pyrazoles-derivatives

Supramolecular structure of 1H-pyrazoles in the solid state: a crystallographic and ab initio study was written by Foces-Foces, Concepcion;Alkorta, Ibon;Elguero, Jose. And the article was included in Acta Crystallographica, Section B: Structural Science in 2000.SDS of cas: 5334-39-4 This article mentions the following:

The secondary structure of 1H-unsubstituted pyrazole derivatives bearing only one hydrogen-donor group and one or more acceptor groups has been analyzed in terms of some descriptors representing the substituents at C3 and C5. The substituent at C4 appears to affect mainly the tertiary or quaternary structure of these compounds The proposed semi-quant. model, which explains most hydrogen-bonded motifs as a combination of the effects of substituents at C3 and C5, has also been examined as a function of the steric and polarizability effects of these substituents represented by molar refractivity. The model also applies to other five-membered rings (1,2,4-triazoles, 1,2,4-diazaphospholes and 1,2,4-diazaarsoles). Furthermore, ab initio calculations at RHF/6-31G* have been performed to discover the relative stability of three of the four hydrogen-bond patterns displayed by several sym. pyrazoles (dimers, trimers, tetramers). The fourth motif, catemers, has only been discussed geometrically. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4SDS of cas: 5334-39-4).

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閳ユ徆onor 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.SDS of cas: 5334-39-4

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

Substitution in the pyrazole series. Halogen derivatives of 3,5-dimethylpyrazole was written by Morgan, G. T.;Ackerman, Isidore. And the article was included in Journal of the Chemical Society, Transactions in 1923.Name: 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

The diazo derivatives have been studied as a means of preparing the substitution derivatives of 3,5-dimethylpyrazole (I), but the results showed that the yields were less than by direct halogenation. Iodination occurs much more readily than in the C₆H₆ series. The 4-NO₂ derivative is best prepared by adding 6 cc. HNO₃ (d. 1.42) to 10 cc. concentrated H₂SO₄ containing 5 g. I at 0鎺? adding 20 cc. additional H₂SO₄, allowing to stand overnight and then heating 3-4 hrs. at 100鎺? The reduction to the 4-NH₂ derivative is best carried out in moist Et₂O with Al-Hg, the yield being 85%. Benzylidene derivative, m. 139-40鎺? o-Nitrobenzylidene derivative, greenish yellow turning reddish brown on exposure to light and air, m. 101鎺? m-isomer, light yellow, m. 236鎺? p-isomer, golden yellow, m. 198鎺? Aqueous HCHO gives the complex [HOCH₂N.N:CMe.C(N:CH₂):CMe]_x, does not m. 300鎺? The diazonium chloride condenses with 灏?diketones and 灏?keto esters in the presence of aqueous AcONa. 4-Azoacetylacetone derivative, golden yellow, m. 184鎺?(decomposition). 4-Azobenzoylacetone derivative, light yellow, m. 169-70鎺?(decomposition). Et 3,5-dimethylpyrazole-4-azoacetoacetate, orange-yellow, m. 157鎺? These derivatives gave red Na salts which developed intense red colors with FeCl₃. 4-Iodo-3,5-dimethylpyrazole (II), m. 137鎺? is obtained in 60% yield from boiling aqueous KI and the diazonium chloride, or in quant. yield by heating I, I in KI, AcONa and H₂O. Ac derivative, m. 62.5-3.5鎺? Bz derivative, m. 82鎺? Chloroaurate, orange-yellow, m. 174鎺? Chloroplatinate, light orange, m. 215-20鎺? Dichloride, yellow, m. 85-88鎺? by passing dry Cl into II in CHCl₃; it is very volatile at the ordinary temperature and the vapor is lachrymatory. The action of dilute aqueous NaOH is complicated and destructive and an iodoso derivative could not be isolated. Dibromide, brick-red, m. 78-81鎺? this also is volatile and lachrymatory. Iodochloride hydrochloride, yellow, m. 111鎺?(decomposition), from ICl.HCl and I in concentrated HCl; it is hydrolyzed by H₂O, liberates I from KI and S from aqueous Na₂S₂O₃, 10% NaOH decomposes it quant. into II. Dilute EtOH transforms it into the HCl salt of II, m. 195鎺? II with alk. KMnO₄ gives 4-iodopyrazolecarboxylic acid, amorphous, decompose above 70鎺? Ag salt; and 4-iodo-3-(5)-methylpyrazole, m. 185-7鎺? chloroaurate, orange-yellow; chloroplatinate, orangeyellow. With neutral KMnO₄ the product is 4-iodo-3-(5)-methylpyrazolecarboxylic acid, amorphous, m. 237鎺?Ag salt. 4-Bromo-3,5-dimethylpyrazole, m. 118鎺?chloroaurate, orange-red, m. 126-8鎺? Ac derivative, m. 38鎺? Bz derivative, m. 48-9鎺? Perbromide, by adding Br to I in concentrated HCl, orange-red, m. 142-4鎺? On warming with EtOH, the HBr salt, m. 174鎺? results. 4-Chloro-3,5-dimethylpyrazole, m. 95鎺? results by passing Cl into aqueous I. It is less basic than the Br or I derivatives and does not yield Ac or Bz derivatives I, warmed with fuming H₂SO₄ (20% SO₃) on the H₂O bath for 6 hrs., gives the 4-SO₃H acid, containing 1.5 H₂O, m. 287-8鎺? the H₂O is lost at 115鎺? Chloride, m. 100鎺? In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Name: 4-Chloro-3,5-dimethyl-1H-pyrazole).

