Category: pyrazoles-derivatives

Azoles. XIV. Ultraviolet study of pyrazoles was written by Elguero, Jose;Jacquier, Robert;Nguyen Tien Duc Hong Cung. And the article was included in Bulletin de la Societe Chimique de France in 1966.Synthetic Route of C6H9N3O This article mentions the following:

The uv spectra of 170 NH and N-substituted pyrazoles of general structure I were determined at 95° in EtOH. Some of the substituents were Me, CONH2, Ac, p-MeC6H4SO2, Ph, p-BrC6H4, p-O2NC6H4, 2,4-(O2N)2C6H3, and 2,4,6-(O2N)3C6H2. In the 2,4-(O2N)2C6H3 and 2,4,6-(O2N)3C6H2 series a time dependence of spectra is noted. Uv spectra are able to identify pairs of N-substituted pyrazole isomers. 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. 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.Synthetic Route of C6H9N3O

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

Electrochemical Nonacidic N-Nitrosation/N-Nitration of Secondary Amines through a Biradical Coupling Reaction was written by Zhao, Ji-Ping;Ding, Lu-jia;Wang, Peng-Cheng;Liu, Ying;Huang, Min-Jun;Zhou, Xin-Li;Lu, Ming. And the article was included in Advanced Synthesis & Catalysis in 2020.Quality Control of 3-Methyl-4-nitro-1H-pyrazole This article mentions the following:

An acid-free N-nitrosation/nitration of the N-H bonds in secondary amines/azoles with Fe(NO₃)₃ · 9H₂O as the nitroso/nitro source through an electrocatalyzed radical coupling reaction was developed to give nitroso-amines I [R = piperidin-1-yl, pyrrolidin-1-yl, morpholin-4-yl, etc.] and nitro-azoles II [R¹ = 3-Me-pyrazol-1-yl, imidazol-1-yl, benzotriazol-1-yl, etc.] under mild conditions. Control and competition experiments, as well as kinetic studies demonstrated that N-nitrosation and N-nitration involved two different radical reaction pathways involving N⁺ and N^. radicals. Moreover, the electrocatalysis method enabled the preferential activation of the N-H bond over the electrode and thus provided high selectivity for specific N atoms. This strategy exhibited a broad scope and provided a green and straightforward approach to generate useful compounds I and II in good yields. 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. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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.Quality Control of 3-Methyl-4-nitro-1H-pyrazole

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

Preparations of 4-Substituted 3-Carboxypyrazoles was written by Janin, Yves L.. And the article was included in Journal of Heterocyclic Chemistry in 2013.Computed Properties of C5H7ClN2 This article mentions the following:

The scopes of three synthetic methods reported for the preparation of an array of 3-pyrazolecarboxylates featuring substituents on position 4 were studied. The first one is based on the potassium permanganate oxidation of methylpyrazoles. The second starts with the condensation between DMF dimethylacetal and Et pyruvate and is followed by the addition of hydrazine hydrochloride. The last one makes use of the cycloaddition of diazomethane on acrylate esters followed by a bromine-based oxidative rearrangement into 4-substituted 3-pyrazole esters. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Computed Properties of C5H7ClN2).

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. 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. Computed Properties of C5H7ClN2

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

Reaction of 2-aminobenzamide analogs and 2-aminothiophenol with ethyl 3-ethoxymethylene-2,4-dioxovalerate. Synthesis of pyrrolo[1,2-a]quinazoline and pyrrolo[1,2-a]benzothiazoline derivatives was written by Kurihara, Takushi;Tani, Tsutomu;Maeyama, Sigeru;Sakamoto, Yasuhiko. And the article was included in Journal of Heterocyclic Chemistry in 1980.Computed Properties of C5H8N4O This article mentions the following:

The reaction of EtOCH:C(COMe)COCO₂Et (I) with 2-H₂NC₆H₄CXNHR (X = O, R = H, Me; X = S, R = H) and 3-amino-2-methyl- or phenylpyrazole-4-carboxamides produced Et 3-aminomethylene-2,4-dioxovalerates, which led to pyrrolo[1,2-a]quinazoline-1,5-diones (II) and pyrrolo[1,2-a]pyrazolo[4,3-e]pyrimidine-1,5-dione (III) under the acidic conditions. Analogously, 2-H₂NC₆H₄SH reacted with I to give 2-HSC₆H₄NHCH:C(COMe)COCO₂Et, which was converted to pyrrolo[1,2-a]benzothiazolin-1-one under the neutral conditions. Furthermore, the heterocyclic steroidal mols. IV and V (R¹ = H, Me, Ph) were prepared by condensation of II and III with R¹NHNH₂. In the experiment, the researchers used many compounds, for example, 5-Amino-1-methyl-1H-pyrazole-4-carboxamide (cas: 18213-75-7Computed Properties of C5H8N4O).

5-Amino-1-methyl-1H-pyrazole-4-carboxamide (cas: 18213-75-7) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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 C5H8N4O

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

Synthesis and reactivity of Mannich bases. 10. N-Alkylation of pyrazoles with Mannich bases derived from ortho-hydroxyacetophenones was written by Roman, Gh.;Comanita, E.;Comanita, B.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 2002.Electric Literature of C5H7ClN2 This article mentions the following:

The involvement of Mannich bases derived from ortho-hydroxyacetophenones in amine-exchange reactions with pyrazole and methyl- and/or halogen-substituted pyrazoles was studied. The corresponding β-(pyrazol-1-yl)ethyl ketones (I; R¹, R² = H, Me; R³ = H, Cl, I, NO₂) were obtained in excellent yield and were characterized by elemental anal., IR, and ¹H and ¹³C NMR spectroscopy. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Electric Literature of C5H7ClN2).

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. 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. Electric Literature of C5H7ClN2

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

Reduction of nitro- and dinitro-1-methylpyrazoles was written by Perevalov, V. P.;Baryshnenkova, L. I.;Manaev, Yu. A.;Bezborodov, B. V.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1990.Related Products of 54210-32-1 This article mentions the following:

Reduction of 1-methyl-3-nitropyrazole by NaHS gives dimethylazoxypyrazole (I) and reduction of 1-methyl-3,5-dinitropyrazole gives a 3:1 mixture of 5-amino-1-methyl-3-nitropyrazole and dimer II. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Related Products of 54210-32-1).

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

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

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

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

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