20154-03-4 | Page 11 of 14 | pyrazoles-derivatives

Ojeda-Gomez, Claudia’s team published research in Archiv der Pharmazie (Weinheim, Germany) in 2014 | CAS: 20154-03-4

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.Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole

In 2014,Ojeda-Gomez, Claudia; Pessoa-Mahana, Hernan; Iturriaga-Vasquez, Patricio; Pessoa-Mahana, Carlos David; Recabarren-Gajardo, Gonzalo; Mendez-Rojas, Claudio published 《Synthesis and Biological Screening of Novel Indolalkyl Arenes Targeting the Serotonin Transporter》.Archiv der Pharmazie (Weinheim, Germany) published the findings.Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

A series of functionalized indolylalkylarenes were synthesized and their affinities for the serotonin transporter were investigated in vitro. Compounds I (R = H, F; R’ = 4-CF3Ph, 2-FBn, PhCH2CH2) were obtained by nucleophilic substitution of 3-(1H-indol-3-yl)propyl-4-methylbenzenesulfonates with a series of azaheterocycles. Compounds II (R = H, F; R’ = H, Cl, NO2) were prepared in a two-step sequence by reaction of 3-(1H-indol-3-yl)-2-methylpropanal with substituted 1,2-phenylenediamines. Compounds I (R = F; R’ = 4-CF3Ph, 2-FBn, PhCH2CH2) showed good binding affinities (Ki = 33.0, 48.0, and 17 nM, resp.). The other synthesized compounds showed moderate or no affinity in the binding studies. The experimental part of the paper was very detailed, including the reaction process of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole)

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

Swidorski, Jacob J.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2016 | CAS: 20154-03-4

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.HPLC of Formula: 20154-03-4

HPLC of Formula: 20154-03-4In 2016 ,《Inhibitors of HIV-1 attachment: The discovery and structure-activity relationships of tetrahydroisoquinolines as replacements for the piperazine benzamide in the 3-glyoxylyl 6-azaindole pharmacophore》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Swidorski, Jacob J.; Liu, Zheng; Yin, Zhiwei; Wang, Tao; Carini, David J.; Rahematpura, Sandhya; Zheng, Ming; Johnson, Kim; Zhang, Sharon; Lin, Pin-Fang; Parker, Dawn D.; Li, Wenying; Meanwell, Nicholas A.; Hamann, Lawrence G.; Regueiro-Ren, Alicia. The article contains the following contents:

6,6-Fused ring systems including tetrahydroisoquinolines and tetrahydropyrido[3,4-d]pyrimidines have been explored as possible replacements for the piperazine benzamide portion of the HIV-1 attachment inhibitor BMS-663068. In initial studies, the tetrahydroisoquinoline compounds demonstrate sub-nanomolar activity in a HIV-1 pseudotype viral infection assay used as the initial screen for inhibitory activity. Anal. of SARs and approaches to optimization for an improved drug-like profile are examined herein. The results came from multiple reactions, including the reaction of 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4HPLC of Formula: 20154-03-4)

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

Dago, Camille D.’s team published research in International Journal of Molecular Sciences in 2018 | CAS: 20154-03-4

In 2018,International Journal of Molecular Sciences included an article by Dago, Camille D.; Le Maux, Paul; Roisnel, Thierry; Brigaudeau, Christophe; Bekro, Yves-Alain; Mignen, Olivier; Bazureau, Jean-Pierre. Related Products of 20154-03-4. The article was titled 《Preliminary structure-activity relationship (SAR) of a novel series of pyrazole SKF-96365 analogues as potential store-operated calcium entry (SOCE) inhibitors》. The information in the text is summarized as follows:

From a series of [β-(phenylalkoxy)-(phenethyl)]-1H-pyrazolium hydrochloride as new analogs of SKF-96365, one has an interesting effect for endoplasmic reticulum (ER) Ca2+ release and store-operated Ca2+ entry (SOCE)(IC50 25 μM) on the PLP-B lymphocyte cell line. A successful resolution of (±) 1-phenyl-2-(1H-pyrazol-1-yl)ethan-1-ol was developed by using the method of “”half-concentration”” in the presence of (+)-(1S)- or (-)-(1R)-CSA. After reading the article, we found that the author used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Related Products of 20154-03-4)

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

Chekler, Eugene L. Piatnitski’s team published research in Journal of Medicinal Chemistry in 2014 | CAS: 20154-03-4

In 2014,Chekler, Eugene L. Piatnitski; Unwalla, Rayomond; Khan, Taukeer A.; Tangirala, Raghuram S.; Johnson, Mark; St. Andre, Michael; Anderson, James T.; Kenney, Thomas; Chiparri, Sue; McNally, Chris; Kilbourne, Edward; Thompson, Catherine; Nagpal, Sunil; Weber, Gregory; Schelling, Scott; Owens, Jane; Morris, Carl A.; Powell, Dennis; Verhoest, Patrick R.; Gilbert, Adam M. published 《1-(2-Hydroxy-2-methyl-3-phenoxypropanoyl)indoline-4-carbonitrile Derivatives as Potent and Tissue Selective Androgen Receptor Modulators》.Journal of Medicinal Chemistry published the findings.Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole The information in the text is summarized as follows:

We present a novel series of selective androgen receptor modulators (SARMs) which shows excellent biol. activity and phys. properties. 1-(2-Hydroxy-2-methyl-3-phenoxypropanoyl)-indoline-4-carbonitriles showed potent binding to the androgen receptor (AR) and activated AR-mediated transcription in vitro. Representative compounds demonstrated diminished activity in promoting the intramol. interaction between the AR carboxyl (C) and amino (N) termini. This N/C-termini interaction is a biomarker assay for the undesired androgenic responses in vivo. In orchidectomized rats, daily administration of a lead compound from this series showed anabolic activity by increasing levator ani muscle weight Importantly, minimal androgenic effects (increased tissue weights) were observed in the prostate and seminal vesicles, along with minimal repression of circulating LH (LH) levels and no change in the lipid and triglyceride levels. This lead compound completed a two week rat toxicol. study, and was well tolerated at doses up to 100 mg/kg/day, the highest dose tested, for 14 consecutive days. In the experiment, the researchers used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole)

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

Markitanov, Yuriy N.’s team published research in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2021 | CAS: 20154-03-4

《[3+2] Cycloaddition reactions of 1-substituted 3,3,3-trifluoropropenes with diazo compounds and nitrilimines – synthesis of pyrazolines and pyrazoles》 was written by Markitanov, Yuriy N.; Timoshenko, Vadim M.; Mykhaylychenko, Sergiy S.; Rusanov, Eduard B.; Khyzhan, Alexandr I.; Shermolovich, Yuriy G.. Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazoleThis research focused ontrifluoropropene diazo compound cycloaddition; pyrazole preparation. The article conveys some information:

1,3-Dipolar cycloaddition reactions of 3,3,3-trifluoropropene derivatives containing a sulfonyl, sulfamide or sulfoximine substituent in position 1 with diazomethane proceed with the formation of 3-substituted 4-(trifluoromethyl)-4,5-dihydro-1H-pyrazoles and 3-(trifluoromethyl)-1H-pyrazole, whereas reactions with Et diazoacetate and 2,2,2-trifluorodiazoethane lead to the formation of isomeric 5(3)-substituted 4-trifluoromethyl-3,4(4,5)-dihydro-2(1)H-pyrazoles and 4-substituted 5-(trifluoromethyl)-4,5-dihydro-1Hpyrazoles, the stability of which depends on the nature of the heteroat. substituent. The cycloaddition of 1-sulfonyl- and 1-sulfamoylsubstituted derivatives of 3,3,3-trifluoropropene to C-carbethoxy-N-phenylnitrilimine gives rise to 4-substituted Et 1-phenyl-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazole-3-carboxylates and Et 1-phenyl-4-(trifluoromethyl)-1H-pyrazole-3-carboxylate.3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Recommanded Product: 3-(Trifluoromethyl)-1H-pyrazole) was used in this study.

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

Avelar Bonilla, Gabriela M.’s team published research in Journal of Chemical & Engineering Data in 2019 | CAS: 20154-03-4

《Solubility of Water in Aprotic Heterocyclic Anion (AHA) Ionic Liquids》 was written by Avelar Bonilla, Gabriela M.; Morales-Collazo, Oscar; Brennecke, Joan F.. Product Details of 20154-03-4This research focused onwater solubility LLE aprotic tetraalkylphosphonium ionic liquid heterocyclic anion. The article conveys some information:

The hydrophobic-hydrophilic character of a series of 15 tetra-alkylphosphonium ionic liquids with aprotic heterocyclic anions (AHAs) was studied by measuring their liquid-liquid equilibrium with water. Specifically, the solubility of water in the ionic-liquid-rich phase was determined at room temperature by Karl Fischer titration The effect of the tetra-alkyl-phosphonium cation was studied by varying the alkyl chain length; as expected, hydrophobicity increases with increasing alkyl chain length. The effect of the anion was studied by pairing the tetra-alkyl-phosphonium cation with different AHAs and by adding different substituents on the anion. The anion nature, basicity, and electron withdrawing effect of different substituents proved to have a significant impact on the IL’s hydrophobicity. Changes in the alkyl chain length of the cation and the nature of the anion are able to tune the solubility of water in the ILs over an order of magnitude. After reading the article, we found that the author used 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Product Details of 20154-03-4)

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

Alexandre, Francois-Rene’s team published research in Bioorganic & Medicinal Chemistry Letters in 2015 | CAS: 20154-03-4

In 2015,Alexandre, Francois-Rene; Brandt, Guillaume; Caillet, Catherine; Chaves, Dominique; Convard, Thierry; Derock, Michel; Gloux, Damien; Griffon, Yann; Lallos, Lisa; Leroy, Frederic; Liuzzi, Michel; Loi, Anna-Giulia; Moulat, Laure; Musiu, Chiara; Parsy, Christophe; Rahali, Houcine; Roques, Virginie; Seifer, Maria; Standring, David; Surleraux, Dominique published 《Synthesis and antiviral evaluation of a novel series of homoserine-based inhibitors of the hepatitis C virus NS3/4A serine protease》.Bioorganic & Medicinal Chemistry Letters published the findings.Synthetic Route of C4H3F3N2 The information in the text is summarized as follows:

We disclose here the synthesis of a series of macrocyclic HCV protease inhibitors, where the homoserine linked together the quinoline P2′ motif and the macrocyclic moiety. These compounds exhibit potent inhibitory activity against HCV NS3/4A protease and replicon cell based assay. Their enzymic and antiviral activities are modulated by substitutions on the quinoline P2′ at position 8 by Me and halogens and by small heterocycles at position 2. The in vitro structure activity relationship (SAR) studies and in vivo pharmacokinetic (PK) evaluations of selected compounds are described herein. In the experimental materials used by the author, we found 3-(Trifluoromethyl)-1H-pyrazole(cas: 20154-03-4Synthetic Route of C4H3F3N2)

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

14-Sep-21 News Extended knowledge of 20154-03-4

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(Trifluoromethyl)-1H-pyrazole, and friends who are interested can also refer to it.

Reference of 20154-03-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 20154-03-4 name is 3-(Trifluoromethyl)-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 1: Preparation of 4-iodo-3-(truoromethyl)-1H-pyrazole. To a solution of 3- (trifluoromethyl)-1H-pyrazole (500 mg, 3.7 mmol) in 50percent 112S04 at 0 °C was added MS (992 mg, 4.4 mmol). The suspension was stirred at 0°C for 10 mm and then at r.t. for 3 hr. The resulting mixture was quenched with water (50 mL), and then stirred overnight. The precipitate was collected by filtration and dried to afford 4-iodo-3-(trifluoromethyl)-1H-pyrazole.LC-MS:m/z 263 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(Trifluoromethyl)-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; KONTEATIS, Zenon D.; POPOVICI-MULLER, Janeta; TRAVINS, Jeremy M.; ZAHLER, Robert; CAI, Zhenwei; ZHOU, Ding; WO2015/3640; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

6-Sep-21 News Research on new synthetic routes about 20154-03-4

The synthetic route of 3-(Trifluoromethyl)-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Related Products of 20154-03-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

NaH (33.08 g (19.85 mol, 60 percent) was washed with n-hexane, then dry DMF (500 mL) was added drop wise under N2 atmosphere and the mixture was stirred well. A solution of 3- (trif luoromethyl)- 1 H-pyrazole (75 g, 0.55 mol) in DMF (125 mL) was added drop wise under N2 atmosphere. Then a solution of 4-methoxylbenzyl chloride (86.3 g, 0.55 mol) in DMF (125 mL) was added drop wise and the overall reaction mixture was allowed to stir for 12 h at room temperature. Progress of the reaction was monitored by TLC (10 percent ethyl acetate/hexane, Rf~0.4). On completion of the reaction, the reaction contents were poured into ice water (500 mL) and the product was extracted with ethyl acetate (2 Chi 400 mL). The ethyl acetate layer was washed with 2N HCI (2 x 200ml). Then the contents were dried over sodium sulfate and concentrated under reduced pressure. The obtained crude was purified by CC with 10percent ethyl acetate/n-hexane to yield 1 -(4-methoxybenzyl)-3-(trifluoromethyl)-1 H- pyrazole as a brown colored liquid (98 g, 70 percent). 400 mL). The ethyl acetate layer was washed with 2N HCI (2 x 200ml). Then the contents were dried over sodium sulfate and concentrated under reduced pressure. The obtained crude was purified by CC with 10percent ethyl acetate/n-hexane to yield 1 -(4-methoxybenzyl)-3-(trifluoromethyl)-1 H- pyrazole as a brown colored liquid (98 g, 70 percent).

The synthetic route of 3-(Trifluoromethyl)-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; CHRISTOPH, Thomas; DAMANN, Nils; LESCH, Bernhard; BAHRENBERG, Gregor; SAUNDERS, Derek John; STOCKHAUSEN, Hannelore; KIM, Yong-Soo; KIM, Myeong-Seop; LEE, Jeewoo; WO2013/68464; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Sources of common compounds: 20154-03-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Trifluoromethyl)-1H-pyrazole, its application will become more common.

Related Products of 20154-03-4,Some common heterocyclic compound, 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, molecular formula is C4H3F3N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step c: NaH (33.08 g (19.85, 60percent), 1.5 eq) was added to small quantity of n-hexane and stirred well for 10 min. N-hexane was decanted, dry dimethylformamide (500 mL) was added drop wise under N2 atmosphere and stirred well. A solution of step-b product (75 g, 0.55 mol) in dimethylformamide (125 mL) was added drop wise under N2 atmosphere. Then a solution of 4-methoxylbenzoyl chloride (86.3 g, 0.55 mol, 1 equivalent) in dimethylformamide (125 mL) was added drop wise and the overall reaction mixture was allowed to stir for 12 h at room temperature. Progress of the reaction was monitored by TLC (10percent ethyl acetate in n-hexane). On completion of the reaction, reaction contents were poured into ice water (500 mL) and the product extracted with ethyl acetate (2?????400 mL). Then the contents were dried over sodium sulfate and concentrated under reduced pressure to yield the required product as a brown colored liquid (125 g, 88percent).

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; US2013/29962; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics