Category: 1228185-09-8

Safety of 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, is researched, Molecular C27H36Cl2N2, CAS is 1228185-09-8, about PhenoFluorMix: Practical Chemoselective Deoxyfluorination of Phenols. Author is Fujimoto, Teppei; Ritter, Tobias.

A practical deoxyfluorination with novel deoxyfluorinating reagent PhenoFluorMix, a mixture of N,N’-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF, is presented. PhenoFluorMix overcomes the challenges associated with hydrolysis of PhenoFluor. PhenoFluorMix does not hydrolyze, is readily available on decagram scale, and is storable in air. In this paper, we demonstrate the practicality of the reagent and exhibit the deoxyfluorination of a variety of phenols and heterocycles.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Name: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, is researched, Molecular C27H36Cl2N2, CAS is 1228185-09-8, about Translation of HDAC6 PET Imaging Using [18F]EKZ-001-cGMP Production and Measurement of HDAC6 Target Occupancy in Nonhuman Primates. Author is Celen, Sofie; Rokka, Johanna; Gilbert, Tonya M.; Koole, Michel; Vermeulen, Isabeau; Serdons, Kim; Schroeder, Frederick A.; Wagner, Florence F.; Bleeser, Tom; Hightower, Baileigh G.; Hu, Jiyun; Rahal, Dania; Beyzavi, Hudson; Vanduffel, Wim; Van Laere, Koen; Kranz, Janice E.; Hooker, Jacob M.; Bormans, Guy; Cawthorne, Christopher J..

Histone deacetylase 6 (HDAC6) is a multifunctional cytoplasmic enzyme involved in diverse cellular processes such as intracellular transport and protein quality control. Inhibition of HDAC6 can alleviate defects in cell and rodent models of certain diseases, particularly neurodegenerative disorders, including Alzheimer’s disease and amyotrophic lateral sclerosis. However, while HDAC6 represents a potentially powerful therapeutic target, development of effective brain-penetrant HDAC6 inhibitors remains challenging. Recently, [18F]EKZ-001 ([18F]Bavarostat), a brain-penetrant positron emission tomog. (PET) radioligand with high affinity and selectivity toward HDAC6, was developed and evaluated preclinically for its ability to bind HDAC6. Herein, we describe the efficient and robust fully automated current Good Manufacturing Practices (cGMP) compliant production method. [18F]EKZ-001 quantification methods were validated in nonhuman primates (NHP) using full kinetic modeling, and [18F]EKZ-001 PET was applied to compare dose-occupancy relationships between two HDAC6 inhibitors, EKZ-317 and ACY-775. [18F]EKZ-001 is cGMP produced with an average decay-corrected radiochem. yield of 14% and an average molar activity of 204 GBq/μmol. We demonstrate that a two-tissue compartmental model and Logan graphical anal. are appropriate for [18F]EKZ-001 PET quantification in NHP brain. Blocking studies show that the novel compound EKZ-317 achieves higher target occupancy than ACY-775. This work supports the translation of [18F]EKZ-001 PET for first-in-human studies.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Fujimoto, Teppei; Ritter, Tobias researched the compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride( cas:1228185-09-8 ).Category: tetrahydropyran.They published the article 《PhenoFluorMix: Practical Chemoselective Deoxyfluorination of Phenols》 about this compound( cas:1228185-09-8 ) in Organic Letters. Keywords: aryl halide chemoselective synthesis; phenol heterocycle deoxyfluorination PhenoFluorMix. We’ll tell you more about this compound (cas:1228185-09-8).

A practical deoxyfluorination with novel deoxyfluorinating reagent PhenoFluorMix, a mixture of N,N’-1,3-bis(2,6-diisopropylphenyl)chloroimidazolium chloride and CsF, is presented. PhenoFluorMix overcomes the challenges associated with hydrolysis of PhenoFluor. PhenoFluorMix does not hydrolyze, is readily available on decagram scale, and is storable in air. In this paper, we demonstrate the practicality of the reagent and exhibit the deoxyfluorination of a variety of phenols and heterocycles.

