Tag: 100-200

In 2014,Larsen, Matthew A.; Hartwig, John F. published 《Iridium-Catalyzed C-H Borylation of Heteroarenes: Scope, Regioselectivity, Application to Late-Stage Functionalization, and Mechanism》.Journal of the American Chemical Society published the findings.Synthetic Route of C4H3F3N2 The information in the text is summarized as follows:

A study on the iridium-catalyzed C-H borylation of heteroarenes is reported. Several heteroarenes containing multiple heteroatoms were amenable to C-H borylation catalyzed by the combination of an iridium(I) precursor and tetramethylphenanthroline. The investigations of the scope of the reaction led to the development of powerful rules for predicting the regioselectivity of borylation, foremost of which is that borylation occurs distal to nitrogen atoms. One-pot functionalizations are reported of the heteroaryl boronate esters formed in situ, demonstrating the usefulness of the reported methodol. for the synthesis of complex heteroaryl structures. Application of this methodol. to the synthesis and late-stage functionalization of biol. active compounds is also demonstrated. Mechanistic studies show that basic heteroarenes can bind to the catalyst and alter the resting state from the olefin-bound complex observed during arene borylation to a species containing a bound heteroarene, leading to catalyst deactivation. Studies on the origins of the observed regioselectivity show that borylation occurs distal to N-H bonds due to rapid N-H borylation, creating an unfavorable steric environment for borylation adjacent to these bonds. Computational studies and mechanistic studies show that the lack of observable borylation of C-H bonds adjacent to basic nitrogen is not the result of coordination to a bulky Lewis acid prior to C-H activation, but the combination of a higher-energy pathway for the borylation of these bonds relative to other C-H bonds and the instability of the products formed from borylation adjacent to basic nitrogen. In the experiment, the researchers used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Synthetic Route of C4H3F3N2)

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.Synthetic Route of C4H3F3N2

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

In 2014,Fukuzumi, Takeo; Aikawa, Haruo; Harada, Yasue; Sugai, Ayako; Murata, Asako; Nakatani, Kazuhiko published 《Synthesis of 8-substituted adenine and adenosine libraries and the binding to pre-miR-29a》.Bulletin of the Chemical Society of Japan published the findings.Application of 844501-71-9 The information in the text is summarized as follows:

A small chem. library of 8-substituted adenine and adenosine derivatives was synthesized and examined for binding to pre-miR-29a. We found that one compound showed the affinity with 61 nM of Kd and a 10-fold stronger binding than the double-stranded RNA.3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9Application of 844501-71-9) 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, 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

In 2014,Rossatto, Marcelo; Casanova, Caroline; Lima, Ana P.; Emmerich, Daniel J.; Oliveira, Vladimir; Dallago, Rogerio M.; Frizzo, Clarissa P.; Moreira, Dayse N.; Buriol, Lilian; Brondani, Sergio; Zanatta, Nilo; Bonacorso, Helio G.; Martins, Marcos A. P. published 《The effect of pressurized carbon dioxide on the cyclocondensation reaction between 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones and hydrazines》.ARKIVOC (Gainesville, FL, United States) published the findings.Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

The synthesis of 1-unsubstituted and 1-phenyl-5-trifluoromethylpyrazoles from the reaction of 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones [CF3C(O)CH:C(R1)OR, where R = Me, Et and R1 = H, Me, Ph] with hydrazines [NH2NHR2, where R2 = H, Ph] in pressurized carbon dioxide is reported for the first time. Reaction conditions such as pressure, temperature and time were evaluated. The methodol. developed herein was suitable to synthesize products in moderate to excellent yields (60%-96%) and short reaction times (15-45 min). In the part of experimental materials, we found many familiar compounds, such as 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Application In Synthesis of 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.Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole

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

In 2010,Liu, Kevin K.-C.; Bagrodia, Shubha; Bailey, Simon; Cheng, Hengmiao; Chen, Hui; Gao, Lisa; Greasley, Samantha; Hoffman, Jacqui E.; Hu, Qiyue; Johnson, Ted O.; Knighton, Dan; Liu, Zhengyu; Marx, Matthew A.; Nambu, Mitchell D.; Ninkovic, Sacha; Pascual, Bernadette; Rafidi, Kristina; Rodgers, Caroline M.-L.; Smith, Graham L.; Sun, Shaoxian; Wang, Haitao; Yang, Anle; Yuan, Jing; Zou, Aihua published 《4-Methylpteridinones as orally active and selective PI3K/mTOR dual inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Formula: C9H15BN2O2 The information in the text is summarized as follows:

Pteridinones were designed based on a non-selective kinase template. Because of the uniqueness of the PI3K and mTOR binding pockets, a Me group was introduced to C-4 position of the peteridinone core to give compounds with excellent selectivity for PI3K and mTOR. This series of compounds were further optimized to improve their potency against PI3Kα and mTOR. Finally, orally active compounds with improved solubility and robust in vivo efficacy in tumor growth inhibition were identified as well. In the part of experimental materials, we found many familiar compounds, such as 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9Formula: C9H15BN2O2)

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, antipyretic, neuroleptic, anticonvulsant, antiarrhythmic, sedative, muscle relaxant, monoamine oxidase inhibitory, anti-inflammatory, antidiabetic and antibacterial activities. Formula: C9H15BN2O2

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

Perez, Jorge D.; Yranzo, Gloria I.; Phagouape, Leonardo M. published an article on February 28 ,1986. The article was titled 《Influence of N-substitution in the FVT (flash vacuum thermolysis) of pyrazoles》, and you may find the article in Bulletin de la Societe Chimique de France.Safety of 1-Butyl-1H-pyrazole The information in the text is summarized as follows:

Flash vacuum thermolysis of 1-ethyl-, 3,5-dimethyl-1-ethyl- (I), 1-butyl-, 1-tert-butyl-, 3,5-dimethyl-1-phenyl- and 1-phenylpyrazole was studied. In the N-alkyl derivatives, pyrazole elimination and olefin formation were found. In contrast, Ph derivatives afforded isomerization and nitrogen extrusion. Kinetic parameters for compound I are described and a general mechanism including the N-H derivatives is discussed. In the part of experimental materials, we found many familiar compounds, such as 1-Butyl-1H-pyrazole(cas: 52096-24-9Safety of 1-Butyl-1H-pyrazole)

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. Safety of 1-Butyl-1H-pyrazole

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

In 2016,European Journal of Organic Chemistry included an article by Belaroussi, Rabia; El Hakmaoui, Ahmed; Akssira, Mohamed; Guillaumet, Gerald; Routier, Sylvain. Electric Literature of C9H9N3O2. The article was titled 《Regioselective Synthesis of 2,4-Substituted Pyrido[1′,2′:1,5]pyrazolo[3,4-d]pyrimidines through Sequential Pd-Catalyzed Arylation and SNAr Reactions》. The information in the text is summarized as follows:

The synthesis and regioselective functionalization of rare 2,4-disubstituted-pyrido[1′,2′:1,5]pyrazolo[3,4-d]pyrimidine derivatives is reported. C-4 aminations were performed by chlorine nucleophilic substitution SNAr reactions, and their efficiencies were compared with those for direct one-pot amide C-O activation with bromotripyrrolidinophosphonium hexafluorophosphate (PyBroP) as a reagent. The latter method was used to perform palladium-catalyzed C-4 (het)arylation. Finally, two C-4 amino and aryl derivatives were prepared on a large scale and engaged in desulfurative Liebeskind-Srogl-type reactions under microwave irradiation to afford the envisioned compound library. Each step was optimized, and the results are discussed. In the experiment, the researchers used many compounds, for example, Methyl 2-aminopyrazolo[1,5-a]pyridine-3-carboxylate(cas: 1620075-73-1Electric Literature of C9H9N3O2)

Methyl 2-aminopyrazolo[1,5-a]pyridine-3-carboxylate(cas: 1620075-73-1) 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. Electric Literature of C9H9N3O2

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

The author of 《An original class of small sized molecules as versatile fluorescent probes for cellular imaging》 were Sirbu, Doina; Diharce, Julien; Martinic, Ivana; Chopin, Nicolas; Eliseeva, Svetlana V.; Guillaumet, Gerald; Petoud, Stephane; Bonnet, Pascal; Suzenet, Franck. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. Synthetic Route of C4H3F3N2 The author mentioned the following in the article:

An unusual class, compact in size, of fluorescent probes based on pyridazino-1,3a,6a-triazapentalene scaffolds exhibits promising fluorescent properties (quantum yield values up to 73%, large Stokes shifts, emission wavelengths located in the green-yellow range, excellent solubility) with good photostability suitable for optical imaging applications. After reading the article, we found that the author used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Synthetic Route 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.Synthetic Route of C4H3F3N2

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

In 2017,Ziadi, Asraa; Uchida, Naoyuki; Kato, Hiroe; Hisamatsu, Rina; Sato, Ayato; Hagihara, Shinya; Itami, Kenichiro; Torii, Keiko U. published 《Discovery of synthetic small molecules that enhance the number of stomata: C-H functionalization chemistry for plant biology》.Chemical Communications (Cambridge, United Kingdom) published the findings.Safety of 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

The increasing climate changes and global warming are leading to colossal agricultural problems such as abatement of food production and quality. As stomatal development is considered to play a key role in crop plant productivity and water-use efficiency, studying stomatal development is useful for understanding the productivity of plant systems for both natural and agricultural systems. Here, we report the 1st-in-class synthetic small mols. enhancing the number of stomata in Arabidopsis thaliana that have been discovered by screening of the chem. library and further optimized by the Pd-catalyzed C-H arylation reaction. The present study shows not only huge potential of small mols. to control the cellular and developmental processes of stomata without using genetically modified plants, but also the power of C-H functionalization chem. to rapidly identify the optimized compounds In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Safety of 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.Safety of 3-(Trifluoromethyl)-1H-pyrazole

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

In 2007,Kiselyov, Alexander S.; Milligan, Daniel; Ouyang, Xiaohu published 《Novel inhibitors of VEGF receptors-1 and -2 based on azole-5-carboxamide templates》.Bioorganic & Medicinal Chemistry Letters published the findings.Synthetic Route of C5H6N2O2 The information in the text is summarized as follows:

We have developed a series of novel potent 1-(2-(pyridin-4-yl)ethyl)-1H-azole-5-carboxamides active against kinases VEGFR-2 and -1. Both specific and dual ATP-competitive inhibitors of VEGFR-2 were identified. Kinase selectivity could be controlled by varying the 5-carboxamide substituent at the azole ring. The most specific mols. displayed >10-fold selectivity for VEGFR-2 over VEGFR-1. Compound activities in vitro and in cell-based assays (IC50 < 100 nM) were similar to those of reported clin. and development candidates, including PTK787 (Vatalanibtrade) and ZD6474 (Vandetanib). High permeability of active compounds across the Caco-2 cell monolayer (>40×10-5 cm/min) is indicative of their potential for intestinal absorption upon oral administration. In the part of experimental materials, we found many familiar compounds, such as Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Synthetic Route of C5H6N2O2)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) 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 C5H6N2O2

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

In 2014,Angewandte Chemie, International Edition included an article by O’Brien, Alexander G.; Maruyama, Akinobu; Inokuma, Yasuhide; Fujita, Makoto; Baran, Phil S.; Blackmond, Donna G.. Category: pyrazoles-derivatives. The article was titled 《Radical C-H functionalization of heteroarenes under electrochemical control》. The information in the text is summarized as follows:

Electrochem. reactions are shown to be effective for the C-H functionalization of a number of heterocyclic substrates that are recalcitrant to conventional peroxide radical initiation conditions. Monitoring reaction progress under electrochem. conditions provides mechanistic insight into the C-H functionalization of a series of heterocycles of interest in medicinal chem. In addition to this study using Methyl 1-methyl-1H-pyrazole-4-carboxylate, there are many other studies that have used Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Category: pyrazoles-derivatives) was used in this study.

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. Category: pyrazoles-derivatives

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