25364-47-0

Basic information

• Product Name: 1-(2,6-diisopropylphenyl)-1H-imidazole
• Synonyms: 1-(2,6-diisopropylphenyl)-1H-imidazole;1-(2,6-Diisopropylphenyl)imidazole
• CAS NO: 25364-47-0
• Molecular Formula: C₁₅H₂₀N₂
• Molecular Weight: 228.3327
• Mol File: 25364-47-0.mol
• Article Data: 19

Chemical Properties

• Melting Point: 127.0 to 131.0 °C
• Boiling Point: 105°C/0.1mmHg(lit.)
• Appearance: /
• Density: 0.99±0.1 g/cm3(Predicted)
• Solubility: soluble in Methanol
• PKA: 5.54±0.10(Predicted)
• CAS DataBase Reference: 1-(2,6-diisopropylphenyl)-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,6-diisopropylphenyl)-1H-imidazole(25364-47-0)
• EPA Substance Registry System: 1-(2,6-diisopropylphenyl)-1H-imidazole(25364-47-0)

Safety Data

• Hazardous Substances Data: 25364-47-0(Hazardous Substances Data)

Usage

General Description

1-(2,6-diisopropylphenyl)-1H-imidazole, also known as dizocilpine or MK-801, is a potent uncompetitive antagonist of the N-methyl-D-aspartate (NMDA) receptor. It is structurally related to phencyclidine (PCP) and is primarily used in research settings to induce experimental models of schizophrenia and neurodegenerative disorders in animals. MK-801 has also been studied for its potential as a treatment for neurological disorders such as Parkinson's disease and Alzheimer's disease. It is a highly specific and selective antagonist of the NMDA receptor, which plays a key role in learning, memory, and synaptic plasticity in the central nervous system. However, due to its high toxicity and side effects, MK-801 is not used in clinical settings. Overall, 1-(2,6-diisopropylphenyl)-1H-imidazole is a valuable tool for studying the NMDA receptor and its role in various neurological and psychiatric conditions.

Upstream product

• 50-00-0 formaldehyd 
• 67-56-1 methanol 
• 131543-46-9 Glyoxal 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 288-32-4 1H-imidazole 
• 57190-17-7 2-bromo-1,3-diisopropylbenzene 
• 950677-69-7 1-(2,2-diethoxy-ethyl)-3-(2,6-diisopropyl-phenyl)-thiourea 
• 25343-70-8 2,6-diisopropylphenyl isothiocyanate 
• 163704-47-0 2-iodo-1,3-diisopropylbenzene 
• 25372-38-7 2-mercapto-1-(2,6-diisopropylphenyl)imidazole 

Downstream Products

• 330455-93-1 [3-(2,6-diisopropylphenyl)-1-(2-pyridyl)imidazolium] bromide 
• 330455-92-0 1-(2,6-diisopropylphenyl)-3-(pyridin-2-ylmethyl)-1H-imidazol-3-ium bromide 
• 684261-42-5 1-[(S)-4-tert-butyl-4,5-dihydrooxazol-2-yl]-3-(2,6-diisopropylphenyl)imidazolium bromide 
• 852057-21-7 1-(2,6-diisopropylphenyl)-3-methyl imidazolium iodide 
• 1003570-22-6 3-benzyl-1-(2,6-diisopropylphenyl)-1H-imidazol-3-ium bromide 

Relevant articles and documents

A magnetically separable palladium catalyst containing a bulky N-heterocyclic carbene ligand for the Suzuki-Miyaura reaction

This work describes the preparation and characterization of a magnetic palladium catalyst with bulky N-heterocyclic carbene (NHC) ligands for the Suzuki-Miyaura cross-coupling reaction. After the 1-(2,6-diisopropylphenyl)-1H-imidazole (1-arylimidazole) was modified on the surface of magnetic polymer carriers, palladium diacetate was employed to synthesize the Pd-NHC complex, affording a palladium loading of 0.23 mmol g?1. This magnetic catalyst showed high catalytic activity towards the Suzuki-Miyaura reaction of phenylboronic acids with aryl bromides in the ethanol-water solution (TON > 87 000). After 21 cycling runs, its catalytic activity decreased slightly, and no leaking of palladium was found either in products or in reaction residue. When other sources of palladium (PdCl2 and 3-Cl-pyridi-nyl) were employed to synthesize the palladium complex, the stability of the magnetic catalyst was greatly improved to perform the catalysis of Suzuki-Miyaura reactions with aryl chlorides at 100 °C.

Novel N-heterocyclic carbene cyclic palladium compound as well as preparation method and application thereof

The invention discloses a novel N-heterocyclic carbene cyclic palladium compound as well as a preparation method and application thereof, and belongs to the technical field of organic catalysis. The novel N-heterocyclic carbene cyclic palladium compound is prepared by the following steps: heating, stirring and mixing N-(4-butoxybenzyl)-N-ethylethylamine, palladium chloride and an organic solvent in an inert gas atmosphere, then adding potassium carbonate, performing stirring and mixing, and finally adding 1-(2,6-diisopropyl phenyl)-3-butyl-brominated imidazole for reflux reaction; and after the reaction is finished, performing quenching with an acid solution, performing extracting to obtain a crude product, and performing column chromatography separation and purification to obtain the novel N-heterocyclic carbene cyclic palladium compound. The N-heterocyclic carbene cyclic palladium compound provided by the invention has high catalytic activity, can catalyze cross-coupling reactions between aryl chloride and aryl phenylboronic acid and between aryl chloride and secondary amine in a catalytic amount of 1 mol%, and can be used as a high-efficiency catalyst for the coupling reactions.

NHC copper complexes functionalized with sulfoxide and sulfone moieties

A series of N-heterocyclic copper carbene complexes bearing sulfoxide and sulfone moieties have been prepared. In case of new copper compounds with sulfone ligand, the solid-state structures were determined using X-Ray crystallography. Obtained complexes