- Reactions of some arenes and pyrazoles in MeCN under conditions of undivided-cell electrolysis
-
As exemplified for the first time by pyrazole and its 4-nitro and 3,5-dimcthyl derivatives, N-arylation of pyrazoles can be performed under conditions of undivided-cell amperostatic electrolysis (Pt electrodes, McCN) of systems containing the pyrazolate anion and (or) pyrazole, arene (benzene, 1,4-dimethoxybenzene, or xylene), and a supporting electrolyte. In the case of electrolysis involving 1,4-dimethoxybenzene as arene, N-arylation followed simultaneously three routes to form an ortho-substitution product (1,4-dimethoxy-2-(pyrazol-1-yl)benzene), an ipso-substitution product (4-methoxy-1-(pyrazol-1-yl)benzene), and an ipso-bisaddition product (1,4-dimethoxy-1,4-di(pyrazol-1-yl)cyclohexa-2,5-diene) in a total current yield of up to 50%. The acid-base properties of the pyrazolcs under study affect the ratio of the N-arylation products and govern the required composition of the starting reaction mixture. In the case of a stronger base, such as 3,5-dimethylpyrazole, N-arylation with 1,4-dimethoxybenzene occurred even in the pyrazole-arene-tetraalkylammonium perchlorate system, whereas N-arylation of 4-nitropyrazole (a weaker base) proceeded only in the presence of the pyrazolate anion or another base, viz., sym-collidine. Oxidation of arene to the radical cation is the key anodic reaction. Not only the pyrazolate anion, but also highly basic pyrazole or a solvate complex of weakly basic pyrazole with collidine can serve as a nucleophilic partner in subsequent transformations of these radical cations.
- Chauzov,Parchinsky,Sinelshchikova,Petrosyan
-
-
Read Online
- Facile Synthesis of Functionalized Nitroenamines. III.1,2 Aminolysis of 1-Methyl-5-nitropyrimidin-2(1H)-one
-
The aminolysis of 1-methyl-5-nitropyrimidin-2(1H)-one furnished diimines of nitromalonaldehyde in good yields. One of the imino groups of the diimines was readily hydrolyzed on silica gel to give nitroenamines possessing a formyl group. These reagents beh
- Nishiwaki, Nagatoshi,Tohda, Yasuo,Ariga, Masahiro
-
-
Read Online
- Design and synthesis of anti-tumor compounds containing ferulic acid-pyrazole skeleton
-
The invention discloses design and a preparation method of an anti-tumor compound containing a ferulic acid-pyrazole skeleton. The structure of the anti-tumor compound is shown as a formula in the specification.
- -
-
Paragraph 0024-0025; 0027-0028; 0031-0032; 0034
(2021/04/28)
-
- HSP90 INHIBITORS AND USES THEREOF
-
Herein is described the design and synthesis of resorcylate aminopyrazole compounds. These compounds show broad, potent and fungal-selective Hsp90 inhibitory activity. These compounds also find use in treating Hsp90 related deseases.
- -
-
Paragraph 00492-00493; 00494-00495
(2020/11/23)
-
- Design of potent B-RafV600E inhibitors by multiple copy simulation search strategy
-
B-Raf kinase is a vital intermedium in the mitogen-activated protein kinase (MAPK) signaling pathway, which transforms extracellular signals into cellular mechanisms. Mutations in this kinase, for instance, the most common V600E mutation, can lead to the ERK signaling pathologically activated and hence cause severe diseases such as somatic tumors. So far, the development of B-Raf inhibitors has made remarkable progress. However, the resistance and relapse of approved Raf drugs have been widely reported, and the optimization for old drugs and the discovery for new inhibitors still remain a significant task. In this study, we designed and evaluated a series of novel B-RafV600E inhibitors. A fragment library has been established before the docking simulation carried out using the MCSS strategy (multicopy simulation search). The appropriate fragments were reassembled to provide new candidate compounds, which were further screened by iterative docking simulations and molecular dynamics. Bioassays were carried out to evaluate the pharmacological profile of the compounds identified and synthesized. The result showed that compound 5n had an impressive enzyme inhibitory and antiproliferation activity, suggesting a promising potential in the future study.
