pyrazoles-derivatives | Page 217 of 1033

Wietelmann, Ulrich’s team published research in Organic Process Research & Development in 2022 | 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. Computed Properties of C4H6N2

Computed Properties of C4H6N2On May 20, 2022 ,《Continuous Processing of Concentrated Organolithiums in Flow Using Static and Dynamic Spinning Disc Reactor Technologies》 appeared in Organic Process Research & Development. The author of the article were Wietelmann, Ulrich; Kloesener, Johannes; Rittmeyer, Peter; Schnippering, Stefan; Bats, Henk; Stam, Wouter. The article conveys some information:

Organometallic reactions involving highly reactive organolithium reagents are widely used in organic synthesis. However, the use of organometallics in batch mode on a pilot and industrial scale is challenging for safety reasons and frequently requires expensive cryogenic process conditions. A change to continuous processing in flow mode can provide major advantages for process safety and economics. In this study, we compare static and dynamic flow reactor technologies for two important organolithium (butyllithium and hexyllithium)-enabled transformations: deprotonations and bromine/lithium exchange reactions. Using higher concentrated (≥3 M) butyllithium (BuLi) solutions, i.e., reaction mixtures with reduced hydrocarbon content, decreases the risk of reactor fouling and allows for increased space/time yields. In the flow mode, the observed reactions could be carried out under more convenient conditions, i.e., at higher temperatures compared to the batch mode, and the deprotonation reaction even at ambient temperature instead of -78°C. The formation of precipitates with the risk of clogging can be further reduced by changing from static flow to dynamic spinning disk reactor technol. The SpinPro reactor system from Flowid has been identified to ensure robust performance, as it tolerates salt precipitations and can provide excellent mass transfer conditions. Flow process technol. using concentrated organolithium products can provide unique benefits for the manufacturing of pharmaceutical intermediates, agrochem. products, and specialty chems. After reading the article, we found that the author used 1-Methylpyrazole(cas: 930-36-9Computed Properties of C4H6N2)

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

Do, Hien-Quang’s team published research in Journal of the American Chemical Society in 2011 | CAS: 52096-24-9

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.Product Details of 52096-24-9

《A General Method for Copper-Catalyzed Arene Cross-Dimerization》 was written by Do, Hien-Quang; Daugulis, Olafs. Product Details of 52096-24-9 And the article was included in Journal of the American Chemical Society on August 31 ,2011. The article conveys some information:

A general method for a highly regioselective copper-catalyzed cross-coupling of two aromatic compounds using iodine as an oxidant has been developed. The reactions involve an initial iodination of one arene followed by arylation of the most acidic C-H bond of the other coupling component. Cross-coupling of electron-rich arenes, electron-poor arenes, and five- and six-membered heterocycles is possible in many combinations. Typically, a 1/1.5 to 1/3 ratio of coupling components is used, in contrast to existing methodol. that often employs a large excess of one of the arenes. Common functionalities such as ester, ketone, aldehyde, ether, nitrile, nitro, and amine are well-tolerated. In the part of experimental materials, we found many familiar compounds, such as 1-Butyl-1H-pyrazole(cas: 52096-24-9Product Details of 52096-24-9)

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

Phillipson, Louisa J.’s team published research in Bioorganic & Medicinal Chemistry in 2015 | CAS: 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. Product Details of 844501-71-9

Product Details of 844501-71-9In 2015 ,《Discovery and SAR of novel pyrazolo[1,5-a]pyrimidines as inhibitors of CDK9》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Phillipson, Louisa J.; Segal, David H.; Nero, Tracy L.; Parker, Michael W.; Wan, Soo San; de Silva, Melanie; Guthridge, Mark A.; Wei, Andrew H.; Burns, Christopher J.. The article conveys some information:

The serine-threonine kinase CDK9 is a target of emerging interest for the development of anti-cancer drugs. There are multiple lines of evidence linking CDK9 activity to cancer, including the essential role this kinase plays in transcriptional regulation through phosphorylation of the C-terminal domain (CTD) of RNA polymerase II. Indeed, inhibition of CDK9 has been shown to result in a reduction of short-lived proteins such as the pro-survival protein Mcl-1 in malignant cells leading to the induction of apoptosis. In this work we report our initial studies towards the discovery of selective CDK9 inhibitors, starting from the known multi-kinase inhibitor PIK-75 which possesses potent CDK9 activity. Our series is based on a pyrazolo[1,5-a]pyrimidine nucleus and, importantly, the resultant lead compound 18b is devoid of the structural liabilities present in PIK-75 and possesses greater selectivity. The results came from multiple reactions, including the reaction of 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(cas: 844501-71-9Product Details of 844501-71-9)

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

Vasilevskii, S F’s team published research in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1980-05-31 | 17827-61-1

Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya published new progress about Iodination. 17827-61-1 belongs to class pyrazoles-derivatives, and the molecular formula is C6H8N2O2, Computed Properties of 17827-61-1.

