Month: October 2022

《Pyrazoles. VI. Electron-releasing capacity of the pyrazole ring》 was published in Journal of Heterocyclic Chemistry in 1969. These research results belong to Wijnberger, C.; Habraken, Clarisse L.. Category: pyrazoles-derivatives The article mentions the following:

Uv and 1H N.M.R. spectral data and C : O frequencies of some methylpyrazoles containing in the 3-, 4- or 5-position, a formyl-, acetyl- or ethoxycarbonyl group are reported. These data confirm earlier conclusions that, in particular, the 4-pyrazolyl group acts as an electron releasing group. The syntheses of a number of formyl-, acetyl- and ethoxycarbonyl pyrazoles are described. In addition, some 4-dicyanovinyl- and 4-tricvanovinylpyrazoles were investigated. In the experiment, the researchers used Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2Category: pyrazoles-derivatives)

Methyl 1-methyl-1H-pyrazole-4-carboxylate(cas: 5952-93-2) 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.Category: pyrazoles-derivatives

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

COA of Formula: C12H13N3O2On October 18, 2007 ,《Preparation and Optimization of a Series of 3-Carboxamido-5-phenacylaminopyrazole Bradykinin B1 Receptor Antagonists》 was published in Journal of Medicinal Chemistry. The article was written by Dressen, Darren; Garofalo, Albert W.; Hawkinson, Jon; Hom, Dennis; Jagodzinski, Jacek; Marugg, Jennifer L.; Neitzel, Martin L.; Pleiss, Michael A.; Szoke, Balazs; Tung, Jay S.; Wone, David W. G.; Wu, Jing; Zhang, Heather. The article contains the following contents:

The B1 receptor is an attractive target for the treatment of pain and inflammation. 3-Carboxamido-5-phenacylamino pyrazole B1 receptor antagonists are described that exhibit good potency against B1 and high selectivity over B2. Initially, N-unsubstituted pyrazoles were studied, but these compounds suffered from extensive glucuronidation in primates. This difficulty could be surmounted using N-substituted pyrazoles. Optimization efforts culminated in compound 41 {4-bromo-5-[(2-chlorobenzoyl)amino]-1-phenyl-N-[2-[1-(4-pyridinyl)-4-piperidinyl]ethyl]-1H-pyrazole-3-carboxamide}, which has high receptor potency and metabolic stability. In the experiment, the researchers used many compounds, for example, Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate(cas: 866837-96-9COA of Formula: C12H13N3O2)

Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate(cas: 866837-96-9) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.COA of Formula: C12H13N3O2

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

Fuse, Shinichiro; Suzuki, Kensuke; Kuchimaru, Takahiro; Kadonosono, Tetsuya; Ueda, Hiroki; Sato, Shinichi; Kizaka-Kondoh, Shinae; Nakamura, Hiroyuki published an article in Bioorganic & Medicinal Chemistry. The title of the article was 《Design, synthesis, and evaluation of indeno[2,1-c]pyrazolones for use as inhibitors against hypoxia-inducible factor (HIF)-1 transcriptional activity》.Name: 1-Methylpyrazole The author mentioned the following in the article:

In this study, indeno[2,1-c]pyrazolones, compounds I [Y = C, N; R1 = H, Me; R2 = H, Me, Ph, etc] were designed as readily available synthetic inhibitors of HIF-1 transcriptional activity. Nine compounds were synthesized in 4-5 steps from com. available starting materials. In evaluations of the ability to inhibit the hypoxia-induced transcriptional activity of HIF-1, compound I [Y = C, R1 = H, R2 = 4-MeC6H4] showed a higher level compared with that of known inhibitor, YC-1. The compound I [Y = C, R1 = H, R2 = 4-MeC6H4] suppressed HIF-1α protein accumulation without affecting the levels of HIF-1α mRNA. The results came from multiple reactions, including the reaction of 1-Methylpyrazole(cas: 930-36-9Name: 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. Name: 1-Methylpyrazole

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

Harju, Kirsi; Kylaenlahti, Irene; Paananen, Timo; Polamo, Mika; Nielsen, John; Yli-Kauhaluoma, Jari published an article in Journal of Combinatorial Chemistry. The title of the article was 《Solid-Phase Synthesis of Pyrazolopyridines from Polymer-Bound Alkyne and Azomethine Imines》.Name: 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid The author mentioned the following in the article:

Study was made of the 1,3-dipolar cycloaddition of polymer-bound alkynes [I; R = Me, Ph, CO2H; P = polymer residue of 4-(bromomethyl)phenoxymethyl polystyrene cross-linked with 1% divinylbenzene (bromo-Wang resin)] to azomethine imines generated in situ from N-aminopyridine iodides, i.e. 1-amino-2-methylpyridinium iodide, 2-aminoisoquinolinium iodide, 1-amino-4-methylquinolinium iodide, 1-amino-4-methoxycarbonylpyridinium iodide, 1-amino-3-methylpyridinium iodide, 1-amino-3-(hydroxymethyl)pyridinium iodide and 1-aminoquinolinium iodide. Aromatization of the cycloadducts gives polymer-bound pyrazolopyridines (II; R1 = Q-Q11; R2 = H, Me) that can be released from the resin as carboxylic acids (R1-CO2H) with trifluoroacetic acid or as Me esters (R1-CO2Me) with sodium methoxide. After reading the article, we found that the author used 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid(cas: 80537-07-1Name: 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid)

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid(cas: 80537-07-1) 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: 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid

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

In 2012,Kabir, M. Shahjahan; Namjoshi, Ojas A.; Verma, Ranjit; Lorenz, Michael; Phani Babu Tiruveedhula, V. V. N.; Monte, Aaron; Bertz, Steven H.; Schwabacher, Alan W.; Cook, James M. published 《Base-mediated stereospecific synthesis of aryloxy and amino substituted ethyl acrylates》.Journal of Organic Chemistry published the findings.Synthetic Route of C4H3F3N2 The information in the text is summarized as follows:

The stereospecific synthesis of aryloxy and amino substituted E- and Z-ethyl-3-acrylates is of interest because of their potential in the polymer industry and in medicinal chem. During work on a copper-catalyzed cross-coupling reaction of Et (E)- and (Z)-3-iodoacrylates with phenols and N-heterocycles, we discovered a very simple (nonmetallic) method for the stereospecific synthesis of aryloxy and amino substituted acrylates. To study this long-standing problem on the stereoselectivity of aryloxy and amino substituted acrylates, a series of O- and N-substituted nucleophiles was allowed to react with Et (E)- and (Z)-3-iodoacrylates. Screening of different bases indicated that DABCO (1,4-diazabicyclo[2.2.2]octane) afforded successful conversion of Et (E)- and (Z)-3-iodoacrylates into aryloxy and amino substituted Et acrylates in a stereospecific manner. Herein are the details of this DABCO-mediated stereospecific synthesis of aryloxy and amino substituted E- or Z-acrylates. The experimental part of the paper was very detailed, including the reaction process of 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 2015,Testa, Christelle; Roger, Julien; Scheib, Stephanie; Fleurat-Lessard, Paul; Hierso, Jean-Cyrille published 《Palladium-Catalysed C-H Bond Electrophilic Fluorination of Highly Substituted Arylpyrazoles: Experimental and DFT Mechanistic Insights》.Advanced Synthesis & Catalysis published the findings.Related Products of 20154-03-4 The information in the text is summarized as follows:

A general protocol for palladium-catalyzed C-H mono- and di-fluorination of highly substituted arylpyrazoles is reported. Coupling pathways and substrate limitations are discussed in the light of complementary mechanistic exptl. and d. functional theory (DFT) studies. The mono- and di-ortho-fluorination of arylpyrazoles having substituted pyrazole groups and ortho-, meta-, or para-substituted arene moieties is achieved. Various pyrazole groups can efficiently promote the direct C-H activation/fluorination of substrates bearing valuable reactive ester, cyano, halide and nitro functions. The presence of methoxy, Me and trifluoromethyl is tolerated on the pyrazole directing groups. However, steric substituent effects have a marked influence which is evidenced by calculations DFT modeling suggested also a previously unseen outer-sphere oxidative addition of N-fluorobenzenesulfonimide (NFSI) to Pd(II) as an alternative mechanism to the commonly assumed Pd(II)/Pd(IV) process. This unprecedented proposal, which is supported by the mass spectrometry identification of a key Pd(II) monomer under the stoichiometric conditions deserves more attention. The influence of elaborate highly substituted directing groups on the course of Pd-catalyzed fluorination has generally received limited attention although this question has a crucial synthetic utility; herein, appropriate conditions for isolating pure products are reported. In addition to this study using 3-(Trifluoromethyl)-1H-pyrazole, there are many other studies that have used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Related Products of 20154-03-4) was used in this study.

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.Related Products of 20154-03-4

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