20154-03-4 | Page 6 of 14 | pyrazoles-derivatives

Hou, Zhong-Wei’s team published research in Organic Chemistry Frontiers in 2021 | 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.Product Details of 20154-03-4

Hou, Zhong-Wei; Li, Laiqiang; Wang, Lei published their research in Organic Chemistry Frontiers in 2021. The article was titled 《Organocatalytic electrochemical amination of benzylic C-H bonds》.Product Details of 20154-03-4 The article contains the following contents:

An organocatalytic site-selective electrochem. method for the benzylic C-H amination reactions of alkylarenes with azoles through hydrogen evolution was developed. The protocol proceeds in an undivided cell under mild conditions and employs 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as a redox catalyst to generate carbocations, which obviates the need for transition-metal reagents or sacrificial chem. oxidants. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Product Details of 20154-03-4)

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

Huang, Adrian’s team published research in Journal of Organic Chemistry in 2018 | CAS: 20154-03-4

In 2018,Huang, Adrian; Wo, Kellie; Lee, So Yeun Christine; Kneitschel, Nika; Chang, Jennifer; Zhu, Kathleen; Mello, Tatsiana; Bancroft, Laura; Norman, Natalie; Zheng, Shao-Liang published 《Correction to Regioselective Synthesis, NMR, and Crystallographic Analysis of N1-Substituted Pyrazoles [Erratum to document cited in CA167:278955]》.Journal of Organic Chemistry published the findings.Name: 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

There are errors in Table 2 on page 8867; the correct table is provided here. In the experimental materials used by the author, we found 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Name: 3-(Trifluoromethyl)-1H-pyrazole)

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

Huang, Adrian’s team published research in Journal of Organic Chemistry in 2017 | CAS: 20154-03-4

In 2017,Huang, Adrian; Wo, Kellie; Lee, So Yeun Christine; Kneitschel, Nika; Chang, Jennifer; Zhu, Kathleen; Mello, Tatsiana; Bancroft, Laura; Norman, Natalie J.; Zheng, Shao-Liang published 《Regioselective Synthesis, NMR, and Crystallographic Analysis of N1-Substituted Pyrazoles》.Journal of Organic Chemistry published the findings.Safety of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

A systematic study of the N-substitution reactions of 3-substituted pyrazoles under basic conditions was undertaken. N1-Alkyl-, aryl-, and heteroarylpyrazoles were prepared regioselectively in 28-96% yields and in 3:1->99:1 regioselectivities by alkylation or arylation of 3-nitro-, 3-trifluoromethyl, 3-Me, 3-bromo-, 3-phenylpyrazoles and Et 3-pyrazolecarboxylate with alkyl bromides and iodides and electron-deficient aryl fluorides using K2CO3 as base in DMSO. DFT calculations of the at. charges at the pyrazole nitrogens in the pyrazolate anions were consistent with the observed regioselectivities; steric effects were observed in alkylations of pyrazoles. The structures of twenty-five of the pyrazole products were determined by X-ray crystallog. In the part of experimental materials, we found many familiar compounds, such as 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Safety of 3-(Trifluoromethyl)-1H-pyrazole)

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

Garg, Vineeta’s team published research in Journal of Organic Chemistry in 2017 | CAS: 20154-03-4

In 2017,Garg, Vineeta; Kumar, Pradeep; Verma, Akhilesh K. published 《Chemo-, Regio-, and Stereoselective N-Alkenylation of Pyrazoles/Benzpyrazoles Using Activated and Unactivated Alkynes》.Journal of Organic Chemistry published the findings.Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

