20154-03-4 | Page 3 of 14 | pyrazoles-derivatives

Ahmed, Basil M.’s team published research in Dalton Transactions in 2016 | CAS: 20154-03-4

3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Quality Control of 3-(Trifluoromethyl)-1H-pyrazole

In 2016,Ahmed, Basil M.; Calco, Brice; Mezei, Gellert published 《Tuning the structure and solubility of nanojars by peripheral ligand substitution, leading to unprecedented liquid-liquid extraction of the carbonate ion from water into aliphatic solvents》.Dalton Transactions published the findings.Quality Control of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

Nanojars, a novel class of neutral anion-incarcerating agents [CuII(OH)(pz)]n (Cun; n = 27-31, pz = pyrazolate anion), efficiently sequester various oxoanions with large hydration energies from H2O. The authors explore whether substituents on the pyrazole ligand interfere with nanojar formation, and whether appropriate substituents could be employed to tune the solubility of nanojars in solvents of interest, such as long-chain aliphatic hydrocarbons (solvent of choice for large-scale liquid-liquid extraction processes) and H2O. To this end, the authors conducted a comprehensive study using 40 different pyrazole ligands, with one, two or three substituents in their 3-, 4- and 5-positions. The corresponding nanojars were characterized by single-crystal x-ray diffraction and/or electrospray-ionization mass spectrometry (ESI-MS). Cun-nanojars with various substituents in the pyrazole 4-position, including long chains, Ph and CF3 groups, can be obtained. Straight chains are also tolerated at the pyrazole 3-position, and favor the Cu30-nanojar. Homoleptic nanojars, however, could not be obtained with Ph or CF3 groups. Nevertheless, if used in mixture with the parent nonsubstituted pyrazole, sterically hindered pyrazoles do form heteroleptic nanojars. With 3,5-disubstituted pyrazoles, only heteroleptic nanojars are accessible. The crystal structure of novel nanojars (Bu4N)2[CO3⊂{Cu30(OH)30(3,5-Me2pz)y(pz)30-y}] (y = 14 and 15) is presented. In contrast to the parent nanojar, which is insoluble in aliphatic solvents and H2O, nanojars with alkyl substituents are soluble in saturated hydrocarbon solvents, whereas nanojars based on novel pyrazoles, functionalized with oligoether chains, are readily soluble in H2O. Liquid-liquid extraction of carbonate from H2O under basic pH is presented for the first time. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Quality Control of 3-(Trifluoromethyl)-1H-pyrazole)

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Ma, Hong-Ju’s team published research in Pest Management Science in 2014 | CAS: 20154-03-4

In 2014,Ma, Hong-Ju; Zhang, Jian-Hua; Xia, Xiang-Dong; Xu, Meng-Han; Ning, Jun; Li, Jian-Hong published 《Design, synthesis and herbicidal activities of novel 4-(1H-pyrazol-1-yl)-6-(alkynyloxy)-pyrimidine derivatives as potential pigment biosynthesis inhibitors》.Pest Management Science published the findings.Synthetic Route of C4H3F3N2 The information in the text is summarized as follows:

BACKGROUND With the objective of finding novel valuable herbicidal candidates, a series of novel 4-(1H-pyrazol-1-yl)-6-(alkynyloxy)-pyrimidine derivatives were synthesized and their herbicide activities were evaluated in vivo. RESULTS The results showed that many target compounds expressed bleaching activities. Among these, compound 5 h showed the best bleaching activity to gramineous weeds, being able to produce the highest inhibition of chlorophyll level in seedlings of Pennisetum alopecuroides L. (IC50 = 3.48 mg L-1). Moreover, compound 5 h expressed good selective toxicity between gramineous P. alopecuroides L. and broadleaf plant Brassica campestris L. CONCLUSIONS The present work demonstrates that pyrimidine derivatives containing pyrazole can be used as potential lead compounds for developing novel pigment biosynthesis inhibitors. © 2013 Society of Chem. Industry. In the experimental materials used by the author, we found 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Synthetic Route of C4H3F3N2)

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Chen, Xu-Lin’s team published research in Chemistry of Materials in 2013 | CAS: 20154-03-4

