Month: December 2022

How Mechanical and Chemical Features Affect the Green Synthesis of 1H-Pyrazoles in a Ball Mill was written by Paveglio, Guilherme C.;Longhi, Kelvis;Moreira, Dayse N.;Munchen, Taiana S.;Tier, Aniele. Z.;Gindri, Izabelle M.;Bender, Caroline R.;Frizzo, Clarissa P.;Zanatta, Nilo;Bonacorso, Helio G.;Martins, Marcos A. P.. And the article was included in ACS Sustainable Chemistry & Engineering in 2014.Computed Properties of C9H7BrN2 This article mentions the following:

This work studied the chem. and mech. factors that affect cyclocondensation reactions in a ball mill. Chem. characteristics such as the use or non-use of a catalyst, amount of catalyst and reactants, and product formation, and the yield and mech. factors such as rotation frequency and the number, diameter, and material of the milling balls were evaluated. A rotation frequency of 450 rpm is efficient for energy transfer to the reactants because the conversion is higher at this rotation. The reaction was highly dependent on the time (3 min) and amount of p-TSA (p-toluenesulfonic acid) utilized as catalyst (10 mol %). Five steel balls of 10 mm were considered to be the ideal number for the efficient mixing of the particles. For this work, the ideal conditions determined were used for the green synthesis of a series of 1H-pyrazoles. In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9Computed Properties of C9H7BrN2).

3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9) 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. Computed Properties of C9H7BrN2

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

Discovery of AZD2932, a new Quinazoline Ether Inhibitor with high affinity for VEGFR-2 and PDGFR tyrosine kinases was written by Ple, Patrick A.;Jung, Frederic;Ashton, Sue;Hennequin, Laurent;Laine, Romuald;Morgentin, Remy;Pasquet, Georges;Taylor, Sian. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Quality Control of 1-Ethyl-1H-pyrazol-3-amine This article mentions the following:

A new series of quinazolinyloxy- and quinazolinylamonopyrazoleacetamides which inhibits VEGFR-2 and PDGFR tyrosine kinases is described here. In vitro, pharmacokinetics and in vivo evaluations led to the selection of AZD2932 (I). In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4Quality Control of 1-Ethyl-1H-pyrazol-3-amine).

1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4) 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. 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.Quality Control of 1-Ethyl-1H-pyrazol-3-amine

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

Influence of nitropyrazoles on the gel effect during the radical polymerization of methyl methacrylate in bulk was written by Jovanovic, S.;Stankovic, R.;Jovic, D.;Kosanovic, D.;Dumanovic, D.. And the article was included in Journal of the Serbian Chemical Society in 1992.Quality Control of 1-Methyl-3-nitro-1H-pyrazole This article mentions the following:

The effect of different nitropyrazoles on the course of the bulk radical polymerization of Me methacrylate (I) was investigated. At low degrees of conversion of I to poly(Me methacrylate), the nitropyrazoles under consideration acted as retarders and at high degrees of conversion as inhibitors. Some of the nitropyrazoles were such efficient retarders for I polymerization that they completely suppressed the autoacceleration of polymerization, i.e., the gel effect. The activity of the pyrazole derivatives as retarders for the radical polymerization of I in bulk depends on the number and position of nitro and other groups introduced into the pyrazole ring. The half-wave potential of the studied nitropyrazoles could be used as a measure of their activity as a retarder. 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. 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. Quality Control of 1-Methyl-3-nitro-1H-pyrazole

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

Studies on absorption spectra of newly synthesized cyanine dyes was written by Abu El-Hamd, Ragab M.. And the article was included in Indian Journal of Heterocyclic Chemistry in 1996.Application In Synthesis of 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one This article mentions the following:

New asym. monomethine cyanines (I; R = H, Ph; X = NH, CH₂; A = H, C₄H₄; Z = H, C₄H₄), trimethine cyanines (II; X = NH, CH₂; A = H, C₄H₄; Z = H, C₄H₄), and styryl cyanines (III; R = H, OMe, NO₂; X = NH, CH₂; A = H, C₄H₄) were synthesized to study their spectral behavior, solvatochromism, mixed solvents and acid-base properties. These dyes are characterized by elemental anal., IR, ¹H NMR, and electronic absorption spectra. In the experiment, the researchers used many compounds, for example, 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9Application In Synthesis of 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one).

