Tag: 100-200

Pyrazoles. XXI. Biological activity of pyrazole derivatives was written by Grandberg, I. I.;Milovanova, S. N.;Kost, A. N.;Nette, I. T.. And the article was included in Vestnik Moskovskogo Universiteta, Seriya 6: Biologiya, Pochvovedenie in 1961.Electric Literature of C4H5N3O2 This article mentions the following:

Ninety-six pyrazole (I) derivatives were tested by the paperdisk method for their effect on the growth of various bacterial cultures. A majority of the compounds tested were in effective; only those derivatives containing Hg were effective. 3,5-Dimethyl-4-nitropyrazole, m. 126°; 3,5-dimethyl-4aminopyrazole, m. 204-5°; 4-nitro-3-methylpyrazole, m. 134°; 4-amino-3(5)-methylpyrazole, m. 90°; 3,5-dimethyl4-thiocyanatopyrazole, m. 209°; 3,5-dimethylpyrazole-4sulfonyl chloride, m. 98°; 3,5-dimethyl-4-chloropyrazole, m. 117°; 3,5-dimethyl-4-chloro-1-pyrazolylsuccinic acid, m. 191°; and 3,5-dimethyl-4-nitro-1-pyrazolylsuccinic acid, m. 189° were prepared In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Electric Literature of C4H5N3O2).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) 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. 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.Electric Literature of C4H5N3O2

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

Synthesis and Anticancer Activity of 9-O-Pyrazole Alkyl Substituted Berberine Derivatives was written by Xiao, Daipeng;He, Fen;Peng, Dongming;Zou, Min;Peng, Junying;Liu, Pan;Liu, Yanfei;Liu, Zhenbao. And the article was included in Anti-Cancer Agents in Medicinal Chemistry in 2018.Safety of 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

Objective: In this study, seven BBR derivatives were synthesized and their anticancer activity against HeLa cervical and A549 human lung cancer cell lines were evaluated in vitro. Methods: The anti-cancer activity was measured by MTT assay, and apoptosis was demonstrated by the annexin V-FITC/PI staining assay. The intracellular oxidative stress was investigated through DCFH-DA assay. The mol. docking study was carried out in mol. operating environment (MOE). Results: Compound B3 and B5 showed enhanced anti-cancer activity compared with BBR, the IC50 for compound B3 and B5 were significantly lower than BBR, and compound B3 at the concentration of 64 or 128 induced apoptosis in HeLa and A549 cell lines. The reactive oxygen species (ROS) was generated in both cell lines when treated with 100 of all the compounds, and compound B3 and B5 induced higher activity in the generation of ROS, while compound B3 exhibited the highest activity, these results are in accordance with the cytotoxicity results, indicating the cytotoxicity were mostly generated from the oxidative stress. In addition, mol. docking anal. showed that compound B3 had the greatest affinity with Hsp90. Upon binding, the protective function of Hsp90 was lost, which might explain its higher cytotoxicity from mol. interaction aspect. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Safety of 4-Chloro-3,5-dimethyl-1H-pyrazole).

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

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

Studies on some new bridgehead nitrogen heterocyclic cyanine dyes was written by Koraiem, A. I. M.;Shindy, H. A.;Abu El-Hamd, R. M.. And the article was included in Proceedings – Indian Academy of Sciences, Chemical Sciences in 1999.Safety of 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one This article mentions the following:

New asym. mono-(tri)-methine and azomethine cyanine dyes of pyrazolo[5,4-b]quinolino[a,b]-1,4-pyra-(oxa)-zinium bromide salts were prepared The newly synthesized cyanines were identified by elemental and spectral analyses. The visible absorption spectra of some selected dyes were investigated in single and mixed solvents, and also in aqueous buffer solutions The spectral shifts were studied in relation to mol. structure and in terms of medium effects. Mol. complex formation with DMF was verified through mixed-solvent studies. In the experiment, the researchers used many compounds, for example, 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one (cas: 51395-52-9Safety 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. 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.Safety of 4-Bromo-3-methyl-1H-pyrazol-5(4H)-one