3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4) belongs to pyrazoles. Pyrazole derivatives have been reported to exhibit a wide range of applications in medicinal chemistry and pharmacology. A large number of drugs incorporating pyrazole structure have been utilized as partial agonists for nicotinic acid receptors, antidepressants, antimicrobial agents, antiviral agents, and antifungal agents solely or along with the combination of other structural motifs.Recommanded Product: 20154-03-4

In 2013,Chen, Xu-Lin; Yu, Rongmin; Zhang, Qi-Kai; Zhou, Liu-Jiang; Wu, Xiao-Yuan; Zhang, Qing; Lu, Can-Zhong published 《Rational Design of Strongly Blue-Emitting Cuprous Complexes with Thermally Activated Delayed Fluorescence and Application in Solution-Processed OLEDs》.Chemistry of Materials published the findings.Recommanded Product: 20154-03-4 The information in the text is summarized as follows:

Strongly greenish-blue to blue emitting Cu-(NN)(POP)+ (POP = bis[2-(diphenylphosphino)phenyl] ether) complexes containing N-linked 2-pyridylpyrazolate diimine ligands [Cu(pypz)(POP)]BF4 (1), [Cu(pympz)(POP)]BF4 (2), and [Cu(pytfmpz)(POP)]BF4 (3) (pypz = 1-(2-pyridyl)pyrazole, pympz = 3-Me-1-(2-pyridyl)pyrazole, and pytfmpz = 3-trifluoromethyl-1-(2-pyridyl)pyrazole) were designed and synthesized. Their structural, electrochem., and photophys. properties were characterized. The complexes 1-3 exhibit high luminescence quantum yields (PLQYs) at room temperature both in N-saturated CH2Cl2 (≤45%) and in neat solid (≤87%), which are comparable to the reported highest values for the cuprous complexes. The temperature dependence of spectroscopic properties and emission decay behaviors reveal 2 thermally equilibrated emitting states. At temperatures <150 K, the lowest triplet state (T1) is the predominant emitting state resulting in the typical phosphorescence with the emission decay times in the order of hundreds of μs. At ambient temperature, the lowest singlet state (S1), which lies only ∼0.17-0.18 eV above the T1 state, is populated thermally and in turn generates efficient thermally activated delayed fluorescence (TADF), and the emission decay times are reduced dramatically to, e.g., 12.2 μs for 2. Solution-processed OLEDs containing 1-3 in the emissive layer demonstrated excellent device performances by taking advantage of the singlet harvesting mechanism, among which the electroluminescent device using 3 shows a peak external quantum efficiency (EQE) of 8.47%, a peak current efficiency (CE) of 23.68 cd/A, and a maximum brightness of 2033 cd/m2. Crystallog. data are given. The experimental process involved the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Recommanded Product: 20154-03-4)

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Al Mousawi, Assi’s team published research in Polymer Chemistry in 2017 | CAS: 20154-03-4

In 2017,Al Mousawi, Assi; Kermagoret, Anthony; Versace, Davy-Louis; Toufaily, Joumana; Hamieh, Tayssir; Graff, Bernadette; Dumur, Frederic; Gigmes, Didier; Fouassier, Jean Pierre; Lalevee, Jacques published 《Copper photoredox catalysts for polymerization upon near UV or visible light: structure/reactivity/efficiency relationships and use in LED projector 3D printing resins》.Polymer Chemistry published the findings.Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

Copper complexes (CuCs) bearing pyridine-pyrazole ligands are synthesized and evaluated as new photocatalysts/photoinitiators in combination with an iodonium salt (Iod) for the free radical polymerization of (meth)acrylates and the cationic polymerization of epoxides upon visible light exposure using Light Emitting Diode (LED)@405nm. The structure/reactivity/efficiency relationships for the copper complexes are studied as well as the chem. mechanisms involved. The different substituents on the pyrazole moiety of the ligand allow to tune the oxidation potential and the visible light absorbance of the complexes and to optimize the performance of the polymerization photocatalysts. The use of a novel additive (CARET) in a three-component system (CuC/Iod/CARET) highly improves the performance. Finally, the high performances of the Cu(I) complexes for the development of new 3D printing resins using LED projector are demonstrated. Currently, LED projector printing is really advantageous in 3D printing i.e. this technol. projects the profile of an entire layer at one time.3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole) was used in this study.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Aitha, Anjaiah’s team published research in Tetrahedron Letters in 2016 | CAS: 20154-03-4

