pyrazoles-derivatives

Determination of volatile component from Patrinia villosa (Thunb.) Juss. and Patrinia scabiosaefolia Fisch by GC- MS was written by Liu, Wei;Jia, Shao-hua;Xiang, Zheng. And the article was included in Harbin Shangye Daxue Xuebao, Ziran Kexueban in 2016.Quality Control of 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

To analyze the chem. constituents in the essential oil of Patrinia villosa (Thunb.) Juss and Patrinia scabiosaefolia Fisch. The essential oil obtained by the hydrodistillation of the leaves of Patrinia scabiosaefolia Fisch and Patrinia villosa( Thunb.) Juss. were analyzed by a combination of capillary GC/MS analytic techniques. Results indicated that 54 components comprising 94.56% of essential oil in leaves of P. scabiosaefolia Fisch and 36 components comprising 89.87% of oil in leaves of P. Villosa Juss. were identified, resp. 9 Common constituents, hexanal, 2-Pentylfuran, benzeneacetaldehyde, α-Ionene, 1, 2, 3, 4- Tetrahydro-1, 6, 8-trimthylnaphthalene, 1, 2, 3, 4-Tetrahydro-1, 5, 7-trimethylnaphthalene, β-Damascenone, Hexahydrofarnesylacetone and palmitic acid, were identified in two species of Baijiangcao. This was the first report to make a comparison of essential oil constituents in two species of BaiJiangCao, which could have identification between the two leaves on essential oil ingredient, and even could give a support for quality control. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Quality Control of 1-Ethyl-1H-pyrazol-5-amine).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) 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-5-amine

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

Design, synthesis, and structure-activity relationships of 1-ethylpyrazole-3-carboxamide compounds as novel hypoxia-inducible factor (HIF)-1 inhibitors was written by Yasuda, Yorinobu;Arakawa, Takeaki;Nawata, Yumi;Shimada, Sayaka;Oishi, Shinya;Fujii, Nobutaka;Nishimura, Shinichi;Hattori, Akira;Kakeya, Hideaki. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Category: pyrazoles-derivatives This article mentions the following:

Hypoxia-inducible factor (HIF)-1 is well known as a promising target for cancer chemotherapy. By screening an inhouse chem. library using a hypoxia-responsive luciferase reporter gene assay, the authors identified CLB-016 containing 1-ethylpyrazole-3-carboxamide as a HIF-1 inhibitor (IC₅₀ = 19.1 μM). In a subsequent extensive structure-activity relationship (SAR) study, the authors developed compound 11Ae (4-[5-[(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)methyl]furan-2-carboxamido]-1-ethyl-1H-pyrazole-3-carboxamide) with an IC₅₀ value of 8.1 μM against HIF-1-driven luciferase activity. CLB-016 and compound 11Ae were shown to significantly suppress the HIF-1-mediated hypoxia response, including carbonic anhydrase IX (CAIX) gene expression and migration of human sarcoma HT1080 cells. These results revealed 1-ethylpyrazole-3-carboxamide as a novel scaffold to develop promising anti-cancer drugs targeting the HIF-1 signaling pathway. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Category: pyrazoles-derivatives).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) 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.Category: pyrazoles-derivatives

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

Reaction of ethyl-4,4,4-trifluoroacetoacetate with cyanoacetic acid hydrazide. Novel rearrangement of 1-aminopyridine derivatives was written by Balicki, Roman;Nantka-Namirski, Pawel. And the article was included in Acta Poloniae Pharmaceutica in 1975.Category: pyrazoles-derivatives This article mentions the following:

CF3COCH2CO2Et (I) condensed with NCCH2CONHNH2 (II) in EtOH in the presence of piperidine (III) yielded 15% IV and an unidentified by-product. The same reaction effected in III without any solvent gave, upon acidification, 70% V. I and II condensed in EtOH with KOH as the catalyst yielded the K salt of VI, which on acidification rearranged to V. Similarly, only V was obtained in the reaction of I with 5-aminopyrazol-3-one. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0Category: pyrazoles-derivatives).