- Wang, Ze-Feng,Wang, Peng-Fei,Ma, Jun-Ting,Chai, Ying-Zi,Hu, Hui-Min,Gao, Wen-Long,Wang, Zhong-Chang,Wang, Bao-Zhong,Zhu, Hai-Liang
-
p. 567 - 574
(2017/12/26)
-
- Design, synthesis, and biological evaluation of pyrazole derivatives containing acetamide bond as potential BRAFV600E inhibitors
-
With the increasingly acquired resistance, relapse and side effects of known marketed BRAFV600E inhibitors, it's significant to design the more effective and novel drugs. In this study, a series of novel pyrazole derivatives containing acetamid
- Wang, Chen-Ru,Wang, Ze-Feng,Shi, Lu,Wang, Zhong-Chang,Zhu, Hai-Liang
-
supporting information
p. 2382 - 2390
(2018/06/25)
-
- Identification and Biological Evaluation of Novel Type II B-RafV600E Inhibitors
-
The mitogen-activated protein kinase (MAPK) pathway plays a vital role in signal transduction networks. Severe diseases may be triggered if it is disturbed by mutated components, especially the kinase B-RafV600E. New inhibitors of the kinase ar
- Wang, Peng-Fei,Wang, Ze-Feng,Qiu, Han-Yue,Huang, Yue,Hu, Hui-Min,Wang, Zhong-Chang,Zhu, Hai-Liang
-
p. 2558 - 2566
(2018/11/23)
-
- Design and synthesis of diphenyl urea derivative anti-tumor compounds containing pyrazol frameworks
-
The invention discloses diphenyl urea derivatives containing pyrazol frameworks and a prepration method thereof. The structural formula of the diphenyl urea derivatives containing pyrazol frameworks is as shown in the specification, wherein R1 is selected
- -
-
Paragraph 0029
(2017/09/18)
-
- PYRROLO AND PYRAZOLOPYRIMIDINES AS UBIQUITIN-SPECIFIC PROTEASE 7 INHIBITORS
-
The invention relates to inhibitors of USP7 inhibitors useful in the treatment of cancers, neurodegenerative diseases, immunological disorders, inflammatory disorders, cardiovascular diseases, ischemic diseases, viral infections and diseases, and bacterial infections and diseases, having the Formula: where m, n, X1, X2, R1-R5, R5′ and R6 are described herein.
- -
-
Paragraph 2156; 2157
(2016/08/03)
-
- MACROCYCLES WITH HETROCYCLIC P2' GROUPS AS FACTOR XIA INHIBITORS
-
The present invention provides compounds of Formula (I): or stereoisomers, tautomers, or pharmaceutically acceptable salts thereof, wherein all the variables are as defined herein. These compounds are selective factor XIa inhibitors or dual inhibitors of
- -
-
Page/Page column 474
(2015/09/23)
-
- Copper-catalyzed, oxidative sp2 C-H cyanation: Facile synthesis of aromatic carbonitriles
-
Cu(OAc)2-catalyzed regioselective oxidative C-H cyanation of two different types of aromatics was described, providing facile access to functionalized heterocycles in good yields. Control experiments suggest the copper chelation-assisted oxidative C-H activation mechanism. ARKAT-USA, Inc.
- Liu, Jin-Qiang,Hao, Bao-Yu,Zou, Hao,Zhang, Wei-Han,Chen, Xin-Zhi
-
-
- Faujasite catalyzed nitrodeiodination of iodopyrazoles
-
Nitrodeiodination of iodopyrazoles using nitric acid/Faujasite has been investigated. The present procedure is simple, rapid and convenient and requires no sulfuric acid or oleum and may be applied for the synthesis of several nitropyrazoles in good yield
- Ravi,Tewari, Surya P.
-
-
- Silica-sulfuric acid catalyzed nitrodeiodination of iodopyrazoles
-
We report here the synthesis of nitropyrazoles in good to excellent yields from iodopyrazoles over silica-sulfuric acid catalyst for the first time. The present procedure require less acid, offers a simplified workup procedure, and may be applied for the
- Ravi,Gore, Girish M.,Sikder, Arun K.,Tewari, Surya P.
-
experimental part
p. 3463 - 3471
(2012/09/22)
-
- PYRIMIDINE INHIBITORS OF KINASES
-
The present invention relates to compounds of formula (I) or pharmaceutical acceptable salts, wherein A1, A2, A3, A4, X and Y are defined in the description. The present invention relates also to methods of making said compounds, and compositions containing said compounds which are useful for inhibiting kinases such as aurora and KDR.
- -
-
-
- NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-CoA DESATURASE
-
The present invention relates to piperazine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.
- -
-
Page/Page column 39
(2009/10/01)
-
- New synthetic equivalent of nitromalonaldehyde treatable in organic media
-
β-Nitroenamines having a formyl group at the β-position behave as the synthetic equivalent of unstable nitromalonaldehyde, which is a useful synthon for syntheses of versatile nitro compounds. High solubility of the nitroenamines into general organic solv
- Nishiwaki, Nagatoshi,Ogihara, Takuma,Takami, Toshiko,Tamura, Mina,Ariga, Masahiro
-
p. 8382 - 8386
(2007/10/03)
-