4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9) 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.Application In Synthesis of 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one

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

A new procedure for the synthesis of 4H-pyrazolo[1,5-c][1,3,5]thiadiazine-4-thiones was written by Vicentini, C. B.;Veronese, A. C.;Guarneri, M.;Manfrini, M.;Giori, P.;Guccione, S.. And the article was included in Journal of Heterocyclic Chemistry in 1994.Product Details of 141459-53-2 This article mentions the following:

Thiation of pyrazolyl amides I (R = alkyl, 4-halophenyl; R¹ = CMe₃; X = O) by the Lawesson reagent afforded I (same R, R¹; X = S). Heating the thiocarboxamides in formic acid gave the N-dealkylated thiocarboxamides (I; R = alkyl, 4-halophenyl; R¹ = H; X = S), which were cyclized with thiophosgene to give the title compounds (II). In the experiment, the researchers used many compounds, for example, 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine (cas: 141459-53-2Product Details of 141459-53-2).

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

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

Spectroscopic and electrochemical properties of o-amino-1-methylnitropyrazoles was written by Perevalov, V. P.;Baryshnenkova, L. I.;Sennikov, G. P.;Savina, I. B.;Isaev, Sh. G.;Andreeva, M. A.;Stepanov, B. I.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1985.Product Details of 54210-32-1 This article mentions the following:

The electronic, IR, and NMR spectra and the polarog. half-wave potentials of pyrazoloes I (R, R¹, R² = H, NH, NO₂; NO₂, NH₂, H; NH₂, NO₂, H; H, NO₂, NH₂) were examined These properties were influenced by the degree of charge transfer between the NH₂ and NO₂ groups. 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

An Efficient Synthesis of Isoxazoles and Pyrazoles under Ultrasound Irradiation was written by Huang, Zhi-Bin;Li, Li-Li;Zhao, Yan-Wei;Wang, Hui-Yuan;Shi, Da-Qing. And the article was included in Journal of Heterocyclic Chemistry in 2014.Formula: C9H7BrN2 This article mentions the following:

A series of 5-arylisoxazoles I (Ar = 4-ClC₆H₄, 4-CH₃C₆H₄, 1-naphthyl, etc.; R= H, Me) and 5-aryl-1H-pyrazole derivatives II were synthesized by the reaction of 3-(dimethylamino)-1-arylprop-2-en-1-ones with hydroxylamine hydrochloride or hydrazine hydrate under ultrasound irradiation without using any catalyst. This method has the advantages of easier work-up, mild reaction condition, high yields, shorter reaction time, and environmentally benign procedure. In the experiment, the researchers used many compounds, for example, 3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9Formula: C9H7BrN2).

3-(4-Bromophenyl)-1H-pyrazole (cas: 73387-46-9) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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: C9H7BrN2

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

Multimolecular Complexes of CL-20 with Nitropyrazole Derivatives: Geometric, Electronic Structure, and Stability was written by Zhu, Shuang-fei;Gan, Qiang;Feng, Changgen. And the article was included in ACS Omega in 2019.Application In Synthesis of 3-Methyl-4-nitro-1H-pyrazole This article mentions the following:

The multimol. complexes formed between 2,4,6,8,10,12-hexanitro-2,4,6,6,8,10,12-hexaazaisowurtzitane (CL-20) and nitropyrazole compounds were investigated using B3LYP-D3/6-311G(d,p) and B97-3c methods. CL-20 in these complexes was surrounded by Me, nitro, and amino derivatives of 4-nitropyrazole. The influence of substituents on the mol. electrostatic potential distribution of nitropyrazoles was investigated to figure out the potential electrostatic interaction sites. For the complex, the O···H hydrogen bond was popular in the intermol. interactions, and dispersion interaction played an essential role, especially in Cx/CL-20 multimol. complexes. Trigger bond anal. showed that their strength increased upon the formation of intermol. weak interactions. Nitro group charge calculations stated that the neg. charge on almost all nitro groups showed a significant increase. Therefore, the sensitivity of CL-20 seemed to be lower than the original. In addition, the transfer of electron d. between CL-20 and nitropyrzoles in complexes was investigated, revealing the influence of weak interactions on the electron d. of CL-20. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Application In Synthesis of 3-Methyl-4-nitro-1H-pyrazole).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) 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.Application In Synthesis of 3-Methyl-4-nitro-1H-pyrazole

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

A mild and efficient method for halogenation of 3,5-dimethyl pyrazoles by ultrasound irradiation using N-halosuccinimides was written by Stefani, Helio A.;Pereira, Claudio M. P.;Almeida, Roberta B.;Braga, Rodolpho C.;Guzen, Karla P.;Cella, Rodrigo. And the article was included in Tetrahedron Letters in 2005.Recommanded Product: 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

The 4-halo-3,5-dimethyl pyrazoles were synthesized in good yields in short reaction times in the absence of a catalyst by reaction of 3,5-di-Me pyrazoles with N-halosuccinimides (NBS, NCS and NIS) under ultrasound irradiation Finally, the halogenation of pyrazoles with Br₂, ICl and I₂ was showed in similar conditions. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Recommanded Product: 4-Chloro-3,5-dimethyl-1H-pyrazole).

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. 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.Recommanded Product: 4-Chloro-3,5-dimethyl-1H-pyrazole

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

Discovery of novel multi-substituted benzo-indole pyrazole Schiff base derivatives with antibacterial activity targeting DNA gyrase was written by Liu, Hao;Chu, Zhi-Wen;Xia, Dong-Guo;Cao, Hai-Qun;Lv, Xian-Hai. And the article was included in Bioorganic Chemistry in 2020.Computed Properties of C11H11N3O2 This article mentions the following:

The design and synthesis of novel multi-substituted benzo-indole pyrazole Schiff base derivatives I (R¹ = H, F, Cl, Me, MeO, Br; R² = H, F, Cl, Me; R³ = CN, COOH) of potent DNA gyrase inhibitory activity were the main aims of this study. All the novel synthesized compounds I were examined for their antibacterial activities against Staphylococcus aureus, Listeria monocytogenes, Escherichia coli, and Salmonella. In addition, 20 compounds were selected for the in vitro antibacterial activities assay of 6 drug-resistant bacteria strains. The result revealed compound I (R¹ = Br, R² = Cl, R³ = CN) exhibited excellent antibacterial activity against 4 drug-resistant E. coli bacteria strains with IC₅₀ values of 7.0, 17.0, 13.5, and 1.0μM, resp. In vitro enzyme inhibitory assay showed that compound I (R¹ = Br, R² = Cl, R³ = CN) displayed potent inhibition against DNA gyrase with IC₅₀ values of 0.10μM. The mol. docking model indicated that compounds I (R¹ = Br, R² = Cl, R³ = CN) can bind well to the DNA gyrase by interacting with various amino acid residues. This study demonstrated that the compound I (R¹ = Br, R² = Cl, R³ = CN) can act as the most potent DNA gyrase inhibitor in the reported series of compounds and provide valuable information for the com. DNA gyrase inhibiting bactericides. In the experiment, the researchers used many compounds, for example, 5-Amino-1-(p-tolyl)-1H-pyrazole-4-carboxylic acid (cas: 14678-93-4Computed Properties of C11H11N3O2).

5-Amino-1-(p-tolyl)-1H-pyrazole-4-carboxylic acid (cas: 14678-93-4) 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. 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 C11H11N3O2

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