3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0) 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. 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.Category: pyrazoles-derivatives

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

New reaction of 1H-pyrazoles with selenium dioxide: one-pot synthesis of bis(1H-pyrazol-4-yl)selenides was written by Seredyuk, Maksym;Fritsky, Igor O.;Kraemer, Roland;Kozlowski, Henryk;Haukka, Matti;Guetlich, Philipp. And the article was included in Tetrahedron in 2010.Recommanded Product: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine This article mentions the following:

A novel reaction between six 3- and 3,5-substituted pyrazoles with Se dioxide proceeds with formation of bis(3R,5R’-1H-pyrazol-4-yl)selenides (R = pyridyl, Ph, Et, Me, H; R’ = Me, Et, H) in 52% to 67% yield. On this basis, an efficient 1-pot synthetic procedure was developed. E.g., reaction of 3-methyl-5-phenyl-1H-pyrazole, SeO₂ and pyridine afforded bis(3-methyl-5-phenyl-1H-pyrazol-4-yl) selenide in 67% yield. In the case of the unsubstituted pyrazole a selenonium compound was obtained. The identity and structure of the seven isolated Se derivatives were confirmed by spectral methods and their mol. structures studied by x-ray anal. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Recommanded Product: 2-(5-Methyl-1H-pyrazol-3-yl)pyridine).

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

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

Silica-sulfuric acid-catalyzed nitrodeiodination of iodopyrazoles was written by Ravi, P.;Gore, Girish M.;Sikder, Arun K.;Tewari, Surya P.. And the article was included in Synthetic Communications in 2012.Related Products of 5334-39-4 This article mentions the following:

The synthesis of nitropyrazoles in good to excellent yields from iodopyrazoles over silica-sulfuric acid catalyst for the first time was reported. The present procedure require less acid, offers a simplified workup procedure, and may be applied for the nitration of a wide variety of iodoazoles in drug and pharmaceutical industries. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Related Products of 5334-39-4).

3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) 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. 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.Related Products of 5334-39-4

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

Synthesis and characterization of some symmetrical substituted 1-(2-chloroethyl)pyrazole-based chalcogenides was written by Pundir, S.;Mehta, S. K.;Mobin, S. M.;Bhasin, K. K.. And the article was included in Indian Journal of Heterocyclic Chemistry in 2017.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

The synthesis of some sym. substituted 1-(2-chloroethyl) pyrazole-based dichalcogenides I [X = H, Cl, Br, CHO; R = S, Se, Te] and monochalcogenides II [X = H, Cl] by reacting different 3,4,5-trisubstituted 1-(2-chloroethyl) pyrazole derivatives with in situ prepared Na₂E₂ (E = S, Se, Te) and sodium hydrogen selenide, resp. X-ray crystal structure determination of 1,2-bis (2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)ethyl)diselane I [X = Br; R = Se] revealed intermol. Se·N·H interactions between two mols. 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. 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.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole

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

Basicity of C-substituted pyrazoles in the gas phase: an experimental (ICR) and theoretical study was written by Abboud, J. L. M.;Cabildo, P.;Canada, T.;Catalan, J.;Claramunt, R. M.;De Paz, J. L. G.;Elguero, J.;Homan, H.;Notario, R.. And the article was included in Journal of Organic Chemistry in 1992.Application of 54210-32-1 This article mentions the following:

The exptl. gas-phase proton affinities (PAs) of 32 N-H and N-Me pyrazoles have been determined by means of Fourier Transform Ion Cyclotron Resonance Spectroscopy (FTICR). Previously reported PAs for 12 C-methyl-substituted pyrazoles, in total provide a set of 57 data (counting each tautomer sep.). The remarkably large spread of PAs, ca. 55 kcal.mol^-1, makes this set most suitable for structural analyses. In a few cases, ab initio 6-31G//6-31G protonation energies were calculated and found to be linearly related to the exptl. PAs to a very high degree of precision. A simple additive model of substituent effects on PAs (including substitutions at positions 3, 4, and 5) was found to hold, even for very crowded derivatives such as 1,4-dimethyl-3,5-di-tert-butylpyrazoles . The only significant interaction appears between Ph groups at positions 3 and 5. The statistically averaged substituent effects on PAs were successfully analyzed in terms of polarizability and field and resonance contributions, according to the Taft-Topsom model. Both positions 3 and 5 behave in a way similar to that of position 2 in the pyridines. From this interesting result it follows that, with the exception of 3-aminopyrazole, the tautomerism of pyrazoles is not very dependent of the nature of the 3(5)-substituent. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Application of 54210-32-1).

