Category: pyrazoles-derivatives

《Quaternization and dequaternization of pyrazoles in solvent-free conditions: conventional heating versus microwave irradiation》 was written by Diez-Barra, Enrique; De la Hoz, Antonio; Sanchez-Migallon, Ana; Elguero, Jose. Reference of 1-Butyl-1H-pyrazole And the article was included in Journal of Heterocyclic Chemistry on August 31 ,1999. The article conveys some information:

A study on the quaternization and dequaternization of pyrazoles by conventional heating and microwave irradiation in solvent-free conditions is reported. Microwave irradiation produces an acceleration in the quaternization rate and a rapid equilibration between quaternized and non-quaternized products. Dequaternization is also more rapid and a change in the selectivity is observed using sym. pyrazolium salts. The experimental process involved the reaction of 1-Butyl-1H-pyrazole(cas: 52096-24-9Reference of 1-Butyl-1H-pyrazole)

1-Butyl-1H-pyrazole(cas: 52096-24-9) 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.Reference of 1-Butyl-1H-pyrazole

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

《Orchestrated Triple C-H Activation Reactions Using Two Directing Groups: Rapid Assembly of Complex Pyrazoles》 was published in Angewandte Chemie, International Edition in 2015. These research results belong to Yang, Weibo; Ye, Shengqing; Fanning, Dewey; Coon, Timothy; Schmidt, Yvonne; Krenitsky, Paul; Stamos, Dean; Yu, Jin-Quan. Reference of 3-(tert-Butyl)-1-ethyl-1H-pyrazole-5-carboxylic acid The article mentions the following:

A sequential triple C-H activation reaction directed by a pyrazole and an amide group leads to the well-controlled construction of sterically congested dihydrobenzo[e]indazole derivs I [R1 = H, 4-Me, 3-Me, 3,4-diMe, 4-Ph, 4-F, etc.; R2 = Me, (CH2)2Ph, (CH2)3Ph; R3 = Me, Et, iBu, cyclohexylmethyl; R2R3=(CH2)5; R4 = Me, Et]. This cascade reaction demonstrates that the often problematic competing C-H activation pathways in the presence of multiple directing groups can be harvested by design to improve step economy in synthesis. Pyrazole as a relatively weak coordinating group is shown to direct Csp3-H activation for the first time. In the experiment, the researchers used 3-(tert-Butyl)-1-ethyl-1H-pyrazole-5-carboxylic acid(cas: 195447-83-7Reference of 3-(tert-Butyl)-1-ethyl-1H-pyrazole-5-carboxylic acid)

3-(tert-Butyl)-1-ethyl-1H-pyrazole-5-carboxylic acid(cas: 195447-83-7) 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.Reference of 3-(tert-Butyl)-1-ethyl-1H-pyrazole-5-carboxylic acid

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

《A Continuous Flow Strategy for the Facile Synthesis and Elaboration of Semi-Saturated Heterobicyclic Fragments》 was published in European Journal of Organic Chemistry in 2019. These research results belong to Luise, Nicola; Wyatt, Eleanor W.; Tarver, Gary J.; Wyatt, Paul G.. Category: pyrazoles-derivatives The article mentions the following:

An efficient hydrogenation protocol under continuous flow conditions was developed for the synthesis of underrepresented semi-saturated bicyclic fragments containing highly sp3-rich skeletons for fragment-based drug discovery (FBDD) programs. Excellent yields were generally achieved by using Pd/C (10% weight/weight) and RaNi at 25-150° under 4-100 bar of hydrogen pressure. The generated fragments, with appropriate physicochem. properties, present diverse hydrogen-bonding pharmacophores and useful vectors for their synthetic elaboration in the optimization stage. Successive, simple functionalizations in continuous flow were accomplished to demonstrate the opportunity to develop multi-step continuous flow synthesis of valuable starting points for FBDD campaigns. A conclusive quality control (QC) was essential to discard those structures which do not fit the typical fragment library parameters. The results came from multiple reactions, including the reaction of Methyl 1H-pyrazolo[4,3-b]pyridine-6-carboxylate(cas: 1301214-72-1Category: pyrazoles-derivatives)

Methyl 1H-pyrazolo[4,3-b]pyridine-6-carboxylate(cas: 1301214-72-1) 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.Category: pyrazoles-derivatives

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

Name: N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanamineOn October 1, 2008 ,《Optimization of a series of multi-isoform PI3 kinase inhibitors》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Perry, Benjamin; Beevers, Rebekah; Bennett, Gavin; Buckley, George; Crabbe, Tom; Gowers, Lewis; James, Lynwen; Jenkins, Kerry; Lock, Chris; Sabin, Verity; Wright, Sara. The article contains the following contents:

Optimization of the cellular and pharmacol. activity of a novel series of PI3 kinase inhibitors targeting multiple isoforms is described. In addition to this study using N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanamine, there are many other studies that have used N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanamine(cas: 847818-72-8Name: N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanamine) was used in this study.