Transition-metal-free chemo-, regio-, and stereoselective synthesis of (Z) and (E) styryl pyrazoles and benzpyrazoles by the addition of N-heterocycles onto functionalized terminal and internal alkynes using a super basic solution of KOH/DMSO has been described. The stereochem. outcome of the reaction was governed by time and quantity of the base. The reaction of pyrazoles and benzpyrazoles onto alkynes takes place chemoselectively without affecting the free -NH2 group of pyrazoles and -OH group of alkynes. The designed protocol was well implemented on alkynes bearing long alkyl chain, an alicyclic ring, hydroxy, ether, and ester functionality, which offer the N-alkenylated products in good yields. This developed methodol. also provides easy access for the synthesis of bis-vinylated heterocycles. The presence of free -NH2, -OH, -COOR, and halo group in styryl pyrazoles, could be further utilized for synthetic elaboration, which is advantageous for biol. evaluation. For the first time, we have disclosed the base-mediated conversion of (Z)-styryl pyrazoles to (E)-styryl pyrazoles in KOH/DMSO system. The cis-trans isomerization was supported by the control experiments and deuterium labeling studies. The results came from multiple reactions, including the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole)

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

Lyubimov, S. E.’s team published research in Russian Chemical Bulletin in 2012 | 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.SDS of cas: 20154-03-4

SDS of cas: 20154-03-4In 2012 ,《Pyrazoles as ligands for the Rh-catalyzed hydroformylation of alkenes in supercritical carbon dioxide》 appeared in Russian Chemical Bulletin. The author of the article were Lyubimov, S. E.; Rastorguev, E. A.; Davankov, V. A.. The article conveys some information:

Activity of pyrazole ligands in hydroformylation of a number of unsaturated terminal substrates in supercritical carbon dioxide (scCO2) in the presence of Rh-catalyst was studied. The ligands without free NH group at position 1 of the pyrazole ring were active. The use of scCO2 as the reaction medium served to reach a higher conversion and regioselectivity of hydroformylation as compared to those in toluene. In addition to this study using 3-(Trifluoromethyl)-1H-pyrazole, there are many other studies that have used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4SDS of cas: 20154-03-4) was used in this study.

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

Oh, Seungmin’s team published research in Journal of Physical Chemistry B in 2020 | CAS: 20154-03-4

《Cation-Anion and Anion-CO2 Interactions in Triethyl(octyl)phosphonium Ionic Liquids with Aprotic Heterocyclic Anions (AHAs)》 was published in Journal of Physical Chemistry B in 2020. These research results belong to Oh, Seungmin; Morales-Collazo, Oscar; Keller, Austin N.; Brennecke, Joan F.. Quality Control of 3-(Trifluoromethyl)-1H-pyrazole The article mentions the following:

Ionic liquids with aprotic heterocyclic anions (AHAs) have been developed for postcombustion CO2 capture applications. The anions of AHA ILs play a significant role in tuning anion-CO2 complexation. In addition, AHAs are able to trigger the abstraction of acidic protons located at the α position of phosphonium cations by forming hydrogen bonds between cations and anions, eventually leading to cation-driven CO2 complexation. Here we investigate the role of the anion in cation-anion hydrogen bonding and ylide formation. Using CO2 uptake measurements, 31P NMR, attenuated total reflection-Fourier transform IR (ATR-FTIR), deuterium exchange equilibrium and rates, two-dimensional nuclear Overhauser effect spectroscopy (2D NOESY), and d. functional theory calculations, we show that the key is the proximity of the neg. charged nitrogen atoms on the anion to the α protons, which is governed not just by anion basicity but by sterics. Thus, we show that triethyl(octyl)phosphonium 3-methyl-5-trifluoromethylpyrazolide is much more effective in hydrogen-bonding with and deprotonating the cation than the equivalent [P2228] ILs with more basic 2-cyanopyrrolide and 3-trifluoromethylpyrazolide anions. In the part of experimental materials, we found many familiar compounds, such as 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Quality Control of 3-(Trifluoromethyl)-1H-pyrazole)

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

Liang, Yufan’s team published research in Nature (London, United Kingdom) in 2018 | CAS: 20154-03-4

