Tag: 200-300

Molybdenum-silver co-catalyzed cycloaddition of alkynes with N-isocyanoiminotriphenylphosphorane (NIITP): An efficient strategy for the synthesis of monosubstituted pyrazoles was written by Mi, Pengbing;Lang, Jiajia;Lin, Shaojian. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Safety of 3-(4-Bromophenyl)-1H-pyrazole This article mentions the following:

A new molybdenum-silver co-catalyzed [3+2]-cycloaddition of alkynes RCCH (R = 4-FC₆H₄, cyclopentyl, pyridin-2-yl, etc.) with N-isocyanoiminotriphenylphosphorane (NIITP) is described. The NIITP serves as a non-toxic, facile “CN-N” source. Over 30 substrates were successfully converted to the desired pyrazole compounds I in good to excellent yields. In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9Safety of 3-(4-Bromophenyl)-1H-pyrazole).

3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Safety of 3-(4-Bromophenyl)-1H-pyrazole

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

The N-alkylation and N-arylation of unsymmetrical pyrazoles was written by Grimmett, M. Ross;Lim, K. H. Richard;Weavers, Rex T.. And the article was included in Australian Journal of Chemistry in 1979.Name: 3-(4-Bromophenyl)-1H-pyrazole This article mentions the following:

Unsym. pyrazoles with alkyl, aryl, nitro and carboxyl substituents at C-3 or C-5 were methylated with Me₂SO₄-MeOH, Me₂SO₂ in basic medium, and with CH₂N₂. The ratios of the isomeric N-methylpyrazoles were determined by NMR and gas liquid chromatog. The modified Ullmann phenylation was also applied to these pyrazoles. Product orientations involve considerations of electronic and steric effects, the possible intermediacy of quaternary salts, and the likelihood that the dominant tautomer is reacting. In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9Name: 3-(4-Bromophenyl)-1H-pyrazole).

3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.Name: 3-(4-Bromophenyl)-1H-pyrazole

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

New pentahydroxypentylpyrazoles from the reactions of D-mannose and D-galactose methylhydrazones with nitroalkenes was written by Gomez-Guillen, Manuel;Hans-Hans, Felisa;Lassaletta Simon, Jose Maria;Martin-Zamora, Maria Eloisa. And the article was included in Carbohydrate Research in 1989.Application In Synthesis of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid This article mentions the following:

Reaction of methylhydrazones I (R = OH, R¹ = H; R = H, R¹ = OH) with nitroalkenes O₂NCR²:CHR³ (R² = H, Me, R³ = Ph; R² = H, Me, R³ = p-tolyl) in DMF-H₂O gave 50-75% the corresponding pyrazoles II. Structures of II were confirmed by O-acetylation, oxidation of the side-chain to CHO or CO₂H groups, and UV and NMR spectral studies. In the experiment, the researchers used many compounds, for example, 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8Application In Synthesis of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid).

1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazoles and pyrimidines have diverse biological and pharmacological activities. There are a number of antimicrobial compounds containing pyrazole moiety as the core unit. Pyrazofurin is important antimicrobial drug and 2-methylpyrimidine-4-ylamine derivatives I and II were found to be effective inhibitors of Escherichia coli PDHc-E1 with antibacterial and antifungal activity.Application In Synthesis of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid

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

Development of a high-throughput screening analysis for 288 drugs and poisons in human blood using Orbitrap technology with gas chromatography-high resolution accurate mass spectrometry was written by Pan, Meiru;Xiang, Ping;Yu, Zhiguo;Zhao, Yunli;Yan, Hui. And the article was included in Journal of Chromatography A in 2019.SDS of cas: 73387-46-9 This article mentions the following:

The screening anal. for drugs and poisons always symbolizes the capabilities of a forensic laboratory Due to the rapid emergence of new compounds in clin. and forensic intoxication cases, sensitive and specific methods are necessary for the screening of wide range of target compounds A novel high-throughput screening method has been developed for the toxicol. anal. of 288 drugs and poisons in human blood using Orbitrap technol. with gas chromatog.-high resolution mass spectrometry (GC-HRMS). This method allows for the fast detection and identification of high-throughput forensically important drugs and poisons, e.g., drugs of abuse (cocaine, amphetamines, synthetic cannabinoids, opiates, hallucinogen), sedative-hypnotics, antidepressants, non-steroidal anti-inflammatory drugs, pesticides (acaricides, fungicides, insecticides, nematicides), and cardiovascular agents in one single GC-Q Exactive run. After a simple extraction with Et ether and buffer, following centrifugation, the supernatant was injected into the system. For detection, spiked blood samples were analyzed by Orbitrap-GC-HRMS using an electrospray ionization in full scan mode with a scan range from 40 to 650 (m/z). The identification of drugs and poisons in the samples was carried out by searching the accurate mol. mass of characteristic fragment ions, ion rations and retention time (RT) against the inhouse library that the authors developed with 70 ev electron energy. The limit of detection (LOD) for most compounds (249 in a total of 288 compounds) was below 100 ng/mL. For selectivity, no substances have been identified in drug-free blood samples from six different sources, and the method was suitable for the recovery and the carryover. The coefficient of variation (CV) of the RTs was below 0.99% in all reproducibility experiments Mass accuracy was always better than 3 ppm, corresponding to a maximum mass error of 1.04 millimass units (mmu). The developed method was applied to 136 real samples from forensic cases, demonstrating its suitability for the sensitive and fast screening of high-throughput drugs in human blood samples. In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9SDS of cas: 73387-46-9).

3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9) belongs to pyrazole derivatives. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.SDS of cas: 73387-46-9

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

Fe(II)-Catalyzed Isomerization of 5-Chloroisoxazoles to 2H-Azirine-2-carbonyl Chlorides as a Key Stage in the Synthesis of Pyrazole-Nitrogen Heterocycle Dyads was written by Mikhailov, Kirill I.;Galenko, Ekaterina E.;Galenko, Alexey V.;Novikov, Mikhail S.;Ivanov, Alexander Yu.;Starova, Galina L.;Khlebnikov, Alexander F.. And the article was included in Journal of Organic Chemistry in 2018.Product Details of 73387-46-9 This article mentions the following:

2-(1H-Pyrazol-1-ylcarbonyl)-2H-azirines were synthesized by in situ trapping of 2H-azirine-2-carbonyl chlorides, generated by Fe(II)-catalyzed isomerization of 5-chloroisoxazoles, with pyrazoles. According to DFT calculations, the selectivity of nucleophilic substitution at the carbonyl group of 2H-azirine-2-carbonyl chloride by a pyrazole nucleophile, which is a mixture of two tautomers, is controlled by thermodn. factors. 2-(1H-Pyrazol-1-ylcarbonyl)-2H-azirines, e.g., I (X-rays single crystal structure shown), are excellent precursors for the preparation of two other pyrazole-nitrogen heterocycle dyads: 5-(1H-pyrazol-1-yl)oxazoles by photolysis and 1-(1H-pyrrol-2-ylcarbonyl)-1H-pyrazoles by a Ni(II)-catalyzed reaction with 1,3-dicarbonyl compounds 5-(1H-Pyrazol-1-yl)oxazoles show strong emission in acetonitrile at 360-410 nm with high quantum yields. In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9Product Details of 73387-46-9).

3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Product Details of 73387-46-9

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

Design and Evaluation of Bispidine-Based SARS-CoV-2 Main Protease Inhibitors was written by Shcherbakov, Dmitriy;Baev, Dmitriy;Kalinin, Mikhail;Dalinger, Alexander;Chirkova, Varvara;Belenkaya, Svetlana;Khvostov, Aleksei;Krut’ko, Dmitry;Medved’ko, Aleksei;Volosnikova, Ekaterina;Sharlaeva, Elena;Shanshin, Daniil;Tolstikova, Tatyana;Yarovaya, Olga;Maksyutov, Rinat;Salakhutdinov, Nariman;Vatsadze, Sergey. And the article was included in ACS Medicinal Chemistry Letters in 2022.Safety of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid This article mentions the following:

For the first time, derivatives of 3,7-diazabicyclo[3.3.1]nonane (bispidine) were proposed as potential inhibitors of the SARS-CoV-2 main viral protease (3-chymotrypsin-like, 3CLpro). Based on the created pharmacophore model of the active site of the protease, a group of compounds were modeled and tested for activity against 3CLpro. The 3CLpro activity was measured using the fluorogenic substrate Dabcyl-VNSTLQSGLRK(FAM)MA; the efficiency of the proposed approach was confirmed by comparison with literature data for ebselen and disulfiram. The results of the experiments performed with bispidine compounds showed that 14 compounds exhibited activity in the concentration range 1-10μM, and 3 samples exhibited submicromolar activity. The structure-activity relationship studies showed that the mols. containing a carbonyl group in the ninth position of the bicycle exhibited the maximum activity. Based on the exptl. and theor. results obtained, further directions for the development of this topic were proposed. In the experiment, the researchers used many compounds, for example, 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8Safety of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid).

1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Safety of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid

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

Pyrazole carboxamides and carboxylic acids as protein kinase inhibitors in aberrant eukaryotic signal transduction: Induction of growth arrest in MCF-7 cancer cells was written by Persson, Tobias;Yde, Christina W.;Rasmussen, Jakob E.;Rasmussen, Tine L.;Guerra, Barbara;Issinger, Olaf-Georg;Nielsen, John. And the article was included in Organic & Biomolecular Chemistry in 2007.HPLC of Formula: 10199-53-8 This article mentions the following:

Densely functionalized pyrazolecarboxamides, e.g. I, and pyrazolecarboxylic acids were prepared through saponification and transamidation of ester-functionalized pyrazoles. This synthetic protocol allowed for three diversifying steps in which appendages on the pyrazole scaffold were adjusted to optimize inhibition of protein kinases. Thirty-five analogs were tested in CK2, AKT1, PKA, PKCα, and SAPK2a (p38) kinase inhibition bioassays. Blocking of these kinases may lead to effective therapies for treating inflammatory diseases and cancer. In order to investigate potential biol. activity, MCF-7 human breast cancer cells were incubated with the most promising derivatives Two analogs caused changes in MCF-7 cell growth, one of them through cell cycle arrest demonstrated by cell cycle anal. In the experiment, the researchers used many compounds, for example, 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8HPLC of Formula: 10199-53-8).

1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.HPLC of Formula: 10199-53-8

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

Proton magnetic resonance studies of pyrazoles was written by Tensmeyer, L. G.;Ainsworth, C.. And the article was included in Journal of Organic Chemistry in 1966.Application of 10199-53-8 This article mentions the following:

4-Proton chem. shift data for 54 pyrazoles are correlated in the empirical equation δ4 = δ4(s) + α₁ + α₃ + α₅, where δ4(s) is a constant for each solvent, and α₁, α₃, and α₅ are empirical constants that represent the effect of replacing a methyl substituent by another group at positions 1, 3, and 5 of the pyrazole nucleus. The equation can be used for isomer identification and for the study of tautomers. The α constants of the equation are correlated with Hammett σ constants In the N.M.R. spectra, a phenyl group attached to a pyrazole ring appears as a multiplet resonance unless a substituent is α to it. Under the latter condition the phenyl resonance is a singlet. Chem. shift data are used to distinguish relative coplanarity of the phenyl and pyrazole rings. Ring proton coupling constants of pyrazoles are discussed. In the experiment, the researchers used many compounds, for example, 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8Application of 10199-53-8).

1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. Pyrazoles and pyrimidines have diverse biological and pharmacological activities. There are a number of antimicrobial compounds containing pyrazole moiety as the core unit. Pyrazofurin is important antimicrobial drug and 2-methylpyrimidine-4-ylamine derivatives I and II were found to be effective inhibitors of Escherichia coli PDHc-E1 with antibacterial and antifungal activity.Application of 10199-53-8

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

K₂CO₃-Promoted Pyrazoles Synthesis from 1,3-Dipolar Cycloaddition of N-Tosylhydrazones with Acetylene Gas was written by Li, Dongying;Qiu, Shanguang;Chen, Yuxue;Wu, Luyong. And the article was included in ChemistrySelect in 2020.Formula: C9H7BrN2 This article mentions the following:

A series of pyrazoles I (R¹ = Me, Ph, 4-(trifluoromethyl)phenyl, etc.; R² = H, Me, Ph, 4-chlorophenyl, etc.) was provided in mediate to good yields. The 1,3-dipolar cycloaddition of N-tosylhydrazones 2-R³-3-R⁴-4-R⁵-C₆H₂C(R⁶)=NNHS(O)₂(4-CH₃C₆H₄) [R³ = H, Me, OMe; R⁴ = H, Me, Br, Cl; R⁵ = H, Me, N(CH₃)₂, OMe, Br, CF₃, Cl; R⁶ = H, Me] (II) with acetylene gas on balloon was investigated. Bases and solvents were screened and K₂CO₃ was verified to be an efficient base to promote this process. DMSO gave the better result in the reaction of N-tosylhydrazones derived from aldehyde II (R⁶ = H), and NMP was a better suitable solvent in the reaction of ketone N-tosylhydrazones II (R⁶ = Me). This process was easy to handle and suitable to the industrial application. In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9Formula: C9H7BrN2).

3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Formula: C9H7BrN2

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

An NMR-guided screening method for selective fragment docking and synthesis of a warhead inhibitor was written by Khattri, Ram B.;Morris, Daniel L.;Davis, Caroline M.;Bilinovich, Stephanie M.;Caras, Andrew J.;Panzner, Matthew J.;Debord, Michael A.;Leeper, Thomas C.. And the article was included in Molecules in 2016.Recommanded Product: 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid This article mentions the following:

Selective hits for the glutaredoxin ortholog of Brucella melitensis are determined using STD NMR and verified by trNOE and ¹⁵N-HSQC titration The most promising hit, RK207, was docked into the target mol. using a scoring function to compare simulated poses to exptl. data. After elucidating possible poses, the hit was further optimized into the lead compound by extension with an electrophilic acrylamide warhead. We believe that focusing on selectivity in this early stage of drug discovery will limit cross-reactivity that might occur with the human ortholog as the lead compound is optimized. Kinetics studies revealed that lead compound 5 modified with an ester group results in higher reactivity than an acrylamide control; however, after modification this compound shows little selectivity for bacterial protein vs. the human ortholog. In contrast, hydrolysis of compound 5 to the acid form results in a decrease in the activity of the compound Together these results suggest that more optimization is warranted for this simple chem. scaffold, and opens the door for discovery of drugs targeted against glutaredoxin proteins – a heretofore untapped reservoir for antibiotic agents. In the experiment, the researchers used many compounds, for example, 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8Recommanded Product: 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid).

1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Recommanded Product: 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid

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