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

Synthesis and structure-activity relationships of quaternary ammonium cephalosporins with 3-pyrazolylpyridinium derivatives was written by Chang, Kwan Young;Kim, Sung Hoon;Nam, Ghilsoo;Seo, Jae Hong;Kim, Joong Hyup;Ha, Deok-Chan. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Reference of 45887-08-9 This article mentions the following:

Cephalosporins with 3-pyrazolylpyridinium at C-3 position, which is supposed to exhibit synergic activity of ceftazidime and cefoselis, were synthesized and their antibacterial activity against Gram-pos. and Gram-neg. was inspected. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9Reference of 45887-08-9).

3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9) 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. 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.Reference of 45887-08-9

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

N-(2-Fluoro-2,2-dinitroethyl)azoles: a novel assembly of diverse explosophoric building blocks for energetic compound design was written by Palysaeva, Nadezhda V.;Gladyshkin, Aleksei G.;Vatsadze, Irina A.;Suponitsky, Kyrill Yu.;Dmitriev, Dmitry E.;Sheremetev, Aleksei B.. And the article was included in Organic Chemistry Frontiers in 2019.Recommanded Product: 5334-39-4 This article mentions the following:

The first simple two-step protocol to efficiently prepare unprecedented N-(2-fluoro-2,2,-dinitroethyl) derivatives of imidazoles, pyrazoles, triazoles and tetrazoles e.g., I. Michael addition of NH-azoles to 1,1-dinitroethene, generated from 1,1,1-trinitroethane, followed by fluorination provided the N-dinitrofluoroethylated nitrogen heterocycles in moderate to good overall yields. The synthesis employed azoles with electron-withdrawing groups, predominantly the nitro group and could be extended to other structurally attractive electron-deficient NH-heterocycles. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Recommanded Product: 5334-39-4).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) 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.Recommanded Product: 5334-39-4

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

Synthesis of substituted 6-amino-4-aryl-5-cyano-2H,4H-pyrano[2,3-c]pyrazoles. Crystal and molecular structure of 6-amino-5-cyano-3-methyl-4-(2′,4′,6′-triethylphenyl)-2H,4H-pyrano[2,3-c]pyrazole was written by Shestopalov, A. M.;Yakubov, A. P.;Tsyganov, D. V.;Emel’yanova, Yu. M.;Nesterov, V. N.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 2002.Synthetic Route of C4H3F3N2O This article mentions the following:

Substituted 6-aminopyrano[2,3-c]pyrazoles I [R = Me, Et, n-Pr, tert-Bu, Ph, CF₃, MeOCH₂, MeOCOCH₂, 4-MeC₆H₄SCH₂; R¹ = 2,4,6-Me₃C₆H₂, 2,4,6-Me₃-3-O₂NC₆H, 2,4,6-Me₃-3,5-(O₂N)₂C₆, 2,4,6-Me₃-3-(EtOCH₂)C₆H, 2,4,6-Et₃C₆H₂, 2,5-(MeO)₂C₆H₃, 2,3,4-, 2,4,5-(MeO)₃C₆H₂, 2-F₃C-, 2-MeC₆H₄, 2-(2-ClC₆H₄CH₂O)C₆H₄, 2-thienyl, 2-furanyl, 3-pyridinyl] were synthesized by the two-component condensation of arylidenemalononitriles, R¹CH:C(CN)₂, and pyrazolones II or by the three-component condensation of aromatic aldehydes, R¹CHO, malononitrile, and pyrazolones II. It was established by X-ray crystallog. anal. that pyranopyrazoles exist in the 2H and not the 1H tautomeric form. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0Synthetic Route of C4H3F3N2O).

