7-positions, respectively, of the 1,4-ethanonaphthalene skeleton.Addition of 2-acetamidobenzoquinone to mentha-2,6,8(9)-triene derived from (-)-carvone gave two regioisomers (structures determined by n.m.r. spectroscopy).In a smooth 4-step synthesis from 6,6-dimethylfulvene and benzoquinone, 6-iodo-9-syn-isopropyl-5,8-dimethoxy-1,2,3,4-tetrahydro-1,4-methanonaphthalene was prepared and its stucture confirmed by X-ray analysis.