pyrazoles-derivatives

Design and Evaluation of Bispidine-Based SARS-CoV-2 Main Protease Inhibitors was written by Shcherbakov, Dmitriy;Baev, Dmitriy;Kalinin, Mikhail;Dalinger, Alexander;Chirkova, Varvara;Belenkaya, Svetlana;Khvostov, Aleksei;Krut’ko, Dmitry;Medved’ko, Aleksei;Volosnikova, Ekaterina;Sharlaeva, Elena;Shanshin, Daniil;Tolstikova, Tatyana;Yarovaya, Olga;Maksyutov, Rinat;Salakhutdinov, Nariman;Vatsadze, Sergey. And the article was included in ACS Medicinal Chemistry Letters in 2022.Safety of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid This article mentions the following:

For the first time, derivatives of 3,7-diazabicyclo[3.3.1]nonane (bispidine) were proposed as potential inhibitors of the SARS-CoV-2 main viral protease (3-chymotrypsin-like, 3CLpro). Based on the created pharmacophore model of the active site of the protease, a group of compounds were modeled and tested for activity against 3CLpro. The 3CLpro activity was measured using the fluorogenic substrate Dabcyl-VNSTLQSGLRK(FAM)MA; the efficiency of the proposed approach was confirmed by comparison with literature data for ebselen and disulfiram. The results of the experiments performed with bispidine compounds showed that 14 compounds exhibited activity in the concentration range 1-10μM, and 3 samples exhibited submicromolar activity. The structure-activity relationship studies showed that the mols. containing a carbonyl group in the ninth position of the bicycle exhibited the maximum activity. Based on the exptl. and theor. results obtained, further directions for the development of this topic were proposed. In the experiment, the researchers used many compounds, for example, 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8Safety of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid).

1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8) 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. 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 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid

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

Evolution of S/N containing compounds in pyrolysis of highly oily petroleum sludge was written by Wang, Ziyi;Wang, Zhenbo;Sun, Zhiqian;Ma, Kesheng;Du, Lianmeng;Yuan, Rui. And the article was included in Fuel in 2022.Recommanded Product: 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine This article mentions the following:

Pyrolysis of oily sludge in inert environment has a strong potential for energy recovery, in which the transformation of S/N containing compounds is a key to influence the quality of various products. This work addresses the evolution of S/N containing compounds in pyrolysis process of two oily sludge samples with high oil content by comparing the species and distribution of S/N containing compounds in origin samples and char. The results demonstrate that aromatic and saturated completed volatilize or react completely at 500 °C while the resin completed the reaction at 750 °C-800 °C. The S-containing compounds are mainly Sulfate-S. At 500 °C, most sulfate remained unchanged, and continued heating led to a large-scale decomposition After condensation and cyclization, the S/N compounds were transformed into components with high thermal stability. Sulfoxide-S, Thiophenic-S and Aromatic-S with more stable thermal stability held the main position at higher temperature The transformation of N-containing compounds was almost based on Proteins-N. As the temperature rising from 500 °C to 700 °C and 900 °C, the content of protein-N decreased continuously and transformed into high thermal stability Pyridine-N, Pyrrole-N and Quaternary graphic-N, which could account for more than 90%. This work provides a theor. basis for the distribution and transformation of S/N in char, the deep application of char and the pollution prevention in subsequent treatment. In the experiment, the researchers used many compounds, for example, 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine (cas: 141459-53-2Recommanded Product: 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. 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.Recommanded Product: 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine

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

Facile synthesis of annelated NADH model precursors was written by Benoit, R.;Dupas, G.;Bourguignon, J.;Queguiner, G.. And the article was included in Synthesis in 1987.Category: pyrazoles-derivatives This article mentions the following:

Cyclization of (MeO)₂CHC(CN):CHONa I with amino derivatives of electron donating heterocycles II gave 49-85% title compounds III. E.g., the reaction of I with IV gave 49% V. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Category: pyrazoles-derivatives).

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. 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

Nitrogeneous five-membered heterocycles. Some pyrazole derivatives with possible hypoglycemic action was written by Cojocaru, Zenaida;Bicleseanu, Cornelia. And the article was included in Revista Medicala (Tirgu-Mures, Romania) in 1971.Electric Literature of C6H9N3O This article mentions the following:

-Acyl-3,5-dimethylpyrazoles (I) were prepared Their phys.-chem. constants were given. The ir spectrum of I showed a carbonyl absorption at 1700-1760 cm-1. The hypoglycemic action of 3,5-dimethylpyrazole and 1-carbamoyl-3,5-dimethyl-pyrazole (I, R = NH2) was compared in rats with that of insulin, sulfamylurea, and biguanidine. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Electric Literature of C6H9N3O).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) 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.Electric Literature of C6H9N3O

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

Synthesis and Muscarinic Activities of 3-(Pyrazolyl)-1,2,5,6-tetrahydropyridine Derivatives was written by Plate, Ralf;Plaum, Marc J. M.;de Boer, Thijs;Andrews, John S.;Rae, Duncan R.;Gibson, Sam. And the article was included in Bioorganic & Medicinal Chemistry in 1996.Electric Literature of C8H7N3 This article mentions the following:

A series of 3-(pyrazolyl)-1,2,5,6-tetrahydropyridine derivatives was synthesized and tested for muscarinic activity in receptor binding assays using [³H]-oxotremorine-M (³H-OXO-M) and [³H]-pirenzepine (³H-PZ) as ligands. Example compounds are the (pyrazolyl)tetrahydropyridines I (R¹,R² = H, halo). Potential muscarinic agonistic or antagonistic properties of the compounds were determined using binding studies measuring their potencies to inhibit the binding of ³H-OXO-M and ³H-PZ. Preferential inhibition of ³H-OXO-M binding was used as an indicator for potential muscarinic agonistic properties: this potential was confirmed in functional studies on isolated organs. All compounds with agonistic properties showed ³H-PZ³H-OXO-M potency ratios in excess of 20. In contrast, for antagonists this ratio was found to be close to unity. Mono-halogenation resulted in compounds with M₃ agonistic properties as shown by their atropine sensitive stimulant properties in the guinea pig ileum, but with very little or no M₁ activity. Some minor in vivo effects were observed for these compounds One compound also showed pos. mnemonic properties in rats where spatial short-term memory had been compromised by temporary cholinergic depletion. These data indicate that some M₃ agonism may be desired in therapeutic agents aimed at the treatment of the cognitive deficits of Alzheimer’s disease patients. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9Electric Literature of C8H7N3).

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. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Electric Literature of C8H7N3

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

IR-spectroscopic study of the structure of indazoles, pyrazolo[3,4-b]pyridines, and pyrazolo[3,4-b]pyrazine was written by Sennitskaya, L. V.;Timoshenkova, Yu. D.;Kikot, B. S.;Pentin, Yu. A.;Blanko, F. F.;Korbukh, I. A.;Preobrazhenskaya, M. N.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1977.Product Details of 63725-52-0 This article mentions the following:

The IR of I (R = H, Me), II, III (R = H, NH2, Me2N), IV, V (R, R1 = H, Me), and VI were discussed. A band at 2500-3300 cm-1, shifted to 2000-2400 cm-1 by deuteration, indicated that intermol. H bonding occurred in the crystals of the NH compounds The IR also indicated that protonation of III (R = NH2) occurred on one of the ring N atoms. In the experiment, the researchers used many compounds, for example, 6-Chloro-1-methylpyrazolo[5,4-b]pyridine (cas: 63725-52-0Product Details of 63725-52-0).

6-Chloro-1-methylpyrazolo[5,4-b]pyridine (cas: 63725-52-0) 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 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.Product Details of 63725-52-0

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

K₂CO₃-Promoted Pyrazoles Synthesis from 1,3-Dipolar Cycloaddition of N-Tosylhydrazones with Acetylene Gas was written by Li, Dongying;Qiu, Shanguang;Chen, Yuxue;Wu, Luyong. And the article was included in ChemistrySelect in 2020.Formula: C9H7BrN2 This article mentions the following:

A series of pyrazoles I (R¹ = Me, Ph, 4-(trifluoromethyl)phenyl, etc.; R² = H, Me, Ph, 4-chlorophenyl, etc.) was provided in mediate to good yields. The 1,3-dipolar cycloaddition of N-tosylhydrazones 2-R³-3-R⁴-4-R⁵-C₆H₂C(R⁶)=NNHS(O)₂(4-CH₃C₆H₄) [R³ = H, Me, OMe; R⁴ = H, Me, Br, Cl; R⁵ = H, Me, N(CH₃)₂, OMe, Br, CF₃, Cl; R⁶ = H, Me] (II) with acetylene gas on balloon was investigated. Bases and solvents were screened and K₂CO₃ was verified to be an efficient base to promote this process. DMSO gave the better result in the reaction of N-tosylhydrazones derived from aldehyde II (R⁶ = H), and NMP was a better suitable solvent in the reaction of ketone N-tosylhydrazones II (R⁶ = Me). This process was easy to handle and suitable to the industrial application. 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. 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. 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.Formula: C9H7BrN2

