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1-[4-(1H-PYRAZOL-1-YL)PHENYL]ETHANONE, also known as 1-(4-pyrazol-1-ylphenyl)ethanone, is a versatile chemical compound belonging to the ketone family. It features a molecular formula of C11H9N3O and is characterized by the presence of a pyrazole ring attached to a phenyl ring, with a carbonyl group connected to the ethanone chain. 1-[4-(1H-PYRAZOL-1-YL)PHENYL]ETHANONE serves as a valuable building block for the synthesis of pharmaceuticals, agrochemicals, and other organic compounds, and is also utilized in organic transformations and chemical research.

25699-98-3

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25699-98-3 Usage

Uses

Used in Pharmaceutical Industry:
1-[4-(1H-PYRAZOL-1-YL)PHENYL]ETHANONE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of novel drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 1-[4-(1H-PYRAZOL-1-YL)PHENYL]ETHANONE is employed as a precursor in the production of agrochemicals, aiding in the creation of compounds that can enhance crop protection and yield.
Used in Organic Synthesis:
1-[4-(1H-PYRAZOL-1-YL)PHENYL]ETHANONE is utilized as a versatile building block in organic synthesis, enabling the formation of a wide range of organic compounds for various applications, including the development of new materials and the improvement of existing ones.
Used in Chemical Research:
As a compound with unique chemical properties, 1-[4-(1H-PYRAZOL-1-YL)PHENYL]ETHANONE is used in chemical research to explore its reactivity, investigate its potential applications, and understand its behavior in various chemical reactions, thereby contributing to the advancement of scientific knowledge in the field of chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 25699-98-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,6,9 and 9 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 25699-98:
(7*2)+(6*5)+(5*6)+(4*9)+(3*9)+(2*9)+(1*8)=163
163 % 10 = 3
So 25699-98-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H10N2O/c1-9(14)10-3-5-11(6-4-10)13-8-2-7-12-13/h2-8H,1H3

25699-98-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(4-pyrazol-1-ylphenyl)ethanone

1.2 Other means of identification

Product number -
Other names 4`-(1-Pyrazolyl)acetophenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:25699-98-3 SDS

25699-98-3Relevant academic research and scientific papers

Two-pronged attack: Dual inhibition of Plasmodium falciparum M1 and M17 metalloaminopeptidases by a novel series of hydroxamic acid-based inhibitors

Mistry, Shailesh N.,Drinkwater, Nyssa,Ruggeri, Chiara,Sivaraman, Komagal Kannan,Loganathan, Sasdekumar,Fletcher, Sabine,Drag, Marcin,Paiardini, Alessandro,Avery, Vicky M.,Scammells, Peter J.,McGowan, Sheena

, p. 9168 - 9183 (2014)

Plasmodium parasites, the causative agents of malaria, have developed resistance to most of our current antimalarial therapies, including artemisinin combination therapies which are widely described as our last line of defense. Antimalarial agents with a novel mode of action are urgently required. Two Plasmodium falciparum aminopeptidases, PfA-M1 and PfA-M17, play crucial roles in the erythrocytic stage of infection and have been validated as potential antimalarial targets. Using compound-bound crystal structures of both enzymes, we have used a structure-guided approach to develop a novel series of inhibitors capable of potent inhibition of both PfA-M1 and PfA-M17 activity and parasite growth in culture. Herein we describe the design, synthesis, and evaluation of a series of hydroxamic acid-based inhibitors and demonstrate the compounds to be exciting new leads for the development of novel antimalarial therapeutics.

A post-synthetically modified metal-organic framework for copper catalyzed denitrative C-N coupling of nitroarenes under heterogeneous conditions

Maity, Tanmoy,Ghosh, Pameli,Das, Soma,Saha, Debraj,Koner, Subratanath

, p. 5568 - 5575 (2021/04/06)

Here we report, for the first time, the Ullmann C-N coupling reaction of nitroarenes which is achieved by using a copper containing metal-organic framework (MOF) catalyst under heterogenous conditions. The ready availability of nitroarenes and their low cost have made them ideal replacements for haloarenes as electrophilic coupling partners. Notably, the reaction protocol suppresses the by-product formation in the catalytic reaction. The catalyst has been designed and synthesized by two step post-synthesis functionalization of a MOF,viz.dabco MOF-1 with a -NH2functional group (DMOF-NH2). In the post-synthetic treatment, salicylaldehyde has been used for organic modification first and then copper(ii) was successfully incorporated onto the inner surface of the porous material. The hybrid porous solid thus obtained has been employed in the catalytic C-N coupling reaction of nitroarenes with a wide variety of amines under heterogeneous conditions, which displayed very high turnover frequencies (TOF) in catalytic reactions attesting its efficacy towards theN-arylation reaction.

Copper pyrithione (CuPT)-catalyzed/mediated amination and thioarylation of (hetero)aryl halides: A competition

Cao, Ningtao,Song, Bao,Xie, Jianwei,Zhang, Jie

, (2021/11/08)

A facile method for the synthesis of N-arylheterocycles and di(hetero)aryl sulfides under mild condition is described. In these transformations, copper pyrithione (CuPT) was used as the copper catalyst for C─N coupling, while served as catalyst and coupled partner for C─S coupling with high yields and broad substrate tolerance. The S-arylation process was also utilized for the construction of valuable bioactive 2-sulfonylpyridine 1-oxide derivatives.

L -(-) -Quebrachitol as a Ligand for Selective Copper(0)-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles

Zhou, Qifan,Du, Fangyu,Chen, Yuanguang,Fu, Yang,Sun, Wenjiao,Wu, Ying,Chen, Guoliang

, p. 8160 - 8167 (2019/06/28)

l-(-)-Quebrachitol (QCT) has been found as a ligand of copper powder for selective N-arylation of nitrogen-containing heterocycles with aryl halides. Furthermore, another potential catalytic system (copper powder/QCT/t-BuOK) was successfully adapted to unactivated aryl chlorides.

Cu(II)-catalyzed C-N coupling of (hetero)aryl halides and N-Nucleophiles promoted by α-benzoin oxime

Yuan, Chunling,Zhang, Lei,Zhao, Yingdai

, (2019/11/28)

We first reported the new application of a translate metal chelating ligand α-benzoin oxime for improving Cu-catalyzed C-N coupling reactions. The system could catalyse coupling reactions of (hetero)aryl halides with a wide of nucleophiles (e.g., azoles, piperidine, pyrrolidine and amino acids) in moderate to excellent yields. The protocol allows rapid access to the most common scaαolds found in FDA-approved pharmaceuticals.

α-d-Galacturonic Acid as Natural Ligand for Selective Copper-Catalyzed N-Arylation of N-Containing Heterocycles

Yuan, Chunling,Zhao, Yingdai,Zheng, Li

, p. 2173 - 2180 (2019/11/25)

The first application of α-d-galacturonic acid hydrate (GalA) is reported here, as a potential O-donor ligand. The C-N couplings of N-heterocycles with aryl halides or arylboronic acids could be readily conducted and exhibited good functional group tolerance with characters of selectivity. These N-Arylazoles allow rapid access to several pharmaceutical intermediates and can be easily transformed into a variety of other interesting scaffolds as well.

COMPOUNDS FOR INHIBITING TNIK AND MEDICAL USES THEREOF

-

Paragraph 531-534, (2019/08/29)

The present disclosure provides the compound having inhibitory property against TNIK having a specific chemical structure or its pharmaceutically acceptable salt. The present disclosure also provides a composition comprising the compound or its pharmaceutically acceptable salt. The present disclosure also provides a medical use of the compound, its salt or the composition comprising the compound or its pharmaceutically acceptable salt for treating or preventing cancer. The present disclosure also provides a method of treatment or prevention of cancer comprising administering the compound, its salt or the composition comprising the compound or its salt to a subject in need of such treatment or prevention.

Unique CuI-pyridine based ligands catalytic systems for N-arylation of indoles and other heterocycles

Taywade, Amol,Chavan, Snehal,Ulhe, Avinash,Berad, Baliram

supporting information, p. 1443 - 1453 (2018/06/01)

Two pyridine-based ligands (N-((pyridin-2-yl) methyl) pyridin-2-amine) L1 and (N-((pyridin-2-yl) methylene) pyridin-2-amine) L2 are explored in present work which are inexpensive, effective and environmentally benign in their properties. These have been utilized for C-N cross coupling reaction resulting in N-arylation. The N-arylation of indole, imidazole and triazole have been successfully carried out with different aryl and heteroaryl halides using these ligands.

Copper(I)-USY as a Ligand-Free and Recyclable Catalyst for Ullmann-Type O-, N-, S-, and C-Arylation Reactions: Scope and Application to Total Synthesis

Garnier, Tony,Danel, Mathieu,Magné, Valentin,Pujol, Anthony,Bénéteau, Valérie,Pale, Patrick,Chassaing, Stefan

, p. 6408 - 6422 (2018/05/31)

The copper(I)-doped zeolite CuI-USY proved to be a versatile, efficient, and recyclable catalyst for various Ullmann-type coupling reactions. Easy to prepare and cheap, this catalytic material enables the arylation and heteroarylation of diverse O-, N-, S-, and C-nucleophiles under ligand-free conditions while exhibiting large functional group compatibility. The facility of this catalyst to promote C-O bond formation was further demonstrated with the total synthesis of 3-methylobovatol, a naturally occurring diaryl ether of biological relevance. From a mechanistic viewpoint, two competitive pathways depending on the nature of the nucleophile and consistent with the obtained results have been proposed.

PURINONES AS UBIQUITIN-SPECIFIC PROTEASE 1 INHIBITORS

-

Paragraph 00245; 00266, (2017/06/12)

The application relates to inhibitors of USP1 useful in the treatment of cancers, and other USP1 associated diseases and disorders, having the Formula: (I), where R1, R2, R3, R3', R4, R5, X1, X2, X3, X4, and n are described herein.

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