20154-03-4 | pyrazoles-derivatives

Nicolaou, K. C.’s team published research in ChemMedChem in 2015 | 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.Name: 3-(Trifluoromethyl)-1H-pyrazole

In 2015,Nicolaou, K. C.; Rhoades, Derek; Wang, Yanping; Totokotsopoulos, Sotirios; Bai, Ruoli; Hamel, Ernest published 《Synthesis and Biological Evaluation of Novel Epothilone B Side Chain Analogues》.ChemMedChem published the findings.Name: 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

The design, synthesis, and biol. evaluation of a series of epothilone analogs with novel side chains equipped with an amino group are described. Their design facilitates potential conjugation to selective drug delivery systems such as antibodies. Their synthesis proceeded efficiently via Stille coupling of a readily available vinyl iodide and heterocyclic stannanes. Cytotoxicity studies and tubulin binding assays revealed two of these analogs, I (R = CF3, F), to be more potent than epothilones A-D and the anticancer agent ixabepilone, currently in clin. use. The experimental process involved the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Name: 3-(Trifluoromethyl)-1H-pyrazole)

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

Yong, Fui-Fong’s team published research in Tetrahedron in 2020 | 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.Product Details of 20154-03-4

《Efficient copper-catalyzed cross-coupling of nitrogen nucleophiles with N,N-dibenzyl-4-iodobenzenesulfonamide and its application in the synthesis of Celecoxib intermediate》 was written by Yong, Fui-Fong; Azri, Miskal; Darrell Lim, Yong-En; Teo, Yong-Chua. Product Details of 20154-03-4 And the article was included in Tetrahedron in 2020. The article conveys some information:

A practical and efficient strategy has been developed for the cross-coupling of N,N-dibenzyl-4-iodobenzenesulfonamide with nitrogen nucleophiles using 0.5-20 mol% of CuI under ligand-free conditions. A variety of nitrogen nucleophiles including nitrogen heterocycles, sulfonamides and amides afforded the corresponding products in moderate to good yields (up to 98%) under the optimized conditions. The application of this catalytic system to the synthesis of Celecoxib intermediate was also successfully demonstrated. In addition to this study using 3-(Trifluoromethyl)-1H-pyrazole, there are many other studies that have used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Product Details of 20154-03-4) was used in this study.

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

Seo, Samuel’s team published research in Energy & Fuels in 2014 | CAS: 20154-03-4

In 2014,Seo, Samuel; Simoni, Luke D.; Ma, Mengting; DeSilva, M. Aruni; Huang, Yong; Stadtherr, Mark A.; Brennecke, Joan F. published 《Phase-Change Ionic Liquids for Postcombustion CO2 Capture》.Energy & Fuels published the findings.Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

Phase-change ionic liquids, or PCILs, are salts that are solids at normal flue gas processing temperatures (e.g., 40-80°) and that react stoichiometrically and reversibly with CO2 (one mole of CO2 for every mole of salt at typical postcombustion flue gas conditions) to form a liquid Thus, the m.p. of the PCIL-CO2 complex is below that of the pure PCIL. A new concept for CO2 separation technol. that uses this key property of PCILs offers the potential to significantly reduce parasitic energy losses incurred from postcombustion CO2 capture by using the heat of fusion (ΔHfus) to provide part of the heat needed to release CO2 from the absorbent. The phase transition yields almost a step-change absorption isotherm, so only a small pressure or temperature swing is required between the absorber and the stripper. Using aprotic heterocyclic anions (AHAs), the enthalpy of reaction with CO2 can be readily tuned, and the phys. properties, such as m.p., can be adjusted by modifying the alkyl chain length of the tetra-alkylphosphonium cation. Here, the authors present data for 4 tetrabutylphosphonium salts that exhibit PCIL behavior, as well as detailed measurements of the CO2 solubility, phys. properties, phase transition behavior, and H2O uptake for tetraethylphosphonium benzimidazolide ([P2222][BnIm]). The process based on [P2222][BnIm] has the potential to reduce the amount of energy required for the CO2 capture process substantially compared to the current technol. that employs aqueous monoethanolamine (MEA) solvents. The experimental part of the paper was very detailed, including the reaction process of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole)

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

Huang, Qi’s team published research in Tetrahedron in 2015 | CAS: 20154-03-4

In 2015,Huang, Qi; Tran, Gael; Gomez Pardo, Domingo; Tsuchiya, Tomoki; Hillebrand, Stefan; Vors, Jean-Pierre; Cossy, Janine published 《Palladium-catalyzed phosphonylation of pyrazoles substituted by electron-withdrawing groups》.Tetrahedron published the findings.SDS of cas: 20154-03-4 The information in the text is summarized as follows:

A series of bromopyrazoles substituted by electron-withdrawing groups such as an ester, a trifluoromethyl group or a cyano group was involved in Pd-catalyzed phosphonylation. Moderate to good yields were obtained in the corresponding phosphonylated pyrazoles. In the experimental materials used by the author, we found 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4SDS of cas: 20154-03-4)

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

Guo, Bin’s team published research in ChemCatChem in 2019 | CAS: 20154-03-4

Synthetic Route of C4H3F3N2In 2019 ,《Phosphine Ligand-Free Ruthenium Complexes as Efficient Catalysts for the Synthesis of Quinolines and Pyridines by Acceptorless Dehydrogenative Coupling Reactions》 appeared in ChemCatChem. The author of the article were Guo, Bin; Yu, Tian-Qi; Li, Hong-Xi; Zhang, Shi-Qi; Braunstein, Pierre; Young, David J.; Li, Hai-Yan; Lang, Jian-Ping. The article conveys some information:

A series of phosphine-free Ru(III)/Ru(II) complexes of NH functionalized N N N pincer ligands exhibit excellent activity for acceptorless dehydrogenative coupling (ADC) of secondary alcs. RCH(OH)CH2R1 [R = Ph, thiophen-2-yl, Et, etc.; R1 = H, Me, Et, n-Pr; RR1 = -(CH2)4-] and bicyclo[2.2.1]heptan-2-ol with 2-aminobenzyl 2-NH2-R3C6H3CH(R2)OH [R2 = H, Me; R3 = H, 5-Me, 4-Cl] or γ-amino alcs. R4CH(NH2)(CH2)2OH (R4 = Ph, Me) to quinolines I (R5 = H, 6-Me, 7-Cl), 1,2,3,4-tetrahydro-1,4-methanoacridine and pyridines II. Ru(III) complexes [LRuCl3] III (R6 = R7 = R8 = H, R9 = Cl; R6 = H, R7 = R8 = Me, R9 = Cl; R6 = R7 = H, R8 = Ph, R9 = Cl, etc.) were obtained by refluxing RuCl3.xH2O with the corresponding ligand in EtOH. Five Ru(II) complexes [LRu(DMSO-κS)Cl2] III [R9 = S(CH3)2(O)] were formed by reducing the corresponding Ru(III) complex in refluxing EtOH. The latter complexes could also be prepared directly by refluxing Ru(DMSO)4Cl2 with the corresponding ligand in EtOH. These Ru(III) and Ru(II) complexes, especially III exhibited high catalytic efficiency and broad functional group tolerance in ADC reactions of secondary alcs. with 2-aminobenzyl or γ-amino alcs. to quinolines I and pyridines II. A detail mechanistic study indicated that the Ru(III) complex III (R9 = Cl) was reduced into the Ru(II) species III (R9 = S(CH3)2(O)), which was the active catalytic center for ADC via a Ru-H/N-H bifunctional outer-sphere mechanism. This protocol provides a reliable, atom-economical and environmentally benign procedure for C-N and C-C bond formation. 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

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

In 2016,Zhang, Jin; Jia, Run-Ping; Wang, Dong-Hui published 《Copper-catalyzed C-N cross-coupling of arylboronic acids with N-acylpyrazoles》.Tetrahedron Letters published the findings.Category: pyrazoles-derivatives The information in the text is summarized as follows:

A copper-catalyzed C-N bond forming reaction of arylboronic acids and N-acylpyrazoles was developed. This procedure used N-acetyl protected pyrazoles as starting material instead of free pyrazoles (NH). The reaction worked under neutral conditions and did not require any base or ligand. The reaction showed good functional group tolerance. In addition to this study using 3-(Trifluoromethyl)-1H-pyrazole, there are many other studies that have used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Category: pyrazoles-derivatives) was used in this study.

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

Chen, Changle’s team published research in Organometallics in 2010 | CAS: 20154-03-4

HPLC of Formula: 20154-03-4In 2010 ,《Lewis Acid Catalyzed Synthesis of Poly(pyrazolyl)borate Ligands》 appeared in Organometallics. The author of the article were Chen, Changle; Jordan, Richard F.. The article conveys some information:

Lewis acids catalyze the reaction of Li[MeBH3] and Na[BH4] with pyrazoles to yield poly(pyrazolyl)borates under mild conditions. The reaction of Li[MeBH3] with 2 equiv of 3-mesitylpyrazole (HpzMs) at 23° (2 days) affords Li[MeB(3-mesityl-pz)2H] (Li[MeBpMs]) and Li[MeB(3-mesityl-pz)(5-mesityl-pz)H] (Li[MeBpMs*]) in 88% yield (3:1 isomer ratio) in the presence of MeB(OiPr)2 (5 mol % vs. HpzMs) but only 28% yield without this additive. Similar enhancements in the yield of Li[MeBpR] products are observed in the reaction of Li[MeBH3] with 3-tBu-pyrazole, 3,5-Me2-pyrazole (Hpz*), and 3,5-tBu2-pyrazole. The kinetics of the MeB(OiPr)2-catalyzed and uncatalyzed reaction of Li[MeB(3-mesityl-pz)H2]/Li[MeB(5-mesityl-pz)H2] with HpzMs were compared assuming that Li[MeB(3-mesityl-pz)H2] and Li[MeB(5-mesityl-pz)H2] react at the same rate. The estimated second-order rate constants are k(catalyzed) = 1.0 × 10-4 M-1 s-1 and k(uncatalyzed) = 2.1 × 10-5 M-1 s-1 at 23° in THF. The reaction of Li[MeBH3] with 3 equiv of HpzMs (THF, 60°, 2 days) in the presence of 3 mol % MeB(OiPr)2 affords Li[MeB(3-mesityl-pz)3] (75% yield), but only Li[MeBpMs] and Li[MeBpMs*] without this additive. Similar results were observed for the reaction of Li[MeBH3] with 3-CF3-pyrazole. The reaction of Na[BH4] and 3 equiv of Hpz* (THF, 60°, 4 h) gave Na[B(3,5-Me2-pz)2H2] in 93% yield in the presence of BF3·Et2O (5 mol % vs. Hpz*) but only 5% without this additive. Coordination of the pyrazole to the Lewis acid is expected to decrease the pKa of the pyrazole and increase the rate of B-H bond protonolysis. 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

Rampazzi, Vincent’s team published research in ChemCatChem in 2012 | CAS: 20154-03-4

In 2012,Rampazzi, Vincent; Massard, Alexandre; Richard, Philippe; Picquet, Michel; Le Gendre, Pierre; Hierso, Jean-Cyrille published 《A simple phosphine-diolefin-promoted copper-catalyzed N-arylation of pyrazoles with (hetero)aromatic bromides: the case of chloroarenes revisited》.ChemCatChem published the findings.Related Products of 20154-03-4 The information in the text is summarized as follows:

A molecularly defined new phosphine-diolefin cubane copper pre-catalyst used at 1.25 mol % under mild conditions promotes the coupling of pyrazoles to functionalized aryl and heteroaryl bromides, which hold a variety of functional groups. This versatile phosphorus-based system was thus successfully used, under identical conditions, for the coupling of a large scope of heteroaromatics to selectively produce pyridinyl- and pyrimidinyl-pyrazoles, as well as several novel furyl-, thienyl- and thiazolyl-substituted pyrazoles. The careful investigation of coupling with the analogous aryl and heteroaryl chlorides clearly indicated that for specifically activated chloroarenes a direct nucleophilic aromatic substitution (SNAr) is easily achieved in the absence of any copper and ligand. These results are pertinent with regards to the reported protocols in which copper-ligand systems have been claimed as useful for coupling activated chloroarenes. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Related Products of 20154-03-4)

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

Guillou, Sandrine’s team published research in Tetrahedron in 2011 | CAS: 20154-03-4

In 2011,Guillou, Sandrine; Bonhomme, Frederic J.; Ermolenko, Mikhail S.; Janin, Yves L. published 《Simple preparations of 4 and 5-iodinated pyrazoles as useful building blocks》.Tetrahedron published the findings.Computed Properties of C4H3F3N2 The information in the text is summarized as follows:

The pyrazole nucleus has recently become a recurrent scaffold in the research fields of CropScience and oncol. We report here the preparation of an array of 4- and 5-iodinated pyrazole derivatives, such as 4-iodo-3-trifluoromethylpyrazole or Et 5-iodo-4-carboxy-3-trifluoromethylpyrazoles. This work provide access to many new pyrazole derivative, including eleven original out of sixteen iodinated building blocks, thus opening accesses to new chem. entities featuring a pyrazole nucleus.3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Computed Properties of C4H3F3N2) was used in this study.

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

Diamanti, Eleonora’s team published research in Synthesis in 2016 | CAS: 20154-03-4

In 2016,Diamanti, Eleonora; Bottegoni, Giovanni; Goldoni, Luca; Realini, Natalia; Pagliuca, Chiara; Bertozzi, Fabio; Piomelli, Daniele; Pizzirani, Daniela published 《Pyrazole-Based Acid Ceramidase Inhibitors: Design, Synthesis, and Structure-Activity Relationships》.Synthesis published the findings.Related Products of 20154-03-4 The information in the text is summarized as follows:

Acid ceramidase (a.c.) is a lysosomal cysteine amidase responsible for the cleavage of ceramide into sphingosine, which is then phosphorylated to sphingosine 1-phosphate. AC regulates the intracellular levels of ceramide and sphingosine, and a.c. inhibition may be useful in the treatment of disorders, such as cancer, in which ceramide-mediated signaling may be dysfunctional. Despite their potential exptl. and therapeutic value, the number of available small-mol. inhibitors of a.c. activity remains limited. In the present study is described the discovery of a class of potent pyrazole carboxamide-based a.c. inhibitors, which were identified using the at. property field (APF) approach and developed through systematic SAR studies and in vitro pharmacol. characterization. The best compound of this series inhibits a.c. with nanomolar potency and causes ceramide accumulation and sphingosine depletion in intact G361 proliferative melanoma cells. By expanding the current armamentarium of a.c. inhibitors, these results should facilitate future efforts to unravel the biol. of a.c. and the therapeutic potential of its inhibition.3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Related Products of 20154-03-4) was used in this study.

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