In 2018,Liang, Yufan; Zhang, Xiaheng; MacMillan, David W. C. published 《Decarboxylative sp3 C-N coupling via dual copper and photoredox catalysis》.Nature (London, United Kingdom) published the findings.Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

Over the past three decades, considerable progress has been made in the development of methods to construct sp2 carbon-nitrogen (C-N) bonds using palladium, copper or nickel catalysis. However, the incorporation of alkyl substrates to form sp3 C-N bonds remains one of the major challenges in the field of cross-coupling chem. Here we demonstrate that the synergistic combination of copper catalysis and photoredox catalysis can provide a general platform from which to address this challenge. This cross-coupling system uses naturally abundant alkyl carboxylic acids and com. available nitrogen nucleophiles as coupling partners. It is applicable to a wide variety of primary, secondary and tertiary alkyl carboxylic acids (through iodonium activation), as well as a vast array of nitrogen nucleophiles: nitrogen heterocycles, amides, sulfonamides and anilines can undergo C-N coupling to provide N-alkyl products in good to excellent efficiency, at room temperature and on short timescales (five minutes to one hour). We demonstrate that this C-N coupling protocol proceeds with high regioselectivity using substrates that contain several amine groups, and can also be applied to complex drug mols., enabling the rapid construction of mol. complexity and the late-stage functionalization of bioactive pharmaceuticals. In the experimental materials used by the author, we found 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole)

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

Chandrasekhar, Vadapalli’s team published research in Inorganic Chemistry in 2012 | CAS: 20154-03-4

In 2012,Chandrasekhar, Vadapalli; Nagarajan, Loganathan; Hossain, Sakiat; Gopal, Kandasamy; Ghosh, Surajit; Verma, Sandeep published 《Multicomponent Assembly of Anionic and Neutral Decanuclear Copper(II) Phosphonate Cages》.Inorganic Chemistry published the findings.HPLC of Formula: 20154-03-4 The information in the text is summarized as follows:

A multicomponent synthetic strategy involving Cu(II) ions, tert-butylphosphonic acid (t-BuPO3H2) and 3-substituted pyrazole ligands was adopted for the synthesis of soluble mol. Cu(II) phosphonates. The use of six different 3-substituted pyrazoles, 3-R-PzH [R = H, Me, CF3, Ph, 2-pyridyl (2-Py), and 2-methoxyphenyl (2-MeO-C6H4)] as ancillary ligands afforded nine different decanuclear cages, [Cu5(μ3-OH)2(O3P-t-Bu)3(3-R-Pz)2(X)2]2·(Y) where R = H, X = t-BuPO3H, and Y = (Et3NH+)4(solvent) (1); R = Me, X = 3-MePzH, and Y = solvent (2); R = Me, X = t-BuPO3H, and Y = (Et3NH+)4(solvent) (3); R = CF3, X = t-BuPO3H, and Y = (Et3NH+)4(solvent) (4); R = Ph, X = 3-PhPzH, and Y = solvent (5); R = 2-Py, X = 0.5 MeOH, and Y = solvent (6); R = 2-Py, X = none, and Y = solvent (7); R = 2-Py, X = H2O, and Y = (Et3NH+·PF6-)2(solvent) (8); R = 2-MeO-C6H4, X = MeOH or 0.5:0.5 MeOH/H2O, and Y = solvent (9). Compounds 1-6, 8, and 9 were isolated using a direct synthetic method which involves the reaction of Cu(II) salts and the ligands, while 7 was obtained from an indirect route involving the reaction of preformed Cu-pyridylpyrazolate precursor complexes and t-BuPO3H2. The decametallic compounds 1-9 possess a butterfly-shaped core. The core of the cages 1, 3, and 4 are tetraanionic and contain more phosphonates than pyrazole ligands, while the other cages are neutral and contain more pyrazoles than phosphonate ligands. Compounds 1-6 were studied by electrospray ionization-high-resolution mass spectrometry (ESI-HRMS). The decanuclear cage 6 is a good plasmid modifier. The experimental part of the paper was very detailed, including the reaction process of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4HPLC of Formula: 20154-03-4)