N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanamine(cas: 847818-72-8) 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. Name: N,N-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanamine

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

《A Facile and Solvent-Free Silica-Supported Route for the Preparation of Pyrazolium Salts and Its Catalytic Responses》 was published in Journal of Heterocyclic Chemistry in 2017. These research results belong to Ramalingam, Tamilarasan; Kilivelu, Ganesan. Application In Synthesis of Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate The article mentions the following:

Synthesis of di/trimeric substituted pyrazolium salts, e.g., I was carried out under a conventional/solvent-free silica-supported muffle furnace method. The solid phase method observed remarkable response compared with the conventional method for the preparation of pyrazolium salts. Di/trimeric substituted pyrazolium salts were acted as a very good catalyst for diaryl glycolic acid RC6H4C(OH)(COOH)(C6H4R) (R = H, 2-NO2, 3-MeO, 4-OH) preparation while compared with existing literatures. In addition to this study using Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate, there are many other studies that have used Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate(cas: 70500-80-0Application In Synthesis of Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate) was used in this study.

Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate(cas: 70500-80-0) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Application In Synthesis of Ethyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate

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

In 2018,Moegling, Julian; Hoffmann, Alexander; Thomas, Fabian; Orth, Nicole; Liebhaeuser, Patricia; Herber, Ulrich; Rampmaier, Robert; Stanek, Julia; Fink, Gerhard; Ivanovic-Burmazovic, Ivana; Herres-Pawlis, Sonja published 《Designed To React: Terminal Copper Nitrenes and Their Application in Catalytic C-H Aminations》.Angewandte Chemie, International Edition published the findings.Electric Literature of C4H3F3N2 The information in the text is summarized as follows:

Heteroscorpionate ligands of the bis(pyrazolyl)methane family have been applied in the stabilization of terminal copper tosyl nitrenes. These species are highly active intermediates in the copper-catalyzed direct C-H amination and nitrene transfer. Novel perfluoroalkyl-pyrazolyl- and pyridinyl-containing ligands were synthesized to coordinate to a reactive copper nitrene center. Four distinct copper tosyl nitrenes were prepared at low temperatures by the reaction with SO2tBuPhINTs and copper(I) acetonitrile complexes. Their stoichiometric reactivity has been elucidated regarding the imination of phosphines and the aziridination of styrenes. The formation and thermal decay of the copper nitrenes were investigated by UV/Vis spectroscopy of the highly colored species. Addnl., the compounds were studied by cryo-UHR-ESI mass spectrometry and DFT calculations In addition, a mild catalytic procedure has been developed where the copper nitrene precursors enable the C-H amination of cyclohexane and toluene and the aziridination of styrenes. In the experimental materials used by the author, we found 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Electric Literature of C4H3F3N2)

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.Electric Literature of C4H3F3N2

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

In 2013,Selby, Thomas P.; Lahm, George P.; Stevenson, Thomas M.; Hughes, Kenneth A.; Cordova, Daniel; Annan, I. Billy; Barry, James D.; Benner, Eric A.; Currie, Martin J.; Pahutski, Thomas F. published 《Discovery of cyantraniliprole, a potent and selective anthranilic diamide ryanodine receptor activator with cross-spectrum insecticidal activity》.Bioorganic & Medicinal Chemistry Letters published the findings.Application of 20154-03-4 The information in the text is summarized as follows:

Anthranilic diamides are an exceptionally active class of insect control chem. that selectively activates insect ryanodine receptors causing mortality from uncontrolled release of calcium ion stores in muscle cells. Work in this area led to the successful commercialization of chlorantraniliprole for control of Lepidoptera and other insect pests at very low application rates. In search of lower log P analogs with improved plant systemic properties, exploration of cyano-substituted anthranilic diamides culminated in the discovery of a second product candidate, cyantraniliprole, having excellent activity against a wide range of pests from multiple insect orders. Here we report on the chem., biol. and structure-activity trends for a series of cyanoanthranilic diamides from which cyantraniliprole was selected for com. development. In the experiment, the researchers used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Application 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.Application of 20154-03-4

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

In 2012,Smith, Garry R.; Caglic, Dejan; Capek, Petr; Zhang, Yan; Godbole, Sujata; Reitz, Allen B.; Dickerson, Tobin J. published 《Reexamining hydroxamate inhibitors of botulinum neurotoxin serotype A: Extending towards the β-exosite》.Bioorganic & Medicinal Chemistry Letters published the findings.Application In Synthesis of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole The information in the text is summarized as follows:

Botulinum neurotoxins (BoNTs) are the most toxic proteins known to man, exposure to which results in flaccid paralysis. Given their extreme potency, these proteins have become studied as possible weapons of bioterrorism; however, effective treatments that function after intoxication have not progressed to the clinic. Here, we have reexamined one of the most effective inhibitors, 2,4-dichlorocinnamyl hydroxamate, in the context of the known plasticity of the BoNT/A light chain metalloprotease. Our studies have shown that modifications of this compound are tolerated and result in improved inhibitors, with the best compound having an IC50 of 0.23 μM. Given the inconsistency of structure-activity relationship trends observed across similar compounds, this data argues for caution in extrapolating across structural series. In addition to this study using 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, there are many other studies that have used 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9Application In Synthesis of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole) was used in this study.

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, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities. Application In Synthesis of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

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

In 2009,Bethel, Paul A.; Gerhardt, Stefan; Jones, Emma V.; Kenny, Peter W.; Karoutchi, Galith I.; Morley, Andrew D.; Oldham, Keith; Rankine, Neil; Augustin, Martin; Krapp, Stephan; Simader, Hannes; Steinbacher, Stefan published 《Design of selective Cathepsin inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Recommanded Product: 847818-74-0 The information in the text is summarized as follows:

A number of chiral N-[1-(cyanomethylaminocarbonyl)-2-arylethyl]arylamides were synthesized. The mol. recognition features of the products have been exploited in structure-based design of selective Cathepsin 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: 847818-74-0Recommanded Product: 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, antipyretic, neuroleptic, anticonvulsant, antiarrhythmic, sedative, muscle relaxant, monoamine oxidase inhibitory, anti-inflammatory, antidiabetic and antibacterial activities. Recommanded Product: 847818-74-0

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

In 2019,Angewandte Chemie, International Edition included an article by Nemec, Vaclav; Hylsova, Michaela; Maier, Lukas; Flegel, Jana; Sievers, Sonja; Ziegler, Slava; Schroeder, Martin; Berger, Benedict-Tilman; Chaikuad, Apirat; Valcikova, Barbora; Uldrijan, Stjepan; Drapela, Stanislav; Soucek, Karel; Waldmann, Herbert; Knapp, Stefan; Paruch, Kamil. Application In Synthesis of Potassium trifluoro(1-methyl-1H-pyrazol-5-yl)borate. The article was titled 《Furo[3,2-b]pyridine: A Privileged Scaffold for Highly Selective Kinase Inhibitors and Effective Modulators of the Hedgehog Pathway》. The information in the text is summarized as follows:

Reported is the identification of the furo[3,2-b]pyridine core as a novel scaffold for potent and highly selective inhibitors of cdc-like kinases (CLKs) and efficient modulators of the Hedgehog signaling pathway. Initially, a diverse target compound set was prepared by synthetic sequences based on chemoselective metal-mediated couplings, including assembly of the furo[3,2-b]pyridine scaffold by copper-mediated oxidative cyclization. Optimization of the subseries containing 3,5-disubstituted furo[3,2-b]pyridines, e.g. I, afforded potent, cell-active, and highly selective inhibitors of CLKs. Profiling of the kinase-inactive subset of 3,5,7-trisubstituted furo[3,2-b]pyridines, e.g. II, revealed sub-micromolar modulators of the Hedgehog pathway. The experimental process involved the reaction of Potassium trifluoro(1-methyl-1H-pyrazol-5-yl)borate(cas: 1258323-45-3Application In Synthesis of Potassium trifluoro(1-methyl-1H-pyrazol-5-yl)borate)

Potassium trifluoro(1-methyl-1H-pyrazol-5-yl)borate(cas: 1258323-45-3) 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. Application In Synthesis of Potassium trifluoro(1-methyl-1H-pyrazol-5-yl)borate

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