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

Investigation of ESIPT in a panel of chromophores presenting N-H···N intramolecular hydrogen bonds was written by Hubin, Pierre O.;Laurent, Adele D.;Vercauteren, Daniel P.;Jacquemin, Denis. And the article was included in Physical Chemistry Chemical Physics in 2014.Product Details of 19959-77-4 This article mentions the following:

Thermodn. and kinetic aspects of excited state intramol. proton transfer (ESIPT) are investigated in 11 chromophores harboring an intramol. N-H···N hydrogen bond [pyridyl pyrazole, pyridyl pyrrole, azaindole, pyridyl indole, pyrroloquinoline, and an analog of the Blue Fluorescent Protein (BFP) chromophore] with the help of quantum mech. calculations For pyridyl pyrazoles, simulated spectra are used to help the interpretation of exptl. ones and the effects of several substituents are investigated. Then it is shown that Time-Dependent D. Functional Theory fails to satisfactorily describe the energetic aspects of ESIPT for the BFP chromophore analog. Equation-of-Motion Coupled Cluster theory is thus used to reach accurate insights for this challenging case. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Product Details of 19959-77-4).

2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) 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 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.Product Details of 19959-77-4

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

Depsipeptides featuring a neutral P1 are potent inhibitors of kallikrein-related peptidase 6 with on-target cellular activity was written by De Vita, Elena;Schueler, Peter;Lovell, Scott;Lohbeck, Jasmin;Kullmann, Sven;Rabinovich, Eitan;Sananes, Amiram;Hessling, Bernd;Hamon, Veronique;Papo, Niv;Hess, Jochen;Tate, Edward W.;Gunkel, Nikolas;Miller, Aubry K.. And the article was included in Journal of Medicinal Chemistry in 2018.Computed Properties of C4H5N3O2 This article mentions the following:

Kallikrein-related peptidase 6 (KLK6) is a secreted serine protease that belongs to the family of tissue kallikreins (KLKs). Many KLKs are investigated as potential biomarkers for cancer as well as therapeutic drug targets for a number of pathologies. KLK6, in particular, has been implicated in neurodegenerative diseases and cancer, but target validation has been hampered by a lack of selective inhibitors. This work introduces a class of depsipeptidic KLK6 inhibitors, discovered via high-throughput screening, which were found to function as substrate mimics that transiently acylate the catalytic serine of KLK6. Detailed structure-activity relationship studies, aided by in silico modeling, uncovered strict structural requirements for potency, stability, and acyl-enzyme complex half-life. An optimized scaffold, DKFZ-251, demonstrated good selectivity for KLK6 compared to other KLKs, and on-target activity in a cellular assay. Moreover, DKFZ-633, an inhibitor-derived activity-based probe, could be used to pull down active endogenous KLK6. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Computed Properties of C4H5N3O2).

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

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

Cytotoxic activity of some novel sulfonamide derivatives was written by Ghorab, Mostafa M.;Alsaid, Mansour S.;Abdullah-Al-Dhfyan;Arafa, Reem K.. And the article was included in Acta Poloniae Pharmaceutica in 2015.COA of Formula: C5H9N3 This article mentions the following:

The versatile synthons 2-chloro-N-(4-sulfamoylphenyl)acetamides 1a,b were used as a key intermediates for the synthesis of sulfonamide derivatives with adamantyl 2, indene 3, morpholinophenyl 4, pipronyl 5, benzothiazole 6-8, pyrazole 9, thiadiazole 10, 11, quinoline 12, isoquinoline 13, thiazoles 14-19, acrylamides 20-24 and benzochromene 25 moieties via reaction with several nitrogen nucleophiles. The newly synthesized compounds were screened in vitro for their anticancer activity against breast cancer (MDA-MB-231) and colon cancer (HT-29) cell lines. Compound 17 was found to be the most potent against breast cancer cell lines with IC50 value 66.6 μM compared with the reference drug 5-fluorouracil with IC50 value 77.28 μM. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3COA of Formula: C5H9N3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 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.COA of Formula: C5H9N3

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