66675-22-7

Basic information

• Product Name: 1H-IMidazole, 2-(trifluor...
• Synonyms: 1H-IMidazole, 2-(trifluor...;1H-IMidazole, 2-(trifluoroMethyl)-;2-(trifluoroMethyl)iMidazole
• CAS NO: 66675-22-7
• Molecular Formula: C4H3F3N2
• Molecular Weight: 136.08
• Mol File: 66675-22-7.mol

Chemical Properties

• Melting Point: 145-147 °C(Solv: chloroform (67-66-3))
• Boiling Point: 186.1±40.0 °C(Predicted)
• Appearance: /
• Density: 1.440±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 10.65±0.10(Predicted)
• CAS DataBase Reference: 1H-IMidazole, 2-(trifluor...(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-IMidazole, 2-(trifluor...(66675-22-7)
• EPA Substance Registry System: 1H-IMidazole, 2-(trifluor...(66675-22-7)

Safety Data

• Hazardous Substances Data: 66675-22-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-IMidazole, 2-(trifluoromethyl)-1H-imidazole is used as an intermediate in the synthesis of sulfonamide derivatives. These derivatives have potential applications as amyloid β production inhibitors, which are useful in treating or preventing diseases related to amyloid β (Aβ) protein aggregation, such as Alzheimer's disease.

Upstream product

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Relevant articles and documents

Novel nitroimidazole drug as well as preparation method and application of novel nitroimidazole drug

The invention relates to a novel nitroimidazole compound as well as a preparation method and application of the novel nitroimidazole compound to medical science and specifically relates to a nitroimidazole compound as shown in a general formula (I), a preparation method of the nitroimidazole compound and a pharmaceutical composition containing the compound. The invention aims at synthesizing a novel compound of a series of nitroimidazole derivatives by modifying the structure of a nitroimidazole compound, the compound can be used for obviously reducing adverse reaction in clinic, meanwhile, the compound has a relatively ideal effect on protecting the liver and kidneys, and the clinical application of the compound is apparent.

Novel imidazole compounds, and preparation method and application thereof in medicine

The invention relates to novel imidazole compounds, and a preparation method and application thereof in medicine. Specifically, the invention relates to imidazole compounds shown by a general formula (I), a preparation method thereof, a pharmaceutical composition containing the compounds, and application of the imidazole compounds and the pharmaceutical composition as therapeutic agents in the preparation of drugs for treating anaerobic bacterium infection or protozoon infection. The definitions of substituent groups in the general formula (I) are the same as those in the specification. The general formula (I) is shown in the specification.

A convenient synthesis of perfluoroalkylated and fluorinated-aryl nitrogen bases by electrochemically induced SRN1 substitution

Indirect electrochemical reduction, by means of an aromatic anion mediator, of perfluoroalkyl halides (CF3Br, n-C4F9I, n-C6F13I, I(CF2)4I) in the presence of imidazole, 4(5)-nitroimidazole, 2-methyl-5-nitroimidazole, 2-(4′-methoxyphenyl)imidazole, imidazole-2-carboxaldehyde, 4(5)-nitroimidazole-2-carboxaldehyde, 5(6)-nitrobenzimidazole, purines (adenine, hypoxanthine, xanthine, theophylline, lumazine) and pyrimidine anions (uracil, cytosine, barbituric acid) yields the corresponding C-perfluoroalkylated nitrogen bases by an SRN1 mechanism. Aromatic nucleophilic substitution of some fluorinated aryl halides 1-iodo-2-(trifluoromethyl)benzene and 1-(4′-iodo-tetrafluorophenyl)-imidazole was also investigated and it was found that 1-iodo-2-(trifluoromethyl)benzene could react successfully under redox-catalyzed conditions with imidazole, 2-(4′-methoxyphenyl)imidazole anion, and uracil anion to give the corresponding 5-(fluorinated-aryl) nitrogen bases. In the case of 1-(4′-iodo-tetrafluorophenyl)imidazole, direct electrochemical radical nucleophilic substitution with 2-methyl-5-nitroimidazole and uracil was possible in DMSO. In this way new, 4-[2′,3′,5′,6′-tetrafluoro-4′-(imidazol-1″- yl)phenyl] nitrogen bases were obtained in good yields.

Photoinduced Electron-transfer Reaction of Difluorodiiodomethane with Azaaromatic Compounds and Enamines

Irradiation of difluorodiiodomethane 1 with pyrroles, indole and imidazoles in dimethylformamide gives the corresponding trifluoromethylated products, whereas irradiation with enamines results in 2-trifluoromethyl ketones.A photoinduced electron-transfer mechanism is proposed.

Electrochemically Induced Nucleophilic Substitution of Perfluoroalkyl Halides. An Example of a Dissociative Electron-Transfer-Induced Chemical Reaction

Nucleophilic substitution of perfluoroalkyl halides can be induced electrochemically.The reaction mechanism is a slightly modified version of the classical SRN1 mechanism in which the reaction is triggered by dissociative electron transfer, not

Perfluoroalkylation of imidazoles by electrochemically induced srn1 substitution

Indirect electrochemical reduction, by means of aromatic anion radical mediators, of perfluoroalkyl halides in the presence of imidazolate or of substituted imidazolate anions yields the corresponding perfluoroalkylated imidazoles along an SRN1 mechanism.

Photochemical Perfluoroalkylation of Imidazoles

Imidazole and its derivatives undergo facile trifluoromethylation or perfluoroalkylation, in methanol solution at ambient temperature, following radical dissociation of RFI by γ or UV irradiation.In the case of imidazole, attack occurs preferen

2-TRIFLUOROMETHYLIMIDAZOLE, 2,4,5-TRIS(TRIFLUOROMETHYL)IMIDAZOLE AND RELATED COMPOUNDS

2-Trifluoromethylimidazole, prepared by the reaction of imidazole-2-carboxylic acid with sulphur tetrafluoride, afforded a silver salt which reacted with organohalides (bromomethane, ethyl bromoacetate, N,N-dimethyl-2-chloroethylamine, and chloroacetonitrile) to give the corresponding N-alkylated derivatives. 2-Trifluoromethylimidazole-4,5-dicarboxylic acid was obtained by oxidation of 2-trifluoromethylbenzimidazole, and on decarboxylation gave only traces of 2-trifluoromethylimidazole; the major product was 2-trifluoromethylimidazole-4-carboxylic acid.The di-acid and sulphur tetrafluoride gave 2,4,5-tris(trifluoromethyl)imidazole.