Vasilevskii, S. F.; Shvartsberg, M. S. published the artcile< Oxidative iodination of substituted N-methylpyrozoles>, Computed Properties of 17827-61-1, the main research area is oxidation iodination methylpyrazole; pyrazole methyl oxidation iodination.

1-Methylpyrazole was iodinated in position 4 with iodine in aqueous KI with a low yield: introduction of an electron donor substituent in position 3 or 5 increased the reactivity of the heterocycle. Iodination of 5-amino-1,3-dimethylpyrazole gave 80% 4-iodide, but its N-acetyl derivative did not react. N-Methylpyrazole-4-carboxylic acids and -4-aldehydes underwent iodination under the same conditions and gave the 4-iodo or polyiodo derivative The presence of moderately strong electro acceptor substituents, e.g., iodo, or CO2Me, in the ring in the 4 position did not exclude the possibility of oxidative iodination at other positions of the ring. Strong electron acceptor groups, e.g., NO2, retard the reaction.

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

Zhang, Shiyan’s team published research in European Journal of Medicinal Chemistry in 2020-06-01 | 118430-74-3

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Name: 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine.

Zhang, Shiyan; Huang, Chaoying; Lyu, Xilin; Wang, Peipei; Zang, Yi; Wang, Zengtao; Wang, Huan; Li, Jia; Zhao, Yujun published the artcile< Discovery of a 2-pyridinyl urea-containing compound YD57 as a potent inhibitor of apoptosis signal-regulating kinase 1 (ASK1)>, Name: 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, the main research area is pyridinyl urea containing compound preparation ASK1 inhibitor cancer; ASK1; ASK2; Apoptosis; Cell cycle arrest; Selectivity.

Inhibition of MAP3K kinase ASK1 has been an attractive strategy for the treatment of nonalcoholic steatohepatitis and multiple sclerosis, among others. Herein, we reported the discovery of 2-pyridinyl urea-containing compound 14l (YD57) as a potent, small-mol. inhibitor of ASK1. 14l was selective against MAP3K kinases ASK2 and TAK1 (>140-fold), while it also inhibited several cell cycle regulating kinases with IC50 values in a range of 90-400 nM (<20-fold selectivity). As a consequence, 14l had stronger apoptosis induction, more potent G1 cell cycle arrest activities, and lower IC50 value of cell growth inhibition than that of GS4997 in HepG2 cancer cell line. On the other hand, 14l did not inhibit ASK1 and p38 phosphorylation in intact cells. We reason that the multi-target effects of 14l likely neutralized the activities caused by inhibition of cellular ASK1. Future studies of these ASK1 inhibitors should pay close attention to their kinome selectivity profile. European Journal of Medicinal Chemistry published new progress about Antitumor agents. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Name: 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine.

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

Saha, Debasmita’s team published research in ChemMedChem in 2021-05-18 | 118430-74-3

ChemMedChem published new progress about Antitumor agents. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, Safety of 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine.

Saha, Debasmita; Ryan, Katie Rose; Lakkaniga, Naga Rajiv; Smith, Erica Lane; Frett, Brendan published the artcile< Pyrazoloadenine Inhibitors of the RET Lung Cancer Oncoprotein Discovered by a Fragment Optimization Approach>, Safety of 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, the main research area is pyrazoloadenine inhibitor RET lung cancer oncoprotein fragment optimization; RET inhibitor; fragment-based drug discovery; oncoproteins; pyrazoloadenines.

A fragment-based drug-discovery approach was used on a pyrazoloadenine fragment library to uncover new mols. that target the RET (REarranged during Transfection) oncoprotein, which is a driver oncoprotein in ∼2 % of non-small-cell lung cancers. The fragment library was screened against the RET kinase and LC-2/ad (RET-driven), KM-12 (TRKA-driven matched control) and A549 (cytotoxic control) cells to identify selective scaffolds that could inhibit RET-driven growth. An unsubstituted pyrazoloadenine fragment was found to be active on RET in a biochem. assay, but reduced cell viability in non-RET-driven cell lines (EC50=1 and 3 μM, resp.). To increase selectivity for RET, the pyrazoloadenine was modeled in the RET active site, and two domains were identified that were probed with pyrazoloadenine fragment derivatives to improve RET affinity. Scaffolds at each domain were merged to generate a novel lead compound, 8 p (I), which exhibited improved activity and selectivity for the RET oncoprotein (A549 EC50=5.92 μM, LC-2/ad EC50=0.016 μM, RET IC50=0.000326 μM).