In some applications, this compound(1228185-09-8)Category: tetrahydropyran is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1228185-09-8, is researched, Molecular C27H36Cl2N2, about HDAC6 Brain Mapping with [18F]Bavarostat Enabled by a Ru-Mediated Deoxyfluorination, the main research direction is HDAC6 brain mapping imaging fluorine 18 bavarostat.Quality Control of 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride.

Histone deacetylase 6 (HDAC6) function and dysregulation have been implicated in the etiol. of certain cancers and more recently in central nervous system (CNS) disorders including Rett syndrome, Alzheimer’s and Parkinson’s diseases, and major depressive disorder. HDAC6-selective inhibitors have therapeutic potential, but in the CNS drug space the development of highly brain penetrant HDAC inhibitors has been a persistent challenge. Moreover, no tool exists to directly characterize HDAC6 and its related biol. in the living human brain. Here, we report a highly brain penetrant HDAC6 inhibitor, Bavarostat, that exhibits excellent HDAC6 selectivity (>80-fold over all other Zn-containing HDAC paralogues), modulates tubulin acetylation selectively over histone acetylation, and has excellent brain penetrance. We further demonstrate that Bavarostat can be radiolabeled with 18F by deoxyfluorination through in situ formation of a ruthenium π-complex of the corresponding phenol precursor: the only method currently suitable for synthesis of [18F]Bavarostat. Finally, by using [18F]Bavarostat in a series of rodent and nonhuman primate imaging experiments, we demonstrate its utility for mapping HDAC6 in the living brain, which sets the stage for first-in-human neurochem. imaging of this important target.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Neumann, Constanze N.; Hooker, Jacob M.; Ritter, Tobias published an article about the compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride( cas:1228185-09-8,SMILESS:CC(C1=C([N+]2=C(Cl)N(C3=C(C(C)C)C=CC=C3C(C)C)C=C2)C(C(C)C)=CC=C1)C.[Cl-] ).Quality Control of 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1228185-09-8) through the article.

Nucleophilic aromatic substitution (SNAr) is widely used by organic chemists to functionalize aromatic mols., and it is the most commonly used method to generate arenes that contain 18F for use in positron-emission tomog. (PET) imaging. A wide range of nucleophiles exhibit SNAr reactivity, and the operational simplicity of the reaction means that the transformation can be conducted reliably and on large scales. During SNAr, attack of a nucleophile at a carbon atom bearing a ‘leaving group’ leads to a neg. charged intermediate called a Meisenheimer complex. Only arenes with electron-withdrawing substituents can sufficiently stabilize the resulting build-up of neg. charge during Meisenheimer complex formation, limiting the scope of SNAr reactions: the most common SNAr substrates contain strong π-acceptors in the ortho and/or para position(s). Here we present an unusual concerted nucleophilic aromatic substitution reaction (CSNAr) that is not limited to electron-poor arenes, because it does not proceed via a Meisenheimer intermediate. We show a phenol deoxyfluorination reaction for which CSNAr is favored over a stepwise displacement. Mechanistic insights enabled us to develop a functional-group-tolerant 18F-deoxyfluorination reaction of phenols, which can be used to synthesize 18F-PET probes. Selective 18F introduction, without the need for the common, but cumbersome, azeotropic drying of 18F, can now be accomplished from phenols as starting materials, and provides access to 18F-labeled compounds not accessible through conventional chem.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

SDS of cas: 1228185-09-8. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, is researched, Molecular C27H36Cl2N2, CAS is 1228185-09-8, about Concerted nucleophilic aromatic substitution with 19F- and 18F-. Author is Neumann, Constanze N.; Hooker, Jacob M.; Ritter, Tobias.

