Day: October 20, 2022

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)

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

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

In 2018,Journal of Medicinal Chemistry included an article by Li, Daqiang; Zhang, Xiaotuan; Ma, Xiaodong; Xu, Lei; Yu, Jianjun; Gao, Lixin; Hu, Xiaobei; Zhang, Jiankang; Dong, Xiaowu; Li, Jia; Liu, Tao; Zhou, Yubo; Hu, Yongzhou. Formula: C5H6N2O2. The article was titled 《Development of macrocyclic peptides containing epoxyketone with oral availability as proteasome inhibitors》. The information in the text is summarized as follows:

Macrocyclization has been frequently utilized for optimizing peptide or peptidomimetic-based compounds In an attempt to obtain potent, metabolically stable, and orally available proteasome inhibitors, 30 oprozomib-derived macrocyclic peptides with structural diversity in their N-terminus and linker were successively designed and synthesized for structure-activity relationship (SAR) studies. As a consequence, the macrocyclic peptides with N-methyl-pyrazole, imidazole, and pyrazole as their resp. N-termini exhibited favorable in vitro activity and metabolic stability, which translated into their potent in vivo proteasome inhibitory activity after oral administration. In particular, pyrazole-containing compound (I), as the most distinguished one among this series, displayed excellent chymotrypsin-like (ChT-L, β5) inhibitory potency (IC50 = 16 nM), low nanomolar antiproliferative activity against all three of the tested cell lines, and superior metabolic stability in mouse liver microsome (MLM), as well as favorable inhibition against ChT-L compared to that of oprozomib in BABL/c mice following administration at a comparatively low dose, thereby representing a promising candidate for further development. The results came from multiple reactions, including the reaction of Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Formula: C5H6N2O2)

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.Formula: C5H6N2O2

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

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)

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

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

Application of 844501-71-9In 2016 ,《Overcoming resistance to HER2 inhibitors through state-specific kinase binding》 appeared in Nature Chemical Biology. The author of the article were Novotny, Chris J.; Pollari, Sirkku; Park, Jin H.; Lemmon, Mark A.; Shen, Weijun; Shokat, Kevan M.. The article conveys some information:

The heterodimeric receptor tyrosine kinase complex formed by HER2 and HER3 can act as an oncogenic driver and is also responsible for rescuing a large number of cancers from a diverse set of targeted therapies. Inhibitors of these proteins, particularly HER2, have dramatically improved patient outcomes in the clinic, but recent studies have demonstrated that stimulating the heterodimeric complex, either via growth factors or by increasing the concentrations of HER2 and HER3 at the membrane, significantly diminishes the activity of the inhibitors. To identify an inhibitor of the active HER2-HER3 oncogenic complex, the authors developed a panel of Ba/F3 cell lines suitable for ultra-high-throughput screening. Medicinal chem. on the hit scaffold resulted in a previously uncharacterized inhibitor that acts through preferential inhibition of the active state of HER2 and, as a result, is able to overcome cellular mechanisms of resistance such as growth factors or mutations that stabilize the active form of HER2. In the experiment, the researchers used 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9Application of 844501-71-9)

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9) belongs to pyrazoles. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, antidiabetic and antibacterial activities. Application of 844501-71-9

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

《Convenient synthesis of vinyldiazomethanes from α-diazo-β-keto esters and related systems》 was written by Davies, Huw M. L.; Hougland, Paul W.; Cantrell, William R. Jr.. Application of 15366-34-4This research focused onvinyldiazomethane; diazoketo ester reduction; diazohydroxy ester preparation dehydration. The article conveys some information:

A series of vinyldiazomethanes, including, RCH:CHCN2CO2R1 (R = H, R1 = Me, CMe3; R = Me, EtS, R1 = Et, Me) and CH2:CHCN2PO(OEt)2, were readily prepared by sodium borohydride reduction of α-diazo-β-keto esters, e.g., RCH2COCN2CO2R1 and MeCOCN2PO(OEt)2, followed by phosphorus oxychloride induced dehydration of the resulting α-diazo-β-hydroxy esters. In the experiment, the researchers used Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Application of 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 of 15366-34-4

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

Application of 114474-26-9On November 30, 2013 ,《Design, synthesis, and biologic evaluation of some novel N-arylpyrazole derivatives as cytotoxic agents》 appeared in Medicinal Chemistry Research. The author of the article were Xu, Shengjie; Li, Shenghui; Tang, Yonghe; Zhang, Jinchao; Wang, Shuxiang; Zhou, Chuanqi; Li, Xiaoliu. The article conveys some information:

A novel series of N-arylpyrazole derivatives I(R = 4-CF3, 3,5-(CF3)2, 4-NO2), II, III and IV(R = H, OC8H17) has been designed and synthesized via aromatic substitution reaction of N-nonsubstituted pyrazoles with 4-fluoronitrobenzene in the presence of base. The structures of these compounds were established on the basis of elemental (C, H, and N) and spectral anal. (1H NMR, 13C NMR, HRMS, and FT-IR). All the compounds were tested for their cytotoxic activity in vitro against four human tumor cell lines: carcinoma (Bel-7402), nasopharyngeal carcinoma (KB), immature granulocyte leukemia (HL-60), and gastrocarcinoma (BGC-823) by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay. The results showed that most of the obtained compounds exhibited promising cytotoxicity against tested carcinoma cell lines with low IC50 values. The bis-pyrazole derivative IV(R = OC8H17), bearing alkoxy group on the 5-position of Ph ring, was the most effective one. It is inhibition of cell growth of Bel-7402 cells was 1.5-fold higher than that found for cisplatin. And, also mono-pyrazole derivatives I(R = 4-CF3, 3,5-(CF3)2) decorated with trifluoromethyl group on the Ph ring, displayed better cytotoxicity than that of cisplatin against Bel-7402 cell line. After reading the article, we found that the author used 4-(4-Nitrophenyl)-1H-pyrazole(cas: 114474-26-9Application of 114474-26-9)

4-(4-Nitrophenyl)-1H-pyrazole(cas: 114474-26-9) belongs to pyrazoles. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities. Application of 114474-26-9

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

Quality Control of 1-MethylpyrazoleOn October 10, 2020 ,《Measurement and correlation of solubility of 1-methyl-3,4,5-trinitropyrazole in twelve pure solvents at temperatures from 283.15 K to 323.15 K》 was published in Journal of Molecular Liquids. The article was written by Zhang, Tong-wei; Guo, Hao-qi; Li, Yong-xiang; Liu, Yong-zheng. The article contains the following contents:

In the present study, the solubility of 1-methyl-3,4,5-trinitropyrazole (MTNP) was determined by a dynamic laser monitoring at T = (283.15, 288.15, 293.15, 298.15, 303.15, 308.15, 313.15, 318.15 and 323.15) K in twelve pure solvents, including water, benzene (Ph), di-Me sulfate (DMS), methylbenzene (PhMe), THF (THF), methanol (MeOH), ethanol (EtOH), 1,2-dichloroethane (DCE), nitromethane (NM), acetonitrile (ACN), Et acetate (EA) and formic acid (FA), at atm. pressure (P = 0.1 MPa). In the temperature range from 283.15 K to 323.15 K, the mole fraction solubility values of MTNP in water, Ph, DMS, PhMe, THF, MeOH, EtOH, DCE, NM, ACN, EA and FA were 0.000008-0.000072, 0.003495-0.025271, 0.002153-0.037197, 0.001602-0.012304, 0.002103-0.074525, 0.000318-0.001625, 0.003752-0.048205, 0.017836-0.047105, 0.008408-0.016783, 0.003579-0.012367, 0.004460-0.022006 and 0.220917-0.443206. As revealed from the exptl. results, the solubility of MTNP in twelve pure solvents increased with the increase in the temperature The solubility behaviors of MTNP in investigated solvents were analyzed with the Hansen solubility parameter. The Kamlet-Taft parameters were calculated to delve into the solvent effect. Subsequently, the measured solubility data was correlated with five thermodn. models, i.e., the modified Apelblat equation, λh equation, NRTL model, Wilson model and Two-Suffix Margules model. Overall, the NRTL model provided the most satisfactory fitting results. As revealed from the results, the min. average values of relative mean deviation (104ARD) and root-mean square deviation (104RMSD) were determined with the NRTL model that achieved the values of 2.06 and 1.49. Furthermore, the dissolution thermodn. parameters, including mixing enthalpy (ΔmixH), mixing entropy (ΔmixS) and mixing Gibbs energy (ΔmixG) were calculated according to the Wilson model, and the relative contributions of enthalpy %ζH and entropy %ζS were also calculated It can be seen that the dissolution of MTNP in a given solvent is spontaneous and entropy driven. In the experiment, the researchers used 1-Methylpyrazole(cas: 930-36-9Quality Control of 1-Methylpyrazole)

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. Quality Control of 1-Methylpyrazole

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

Chen, Lin Zhi; Flammang, Robert; Maquestiau, Andre; Taft, Robert W.; Catalan, Javier; Cabildo, Pilar; Claramunt, Rosa M.; Elguero, Jose published an article on January 4 ,1991. The article was titled 《Thermodynamic basicity vs. kinetic basicity of diazoles (imidazoles and pyrazoles)》, and you may find the article in Journal of Organic Chemistry.Electric Literature of C7H12N2 The information in the text is summarized as follows:

The intrinsic basicity of 24 azoles (pyrazoles, indazoles, imidazoles, benzimidazoles) and 7-methylazaindole was determined by mass spectrometry techniques, ion cyclotron resonance (ICR), and/or chem. ionization (CI) in conjunction with tandem mass spectrometry (MS/MS). A reasonably good agreement (r2 = 0.967) is found between both methods (15 compounds). Thus, it is possible to use CI/MS/MS to determine the intrinsic basicity of compounds not measurable by ICR for purity or volatility reasons. Some anomalies are interpreted in terms of entropy and steric effects. The basicity data are also discussed by using empirical models (σα, σR) and chelation and annelation effects. The results came from multiple reactions, including the reaction of 1-Butyl-1H-pyrazole(cas: 52096-24-9Electric Literature of C7H12N2)

1-Butyl-1H-pyrazole(cas: 52096-24-9) 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. Electric Literature of C7H12N2

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

In 2017,Asian Journal of Chemistry included an article by Gilbile, Rohidas; Bhavani, Ram; Vyas, Ritu. Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate. The article was titled 《Evaluation of synthesis of methyl 3-chloro-5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4-carboxylate using green metrics》. The information in the text is summarized as follows:

A modified synthesis of Me 3-chloro-5-(4,6-dimethoxypyrimidin-2-ylcarbamoylsulfamoyl)-1-methylpyrazole-4-carboxylate (halosulfuron) was described. The merits of the synthesis were (i) one pot chlorination of Me 1-methyl-1H-pyrazole-4-carboxylate in presence of sulfuryl chloride resulting in Me 3,5-dichloro-1-methyl-1H-pyrazole-4-carboxylate (ii) conversion of 3-chloro-5-mercapto-1-methyl-1H-pyrazole-4-carboxylate to 3-chloro-1-methyl-5-sulfamoylpyrazole-4-carboxylate under mild reaction conditions utilizing tetra-Bu ammonium chloride, N-chlorosuccinimide and ammonium carbonate (iii) condensation of sulfonamide with carbamate by microwave irradiation Efforts were made to calculate, atom economy, reaction mass efficiency and E-factor for all the reaction steps involved in the synthesis of halosulfuron. The E-factor values in step 2 and step 4 reaction was lower, indicating that these reactions were greener (generation of less waste) when compared to the remaining steps in the synthesis. The experimental process involved the reaction of Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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. Safety of Methyl 1-methyl-1H-pyrazole-4-carboxylate

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

In 2020,Catalysis Science & Technology included an article by Zhang, Shaoke; Weniger, Florian; Kreyenschulte, Carsten Robert; Lund, Henrik; Bartling, Stephan; Neumann, Helfried; Ellinger, Stefan; Taeschler, Christoph; Beller, Matthias. COA of Formula: C4H6N2. The article was titled 《Towards a practical perfluoroalkylation of (hetero)arenes with perfluoroalkyl bromides using cobalt nanocatalysts》. The information in the text is summarized as follows:

A convenient methodol. for perfluoroalkylation including trifluoromethylation of (hetero)arenes with perfluoroalkyl bromides was developed. Key for the success is the use of a specific cobalt-based nanocatalyst, which can be recycled at least up to 4 times. The scope of this first cobalt-catalyzed perfluoroalkylation is presented. In addition to this study using 1-Methylpyrazole, there are many other studies that have used 1-Methylpyrazole(cas: 930-36-9COA of Formula: C4H6N2) was used in this study.

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. COA of Formula: C4H6N2

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