pyrazoles-derivatives

Read, Jon A.’s team published research in ACS Chemical Biology in 2019 | CAS: 847818-74-0

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 847818-74-0) belongs to pyrazoles. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, monoamine oxidase inhibitory, anti-inflammatory, antipyretic, neuroleptic, anticonvulsant, antiarrhythmic, sedative, muscle relaxant, antidiabetic and antibacterial activities. Name: 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

The author of 《Rapid Identification of Novel Allosteric PRC2 Inhibitors》 were Read, Jon A.; Tart, Jonathan; Rawlins, Philip B.; Gregson, Clare; Jones, Karen; Gao, Ning; Zhu, Xiahui; Tomlinson, Ron; Code, Erin; Cheung, Tony; Chen, Huawei; Kawatkar, Sameer P.; Bloecher, Andy; Bagal, Sharan; O’Donovan, Daniel H.; Robinson, James. And the article was published in ACS Chemical Biology in 2019. Name: 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole The author mentioned the following in the article:

Enhancer of zeste homolog 2 (EZH2), the catalytic subunit of polycomb repressive complex 2 (PRC2), regulates chromatin state and gene expression by methylating histone H3 lysine 27. EZH2 is overexpressed or mutated in various hematol. malignancies and solid cancers. Our previous efforts to identify inhibitors of PRC2 methyltransferase activity by high-throughput screening (HTS) resulted in large numbers of false positives and thus a significant hit deconvolution challenge. More recently, others have reported compounds that bind to another PRC2 core subunit, EED, and allosterically inhibit EZH2 activity. This mechanism is particularly appealing as it appears to retain potency in cell lines that have acquired resistance to ortho steric EZH2 inhibition. By designing a fluorescence polarization probe based on the reported EED binding compounds, we were able to quickly and cleanly re-triage our previously challenging HTS hit list and identify novel allosteric PRC2 inhibitors. The experimental process involved the reaction of 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 847818-74-0Name: 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole)

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

Stanovnik, B.’s team published research in Science of Synthesis in 2002 | CAS: 15366-34-4

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) 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.Application In Synthesis of Methyl 1H-pyrazole-3-carboxylate

Application In Synthesis of Methyl 1H-pyrazole-3-carboxylateIn 2002 ,《Product class 1: pyrazoles》 appeared in Science of Synthesis. The author of the article were Stanovnik, B.; Svete, J.. The article conveys some information:

A review. Methods for preparing pyrazoles are reviewed including cyclization, ring transformation, aromatization and substituent modifications. The results came from multiple reactions, including the reaction of Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Application In Synthesis of Methyl 1H-pyrazole-3-carboxylate)

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

Alkorta, Ibon’s team published research in Structural Chemistry in 2005 | CAS: 15366-34-4

Related Products of 15366-34-4In 2005 ,《A Theoretical Study on the Tautomerism of C-Carboxylic and Methoxycarbonyl Substituted Azoles》 was published in Structural Chemistry. The article was written by Alkorta, Ibon; Elguero, Jose. The article contains the following contents:

DFT calculations (B3LYP/6-31+G**) have been carried out on 106 tautomers and conformers of NH-azoles bearing CO2H and CO2CH3 groups. The following azoles systems have been studied: 2-substituted pyrroles, 2-substituted indoles, 2-substituted imidazoles, 2-substituted benzimidazoles, 4(5)-substituted imidazoles, 3(5)-substituted pyrazoles, 3-substituted indazoles (1H and 2H), 3,4(5)-substituted-1,2,3(5)-triazoles, 2,3(5)-substituted-1,2(3),4-triazoles, 4(5)-1,2,3,4(5)-tetrazoles. In the case of pyrazole, 3,5-disubstituted derivatives have also been computed, including four dimers. The results came from multiple reactions, including the reaction of Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Related Products of 15366-34-4)

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

Kublicki, Marcin’s team published research in Tetrahedron Letters in 2019 | CAS: 930-36-9

1-Methylpyrazole(cas: 930-36-9) belongs to pyrazoles. Pyrazoles and their related multiring analogs are common elements of a wide variety of bioactive compounds. These ring structures are rare in nature. A consequence of this is that they have previously been thought to be poor moieties to include in potential new drugs. Reference of 1-Methylpyrazole

Kublicki, Marcin; Ogonowski, Blazej; Wieczorkowski, Dariusz; Durka, Krzysztof; Klis, Tomasz published an article in Tetrahedron Letters. The title of the article was 《1,4-Phenylenebis((1-methyl-1H-pyrazol-5-yl)borinic 8-oxyquinolinate) as a photoredox catalyst in the atom transfer radical addition of iodoperfluoroalkanes to alkenyl groups bearing organoboron compounds》.Reference of 1-Methylpyrazole The author mentioned the following in the article:

The key photocatalytic properties of a transition-metal-free heteroleptic complex I (1) derived from 1,4-phenyldiboronic acid were evaluated. This compound was utilized in the atom transfer radical addition of iodoperfluoroalkanes CnF2n+1I (n = 1-4) to a series of allylic arylboronate compounds CH2:CHCH2XAr[B] [X = bond, O, CH2; Ar = phenylene, thiophenediyl; [B] = B(OH)2, BF3K] to give C-I activation products, [B]ArXCH2CHICH2CnF2n+1 (2-14). The products of these reactions retained the B-C bond, and Suzuki-Miyaura coupling of one product gave biphenyl derivatives The X-ray anal. of one of the obtained perfluoroalkylated boronic acids revealed the presence of open star-shaped channels. In the experiment, the researchers used many compounds, for example, 1-Methylpyrazole(cas: 930-36-9Reference of 1-Methylpyrazole)

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

Ma, Hong-Ju’s team published research in Pest Management Science in 2014 | 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.Synthetic Route of C4H3F3N2

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

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

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 2015 | CAS: 20154-03-4

Recommanded Product: 20154-03-4In 2015 ,《Design, synthesis and herbicidal evaluation of novel 4-(1H-pyrazol-1-yl)pyrimidine derivatives》 appeared in Pest Management Science. The author of the article were Ma, Hong-Ju; Zhang, Jian-Hua; Xia, Xiang-Dong; Kang, Jing; Li, Jian-Hong. The article conveys some information:

A series of novel pyrazolylpyrimidine derivatives I (R1 = H, CH3; R2 = OCH2CH3, SCH3, SO2CH3, N(CH3)2, etc.; R3 = H, CH3; R4 = CF3; X = H, Cl) were designed and synthesized. The herbicidal activities of 30 pyrazolylpyrimidine derivatives were assessed. Nine compounds caused good herbicidal activity for Pennisetum alopecuroides L. Among them, I (R1 = H; R2 = NHCH2CH3; R3 = CH3; R4 = CF3; X = H) exhibited the strongest inhibitory activity against the root growth of P. alopecuroides, with an IC50 of 1.90 mg L-1. Compound I (R1 = CH3; R2 = prop-2-yn-1-yloxy; R3 = CH3; R4 = CF3; X = H) produced the highest inhibition of chlorophyll level in seedlings of P. alopecuroides (IC50 = 3.14 mg L-1). The structure-activity relationship indicated that the alkynyloxy group at the 6-position on the pyrimidine ring played a very important role for bleaching activities. When the alkynyloxy group was replaced by alkoxy, amino, alkylthio and alkylsulfonyl groups, the bleaching activities of the compounds were diminished. However, the compounds substituted by an amino at the 6-position of the pyrimidine ring exhibited excellent inhibition activities against weed root growth. In addition to this study using 3-(Trifluoromethyl)-1H-pyrazole, there are many other studies that have used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Recommanded Product: 20154-03-4) was used in this study.

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

Kabir, M. Shahjahan’s team published research in Organic Letters in 2010 | CAS: 20154-03-4

Safety of 3-(Trifluoromethyl)-1H-pyrazoleIn 2010 ,《First Application of an Efficient and Versatile Ligand for Copper-Catalyzed Cross-Coupling Reactions of Vinyl Halides with N-Heterocycles and Phenols》 appeared in Organic Letters. The author of the article were Kabir, M. Shahjahan; Lorenz, Michael; Namjoshi, Ojas A.; Cook, James M.. The article conveys some information:

2-Pyridin-2-yl-1H-benzoimidazole (I) is presented as a new, efficient, and versatile bidentate N-donor ligand suitable for the copper-catalyzed formation of vinyl C-N and C-O bonds. This inexpensive and easily prepared ligand facilitates copper-catalyzed cross-coupling reactions of alkenyl bromides and iodides with N-heterocycles and phenols to afford the desired cross-coupled products in good to excellent yields with full retention of stereochem. This method is particularly noteworthy given its efficiency, i.e., mild reaction conditions, low catalyst loading, simplicity, versatility, and exceptional level of functional group tolerance. The results came from multiple reactions, including the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Safety of 3-(Trifluoromethyl)-1H-pyrazole)

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

Sholokhova, Anastasia Yu.’s team published research in Chemosphere in 2022 | CAS: 930-36-9

Product Details of 930-36-9On November 30, 2022 ,《Machine learning-assisted non-target analysis of a highly complex mixture of possible toxic unsymmetrical dimethylhydrazine transformation products with chromatography-mass spectrometry》 appeared in Chemosphere. The author of the article were Sholokhova, Anastasia Yu.; Grinevich, Oksana I.; Matyushin, Dmitriy D.; Buryak, Aleksey K.. The article conveys some information:

Unsym. dimethylhydrazine (UDMH) is a toxic and environmentally hostile compound that was massively introduced to the environment during previous decades due to its use in the space and rocket industry. The compound forms multiple transformation products, and many of them are as dangerous as UDMH or even more dangerous. The danger includes, but is not limited to, acute toxicity, chronic health hazards, carcinogenicity, and environmental damage. UDMH transformation products are poorly investigated. In this work, the mixture formed by long storage of the waste that contained UDMH was studied. Even a preliminary screening of such a mixture is a complex task. It consists of dozens of compounds, and most of them are missing in chem. and spectral databases. The complete preparative separation of such a mixture is very laborious. We applied several methods of gas chromatog.-mass spectrometry and liquid chromatog.-mass spectrometry, and several machine learning and chemoinformatics methods to make a preliminary but informative screening of the mixture Machine learning allowed predicting retention indexes and mass spectra of candidate structures. The combination of various ion sources and a comparison of the observed with the predicted spectra and retention was used to propose confident structures for 24 compounds It was demonstrated that neither high-resolution mass spectrometry nor mass spectral library matching is enough to elucidate the structures of unknown UDMH transformation products. At the same time, the use of machine learning and a combination of methods significantly improves the identification power. Finally, machine learning was applied to estimate the acute toxicity of the discovered compounds It was shown that many of them are comparable to or even more toxic than UDMH itself. Such an extremely wide and still underestimated variety of easily formed derivatives of UDMH can lead to a significant underestimation of the potential hazard of this compound The experimental part of the paper was very detailed, including the reaction process of 1-Methylpyrazole(cas: 930-36-9Product Details of 930-36-9)

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