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

Zhou, Lei’s team published research in Journal of Saudi Chemical Society in 2017 | CAS: 20154-03-4

Related Products of 20154-03-4In 2017 ,《Antimicrobial activities of pyridinium-tailored pyrazoles bearing 1,3,4-oxadiazole scaffolds》 appeared in Journal of Saudi Chemical Society. The author of the article were Zhou, Lei; Wang, Pei-Yi; Zhou, Jian; Shao, Wu-Bin; Fang, He-Shu; Wu, Zhi-Bing; Yang, Song. The article conveys some information:

Herein, a series of pyridinium-tailored 5-trifluoromethylpyrazoles containing 1,3,4-oxadiazole moieties were constructed through coupling key pharmaceutical fragments of pyridinium, pyrazole, and 1,3,4-oxadiazole scaffolds in single mol. architecture. Antimicrobial results suggested that this kind of compounds exhibited significant activities against three types of pathogenic bacteria and six fungal strains in vitro. The minimal EC50 values of designed compounds against Xanthomonas oryzae pv. oryzae, Ralstonia solanacearum, and Xanthomonas axonopodis pv. citri could reach to 0.467, 1.04, and 0.600μg/mL, resp., through tuning and optimizing N-substituents, bridging atom, and alkyl length of the tailor. Antifungal assays revealed that all title mols. possessed considerable activity against Botrytis cinerea with the minimal EC50 value up to 2.71μg/mL; and compounds I-8, I-10, I-12, II-12, and IV-12 showed the strongest growth suppression toward Rhizoctonia solani with EC50 values ranging from 10.2 to 24.0μg/mL. Given the above results, this kind of compounds could serve as new lead compounds in the research of antimicrobial chemotherapy. The results came from multiple reactions, including the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Related Products of 20154-03-4)

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

Sun, Liyuan’s team published research in Journal of Physical Chemistry B in 2016 | CAS: 20154-03-4

In 2016,Sun, Liyuan; Morales-Collazo, Oscar; Xia, Han; Brennecke, Joan F. published 《Effect of Structure on Transport Properties (Viscosity, Ionic Conductivity, and Self-Diffusion Coefficient) of Aprotic Heterocyclic Anion (AHA) Room Temperature Ionic Liquids. 2. Variation of Alkyl Chain Length in the Phosphonium Cation》.Journal of Physical Chemistry B published the findings.Synthetic Route of C4H3F3N2 The information in the text is summarized as follows:

A series of room-temperature ionic liquids (ILs) composed of triethyl(alkyl)phosphonium cations paired with three different aprotic heterocyclic anions (AHAs) (alkyl = Bu ([P2224]+) and octyl ([P2228]+)) were prepared to investigate the effect of cationic alkyl chain length on transport properties. The transport properties and d. of these ILs were measured from 283.15 to 343.15 K at ambient pressure. The dependence of the transport properties (viscosity, ionic conductivity, diffusivity, and molar conductivity) on temperature can be described by the Vogel-Fulcher-Tamman (VFT) equation. The ratio of the molar conductivity obtained from the molar concentration and ionic conductivity measurements to that calculated from self-diffusion coefficients (measured by pulsed gradient spin-echo NMR spectroscopy) using the Nernst-Einstein equation was used to quantify the ionicity of these ILs. The molar conductivity ratio decreases with increasing number of carbon atoms in the alkyl chain, indicating that the reduced Coulombic interactions resulting from lower d. are more than balanced by the increased van der Waals interactions between the alkyl chains. The results of this study may provide insight into the design of ILs with enhanced dynamics that may be suitable as electrolytes in lithium ion batteries and other electrochem. applications. The results came from multiple reactions, including the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Synthetic Route of C4H3F3N2)

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