3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0) 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 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 C4H3F3N2O

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

Modulating Supramolecular Reactivity Using Covalent “Switches” on a Pyrazole Platform was written by Aakeroy, Christer B.;Hurley, Evan P.;Desper, John. And the article was included in Crystal Growth & Design in 2012.SDS of cas: 15953-73-8 This article mentions the following:

Systematic co-crystallizations of halogen-, methyl-, and nitro-substituted pyrazoles with a library of 20 aromatic carboxylic acids have been carried out using melt and solution-based experiments The solids resulting from all reactions were screened using IR spectroscopy in order to determine if a reaction (co-crystal or salt) had taken place. The halogenated pyrazoles, including their di-Me analogs, gave a supramol. yield of 55-70%. Replacing a halogen atom (R-X, X = Cl, Br, I) with a nitro (R-NO₂) group drops the success rate significantly to 10% due to the reduced charge on the basic nitrogen atom of the pyrazole. Eleven crystal structures were obtained: six were co-crystals and five were salts (including one hydrate). In all six co-crystals, dimeric pyrazole···acid assemblies were constructed via a combination of O-H···N(pyz) and N-H···O hydrogen bonds corresponding to a 100% supramol. yield. A variety of weaker halogen-bonds CN···I, I···I and X···O^– connect dimers into infinite one-dimensional chains. In contrast, the salts displayed a variety of stoichiometries and a much wider range of noncovalent interactions, although a charge-assisted N⁺-H···O^– hydrogen bond was present in all five structures. In general, the salts lack structural and stoichiometric predictability and stability as compared to the co-crystals. Furthermore, the overall electrostatic charge on the key binding sites on the pyrazole backbone can be modulated by using specific covalent switches, which in turn can increase (or decrease) the success rate for a reaction. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8SDS of cas: 15953-73-8).

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

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

Synthesis and pharmacological activity of N-hetaryl-3(5)-nitropyridines was written by Klimenko, A. I.;Divaeva, L. N.;Zubenko, A. A.;Morkovnik, A. S.;Fetisov, L. N.;Bodryakov, A. N.. And the article was included in Russian Journal of Bioorganic Chemistry in 2015.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

Previously undescribed 2-, 4 or 6-substituted hetaryl-3(5)-nitropyridines were synthesized by the interaction of a number of chloro-substituted 3(5)-nitropyridines with some diazoles or 3-chloropyridazin-6-one. In addition, pyrazolyl-3-nitropyridines were prepared by both the above method and cyclization of hydrazinopyridines, which, in turn, were synthesized by the treatment of chloro-substituted 3-nitropyridines with hydrazine. It has been shown that these compounds have a moderate antibacterial activity against some pathogenic gram-pos. and gram-neg. bacteria (Staphylococcus aureus and Escherichia coli) and a strong protistocidal effect on protozoa species Colpoda steinii surpassing in this respect clin. used reference drugs. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) 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. 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.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole

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

Syntheses with silver or sodium pyrazoles. III. Reactions of sodium pyrazoles was written by Reimlinger, Hans;Noels, Alfred;Jadot, Josef;Van Overstraeten, Andre. And the article was included in Chemische Berichte in 1970.Application of 934-48-5 This article mentions the following:

Reaction of the Na salt of pyrazole with BrCN gave 2,4,6-tripyrazol-1-yl-s-triazine. Similar reaction of substituted 3,5-dimethylpyrazoles (I) (where R = Na and R1 = H or Me) gave I (where R = CN and R1 = H or Me) (II). Hydrolysis of II yielded I (R = CONH2 and R1 = H or Me) and I (R = H and R1 = H or Me). The Na salts of 4-chloro- or 4-bromopyrazole reacted with BrCN to give iminobis(4-chloropyrazol-1-yl)- or iminobis(4-bromopyrazol-1-yl)methane. Reaction of the Na salt of pyrazole with PhNCO gave 1-phenylcarbamoylpyrazole. Similar reaction of the Na salts of pyrazole or I with CHCCH2Br gave 35-76% trisubstituted 1-propargylpyrazoles (III) (R, R1, R2 = H or Me). In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Application of 934-48-5).

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. 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 934-48-5

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