pyrazoles-derivatives

Complexing of copper(I) nitrate with pyrazole derivatives in acetonitrile and their interaction with oxygen was written by Myagchenko, A. P.;Motyagina, G. G.. And the article was included in Ukrainskii Khimicheskii Zhurnal (Russian Edition) in 1987.Product Details of 5334-39-4 This article mentions the following:

The complexing of Cu(NO₃) with 3(5)-methylpyrazoles and some primary amines was studied by potentiometric titration in MeCN under Ar atm. Introduction of these ligands has almost no effect on the elec. conductivity of the initial Ca(NO₃) solutions Solvent mols. are replaced by the added ligands to give 1:1 complexes. Complex stabilities are lower with primary amine ligands when both amine and pyrazole ligands have the same proton affinities since the amines can only act as σ donors. The increase in stability due to pyrazole π-dative bonding capability was calculated In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Product Details of 5334-39-4).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 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.Product Details of 5334-39-4

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

Novel facile synthesis of 2,2,4-substituted-1,2-dihydroquinolines via a modified Skraup reaction was written by Theoclitou, Maria-Elena;Robinson, Leslie A.. And the article was included in Tetrahedron Letters in 2002.Application of 3528-58-3 This article mentions the following:

A variety of 2,2,4-substituted-1,2-dihydroquinolines were synthesized from substituted anilines or aminoheterocycles and the corresponding ketones in good yield via the use of lanthanide catalysts and microwave technol. This method can be readily applied to the general synthesis of combinatorial libraries of dihydroquinolines. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Application of 3528-58-3).

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

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

High resolution carbon-13 nuclear magnetic resonance spectra of solid pyrazoles. Application to annular tautomerism was written by Faure, Robert;Vincent, Emile Jean;Rousseau, Andre;Claramunt, Rose Maria;Elguero, Jose. And the article was included in Canadian Journal of Chemistry in 1988.Quality Control of 3-Methyl-4-nitro-1H-pyrazole This article mentions the following:

Carbon-13 NMR spectroscopy in the solid state (cross polarization/magic angle spinning technique) is a very suitable method for studying the annular tautomerism of pyrazoles. In all the compounds studied, the tautomerism is frozen and the signals are well resolved except for 3,5-dimethyl-4-nitropyrazole, which shows broad signals. In the case of 4-substituted derivatives of 3(5)-methylpyrazoles, the tautomer present in the solid state is a 4-X-5 methylpyrazole. 3-Phenyl-5-methylpyrazole (4H or 4-methyl) is favored over the 3-methyl-5-phenyl-tautomer. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Quality Control of 3-Methyl-4-nitro-1H-pyrazole).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) 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.Quality Control of 3-Methyl-4-nitro-1H-pyrazole

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

Polarographic and electrochemical studies of some aromatic and heterocyclic nitro compounds. Part III: Electroreduction of mono- and dinitropyrazoles and -imidazoles was written by Dumanovic, D.;Jovanovic, J.;Suznjevic, D.;Erceg, M.;Zuman, P.. And the article was included in Electroanalysis in 1992.Product Details of 54210-32-1 This article mentions the following:

The reduction of mono- and dinitropyrazoles and of nitroimidazoles follows the general pattern of reduction of aromatic nitro compounds: the nitro group is reduced in a 4-electron step to a hydroxylamino group and the protonated form of the hydroxylamino group is – in the lower pH range – further reduced to an amine. This reduction differs from that of nitrobenzenes in participation of a 2nd hydrogen ion probably involved in protonation of the heterocyclic ring. This 2nd proton is for nitroimidazoles transferred before the uptake of the 1st electron, for nitropyrazoles probably after this uptake. The transfer of the 2nd electron is the potential determining step. The 2 sequences are H⁺, H⁺, e, H⁺, e, 2e, H⁺ and H⁺, e, H⁺, H⁺, e, 2e, H⁺, resp. For nitropyrazoles and nitroimidazoles without an alkyl substituent on the ring N, the reduction process is further complicated by the dissociation of the NH-group in the heterocyclic ring. For 1-alkyl-5-nitroimidazoles, for 4(5)-nitroimidazole and for N-unsubstituted-4- and 3(5)-nitropyrazoles (but not for 2-nitroimidazoles, 1-alkyl-4-nitroimidazoles and 1-alkylnitropyrazoles) the hydroxylamino derivative formed in the 1st 4-electron step undergoes a base catalyzed dehydration yielding a quinone-like ketimine. Easy reduction of this species results in alk. solutions in a limiting current which is significantly higher than corresponds to a 4-electron and limits to a 6-electron reduction Such dehydration reactions occur considerably faster for dihydroxylamino derivatives formed in the reduction of dinitropyrazoles resulting in 2 waves with total transfer of up to 12 electrons. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Product Details of 54210-32-1).

1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1) 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.Product Details of 54210-32-1

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

Facile, Fast and Safe Process Development of Nitration and Bromination Reactions Using Continuous Flow Reactors was written by Pelleter, Jacques;Renaud, Fabrice. And the article was included in Organic Process Research & Development in 2009.Category: pyrazoles-derivatives This article mentions the following:

Chemists working in a pilot plant often face safety issues during scale-up operations. With the help of emerging microfluidic applications and microdevices, running hazardous, highly exothermic or potentially unstable reactions can be easily transposed into a safe continuous flow mode. Potentially hazardous pyrazole nitration and the bromination of a variety of electron-rich heteroaromatic substrates were efficiently performed using an inexpensive and easily available system for bench chemists. Advantages of the continuous flow mode in organic synthetic chem. are illustrated by the large-scale production of raw materials under safe, green and reproducible conditions. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Category: pyrazoles-derivatives).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) 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 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.Category: pyrazoles-derivatives

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

Synthesis and biological activity of novel Pyrazolo[3,4-d]pyrimidin-4-one derivatives as potent antifungal agent was written by Wang, Wei;Cheng, Xiang;Cui, Xue;Xia, Dongguo;Wang, Ziqing;Lv, Xianhai. And the article was included in Pest Management Science in 2021.Synthetic Route of C11H11N3O2 This article mentions the following:

To promote the discovery and development of new fungicide with novel scaffolds or modes of action, a series of novel 5-(2-chloroethyl)-1-phenyl-6-(pyridin-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one derivatives I [R¹ = pyridin-3-yl, pyridin-4-yl, 2-chloropyridin-3-yl, etc.; R² = H, Me, F, Cl; R³ = H, Me] were synthesized and evaluated for their antifungal activities. The bioassay data showed that compound I [R¹ = 6-chloropyridin-3-yl, R² = Cl, R³ = H] (EC₅₀ = 1.93 mg L^-1) was superior to boscalid (EC₅₀ = 6.71 mg L^-1) against Valsa mali. Chiral groups was introduced on the structure of cmpnd. I [R¹ = 6-chloropyridin-3-yl, R² = Cl, R³ = H] and two chiral configurations were resp. synthesized, which were (R/S) I [R¹ = 2-chloropyridin-3-yl, R² = Cl, R³ = Me]. Surprisingly, cmpnd. (S) I [R¹ = 2-chloropyridin-3-yl, R² = Cl, R³ = Me] showed significant antifungal activities against Valsa mali and Physalospora piricola with EC₅₀ values of 0.22 and 0.55 mg L^-1. Physiol. and biochem. studies showed that the primary action mechanism of compound (S) I [R¹ = 2-chloropyridin-3-yl, R² = Cl, R³ = Me] on Valsa mali may involve changing mycelial morphol. and increasing cell membrane permeability. These results demonstrated that cmpnd. (S) I [R¹ = 2-chloropyridin-3-yl, R² = Cl, R³ = Me] was modified as fungicide and provided a valuable reference for antifungal agents with pyrazolo[3,4-d]pyrimidin-4-one skeleton. In the experiment, the researchers used many compounds, for example, 5-Amino-1-(p-tolyl)-1H-pyrazole-4-carboxylic acid (cas: 14678-93-4Synthetic Route of C11H11N3O2).

5-Amino-1-(p-tolyl)-1H-pyrazole-4-carboxylic acid (cas: 14678-93-4) 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. 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.Synthetic Route of C11H11N3O2

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

Zinc(II) complexes with heterocyclic ether, acid and amide. Crystal structure, spectral, thermal and antibacterial activity studies was written by Jablonska-Wawrzycka, Agnieszka;Rogala, Patrycja;Czerwonka, Grzegorz;Hodorowicz, Maciej;Stadnicka, Katarzyna. And the article was included in Journal of Molecular Structure in 2016.COA of Formula: C6H9N3O This article mentions the following:

The reaction of zinc salts with heterocyclic ether (1-ethoxymethyl-2-methylimidazole (1-ExMe-2-MeIm)), acid (pyridine-2,3-dicarboxylic acid (2,3-pydcH₂)) and amide (3,5-dimethylpyrazole-1-carboxamide (3,5-DMePzCONH₂)) yielded three new zinc complexes formulated as [Zn(1-ExMe-2-MeIm)₂Cl₂] (1), fac-[Zn(H₂O)₆][Zn(2,3-pydcH)₃]₂ (2) and [Zn(3,5-DMePz)₂(NCO)₂] (3). Complexes of 1 and 3 are four-coordinated with a tetrahedron as coordination polyhedron. However, compound 2 forms an octahedral cation-anion complex. The complex 3 was prepared by eliminating of the carboxamide group from the ligand and then the 3,5-dimethylpyrazole (3,5-DMePz) and isocyanates formed were employed as new ligands. The IR and x-ray studies confirmed a bidentate fashion of coordination of the 2,3-pydcH and monodentate fashion of coordination of the 1-ExMe-2-MeIm and 3,5-DMePz to the Zn(II) ions. The crystal packing of Zn(II) complexes are stabilized by intermol. classical hydrogen bonds of O-H···O and N-H···O types. The most interesting feature of the supramol. architecture of complexes is the existence of C-H···O, C-H···Cl and C-H···π interactions and π···π stacking, which also contributes to structural stabilization. The correlation between crystal structure and thermal stability of zinc complexes is observed In all compounds the fragments of ligands donor-atom containing go in the last steps. Addnl., antimicrobial activities of compounds were carried out against certain Gram-pos. and Gram-neg. bacteria and counts of CFU (colony forming units) were also determined The achieved results confirmed a significant antibacterial activity of some tested zinc complexes. From the Δ log CFU values the antibacterial activity of zinc complexes follows the order: 3 > 2 > 1. Influence a number of N-donor atoms in zinc environment on antibacterial activity is also observed In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5COA of Formula: 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 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.COA of Formula: C6H9N3O

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

5-Cyanopyrimidine Derivatives as a Novel Class of Potent, Selective, and Orally Active Inhibitors of p38α MAP Kinase was written by Liu, Chunjian;Wrobleski, Stephen T.;Lin, James;Ahmed, Gulzar;Metzger, Axel;Wityak, John;Gillooly, Kathleen M.;Shuster, David J.;McIntyre, Kim W.;Pitt, Sidney;Shen, Ding Ren;Zhang, Rosemary F.;Zhang, Hongjian;Doweyko, Arthur M.;Diller, David;Henderson, Ian;Barrish, Joel C.;Dodd, John H.;Schieven, Gary L.;Leftheris, Katerina. And the article was included in Journal of Medicinal Chemistry in 2005.Recommanded Product: 3528-58-3 This article mentions the following:

A novel class of 5-cyanopyrimidine-based inhibitors of p38α MAP kinase has been investigated. Analogs optimized through SAR iterations display low nanomolar enzymic and cellular activity. The in vivo efficacy of this class of p38 inhibitors was demonstrated by 3a and 3b (>50% reduction in TNF levels when orally dosed at 5 mg/kg, 5 h prior to LPS administration in an acute murine model of inflammation). For 3a and 3b, the previously identified N-methoxybenzamide moiety (1) was replaced with N-(isoxazol-3-yl)benzamide, thereby providing increased metabolic stability. Cyanopyrimidine 3a demonstrated 100% oral bioavailability in mouse. High p38 kinase selectivity vs. over 20 kinases was observed for analog 3b. Direct hydrogen bonding of the cyano nitrogen of the 5-cyanopyrimidine core to the backbone NH of Met109 was confirmed by x-ray crystallog. anal. of 3a bound to p38α. 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. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor–donor motifs, whether as a monocyclic ring or as a fused indazole ring. 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

Derivatives of 1-pyrazole carboxylic acid. I. Synthesis of certain 1-pyrazolecarbonyl chlorides was written by Brzozowski, Zdzislaw;Magielka, Stanislaw. And the article was included in Acta Poloniae Pharmaceutica in 1981.Product Details of 15953-73-8 This article mentions the following:

Fifteen acid chlorides I (R = H, Me, Et; R¹ = H, Me, Et, Pr, Bu, PhCH₂ Cl; R² = H and Me) were prepared in 87-98% yield from the corresponding 1H– pyrazoles and COCl₂ in PhMe. Three I were converted into the corresponding amides by reaction with NH₃(g) in Et₂O. The mass spectral fragmentation of 3-ethyl-4-methyl-1-pyrazole carboxamide is presented. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Product Details of 15953-73-8).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor–donor motifs, whether as a monocyclic ring or as a fused indazole ring. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Product Details of 15953-73-8

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

4-[3(5)-Pyrazolyl]pyridinium salts. A new class of hypoglycemic agents was written by Bauer, Victor J.;Dalalian, Harry P.;Fanshawe, William J.;Safir, S. R.;Tocus, E. C.;Boshart, C. R.. And the article was included in Journal of Medicinal Chemistry in 1968.Quality Control of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine This article mentions the following:

A series of 4-[3(5)-pyrazolyl]pyridinium salts (I) was synthesized. Many of these compounds display interesting hypoglycemic activity in alloxandiabetic mice; a structure-activity relationship is derived. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Quality Control of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine).

2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. 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.Quality Control of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine

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