pyrazoles-derivatives

Assembly of dinuclear copper(II) complexes based on a tridentate pyrazol-pyridine ligand: Crystal structures and magnetic properties was written by Yang, Feng-Lei;Zhu, Guang-Zhou;Liang, Bei-Bei;Shi, Yan-Hui;Li, Xiu-Ling. And the article was included in Polyhedron in 2017.Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine This article mentions the following:

Three dinuclear copper(II) complexes, [Cu₂(μ-L)₂X₂] (X = Cl^–, 1; X = NO₃^–, 2; X = CH₃COO^–, 3), were synthesized using the relevant Cu²⁺ salts with the tridentate ligand 2-(5-methyl-1H-pyrazol-3-yl)pyridine (HL) by a diffusion or solvothermal method. These compounds were all characterized by element analyses, IR and x-ray single-crystal diffraction. All the complexes afford a di-ligand-bridged Cu₂ unit, in which the two Cu²⁺ ions and the two ligands are almost coplanar. Each Cu²⁺ ion is chelated by the (N-N)_{pyridine-pyrazole} pocket and doubly bridged by the (N-N)_pyrazole groups, leaving the remaining coordination positions occupied by different anionic coligands to balance the charge. Magnetic investigations reveal that the τ values have more effect than the coplanarity of the Cu-(N:N)₂-Cu unit on the antiferromagnetic strength in this system. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Safety 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. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine

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

Chiral phosphoric acid-catalyzed enantioselective three-component aza-Diels-Alder reactions of aminopyrroles and aminopyrazoles was written by Brioche, Julien;Courant, Thibaut;Alcarez, Lilian;Stocks, Mark;Furber, Mark;Zhu, Jieping;Masson, Geraldine. And the article was included in Advanced Synthesis & Catalysis in 2014.Name: 3-Methyl-4-nitro-1H-pyrazole This article mentions the following:

A highly stereoselective three-component Povarov reaction, catalyzed by (R)- and (S)-BINOL hydrogen phosphate, was achieved for the first time with aminopyrroles and aminopyrazoles as 2-azadiene precursors. A variety of aldehydes, enecarbamates, amino-substituted azines participated in the reaction to afford the tetrahydropyrrolopyridines and tetrahydropyrazolopyridines in good yields with excellent diastereo- and enantioselectivities. A stereochem. model was proposed to account for the observed absolute stereochem. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Name: 3-Methyl-4-nitro-1H-pyrazole).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) 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. Pyrazole the presence of this nucleus in pharmacological agents of diverse therapeutic categories such as celecoxib, a potent anti-inflammatory, the antidepressant agent fezolamide have proved the pharmacological potential of the pyrazole moiety. Name: 3-Methyl-4-nitro-1H-pyrazole

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

Electron density distribution in-heterocyclic systems with two adjacent nitrogen atoms. V. Dipole moments of some halo, amino, and hydroxy derivatives of pyrazole was written by Hillers, S.;Mazeika, I.;Grandberg, I. I.;Gorbacheva, L. I.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1967.SDS of cas: 15953-73-8 This article mentions the following:

Dipole moments, μ, of 19 pyrazole (I) derivatives have been measured in C6H6 or dioxane at 25° and compared with those calculated The calculations were based on the geometrical structure of I determined by means of x-rays and the values of dipole moments of substituents were taken from the literature. The values found were (the substituents in I, solvent, μdetd. (D.), μcalcd. (D.) given): 1-phenyl-3-amino, C6H6, 1.85, 1.44; 1-phenyl-4-amino, C6H6, 2.36, 2.68; 1-phenyl-5-amino, C6H6, 3.34, 3.41; 1-phenyl-3-chloro, C6H6, 3.76, 3.49; 1-phenyl-4-chloro, C6H6, 2.28, 2.38; 1-phenyl-5-chloro, C6H6, 1.25, 0.51; 1-phenyl-4-bromo, C6H6, 2.28, 2.36; 1-phenyl-5-bromo, C6H6, 1.33, 0.48; 3,5-diphenyl-4-bromo, C6H6, 2.62, 2.49; 3,5-dimethyl-4-chloro, C6H6, 2.43, 2.51; 3,5-dimethyl-4-iodo, C6H6, 2.19, 2.21; 3,4-dibromo, C6H6, 4.66, 3.96; 3,4,5-tribromo, C6H6, 2.48, 3.05; 3,5-dimethyl-4-nitro, C6H6, 3.88, 3.54; 1-phenyl-3-hydroxy, dioxane, 2.18, -; 1-phenyl-4-hydroxy, dioxane, 2.43, -; 1-phenyl-5-hydroxy, dioxane, 3.41, -; 1-p-aminophenyl, C6H6, 2.97, 3.00; 1-p-hydroxyphenyl, dioxane, 2.71, 2.72. The difference between μdetd. and μcalcd. represents the interaction of substituents with the I nucleus, thus indicating the degree of the polarization of I nucleus as the function of the nature and position of substituents. Also, it was shown that I has an unsym. structure with a H atom bound to one N atom only. Since there are 2 possible tautomeric structures of 3,4-dibromopyrazole, it follows from the comparison of exptl. and calculated μ’s that it has the structure II. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8SDS of cas: 15953-73-8).

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

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

N,N’-Dioxide/Gadolinium(III)-Catalyzed Asymmetric Conjugate Addition of Nitroalkanes to α,β-Unsaturated Pyrazolamides was written by Yao, Qian;Wang, Zhen;Zhang, Yuheng;Liu, Xiaohua;Lin, Lili;Feng, Xiaoming. And the article was included in Journal of Organic Chemistry in 2015.Formula: C5H7ClN2 This article mentions the following:

A highly efficient N,N’-dioxide/Gd(III) complex has been developed for the enantioselective conjugate addition of nitroalkanes to α,β-unsaturated pyrazolamides. Under mild reaction conditions, a series of γ-nitropyrazolamides, e.g., I, were obtained in good to excellent yields (up to 99%) with excellent enantioselectivities (up to 99% ee). What’s more, the optically active products could be easily transformed into γ-nitroesters which were key intermediates for the preparation of paroxetine, pregabalin and boclofen. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Formula: C5H7ClN2).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. 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.Formula: C5H7ClN2

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

New ruthenium(II) complexes with pyridinopyrazole and pyridinopyrazoline ligands: structure study by proton, carbon-13, and ruthenium-99 NMR was written by Marzin, C.;Budde, F.;Steel, P. J.;Lerner, D.. And the article was included in New Journal of Chemistry in 1987.Application of 19959-77-4 This article mentions the following:

RuL₃²⁺ (I), Ru(bpy)L₂²⁺ (II) and Ru(bpy)₂L²⁺ (III) (bpy = 2,2′-bipyridine; L = pyridinopyrazoles and pyridinopyrazolines) were prepared; their study allows the evaluation of the ligand π-acceptor ability on the complex properties; especially ⁹⁹Ru NMR and Ru²⁺/Ru³⁺ oxidation potential measurements show a good π-acceptor behavior of 1 of the pyridinopyrazoline ligands. All II and III and most of I, emit at 77 K which is rather unusual; 1 of these gives rise to a double emission, possibly from 2 isomers. ¹H and ¹³C NMR studies show the presence of geometric isomers for I and II and of diastereoisomeric ones for I–III when L includes a pyrazoline unit. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Application of 19959-77-4).