In 2016,Aitha, Anjaiah; Yennam, Satyanarayana; Behera, Manoranjan; Anireddy, Jaya Shree published 《Design and synthesis of diaziridinyl quinone thiadiazole hybrids via nitrile sulfide cycloaddition reaction as a key step》.Tetrahedron Letters published the findings.Quality Control of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

A series of novel diaziridinyl quinone thiadiazole hybrids (I; R = N-heterocycle) were synthesized starting from 2-hydroxy-5-methoxybenzoic acid in a 7 step synthetic sequence. The key step in the scheme involves the nitrile sulfide cycloaddition reaction of oxathiazolone II with p-tosyl cyanide to obtain 1,2,4-thiadiazole derivative III. We have demonstrated that p-tosyl group of thiadiazole 5 can be displaced with various nitrogen heterocycles to generate unknown 3,5-disubstituted thiadiazole derivatives In the experiment, the researchers used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Quality Control of 3-(Trifluoromethyl)-1H-pyrazole)

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Lyu, Jiyuan’s team published research in Journal of Organic Chemistry in 2020 | CAS: 20154-03-4

《Preparation of Chiral Photosensitive Organocatalysts and Their Application for the Enantioselective Synthesis of 1,2-Diamines》 was published in Journal of Organic Chemistry in 2020. These research results belong to Lyu, Jiyuan; Claraz, Aurelie; Vitale, Maxime R.; Allain, Clemence; Masson, Geraldine. Formula: C4H3F3N2 The article mentions the following:

Chiral phosphoric acid based organocatalysis and visible-light photocatalysis have both emerged as promising technologies for the sustainable production of fine chems. In this context, we have envisioned the design and the synthesis of a new class of chimeric catalytic entities that would feature both catalytic capabilities. Given their multitask nature, such catalysts would be particularly attractive for the development of new catalytic transformations, tandem processes in particular. Toward this goal, several BINOL-based chiral phosphoric acid backbones presenting one or two visible-light-sensitive thioxanthone moieties have been prepared and studied. The utility of these new photoactive chiral organocatalysts is then demonstrated in the enantioselective tandem three-component electrophilic amination of enecarbamates. Of note, the C1-sym. organo/photocatalyst has shown a better catalytic activity than those presenting a C2 symmetry. After reading the article, we found that the author used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Formula: C4H3F3N2)

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Sandoval, Angel’s team published research in Biochemical Pharmacology in 2012 | CAS: 20154-03-4

In 2012,Sandoval, Angel; Chokshi, Aalap; Jesch, Elliot D.; Black, Paul N.; DiRusso, Concetta C. published 《Identification and characterization of small compound inhibitors of human FATP2 [Erratum to document cited in CA152:421565]》.Biochemical Pharmacology published the findings.Reference of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

On page 997, Compound CB-5 in Table 3B contained a structure error; the corrected structure is given. In the experimental materials used by the author, we found 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Reference of 3-(Trifluoromethyl)-1H-pyrazole)

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Sandoval, Angel’s team published research in Biochemical Pharmacology in 2010 | CAS: 20154-03-4

In 2010,Sandoval, Angel; Chokshi, Aalap; Jesch, Elliot D.; Black, Paul N.; Di Russo, Concetta C. published 《Identification and characterization of small compound inhibitors of human FATP2》.Biochemical Pharmacology published the findings.Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

Fatty acid transport proteins (FATPs) are bifunctional proteins, which transport long chain fatty acids into cells and activate very long chain fatty acids by esterification with CoA. In an effort to understand the linkage between cellular fatty acid transport and the pathol. associated with excessive accumulation of exogenous fatty acids, we targeted FATP-mediated fatty acid transport in a high throughput screen of more than 100,000 small diverse chem. compounds in yeast expressing human FATP2 (hsFATP2). Compounds were selected for their ability to depress the transport of the fluorescent long chain fatty acid analog, C1-BODIPY-C12. Among 234 hits identified in the primary screen, 5 compounds, each representative of a structural class, were further characterized in the human Caco-2 and HepG2 cell lines, each of which normally expresses FATP2, and in 3T3-L1 adipocytes, which do not. These compounds were effective in inhibiting uptake with IC50s in the low micromolar range in both Caco-2 and HepG2 cells. Inhibition of transport was highly specific for fatty acids and there were no effects of these compounds on cell viability, trans-epithelial elec. resistance, glucose transport, or long chain acyl-CoA synthetase activity. The compounds were less effective when tested in 3T3-L1 adipocytes suggesting selectivity of inhibition. These results suggest fatty acid transport can be inhibited in a FATP-specific manner without causing cellular toxicity. In addition to this study using 3-(Trifluoromethyl)-1H-pyrazole, there are many other studies that have used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole) was used in this study.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

He, Yali’s team published research in Journal of Medicinal Chemistry in 2020 | CAS: 20154-03-4

HPLC of Formula: 20154-03-4In 2020 ,《Pyrazol-1-yl-propanamides as SARD and Pan-Antagonists for the Treatment of Enzalutamide-Resistant Prostate Cancer》 appeared in Journal of Medicinal Chemistry. The author of the article were He, Yali; Hwang, Dong-Jin; Ponnusamy, Suriyan; Thiyagarajan, Thirumagal; Mohler, Michael L.; Narayanan, Ramesh; Miller, Duane D.. The article conveys some information:

We report herein the design, synthesis, and pharmacol. characterization of a library of novel aryl pyrazol-1-yl-propanamides as selective androgen receptor degraders (SARDs) and pan-antagonists that exert broad-scope AR antagonism. Pharmacol. evaluation demonstrated that introducing a pyrazole moiety as the B-ring structural element in the common A-ring-linkage-B-ring nonsteroidal antiandrogens’ general pharmacophore allowed the development of a new scaffold of small mols. with unique SARD and pan-antagonist activities even compared to our recently published AF-1 binding SARDs such as UT-155 and UT-34. Novel B-ring pyrazoles exhibited potent AR antagonist activities, including promising distribution, metabolism, and pharmacokinetic properties, and broad-spectrum AR antagonist properties, including potent in vivo antitumor activity. I was able to induce an 80% tumor growth inhibition of xenografts derived from the enzalutamide-resistant (Enz-R) VCaP cell line. These results represent an advancement toward the development of novel AR antagonists for the treatment of Enz-R prostate cancer. After reading the article, we found that the author used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4HPLC of Formula: 20154-03-4)

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Shim, Heesung’s team published research in Frontiers in Pharmacology in 2019 | CAS: 20154-03-4

In 2019,Frontiers in Pharmacology included an article by Shim, Heesung; Brown, Brandon M.; Singh, Latika; Singh, Vikrant; Fettinger, James C.; Yarov-Yarovoy, Vladimir; Wulff, Heike. Name: 3-(Trifluoromethyl)-1H-pyrazole. The article was titled 《The trials and tribulations of structure assisted design of KCa channel activators》. The information in the text is summarized as follows:

Calcium-activated K+ channels constitute attractive targets for the treatment of neurol. and cardiovascular diseases. To explain why certain 2-aminobenzothiazole/oxazole-type KCa activators (SKAs) are KCa3.1 selective we previously generated homol. models of the C-terminal calmodulin-binding domain (CaM-BD) of KCa3.1 and KCa2.3 in complex with CaM using Rosetta modeling software. We here attempted to employ this atomistic level understanding of KCa activator binding to switch selectivity around and design KCa2.2 selective activators as potential anticonvulsants. In this structure-based drug design approach we used RosettaLigand docking and carefully compared the binding poses of various SKA compounds in the KCa2.2 and KCa3.1 CaM-BD/CaM interface pocket. Based on differences between residues in the KCa2.2 and KCa.3.1 models we virtually designed 168 new SKA compounds The compounds that were predicted to be both potent and KCa2.2 selective were synthesized, and their activity and selectivity tested by manual or automated electrophysiol. However, we failed to identify any KCa2.2 selective compounds Based on the full-length KCa3.1 structure it was recently demonstrated that the C-terminal crystal dimer was an artifact and suggested that the “”real”” binding pocket for the KCa activators is located at the S4-S5 linker. We here confirmed this structural hypothesis through mutagenesis and now offer a new, corrected binding site model for the SKA-type KCa channel activators. SKA-111 (5-methylnaphtho[1,2-d]thiazol-2-amine) is binding in the interface between the CaM N-lobe and the S4-S5 linker where it makes van der Waals contacts with S181 and L185 in the S45A helix of KCa3.1. The experimental part of the paper was very detailed, including the reaction process of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Name: 3-(Trifluoromethyl)-1H-pyrazole)

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics