23889-85-2

Usage

Uses

Used in Organic Chemistry:
1-Phenyl-4-iodopyrazole is used as a building block for the synthesis of various pharmaceuticals and agrochemicals, owing to its unique structure and reactivity. Its presence in organic synthesis facilitates the creation of a diverse range of chemical entities with potential applications in different fields.
Used in Pharmaceutical Industry:
1-Phenyl-4-iodopyrazole is used as a precursor in the development of new drugs, thanks to its potential biological activities. It has been studied for its ability to inhibit certain enzymes and receptors, which can be harnessed to develop treatments for various diseases and conditions.
Used in Agrochemical Industry:
1-Phenyl-4-iodopyrazole is used as a starting material for the synthesis of agrochemicals, such as pesticides and herbicides. Its unique chemical properties allow for the development of effective compounds that can protect crops and enhance agricultural productivity.
Used in Chemical Reactions:
1-Phenyl-4-iodopyrazole is used as a reagent in various chemical reactions, including nucleophilic substitution and cross-coupling reactions. The presence of the iodine atom makes it a useful intermediate for these reactions, enabling the formation of new chemical bonds and the synthesis of complex molecules.

InChI:InChI=1/C9H7IN2/c10-8-6-11-12(7-8)9-4-2-1-3-5-9/h1-7H

Upstream product

• 141998-88-1 4-tributylstannyl-1-phenylpyrazole 
• 3469-69-0 4-iodopyrazole 
• 62-53-3 aniline 
• 288-13-1 NH-pyrazole 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 273-53-0 benzoxazole 
• 1126-00-7 1-phenylpyrazole 
• 98-80-6 phenylboronic acid 

Downstream Products

• 3994-48-7 4-nitro-1-phenylyrazole 
• 1002334-12-4 1-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 
• 18830-03-0 1,1'-diphenyl-1H,1'H-4,4'-bipyrazole 
• 763138-83-6 1,1'-bis-(toluene-4-sulfonyl)-1H,1'H-[3,3']biindolyl 
• 709-04-6 1-phenyl-1H-pyrazole-4-carbonitrile 
• 15132-01-1 1,4-diphenyl-1H-pyrazole 
• 1393880-13-1 C₁₆H₁₃FN₂O 
• 1393880-12-0 C₁₅H₁₀ClFN₂ 
• 1393880-17-5 C₂₁H₁₅N₃ 
• 1393880-11-9 C₁₆H₁₁F₃N₂ 

Relevant academic research and scientific papers

Mild regioselective iodination of pyrazoles using n-butyltriphenylphosphonium peroxodisulfate

A practical, efficient and inexpensive method of synthesis of iodopyrazoles by the reaction of pyrazoles with iodine using n-butyltriphenylphosphonium peroxodisulfate as an oxidant at room temperature is reported. The use of n-butyltriphenylphosphonium peroxodisulfate is feasible due to its easy preparation and handling, high stability and activity.

MANUFACTURING METHOD OF AROMATIC IODINE COMPOUND USING DISULFIDE AS CATALYST

To manufacture an aromatic iodine compound under a mild condition at low cost and high yield.SOLUTION: There is provided a manufacturing method of an aromatic iodine compound by reacting an aromatic compound and an iodination agent in a presence of a cata

TEMPO-mediated C-H amination of benzoxazoles with N-heterocycles

The direct amination of benzoxazoles at C2 using N-heterocycles as nitrogen sources has been developed for the first time. Several kinds of inexpensive oxidants and also electricity were effective for this transformation in the presence of 2,2,6,6- tetram

Disulfide-Catalyzed Iodination of Electron-Rich Aromatic Compounds

Herein, a disulfide-catalyzed electrophilic iodination of aromatic compounds using 1,3-diiodo-5,5-dimethylhydantoin (DIH) has been developed. The disulfide activates DIH as a Lewis base to promote the iodination reaction in acetonitrile under mild conditions. This system is applicable to a wide range of electron-rich aromatic compounds, including acetanilide, anisole, imidazole, and pyrazole derivatives.

Disulfide-Catalyzed Iodination of Electron-Rich Aromatic Compounds

Herein, a disulfide-catalyzed electrophilic iodination of aromatic compounds using 1,3-diiodo-5,5-dimethylhydantoin (DIH) has been developed. The disulfide activates DIH as a Lewis base to promote the iodination reaction in acetonitrile under mild conditions. This system is applicable to a wide range of electron-rich aromatic compounds, including acetanilide, anisole, imidazole, and pyrazole derivatives.

Photocatalytic Oxidative Iodination of Electron-Rich Arenes

A visible-light-mediated oxidative iodination of electron-rich arenes has been developed. 2.5 mol% of unsubstituted anthraquinone as photocatalyst were used in combination with elementary iodine, trifluoroacetic acid and oxygen as the terminal oxidant. The iodination proceeds upon irradiation in non- or weakly-electron donating solvents (DCM, DCE and benzene) wherein a spectral window in strongly coloured iodine solutions can be observed at around 400 nm. The method provides good to excellent yields (up to 98%) and shows excellent regioselectivity and good functional group tolerance (triple bonds, ketone, ester, amide). Moreover, the photo-iodination was also upscaled to a 5 mmol scale (1.1 g). Mechanistic investigations by intermediate trapping and competition experiments indicate a photocatalytic arene oxidation and the subsequent reaction with iodine as a likely mechanistic pathway. (Figure presented.).

Transition-Metal-Free Selective Iodoarylation of Pyrazoles via Heterocyclic Aryliodonium Ylides

A one-pot transition-metal-free selective iodoarylation of pyrazoles with aryliodine diacetates has been developed. The reaction proceeds via the generation of NH-pyrazole-iodonium salts in situ, followed by sequential phen/K2CO3-mediated intermolecular arylation. When the iodonium ylide was directly used as substrate, the difunctionalization products could be prepared in high yield under base- and metal-free conditions. This transformation provides an efficient route to high-value multisubstituted pyrazole derivatives from simple and readily available substrates.

HETEROARYL COMPOUNDS AND PHARMACEUTICAL APPLICATIONS THEREOF

The present invention provides herein is a heteroaryl compound or a stereoisomer, a geometric isomer, a tautomer, a racemate, an N-oxide, a hydrate, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof, as well as a pharmaceutical composition containing the compound disclosed herein. The present invention also provides herein is use of the compound or the pharmaceutical composition thereof disclosed herein in the manufacture of a medicine for treating autoimmune diseases or proliferative diseases.

THERAPEUTIC COMPOUNDS AND USES THEREOF

The present invention relates to compounds of formula (I): and to salts thereof, wherein A has any of the values defined in the specification, and compositions and uses thereof. The compounds are useful as inhibitors of CBP and/or EP300. Also included are pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various CBP and/or EP300-mediated disorders.

Copper-catalyzed arylation of nitrogen heterocycles from anilines under ligand-free conditions

The arylation of pyrazole and derivatives can be achieved by coupling arenediazonium species (formed in situ from anilines) by using a catalytic system that employs low-toxicity and inexpensive copper metal under very mild and ligand-free conditions (T = 20 ° C). From other nitrogen heterocycles, the presence of an additive (NBu4I) significantly improves the efficiency of the catalytic system. These results represent the first examples of C-N bond formation from arenediazonium species.