2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Application of 19959-77-4

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

Calculation of one-electron reduction potentials for nitroheterocyclic hypoxia-selective agents was written by Beveridge, Allan J.;Williams, Mark;Jenkins, Terence C.. And the article was included in Journal of the Chemical Society, Faraday Transactions in 1996.Quality Control of 1-Methyl-3-nitro-1H-pyrazole This article mentions the following:

Theor. one-electron reduction potentials, E¹, have been determined for a set of eight nitroarene hypoxic cell radiosensitizers using a combination of classical statistical mechanics and quantum mech. methods. Gas-phase electron affinities were calculated using lab initio Hartree-Fock calculations and relative hydration energies were computed using the free energy perturbation (FEP) method. The results were used to estimate the relative one-electron reduction potentials for these mols. in solution In general, the computed results are in good agreement with experiment although further work is required by determine the limitations of the method. Nevertheless, the method shows sufficient promise to be of value in the rational design of improved oxidative agents for use as hypoxia-selective radiosensitizers and bioreductivity activated cytotoxins. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Quality Control of 1-Methyl-3-nitro-1H-pyrazole).

1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Quality Control of 1-Methyl-3-nitro-1H-pyrazole

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

Design, practical synthesis and biological evaluation of novel 6-(pyrazolylmethyl)-4-quinoline-3-carboxylic acid derivatives as HIV-1 integrase inhibitors was written by Hu, Liming;Yan, Song;Luo, Zaigang;Han, Xiao;Wang, Yujie;Wang, Zhanyang;Zeng, Chengchu. And the article was included in Molecules in 2012.Application of 15953-73-8 This article mentions the following:

A series of novel 6-(pyrazolylmethyl)-4-oxo-4H-quinoline-3-carboxylic acid derivatives bearing different substituents on the N-position of quinoline ring were designed and synthesized as potential HIV-1 integrase (IN) inhibitors, based on the structurally related GS-9137 scaffold. The structures of all new compounds were confirmed by ¹H-NMR, ¹³C-NMR and ESI (or HRMS) spectra. Detailed synthetic protocols and the anti-IN activity studies are also presented. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Application of 15953-73-8).

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

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

Selective method for the preparation of isomeric N-alkyl and N-aryl-3(5)-amino-5(3)-hydroxy-1H-pyrazole-1-carboxamides was written by Drummond, James T.;Johnson, Graham. And the article was included in Journal of Heterocyclic Chemistry in 1988.Recommanded Product: 934-48-5 This article mentions the following:

Aminoacylation of cyanohydrazides NCCHRCONHNH₂ (R = H, Et, octyl, Ph, CHPh₂) with 3,5-dimethyl-1H-pyrazole-1-carboxamide or isocyanates gave semicarbazides NCCHRCONHNHCONHR¹ (I, R = Et, octyl, CHPh₂, R¹ = H; R = H, R¹ = Me, CH₂CH₂Cl, C₆H₃Et₂-2,6, C₆H₄OPh-4; R = R¹ = H, Ph) in 23-96% yields. Cyclization of I with NaOH followed by HCl gave pyrazolecarboxamides II in 35-100% yields. Thermal isomerization of II in EtOAc gave isomeric pyrazolecarboxamides III. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Recommanded Product: 934-48-5).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. 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.Recommanded Product: 934-48-5

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

Copper-Catalyzed Hydroamination of Oxa- and Azabenzonorbornadienes with Pyrazoles was written by Kim, Kundo;Lee, Yunmi. And the article was included in Journal of Organic Chemistry in 2022.Application In Synthesis of 3-(4-Bromophenyl)-1H-pyrazole This article mentions the following:

An efficient and highly chemo- and stereoselective copper-catalyzed hydroamination of oxa- and azabenzonorbornadienes with various pyrazole derivatives is described. This catalytic process is promoted by the presence of N-heterocyclic carbene ligands and KOt-Bu under mild and simple reaction conditions, and allows for the direct synthesis of new and versatile functionalized oxa(aza)benzonorbornyl pyrazoles I (R = H, 6,7-(OMe)₂, 6,7-(Br)₂, etc; X = O, N(Boc), N(Ac), etc.; R¹ = H, 4-Me, 4-Cl, etc.) starting from readily available oxa(aza)bicyclic alkenes. The synthetic utility of this method was demonstrated by the transformation of the obtained products into pyrazolyl-substituted naphthalenes. In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9Application In Synthesis 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. 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.Application In Synthesis of 3-(4-Bromophenyl)-1H-pyrazole

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