Nucleophilic aromatic substitution (SNAr) is widely used by organic chemists to functionalize aromatic mols., and it is the most commonly used method to generate arenes that contain 18F for use in positron-emission tomog. (PET) imaging. A wide range of nucleophiles exhibit SNAr reactivity, and the operational simplicity of the reaction means that the transformation can be conducted reliably and on large scales. During SNAr, attack of a nucleophile at a carbon atom bearing a ‘leaving group’ leads to a neg. charged intermediate called a Meisenheimer complex. Only arenes with electron-withdrawing substituents can sufficiently stabilize the resulting build-up of neg. charge during Meisenheimer complex formation, limiting the scope of SNAr reactions: the most common SNAr substrates contain strong π-acceptors in the ortho and/or para position(s). Here we present an unusual concerted nucleophilic aromatic substitution reaction (CSNAr) that is not limited to electron-poor arenes, because it does not proceed via a Meisenheimer intermediate. We show a phenol deoxyfluorination reaction for which CSNAr is favored over a stepwise displacement. Mechanistic insights enabled us to develop a functional-group-tolerant 18F-deoxyfluorination reaction of phenols, which can be used to synthesize 18F-PET probes. Selective 18F introduction, without the need for the common, but cumbersome, azeotropic drying of 18F, can now be accomplished from phenols as starting materials, and provides access to 18F-labeled compounds not accessible through conventional chem.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

COA of Formula: C27H36Cl2N2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, is researched, Molecular C27H36Cl2N2, CAS is 1228185-09-8, about Direct Azidation of Phenols. Author is Kitamura, Mitsuru; Murakami, Kento; Koga, Tatsuya; Eto, Takashi; Ishikawa, Akihiro; Shimooka, Hirokazu; Okauchi, Tatsuo.

Direct azidation of phenols was developed. By treating chloroimidazolinium chloride I and sodium azide with phenol in the presence of a secondary amine in methoxyethanol, ortho-azidation of phenol was achieved.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Goldberg, Nathaniel W.; Shen, Xiao; Li, Jiakun; Ritter, Tobias researched the compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride( cas:1228185-09-8 ).Formula: C27H36Cl2N2.They published the article 《AlkylFluor: Deoxyfluorination of Alcohols》 about this compound( cas:1228185-09-8 ) in Organic Letters. Keywords: bench stable AlkylFluor preparation reagent deoxyfluorination alc. We’ll tell you more about this compound (cas:1228185-09-8).

A practical, high-yielding method for the deoxyfluorination of alcs. is presented using AlkylFluor, a novel salt analog of PhenoFluor. AlkylFluor is readily prepared on multigram scale and is stable to long-term storage in air and exposure to water. The practicality and applicability of this method is demonstrated with a variety of primary and secondary alc. substrates.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Safety of 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, is researched, Molecular C27H36Cl2N2, CAS is 1228185-09-8, about Site-specific deoxyfluorination of small peptides with [18F]fluoride. Author is Rickmeier, Jens; Ritter, Tobias.

Radiolabeled receptor-binding peptides are an important class of positron emission tomog. tracers owing to achievable high binding affinities and their rapid blood clearance. Herein, a method to introduce a 4-[18F]fluoro-phenylalanine residue into peptide sequences is reported, by chemoselective radio-deoxyfluorination of a tyrosine residue using a traceless activating group. The replacement of only one hydrogen atom with [18F]fluoride results in minimal structural perturbation of the peptide, which is desirable in the labeling of tracer candidates.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Application In Synthesis of 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium chloride, is researched, Molecular C27H36Cl2N2, CAS is 1228185-09-8, about One-step synthesis of [18F]fluoro-4-(vinylsulfonyl)benzene: A thiol reactive synthon for selective radiofluorination of peptides. Author is Ma, Gaoyuan; McDaniel, James W.; Murphy, Jennifer M..

Radiolabeled peptide-based mol. imaging probes exploit the advantages of large biologics and small mols., providing both exquisite selectivity and favorable pharmacokinetic properties. Here, we report an operationally simple and broadly applicable approach for the 18F-fluorination of unprotected peptides via a new radiosynthon, [18F]fluoro-4-(vinylsulfonyl)benzene. This reagent demonstrates excellent chemoselectivity at the cysteine residue and rapid 18F-labeling of a diverse scope of peptides to generate stable thioether constructs.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics