pyrazoles-derivatives

Synthesis and properties of 1,2-dihydro-4(3H)-quinazolinones was written by Khachatryan, D. S.;Belus, S. K.;Misyurin, V. A.;Baryshnikova, M. A.;Kolotaev, A. V.;Matevosyan, K. R.. And the article was included in Russian Chemical Bulletin in 2017.HPLC of Formula: 15953-73-8 This article mentions the following:

Herein, the modified preparative-scale method for the synthesis of 2-aryl 1,2-dihydro-4(3H)-quinazolinone derivatives by the reaction of new and com. available aromatic aldehydes with anthranilic acid amides has been described. A series of quinazolinone derivatives possessing anticancer and antiparasitic activities, as well as capable of preventing the progress of neurodegenerative diseases were characterized. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8HPLC of Formula: 15953-73-8).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) 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. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.HPLC of Formula: 15953-73-8

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

New Reaction Products of Acetylacetone with Semicarbazide Derivatives was written by Glukhacheva, Vera S.;Il’yasov, Sergey G.;Kazantsev, Igor V.;Shestakova, Elena O.;Il’yasov, Dmitri S.;Eltsov, Ilia V.;Nefedov, Andrey A.;Gatilov, Yuri V.. And the article was included in ACS Omega in 2021.Electric Literature of C6H9N3O This article mentions the following:

The reaction with acetylacetone resulted in monocyclic 3,5-dimethyl-N-nitropyrazole-1-carboxamide, monocyclic 5-hydroxy-3,5-dimethyl-2-pyrazoline, and bicyclic bis(3,5-dimethylpyrazole-1-carbonyl)hydrazine, and conditions for the formation of acetone semicarbazone were identified. The structures of the resultant compounds were validated by physicochem. anal. methods, including X-ray diffraction. The computer-aided screening in the PASS prediction software discovered a high biol. activity of the newly obtained compounds In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Electric Literature of C6H9N3O).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) 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 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.Electric Literature of C6H9N3O

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

Halogenation of pyrazoles using N-halosuccinimides in CCl₄ and in water was written by Zhao, Zhi-Gang;Wang, Zhong-Xia. And the article was included in Synthetic Communications in 2007.HPLC of Formula: 15953-73-8 This article mentions the following:

Reaction of pyrazoles with N-halosuccinimides (NXS, X = Br, Cl) in either CCl₄ or water gave 4-halopyrazoles in excellent yields. The reaction was carried out under mild conditions and did not require any catalysts or special precautions. The reaction provides an efficient method for C(4) halogenation of pyrazoles. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8HPLC of Formula: 15953-73-8).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) 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. 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.HPLC of Formula: 15953-73-8

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

Novel synthesis of new 5,7-disubstituted-2-alkyl/arylamino-4H-pyrazolo[4,5-e][1,3,4]thiadiazines and 4,6-disubstituted-3-amino/anilino-2-alkyl/aryliminopyrazolo[3,4-d]thiazolines was written by Chande, Madhukar S.;Joshi, Rajesh D.. And the article was included in Indian Journal of Chemistry in 1995.Recommanded Product: 51395-52-9 This article mentions the following:

The title compounds have been prepared by reaction of substituted 4-bromopyrazolin-5-ones with thiosemicarbazides. An alternate unambiguous synthesis of pyrazolo[3,4-d]thiazolines has been described. In the experiment, the researchers used many compounds, for example, 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9Recommanded Product: 51395-52-9).

4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9) 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. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.Recommanded Product: 51395-52-9

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

Metal pyrazolate polymers. Part 3. Synthesis and study of copper(I) and -(II) complexes of 4-Xdmpz (where X = H, Cl, Br, I, and CH₃ for Cu(I) and X = H, Cl, Br, and CH₃ for Cu(II); dmpz = 3,5-dimethylpyrazolate) was written by Ehlert, Martin K.;Storr, Alan;Thompson, Robert C.. And the article was included in Canadian Journal of Chemistry in 1992.Reference of 15953-73-8 This article mentions the following:

[Cu^I(4-Xdmpz)]₃ (X = H, Cl, Br, I, CH₃; Hdmpz = 3,5-dimethylpyrazole) and [Cu^II(4-Xdmpz)₂]_n (X = H, Cl, Br, CH₃) were synthesized and characterized. Qual. solubility, IR spectroscopic, and DSC studies are reported for all complexes. Mass spectra support trimeric formulations for the copper(I) complexes. Scanning electron micrographs and powder x-ray diffractograms were recorded for the copper(II) compounds Electronic and EPR spectroscopic studies as well as magnetic susceptibility studies from 2 to 300 K are also reported for the copper(II) compounds, which are proposed to have polymeric chain structures. The magnetic data reveal strong antiferromagnetic interactions in all four of the copper(II) compounds The data were analyzed employing an isotropic Heisenberg model for antiferromagnetic coupling in extended chain polymers. Values of the exchange coupling constant, J, are determined as -58, -61, -66, and -66 cm^-1 for the X = H, CH₃, Cl, and Br complexes resp. The X = Cl compound exhibits an abrupt decrease in magnetic susceptibility below 40 K and possible causes of this anomalous behavior are discussed. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Reference of 15953-73-8).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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.Reference of 15953-73-8

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

Optimization of physicochemical properties for 4-anilinoquinazoline inhibitors of trypanosome proliferation was written by Woodring, Jennifer L.;Bachovchin, Kelly A.;Brady, Kimberly G.;Gallerstein, Mitchell F.;Erath, Jessey;Tanghe, Scott;Leed, Susan E.;Rodriguez, Ana;Mensa-Wilmot, Kojo;Sciotti, Richard J.;Pollastri, Michael P.. And the article was included in European Journal of Medicinal Chemistry in 2017.Recommanded Product: 3528-58-3 This article mentions the following:

Human African trypanosomiasis (HAT) is a deadly disease in need of new chemotherapeutics that can cross into the central nervous system. The authors previously reported the discovery of (NEU-617), a small mol. with activity against T. brucei bloodstream proliferation. Further optimization of NEU-617 to improve the physicochem. properties (LogP, LLE, [1], and MPO score) [2] have led us to twelve sub-micromolar compounds, most importantly the headgroup variants I and II, and the linker variant III. Although these 3 compounds had reduced potency compared to NEU-617, they all had improved LogP, LLE and MPO scores. Cross-screening these analogs against other protozoan parasites uncovered IV with potent activity towards T. brucei, T. cruzi and L. major, while four others compounds showed activity towards P. falciparum D6. This reinforces the effectiveness of lead repurposing for the discovery of new protozoan disease therapeutics. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Recommanded Product: 3528-58-3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) 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. 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: 3528-58-3

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

Synthesis and pharmacological screening of pyrazolopyridine compounds as anxiolytics was written by Kushwah, Shruti;Prajapati, Krunal;Darji, Nilesh;Soni, Palak;Shah, Parita. And the article was included in International Journal of Pharmaceutical Research and Bio-Science in 2012.Name: 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

Amine and chloro derivatives of Et 4-substituted-6-phenyl-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate and carboxylic acid were synthesized using liquid ammonia and phosphorous oxychloride from 1-pentyl-5 amino pyrazole, resp. 3-Amino-2 substituted-4,7-dihydro-2H-Pyrazolo[4,3-c]pyridine-4,6-diol were synthesized from 3-cyanomethyl-4-cyano-5-amino-1-substituted pyrazole using active Me ene compound, Malononitrile and substituted hydrazine. Pyrazolo[3,4-b]pyridinone was synthesized from 3-amino-1-Ph pyrazolone and acetylacetone. Completion of reactions was checked by TLC using hexane:ethyl acetate as mobile phase. Reagents like Di-Et Benzoyl malonate & β-Cyano Ethylhydrazine were also synthesized. All the synthesized compounds were characterized by IR, Mass and NMR anal. & by m.p. & TLC phys. The synthesized compounds were tested using Elevated Plus Maze model. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Name: 1-Ethyl-1H-pyrazol-5-amine).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Name: 1-Ethyl-1H-pyrazol-5-amine

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

Application of a multi-SO₃H Bronsted acidic ionic liquid in water: a highly efficient and reusable catalyst for the regioselective and scaled-up synthesis of pyrazoles under mild conditions was written by Safaei, Shirin;Mohammadpoor-Baltork, Iraj;Khosropour, Ahmad Reza;Moghadam, Majid;Tangestaninejad, Shahram;Mirkhani, Valiollah;Kia, Reza. And the article was included in RSC Advances in 2012.Application In Synthesis of 3,5-Dimethyl-1H-pyrazole-1-carboxamide This article mentions the following:

An elegant and efficient procedure with exceptionally mild conditions for the regioselective synthesis of pyrazoles by the reaction of various 1,3-diketones and hydrazines/hydrazides using a multi-SO₃H Bronsted acidic room temperature ionic liquid as a powerful catalyst in aqueous media has been developed. The ionic liquid was easily separated from the reaction mixture and was recycled and used for at least six consecutive runs without any loss of activity. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Application In Synthesis of 3,5-Dimethyl-1H-pyrazole-1-carboxamide).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) 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 presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.Application In Synthesis of 3,5-Dimethyl-1H-pyrazole-1-carboxamide

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

Studies in the field of nitrogen heterocyclic compounds. Part XVI. A novel Dimroth type rearrangement of some 1-amino-2-pyridone derivatives was written by Balicki, Roman. And the article was included in Polish Journal of Chemistry in 1984.Safety of 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one This article mentions the following:

Cyclocondensation of RCOCH₂CO₂Et [R = Me, pyridyl, (substituted) Ph, CF₃, CO₂Et] with H₂NNHCOCH₂CN in EtOH/KOH gave the aminopyridone salts I (R¹ = K) (II). On treatment with acid, II (R = CF₃, CO₂Et), possessing strong electron-withdrawing groups at C-4, underwent the title rearrangement to give pyrazolopyridines III, whereas the other II gave the expected aminopyridones I (R¹ = H). The mechanism of the rearrangement is discussed. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0Safety of 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one).

3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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-(Trifluoromethyl)-1H-pyrazol-5(4H)-one

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

Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors was written by Yao, Haiyan;Guo, Quanping;Wang, Mengran;Wang, Rui;Xu, Zhaoqing. And the article was included in Bioorganic & Medicinal Chemistry in 2021.Product Details of 19959-77-4 This article mentions the following:

Based on a new pyrazole sulfonate synthetic method, a novel class of mols. with a basic structure of pyrazole N-aryl sulfonate have been designed and synthesized. The interest in conducting intensive research stems from quite evident anti-inflammatory effects exhibited by the compounds in preliminary animal experiments A series of compounds were synthesized by different substitutions of the R1, R2, and R3 groups. Within the series, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and Ph 5-methyl-3-(4-(trifluoromethyl) phenyl)-1H-pyrazole-1-sulfonate exhibited excellent anti-inflammatory activity (% inhibition of auricular edemas = 27.0 and 35.9, resp.); the in vivo analgesic activity of Ph 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate was confirmed to be effective (inhibition ratio of writhing = 50.7% and 48.5% sep.), and compounds Ph 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate , 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate were identified as selective COX-2 inhibitors (SI = 455, 10,497 and >189 severally). In Acute Oral Toxicity assays conducted in vivo, the LD 50 (LD50) of 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate to mice was >2000 mg/kg BW. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Product Details of 19959-77-4).

2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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.Product Details of 19959-77-4

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