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

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

Basicity of nitropyrazoles and their simultaneous spectrophotometric determination was written by Dumanovic, D.;Ciric, J.;Muk, A.;Nikolic, V.. And the article was included in Talanta in 1975.Category: pyrazoles-derivatives This article mentions the following:

Uv spectra of nitropyrazoles showed that NO2 shifted the absorption maximum of the neutral mols. and the protonated ionic forms to longer wavelengths by 50-70 nm and 10-30 nm, resp. The basicities of the compounds were compared with those of nitroimidazoles and the NO2 group effects and ortho group effect were determined The effect of NO2 on protonation constants was greater when NO2 was close to the pyridine N. The results indicate that simultaneous spectrophotometric determination of nitropyrazoles is possible. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Category: pyrazoles-derivatives).

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. 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.Category: pyrazoles-derivatives

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

Theoretical study on structures and detonation performances for nitro derivatives of pyrazole by density functional theory was written by Yi, Jian-hong;Hu, Shuang-qi;Liu, Sheng-nan;Cao, Duan-lin;Ren, Jun. And the article was included in Hanneng Cailiao in 2010.Electric Literature of C4H5N3O2 This article mentions the following:

Twenty-four nitropyzarole compounds and their derivatives were investigated by d. functional theory. Their optimized geometries and electronic structures were calculated at the B3LYP/6-311G(d,p) level. Optimized geometries of these compounds show that they have no imaginary frequencies, and they are stable on the potential energy surface. The heat capacity and enthalpy of some typical compounds at different temperatures were obtained by statistic thermodn., and isodesmic reactions were designed for calculating standard enthalpies of formation for the derivatives of nitropyzarole. The average molar volume and theor. d. were estimated using the Monte-Carlo method based on 0.001 e · bohr^-3 d. space. Furthermore, the detonation velocity and pressure of the derivatives were estimated by the Kamlet-Jacbos equation. Results show that the ring of pyrazole has some aromaticity and the detonation velocities of these compounds are between 6.42 and 9.00 km · s^-1. Detonation performances of these compounds show that they are very good candidates for energetic materials. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Electric Literature of C4H5N3O2).

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. 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.Electric Literature of C4H5N3O2

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

Quantum chemical studies on N-donors based-pyrazole compounds as corrosion inhibitors for steel in acidic media was written by Attayibat, Ahmed;Touzani, Rachid;Radi, Smaail;El Kadiri, Sghir;Sari, Souad;Abdelli, Imene;Ghalem, Said. And the article was included in Asian Journal of Chemistry in 2009.Recommanded Product: 19959-77-4 This article mentions the following:

In this study, some possible relationship between the exptl. inhibition corrosion in acidic media and the theor. energy calculations for four series of compounds containing pyrazoles: (A) the first series of compounds, comprises only one pyrazole ring, (B) the second series has two pyrazoles (bipyrazole), (C) the third one contains one pyrazole and one pyridine (pyridyl pyrazole) and (D) the last series concerns tripodal pyrazoles, has presented. These sets of compounds have been tested for their corrosion inhibition properties of steel in low concentration of hydrochloric acid medium. For these compounds, DFT method studies have been performed. They were based on (E_HOMO), (E_LUMO) and the difference (E_LUMO-E_HOMO). The correlation between these two parameters (theor. and exptl.) was shown to be in good agreement for some cases. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Recommanded Product: 19959-77-4).

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

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