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

Milner, Phillip J’s team published research in Organometallics in 2015-10-12 | 13808-65-6

Organometallics published new progress about Crystal structure. 13808-65-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Safety of 4-Bromo-3-phenyl-1H-pyrazole.

Milner, Phillip J.; Yang, Yang; Buchwald, Stephen L. published the artcile< In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides>, Safety of 4-Bromo-3-phenyl-1H-pyrazole, the main research area is palladium catalyzed fluorination five membered heteroaryl bromide; bromoazole palladium catalyzed fluorination theor.

A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallog. studies and d. functional theory (DFT) calculations suggest that the challenging step of this transformation is C-F reductive elimination of five-membered heteroaryl fluorides from Pd(II) complexes. On the basis of these studies, we have found that various heteroaryl bromides bearing Ph groups in the ortho position can be effectively fluorinated under catalytic conditions. Highly activated 2-bromoazoles, such as 8-bromocaffeine, are also viable substrates for this reaction.

Organometallics published new progress about Crystal structure. 13808-65-6 belongs to class pyrazoles-derivatives, and the molecular formula is C9H7BrN2, Safety of 4-Bromo-3-phenyl-1H-pyrazole.

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

Rickborn, Bruce’s team published research in Organic Reactions (Hoboken, NJ, United States) in 1998 | 17827-61-1

Organic Reactions (Hoboken, NJ, United States) published new progress about Organic synthesis. 17827-61-1 belongs to class pyrazoles-derivatives, and the molecular formula is C6H8N2O2, COA of Formula: C6H8N2O2.

Rickborn, Bruce published the artcile< The retro-Diels-Alder reaction. Part II. Dienophiles with one or more heteroatom>, COA of Formula: C6H8N2O2, the main research area is review One; review II; review More; review Dienophiles; review Reaction; review Retro DielsAlder; review Part; review Heteroatom.

A review of the article The retro-Diels-Alder reaction. Part II. Dienophiles with one or more heteroatom.

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

Kokorekin, Vladimir A’s team published research in Tetrahedron Letters in 2014-07-30 | 118430-74-3

Tetrahedron Letters published new progress about Cyanation, thiocyanation. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, COA of Formula: C7H11N3.

Kokorekin, Vladimir A.; Sigacheva, Vera L.; Petrosyan, Vladimir A. published the artcile< New data on heteroarene thiocyanation by anodic oxidation of NH4SCN. The processes of electroinduced nucleophilic aromatic substitution of hydrogen>, COA of Formula: C7H11N3, the main research area is heteroarene thiocyanation anodic oxidation ammonium thiocyanate.

Potentiostatic (galvanostatic) electrolysis of NH4SCN in an undivided cell under mild conditions (25 °C, Pt anode, MeCN) was employed to perform the anodic thiocyanation of nitrogen-containing heterocycles with yields up to 95%. The regularities of the process are discussed, which show that it can be considered as electroinduced nucleophilic aromatic substitution of hydrogen.

Tetrahedron Letters published new progress about Cyanation, thiocyanation. 118430-74-3 belongs to class pyrazoles-derivatives, and the molecular formula is C7H11N3, COA of Formula: C7H11N3.

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

Komatsuda, Masaaki’s team published research in Chemical Science in 2022 | 73957-66-1

Chemical Science published new progress about Bond cleavage. 73957-66-1 belongs to class pyrazoles-derivatives, and the molecular formula is C8H6N2O, Category: pyrazoles-derivatives.

Komatsuda, Masaaki; Suto, Ayane; Kondo, Hiroki Jr; Takada, Hiroyuki; Kato, Kenta; Saito, Bunnai; Yamaguchi, Junichiro published the artcile< Ring-opening fluorination of bicyclic azaarenes>, Category: pyrazoles-derivatives, the main research area is pyrazolopyridine bicyclic azaarene ring opening fluorination.

Authors have discovered a ring-opening fluorination of bicyclic azaarenes. Upon treatment of bicyclic azaarenes such as pyrazolo[1,5-a]pyridines with electrophilic fluorinating agents, fluorination of the aromatic ring is followed by a ring-opening reaction. Although this overall transformation can be classified as an electrophilic fluorination of an aromatic ring, it is a novel type of fluorination that results in construction of tertiary carbon-fluorine bonds. The present protocol can be applied to a range of bicyclic azaarenes, tolerating azines and a variety of functional groups. Addnl., mechanistic studies and enantioselective fluorination have been examined

Chemical Science published new progress about Bond cleavage. 73957-66-1 belongs to class pyrazoles-derivatives, and the molecular formula is C8H6N2O, Category: pyrazoles-derivatives.

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