Day: January 4, 2023

Simultaneous determination of N-unsubstituted and N-substituted nitroazoles and criteria for their identification. II. Chromatographic separation and polarographic determination of nitropyrazoles was written by Dumanovic, D.;Maksimovic, R.;Ciric, J.;Jeremic, D.. And the article was included in Talanta in 1974.Reference of 54210-32-1 This article mentions the following:

The N-unsubstituted nitropyrazoles have an imino H atom (in contrast to the N-substituted derivatives) and react with OH-to give nitropyrazole anions. The strongly neg. shift of E1/2 for these anions allows simultaneous polarog. determination of any pair of compounds, 1 of which is an N-unsubstituted nitropyrazole and the other a corresponding N-substituted derivative Simultaneous polarog. determination of 3 compounds [3(5)-, 3- and 5-nitropyrazoles] is also possible with 0.1M NaOH as supporting electrolyte, but only when the shift ΔE1/2 between the N-substituted isomers is ≥ 100 mV. In this case, the adequate ΔE1/2 is a result of the different electron ds. of the NO2 groups of the isomers. In the mentioned medium it is possible to determine simultaneously even 4 compounds [1-, 3(5)-, 3-and 5-nitropyrazoles], because the E1/2 value of 1-nitropyrazole does not change with pH, unlike that of other nitropyrazoles. Developers for the thin-layer chromatog. separation are proposed. Some criteria are given for distinguishing between the N-unsubstituted and the corresponding N-substituted nitropyrazoles. The structures of 2 new compounds were determined Methods are recommended for the simultaneous identification and determination of the compounds appearing together in the reaction mixtures during the substitution of the imino H atom or during the rearrangements of the 1-nitropyrazoles to the N-unsubstituted derivatives In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Reference of 54210-32-1).

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

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

Synthesis of 1-methyl-5-(pyrazol-3- and -5-yl- and 1,2,4-triazol-3- and 5-yl)-1,2,3,6-tetrahydropyridine derivatives and their evaluation as muscarinic receptor ligands was written by Del Giudice, Maria Rosaria;Mustazza, Carlo;Borioni, Anna;Gatta, Franco;Tayebati, Khosrow;Amenta, Francesco;Tucci, Paolo;Pieretti, Stefano. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2003.COA of Formula: C8H7N3 This article mentions the following:

A series of 1-methyl-5-(pyrazol-3- and -5-yl- and 1,2,4-triazol-3- and 5-yl)-1,2,3,6-tetrahydropyridine derivatives structurally related to arecoline were synthesized and evaluated on M₁, M₂, and M₃ muscarinic receptors using [³H]pirenzepine and [³H]NMS as ligands. The binding affinity depended on the position and size of the substituents. The most interesting compounds were further evaluated in functional studies on isolated organs and in vivo for cholinergic side effects. Compounds 5l and 6i displayed good M₁ and M₃ antagonistic properties in vitro and were devoid of cholinergic side effects in vivo. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9COA of Formula: C8H7N3).

3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. The 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.COA of Formula: C8H7N3

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

6′-Amino-5,7-dibromo-2-oxo-3′-(trifluoromethyl)-1’H-spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-5′-carbonitrile was written by Ryzhkova, Yuliya E.;Kalashnikova, Varvara M.;Elinson, Michail N.. And the article was included in Molbank in 2022.Application of 401-73-0 This article mentions the following:

In this study, the multicomponent transformation of 5,7-dibromoisatin, malononitrile, and 5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one in EtOH at reflux in the presence of sodium acetate was carefully investigated to give a novel title compound I with excellent yield. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0Application of 401-73-0).

3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0) 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 of 401-73-0

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

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

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

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

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

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

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