2033-45-6

Usage

Chemical Properties

white crystalline chunks

InChI:InChI=1/C5H7IN2/c1-3-5(6)4(2)8-7-3/h1-2H3,(H,7,8)

Upstream product

• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 5272-86-6 4-amino-3,5-dimethyl-1H-pyrazole 
• 22906-75-8 3,5-Dimethylpyrazole-1-carboxamidine 
• 64-19-7 acetic acid 
• 101730-95-4 4-iodo-3,5-dimethyl-pyrazole-1-carboxylic acid diphenylamide 
• 7803-57-8 hydrazine hydrate 
• 14531-55-6 3,5-dimethyl-4-nitro-1H-pyrazole 
• 694-48-4 1,3-dimethyl-1H-pyrazole 
• 123-54-6 acetylacetone 

Downstream Products

• 6647-93-4 4-iodopyrazole-3⁽⁵⁾-carboxylic acid 
• 15802-75-2 4-iodo-3-methyl-1H-pyrazole 
• 302542-63-8 2-(4-iodo-3,5-dimethyl-pyrazol-1-yl)-N-p-tolyl-acetamide 
• 302542-42-3 2-(4-iodo-3,5-dimethyl-pyrazol-1-yl)-N-o-tolyl-acetamide 
• 302542-51-4 2-(4-iodo-3,5-dimethyl-pyrazol-1-yl)-N-m-tolyl-acetamide 
• 335349-55-8 1-Benzyl-4-iodo-3,5-dimethyl-1H-pyrazole 
• 374756-59-9 4-Iodo-1-(4-methoxybenzyl)-3,5-dimethyl-1H-pyrazole 
• 374756-60-2 4-Iodo-3,5-dimethyl-1-(2,4,6-trimethylbenzoyl)-1H-pyrazole 
• 489466-95-7 N,N-Diethyl-4-[(4-iodo-3,5-dimethyl-pyrazol-1-yl)-(3-methoxy-phenyl)-methyl]-benzamide 
• 14531-55-6 3,5-dimethyl-4-nitro-1H-pyrazole 

Relevant academic research and scientific papers

Hypervalent iodine in synthesis. 90. A mild and efficient method for the iodination of pyrazoles

The combined reagent of iodobenzene diacetate (or polymer-supported iodobenzene diacetate) with iodine was used as an effective iodinating agent of pyrazoles to the corresponding 4-iodopyrazole derivatives at room temperature with high yields.

Efficient iodination of structurally varying pyrazoles in heterophase medium

A synthesis of 4-iodo-substituted pyrazoles by iodination of pyrazole and its derivatives in the heterophase (H2O/CHCl3 (CCl 4)) medium with the system KI-KIO3 in the presence of H2SO4 additives was accomplished. The yields of 4-iodo-substituted pyrazoles in the iodination of pyrazole, 3,5- dimethylpyrazole, pyrazole-3(5)-carboxylic acid, 1-methylpyrazole-3-carboxylic acid, 1-methylpyrazole-5-carboxylic acid, 3-nitropyrazole, 1-methyl-3- nitropyrazole, 1-methylpyrazole, 1-ethylpyrazole, and 1-isopropylpyrazole were within 80-97%, whereas in the case of 3-nitropyrazole-5-carboxylic acid it was 32%.

1,1′-Bis(pyrazol-4-yl)ferrocenes: Potential Clip Ligands and Their Supramolecular Structures

Two ferrocene derivatives with pyrazoles appended at their C-4 position to both cyclopentadienyl (Cp) rings have been synthesized, namely, 1,1′-bis(1H-pyrazol-4-yl)ferrocene (H2HL) and 1,1′-bis(3,5-dimethyl-1H-pyrazol-4-yl)ferrocene (H2MeL). In the solid state, these are shown crystallographically to form supramolecular aggregates through intermolecular NH···N hydrogen bonds in either a dimeric (H2HL) or trimeric (H2MeL) arrangement. Variable-temperature NMR spectroscopy and diffusion-ordered spectroscopy (DOSY) evidenced the presence of [H2MeL]3trimers in [D8]toluene solution, whereas both H2HL and H2MeL exist as monomers in deuterated N,N-dimethylformamide ([D7]DMF) even at low temperatures. The kinetic parameters for the NH tautomerism have been determined. In their dianionic forms, both of these hybrid ferrocene/pyrazole molecules serve as ligands towards CuI, AgI, and AuIions. Matrix-assisted laser desorption/ionization mass spectrometry (MALDI MS) revealed the formation of [M2RL]3hexametallic complexes, the structures of which are suggested to have D3hsymmetry with two metallomacrocyclic [M(μ-pz)]3(pz = pyrazolate) decks connected by three ferrocene clips. M?ssbauer spectra and preliminary luminescence data were collected for the proligands and the resulting complexes. Owing to the insolubility of the coinage-metal complexes, the electrochemical properties could be measured only for the two H2RL proligands.

AZAINDOLE DERIVATIVE AND USE THEREOF AS FGFR AND C-MET INHIBITOR

A series of pyrazolopymidine derivatives, and use thereof in the preparation of a medicament for treating disease associated with FGFR and c-Met. The pyrazolopymidine derivative is a compound represented by formula (I), a tautomer, or a pharmaceutically acceptable salt thereof.

Predicting the catalytic activity of azolium-based halogen bond donors: an experimentally-verified theoretical study

This report demonstrates the successful application of electrostatic surface potential distribution analysis for evaluating the relative catalytic activity of a series of azolium-based halogen bond donors. A strong correlation (R2> 0.97) was observed between the positive electrostatic potential of the σ-hole on the halogen atom and the Gibbs free energy of activation of the model reactions (i.e., halogen abstraction and carbonyl activation). The predictive ability of the applied approach was confirmed experimentally. It was also determined that the catalytic activity of azolium-based halogen bond donors was generally governed by the structure of the azolium cycle, whereas the substituents on the heterocycle had a limited impact on the activity. Ultimately, this study highlighted four of the most promising azolium halogen bond donors, which are expected to exhibit high catalytic activity.

SUBSTITUTED PYRAZOLE COMPOUNDS AND METHODS OF USING THEM FOR TREATMENT OF HYPERPROLIFERATIVE DISEASES

Disclosed are compounds useful, for example, in methods of treating hyperproliferative disorders such as cancer, methods of arresting the cell cycle in cancer cells, methods of inhibiting glutathione synthesis in cancer cells, and associated compounds for

Deprotonation of 4-ethynylpyrazolium salts

4-Ethynyl-1,2-dimethylpyrazolium salts were prepared by methylation of the corresponding 4-ethynyl-1-methylpyrazoles with trimethyloxonium tetrafluoroborate and were deprotonated to give the corresponding pyrazolium-4acetylenides, which are mesomeric betaines. These can be represented as alkynyl- or mesoionic allenylidene-type resonance forms. Calculations and spectroscopic investigations were performed to determine the contribution of each canonical form to the overall structure. Ylides and N-heterocyclic carbenes are tautomers of the betaines. Their relative stabilities have been compared.

PYRAZOLE DERIVATIVES

Provided herein are compounds of the formula I: as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment or prevention of mGluR5 mediated disorders, such as acute and/or chronic neurological disorders, cognitive disorders and memory deficits, as well as acute and chronic pain.

A two-valence sulfonyl isoxazole derivatives and use thereof

The invention discloses a bi-titer sulfonyl isoxazole derivative in the technical field of organic compound weedicides, and application thereof. The bi-titer sulfonyl isoxazole derivative has a molecular structural formula shown as a general formula I. The invention further discloses a preparation method of the bi-titer sulfonyl isoxazole derivative. The bi-titer sulfonyl isoxazole derivative has very high activity of inhibiting weed growth and killing and removing weeds, and can be used in agricultural production, and is classified as a novel active component for weedicides.

Transition-Metal-Free N-Arylation of Pyrazoles with Diaryliodonium Salts

A new synthetic method was developed for the N-arylation of pyrazoles using diaryliodonium salts. The transformation does not require any transition-metal catalyst and provides the desired N-arylpyrazoles rapidly under mild reaction condition in the presence of aqueous ammonia solution as a mild base without the use of inert atmosphere. The chemoselectivity of unsymmetric diaryliodonium salts was also explored with large number of examples.