Tag: 100-200

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

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

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

Design, Synthesis, and Development of pyrazolo[1,5-a]pyrimidine Derivatives as a Novel Series of Selective PI3Kδ Inhibitors: Part I-Indole Derivatives was written by Stypik, Mariola;Zagozda, Marcin;Michalek, Stanislaw;Dymek, Barbara;Zdzalik-Bielecka, Daria;Dziachan, Maciej;Orlowska, Nina;Gunerka, Pawel;Turowski, Pawel;Hucz-Kalitowska, Joanna;Stanczak, Aleksandra;Stanczak, Paulina;Mulewski, Krzysztof;Smuga, Damian;Stefaniak, Filip;Gurba-Bryskiewicz, Lidia;Leniak, Arkadiusz;Ochal, Zbigniew;Mach, Mateusz;Dzwonek, Karolina;Lamparska-Przybysz, Monika;Dubiel, Krzysztof;Wieczorek, Maciej. And the article was included in Pharmaceuticals in 2022.Safety of 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine This article mentions the following:

In this work, a new library of small-mol. inhibitors based on indol-4-yl-pyrazolo[1,5-a]pyrimidine with IC₅₀ values in the low nanomolar range and high selectivity against the PI3Kδ isoform were designed and synthesized. CPL302253, the most potent compound of all the structures obtained, with IC₅₀ = 2.8 nM, is a potential future candidate for clin. development as an inhaled drug to prevent asthma. In the experiment, the researchers used many compounds, for example, 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine (cas: 141459-53-2Safety of 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine).

1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine (cas: 141459-53-2) 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.Safety of 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine

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

Two-Directional Approach for the Rapid Synthesis of 2,4-Bis-Aminoaryl Pyridine Derivatives was written by Morgentin, Remy;Barlaam, Bernard;Foote, Kevin;Hassall, Lorraine;Hawkins, Janet;Jones, Clifford D.;Le Griffon, Antoine;Peru, Aurelien;Ple, Patrick. And the article was included in Synthetic Communications in 2012.Category: pyrazoles-derivatives This article mentions the following:

We have developed two different approaches in parallel to rapidly access 2,4-bis(aminoaryl)pyridine compounds, e.g., I, from a common starting material. The C-4/C-2 approach uses palladium-mediated coupling reactions to sequentially functionalize C-4 and then C-2. An alternative C-2/C-4 route uses a regioselective SNAr reaction to first substitute at C-2 then subsequently at C-4 by a palladium-mediated reaction. Both approaches have been used successfully to provide a range of 2,4-bis(aminoaryl)pyridine compounds In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4Category: pyrazoles-derivatives).

1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4) 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.Category: pyrazoles-derivatives

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

Pyrazolo[3,4-b]pyridines. The preparation of 1-protected-1H-pyrazolo[3,4-b]pyridines and attempts to remove the 1-substituent. Some reactions of 1-benzyl-1H-pyrazolo[3,4-b]pyridine and its 7-oxide was written by Dorgan, Roderick J. J.;Parrick, John;Hardy, Christopher R.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1980.Recommanded Product: 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

The title compounds (I; R = CH₂Ph, 1-C₁₀H₇, Et) (II–IV resp.) and (V; R = CH₂Ph, 1-C₁₀H₇) were prepared by the Skraup reaction of an appropriate aminopyrazole VI (R as before) with (HOCH₂)₂CHOH. II and III were deprotected with refluxing pyridine/HCl. N-Oxidation of II gave the 7-oxide (VII) which gave the 6-oxo derivative VIII and the 5-acetyl derivative with Ac₂O. Nitration of II or VII gave only I (R = CH₂C₆H₄NO₂–p) whereas chlorination or bromination gave 3-halo derivatives Irradiation of VIII (C₆H₆, 4 h) gave VII (48%). In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Recommanded Product: 1-Ethyl-1H-pyrazol-5-amine).

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

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

Gas-Phase Synthesis of Pyrazolo[3,4-b]pyridin-4-ones was written by MacKy, Martha;Nortcliffe, Andrew;McNab, Hamish;Hulme, Alison N.. And the article was included in Synthesis in 2015.Reference of 141459-53-2 This article mentions the following:

Flash vacuum pyrolysis (FVP) at 500-600 °C of 1-substituted pyrazolylaminomethylene derivatives of Meldrum’s acid provides 1-substituted pyrazolo[3,4-b]pyridin-4-ones in high yields. If the 1-substituent is a tert-Bu group, FVP at 750-850 °C causes elimination of 2-methyl-1-propene to give the parent pyrazolo[3,4-b]pyridin-4-one. In the experiment, the researchers used many compounds, for example, 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine (cas: 141459-53-2Reference of 141459-53-2).

