pyrazoles-derivatives

Reactions with 5-trifluoromethyl-2,4-dihydropyrazol-3-one derivatives: a new route for the synthesis of fluorinated polyfunctionally substituted pyrazole and pyrano[2,3-c]pyrazole derivatives was written by Zohdi, Hussein F.;Elghandour, Ahmed H. H.;Rateb, Nora M.;Sallam, Mohamed M. M.. And the article was included in Journal of Chemical Research, Synopses in 1992.Safety of 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one This article mentions the following:

Reaction of trifluoromethylpyrazolones I (R = H, Ph) with R¹CH:C(CN)₂ (R¹ = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 4-ClC₆H₄, 2-furyl) in the presence of piperidine gave pyranopyrazoles II. Cyclocondensation of I (R = Ph) with R¹COCH₂COR² (R¹ = Me, CF₃; R² = OEt, NHPh) gave pyranopyrazoles III (R¹ = Me, CF₃). I (R = Ph) reacted with dibenzoylmethane and acetylacetone to give derivatives IV and V resp. The reactions of I (R = Ph) with aromatic aldehydes are also reported. 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. 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 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one

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

Design, synthesis, characterization and pharmacological evaluation of antimycobacterial agents targeting dapb (dihydrodipicolinate reductase) was written by Hemalatha, B.;Shanthakumar, B.;Sekar, A. M.. And the article was included in International Journal of Pharmaceutical Sciences Review and Research in 2013.Product Details of 5334-39-4 This article mentions the following:

Pyrazole, a heterocyclic nucleus were found to exhibit a wide range of biol. activities were selected to prepare a database which was then docked against dihydrodipicolinate reductase (dapB) using Glide software (Maestro version -9.1) for antitubercular activity. The compounds with top scores were selected, synthesized, characterized by IR, NMR and mass spectroscopy and screened for in-vitro antitubercular activity by microplate alamar blue assay. All compounds shows a significant antitubercular activity at the min. inhibitory concentration varied between 25μg/mL and 100μg/mL. Inhibition was compared using pyrazinamide 3.125μg/mL and streptomycin 6.25μg/mL as standard 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. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. 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. Product Details of 5334-39-4

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

Proton magnetic resonance studies of pyrazoles was written by Tensmeyer, L. G.;Ainsworth, C.. And the article was included in Journal of Organic Chemistry in 1966.Application of 10199-53-8 This article mentions the following:

4-Proton chem. shift data for 54 pyrazoles are correlated in the empirical equation δ4 = δ4(s) + α₁ + α₃ + α₅, where δ4(s) is a constant for each solvent, and α₁, α₃, and α₅ are empirical constants that represent the effect of replacing a methyl substituent by another group at positions 1, 3, and 5 of the pyrazole nucleus. The equation can be used for isomer identification and for the study of tautomers. The α constants of the equation are correlated with Hammett σ constants In the N.M.R. spectra, a phenyl group attached to a pyrazole ring appears as a multiplet resonance unless a substituent is α to it. Under the latter condition the phenyl resonance is a singlet. Chem. shift data are used to distinguish relative coplanarity of the phenyl and pyrazole rings. Ring proton coupling constants of pyrazoles are discussed. In the experiment, the researchers used many compounds, for example, 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8Application of 10199-53-8).

1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological 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 10199-53-8

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

Thermal rearrangement of v-triazolo[1,5-a]pyridine-3-acraldehydes into 3-methyl-5-(2-pyridyl) pyrazoles was written by Jones, Gurnos;Davies, Leslie Stuart. And the article was included in Journal of the Chemical Society [Section] C: Organic in 1971.Synthetic Route of C9H9N3 This article mentions the following:

The cis-v-triazolo[1,5-a]pyridine-3-acraldehyde (I) was thermally rearranged to 3-methyl-5-(2-pyridyl)pyrazole-4-carboxaldehyde (II) and 3-methyl-5-(2-pyridyl)pyrazole (III). The trans isomer of I gave only III. KMnO4 oxidation of II gave the corresponding acid, which was decarboxylated to III. III was prepared by the reaction of 1-(2-pyridyl)-1,3-butanedione with N2H4. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Synthetic Route of C9H9N3).

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. 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.Synthetic Route of C9H9N3

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

Optimization of Novel 1-Methyl-1H-Pyrazole-5-carboxamides Leads to High Potency Larval Development Inhibitors of the Barber’s Pole Worm was written by Le, Thuy G.;Kundu, Abhijit;Ghoshal, Atanu;Nguyen, Nghi H.;Preston, Sarah;Jiao, Yaqing;Ruan, Banfeng;Xue, Lian;Huang, Fei;Keiser, Jennifer;Hofmann, Andreas;Chang, Bill C. H.;Garcia-Bustos, Jose;Jabbar, Abdul;Wells, Timothy N. C.;Palmer, Michael J.;Gasser, Robin B.;Baell, Jonathan B.. And the article was included in Journal of Medicinal Chemistry in 2018.Synthetic Route of C5H9N3 This article mentions the following:

A phenotypic screen of a diverse library of small mols. for inhibition of the development of larvae of the parasitic nematode Haemonchus contortus led to the identification of a 1-methyl-1H-pyrazole-5-carboxamide derivative with an IC₅₀ of 0.29 μM. Medicinal chem. optimization targeted modifications on the left-hand side (LHS), middle section, and right-hand side (RHS) of the scaffold to elucidate the structure-activity relation (SAR). Strong SAR allowed for the iterative and directed assembly of a focus set of 64 analogs, from which compound 60 was identified as the most potent compound, inhibiting the development of the fourth larval (L4) stage with an IC₅₀ of 0.01 μM. In contrast, only 18% inhibition of the mammary epithelial cell line MCF10A viability was observed, even at concentrations as high as 50 μM. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4Synthetic Route of C5H9N3).

1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4) 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. Synthetic Route of C5H9N3

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

Pyrazoles. XXXVI. Chromatography of pyrazoles in unfixed thin layer of aluminum oxide was written by Kost, A. N.;Faizova, G. K.;Grandberg, I. I.. And the article was included in Zhurnal Obshchei Khimii in 1963.COA of Formula: C5H7ClN2 This article mentions the following:

The R_f values are tabulated for 48 substituted pyrazoles in thin layer Al₂O₃ chromatography. Solvent system of petr. ether-CHCl₃ was satisfactory for separation of 1-alkylpyrazoles; pyrazoles without 1-substituent moved but little in this system, but gave good movement in systems such as C₆H₆-MeOH or C₆H₆-Me₂CO. Mixtures of isomeric substituted pyrazoles were effectively separated by this procedure. Some difficulty was encountered in separation of 1-phenyl-3- and -4-halopyrazoles only. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8COA of Formula: C5H7ClN2).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) 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.COA of Formula: C5H7ClN2

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

Inhibition of nitrification in soil by heterocyclic nitrogen compounds was written by McCarty, G. W.;Bremner, J. M.. And the article was included in Biology and Fertility of Soils in 1989.Synthetic Route of C6H9N3O This article mentions the following:

The relationship between the structures of diverse heterocyclic nitrogen (N) compounds and the effectiveness of these compounds for the inhibition of nitrification in soil was studied by determining the effects of different amounts of 12 unsubstituted and 33 substituted heterocyclic N compounds on the production of (NO₂^– + NO₃^–)-N in soils incubated at 25° for 21 days after treatment with ammonium sulfate. Unsubstituted heterocyclic N compounds containing 2 adjacent ring N atoms inhibited nitrification in soil and 2 of these compounds, pyrazole and 1,2,4-triazole, were potent inhibitors. Also, several substituted pyrazoles and thiadiazoles were good inhibitors of nitrification in soil (e.g., 3-methylpyrazole and 3,4-dichloro-1,2,5-thiadiazole). 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. 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. 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.Synthetic Route of C6H9N3O

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

Structure-action relationship of histamine analogs. 1. Histamine-like compounds with cyclized side chain was written by Schunack, W.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 1973.Application of 45887-08-9 This article mentions the following:

Reaction of 2-, 3-, and 4-(2-aminoacetyl)pyridine with KSCN and HNO3 oxidation of the resulting 2-mercapto-4-imidazolyl derivatives gave the imidazolyl derivatives I (Py = 2-, 3-, or 4-pyridyl), which were hydrogenated over 5% Rh/C to give 88-90% of the corresponding piperidines II (X = 2-, 3-, or 4-piperidyl). Hydrogenation of 4-(2-, 3-, and 4-aminophenyl)imidazole, prepared by Raney Ni hydrogenation of the nitro analogs, over 5% Rh/C gave 82-92% (aminocyclohexyl)imidazoles II (X = 2-, 3-, or 4-aminocyclohexyl). Similarly, 2-(3-piperidyl)pyridine (III) and 3-(3-piperidyl)pyrazole (IV) were prepared II (X = 3-piperidyl and 2-aminocyclohexyl) and III and IV had histamine-like activity. Structure-activity relationships of histamine analogs with cyclized side chain are reported. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9Application of 45887-08-9).

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. 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.Application of 45887-08-9

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

Reaction of 5-aminopyrazole derivatives with ethoxymethylenemalononitrile and its analogs was written by Nagahara, Katsuhiko;Kawano, Hiroko;Sasaoka, Shinji;Ukawa, Chisa;Hirama, Tamaki;Takada, Atsushi;Cottam, Howard B.;Robins, Roland K.. And the article was included in Journal of Heterocyclic Chemistry in 1994.Category: pyrazoles-derivatives This article mentions the following:

A one-pot synthesis using 5-aminopyrazole derivatives with ethoxymethylenemalonitrile (EMMN), Et ethoxymethylenecyanoacetate (EMCA) or di-Et ethoxymethylenemalonate (DEMM) gave pyrazolo[1,5-a]pyrimidine compounds Also, the one step reaction of EMCA with hydrazine hydrate afforded ethyl(4-ethoxycarbonyl-5-pyrazolyl)aminomethylenecyanoacetate. On the other hand, the reaction of 1-substituted 5-aminopyrazole-4-carboxamide with EMMN afforded pyrazolo[3,4-d]pyrimidine compounds In the experiment, the researchers used many compounds, for example, 5-Amino-1-methyl-1H-pyrazole-4-carboxamide (cas: 18213-75-7Category: pyrazoles-derivatives).

5-Amino-1-methyl-1H-pyrazole-4-carboxamide (cas: 18213-75-7) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. 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. Category: pyrazoles-derivatives

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

Synthesis of 4-aryl-1-ethyl-7-methyl-1,9-dihydropyrano[4,3-b]pyrazolo[4,3-e]pyridin-5(4H)-one via a three-component condensation was written by Hassanabadi, Alireza;Khandan-Barani, Khatereh;Saffari, Jilla. And the article was included in Journal of Chemical Research in 2016.Computed Properties of C5H9N3 This article mentions the following:

An efficient synthesis of a series of 4-aryl-1-ethyl-7-methyl-1,9-dihydropyrano[4,3-b]pyrazolo[4,3-e]pyridin-5(4H)-one I [Ar = C₆H₅, 4-ClC₆H₄, 4-BrC₆H₄, etc.] was reported via condensation of benzaldehydes, 4-hydroxy-6-methyl-2H-pyran-2-one and 1-ethylpyrazol-5-amine in the presence of 10 mol% mol. I₂ in ethanol under reflux conditions through a one-pot reaction. The present method uses a metal-free catalyst, is inexpensive and high yielding, and is environmentally acceptable. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Computed Properties of C5H9N3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) 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 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.Computed Properties of C5H9N3

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