1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine (cas: 141459-53-2) 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. 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.Reference of 141459-53-2

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

Study of essential oils adsorption on three phosphate fertilizers was written by Benali, Nejib;Ben Daoud, Houcine;Farhati, Manel;Tizaoui, Chedly;Romdhane, Mehrez. And the article was included in Chemical Industry & Chemical Engineering Quarterly in 2018.Product Details of 3528-58-3 This article mentions the following:

In this paper, we report the study of essential oils adsorption on three phosphate fertilizers: monoammonium phosphate (MAP), diammonium phosphate (DAP) and triple superphosphate (TSP), with the aim to prepare a bifunctional product which can be used as a fertilizer and biopesticide. Essential oils were isolated by steam distillation from Eucalyptus salubris and Artemisia herbaalba and analyzed by GC-MS and GC-FID. About 12 and 22 constituents were identified and quantified in these oils, resp. The kinetic adsorption study of essential oils showed that DAP and TSP exhibited high adsorption capacities compared with MAP (DAP (0.143 g/g) and TSP (0.139 g/g) for E. salubris essential oil and DAP (0.135 g/g) and TSP (0.134 g/g) for A. herba-alba essential oil). The adsorption isotherms of all identified components in the E. salubris essential oil were determined and the Langmuir and Freundlich models were used to describe the exptl. data. Langmuir model fitted well the isotherms of the majority of the essential oil components (1,8-cineole, α-pinene, β-pinene, isopinocarveol, β-eudesmol, α-phellandrene, pinocarvone, p-cymene and spathulenol) and only terpineol and globulol isotherm data followed the Freundlich model. The selectivity was affected by the abundance of each component in the crude essential oil and the polarity of terpenic components. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Product Details of 3528-58-3).

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 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.Product Details of 3528-58-3

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

Monodentate phosphines provide highly active catalysts for Pd-catalyzed C-N bond-forming reactions of heteroaromatic halides/amines and (H)N-heterocycles was written by Anderson, Kevin W.;Tundel, Rachel E.;Ikawa, Takashi;Altman, Ryan A.;Buchwald, Stephen L.. And the article was included in Angewandte Chemie, International Edition in 2006.Related Products of 3528-58-3 This article mentions the following:

Highly reactive catalysts based on palladium and dialkylbiarylphosphino ligands provide unprecedented reactivity and selectivity in C-N bond-forming processes. The bulky monophosphine catalyst system Pd₂(dba)₃/I is effective for the reaction of aryl/heteroaryl halides bearing primary amides and 2-aminoheterocycles, thus showing that monodentate phosphines are viable alternatives to, and sometimes superior to, chelating ligands. E.g., amination of 3-chlorobenzamide by morpholine gave 81% II. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Related Products 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. 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.Related Products of 3528-58-3

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

In situ synthesis, crystal structure, selective anticancer and proapoptotic activity of complexes isolated from the system containing zerovalent nickel and pyrazole derivatives was written by Adach, Anna;Tyszka-Czochara, Malgorzata;Bukowska-Strakova, Karolina;Rejnhardt, Piotr;Daszkiewicz, Marek. And the article was included in Polyhedron in 2022.Synthetic Route of C6H9N3O This article mentions the following:

New nickel(II) complexes [NiL^S(NCS)₂]•CH₃CN (1) [Ni(dmpz)₂(NCS)₂]_n (2), where L^S is N,N,N-tris(1-(3,5-dimethylpyrazolylmethyl)amine) and dmpz is 3,5-dimethylpyrazole, were isolated in a one-pot synthesis by reacting zerovalent-powered nickel, 1-hydroxymethyl-3,5-dimethylpyrazole (HL¹) and 1-carboxamide-3,5-dimethylpyrazole (HL²) as precursors. The complexes were characterized by elemental anal., IR and UV-visible spectra, thermal studies and single crystal diffraction studies. The anti-proliferative activity of the described Ni(II) complexes was studied in vitro against selected human tumor cell lines and normal human cells (fibroblasts). The monomeric complex [NiL^S(NCS)₂]•CH₃CN (1) expressed more potent anti-proliferative activity towards cancer cells with the relevant cytotoxicity, while the polymeric complex [Ni(dmpz)₂(NCS)₂]_n (2) was very toxic towards normal cells and was also characterized by mild inhibitory potency against tumor cells and poor selectivity. 1 Causes massive death of cancer cells due to programmed cell death, apoptosis. The obtained results demonstrated potent cytotoxic activity of the isolated [NiL^S(NCS)₂]•CH₃CN complex combined with strong selectivity towards cancer cells, and the mechanism of its actions included apoptosis. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Synthetic Route of C6H9N3O).

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

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