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

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

N-Arylation of pyrazoles with activated aryl ethers was written by Chiriac, Constantin I.;Toma, Ovidiu;Chiriac, Florentina;Lupu, Viorel;Ropot, Radu;Truscan, Ion. And the article was included in Revue Roumaine de Chimie in 1994.Quality Control of 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:

Various N-arylpyrazoles can be prepared by a condensation reaction of pyrazoles and activated aryl ethers, such as 2,4-dinitrophenyl Ph ether and 2,4,6-trinitrophenyl Ph ether, in DMSO as solvent at 155-165鎺?for 1-3 h. The basicity of the pyrazoles and the reactivity of activated aryl ethers are important factors in this reaction. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Quality Control of 4-Chloro-3,5-dimethyl-1H-pyrazole).

4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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 4-Chloro-3,5-dimethyl-1H-pyrazole

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

Efficient and simple synthesis of 3-aryl-1H-pyrazoles was written by Gerard, Anne-Laure;Bouillon, Alexandre;Mahatsekake, Clement;Collot, Valerie;Rault, Sylvain. And the article was included in Tetrahedron Letters in 2006.Recommanded Product: 45887-08-9 This article mentions the following:

Efficient preparation of 3-aryl-1H-pyrazoles by coupling of 1-protected 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoles with (het)aryl halides is described. The choice of THP protecting group is discussed. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9Recommanded Product: 45887-08-9).

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

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

Efficient Route for the Synthesis of Diverse Heteroannelated 5-Cyanopyridines was written by Mityuk, Andrey P.;Hrebonkin, Andrii;Lebed, Pavlo S.;Grabchuk, Galyna P.;Volochnyuk, Dmitriy M.;Ryabukhin, Sergey V.. And the article was included in Synthesis in 2021.Application In Synthesis of 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine This article mentions the following:

The new efficient, convenient protocol for the synthesis of heteroannelated 3-cyanopyridines and pyrimidines starting from diverse aminoheterocycles and 3,3-dimethoxy-2-formylpropionitrile sodium salt was elaborated. The advantages and improvements of the procedure compared to previously known methods are shown. The scope and limitations of the method are determined The impact of the structural features on regioselectivity are discussed. The preparativeness, scalability, and application scope of the elaborated protocol are demonstrated by the synthesis of five heteroannelated 3-cyanopyridines in quantities up to 100 g. In the experiment, the researchers used many compounds, for example, 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine (cas: 141459-53-2Application In Synthesis of 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 and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 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.Application In Synthesis of 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine

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

A convenient synthesis of fluorinated pyrazolo[3,4-b]pyridine and pyrazolo[3,4-d]pyrimidine nucleosides was written by Iaroshenko, Viktor O.;Sevenard, Dmitri V.;Kotljarov, Anton;Volochnyuk, Dmitriy M.;Tolmachev, Andrei O.;Sosnovskikh, Vyacheslav Ya.. And the article was included in Synthesis in 2009.Electric Literature of C5H9N3 This article mentions the following:

Starting from 5-amino-1-(2,3-O-isopropylidene-灏?D-ribofuranosyl)-1H-pyrazole, F-containing 1,3-CCC-, 1,3-CNC-dielectrophiles, and 2,4,6-tris(trifluoromethyl)-1,3,5-triazine, a set of fluorinated pyrazolo[3,4-b]pyridine and pyrazolo[3,4-d]pyrimidine nucleosides was obtained. Synthetic access to stable 4-(polyfluoroalkyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-ols was elaborated, which can be considered to be mimetics of the putative transition state involved in adenosine deaminase activity. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Electric Literature of C5H9N3).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. 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 C5H9N3

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

Tris(pyrazolyl)borate Copper Hydroxide Complexes Featuring Tunable Intramolecular H-Bonding was written by Gardner, Evan J.;Cobb, Caitlyn R.;Bertke, Jeffery A.;Warren, Timothy H.. And the article was included in Inorganic Chemistry in 2019.Product Details of 19959-77-4 This article mentions the following:

A modular synthesis provides access to new tris(pyrazolyl)borate ligands ^XpyMeTpK that possess a single functionalized pendant pyridyl (py) or pyrimidyl (pyd) arm designed to engage in tunable intramol. H-bonding to metal-bound functionalities. To illustrate such H-bonding interactions, [^XpyMeTpCu]₂(娓?OH)₂ (6a–6e) complexes were synthesized from the corresponding ^XpyMeTpCu-OAc (5a–5e) complexes. Single crystal x-ray structures of three new dinuclear [^XpyMeTpCu]₂(娓?OH)₂ complexes reveal H-bonding between the pendant heterocycle and bridging hydroxide ligands while the donor arm engages the Cu center in an unusual monomeric ^DMAPMeTpCu-OH complex. Vibrational studies (IR) of each bridging hydroxide complex reveal reduced 璋?sub>OH frequencies that tracks with the H-bond accepting ability of the pendant arm. Reversible protonation studies that interconvert [^XpyMeTpCu]₂(娓?OH)₂ and [^XpyMeTpCu(OH₂)]OTf species indicate that the acidity of the corresponding aquo ligand decreases with increasing H-bond accepting ability of the pendant arm. 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. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Product Details of 19959-77-4

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

Barriers to internal rotation in 1-(N,N-dimethylthiocarbamoyl)pyrazoles. Hammett correlation and complete lineshape study was written by Carlsson, Lars O.. And the article was included in Acta Chemica Scandinavica (1947-1973) in 1972.Related Products of 15953-73-8 This article mentions the following:

The barriers to rotation of the Me2N group in twelve 1-(N,N-dimethylthiocarbamoyl)pyrazoles are determined by the NMR technique at the coalescence temperature For one of the compounds the rate constant is determined at 15 temperatures in an interval of 40鎺?by the complete lineshape method, and the entropy and enthalpy of activation are calculated A good relation between rate constants and Hammett 锜絧-values is observed for one of the series of compounds investigated, with a 锜?value of -1.98. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Related Products of 15953-73-8).

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閳ユ徆onor 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. Related Products of 15953-73-8

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

Reactions of 3-(polyfluoroacyl)chromenones with heterocyclic amines: novel synthesis of polyfluoroalkyl-containing fused pyridines was written by Kotljarov, Anton;Iaroshenko, Viktor O.;Volochnyuk, Dmitriy M.;Irgashev, Roman A.;Sosnovskikh, Vyacheslav Ya.. And the article was included in Synthesis in 2009.Computed Properties of C5H9N3 This article mentions the following:

The selectivity of the reactions of 3-(polyfluoroacyl)-4H-chromen-4-ones, e.g. I, with a wide range of aminoheterocycles and arylamines has been evaluated. The method described facilitates access to polyfluoroalkyl-containing fused pyridines, e.g. II. 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. 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. Computed Properties of C5H9N3

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

Cascade Wolff Rearrangement/Acylation: A Metal-Free and Eco-Friendly Approach for 4-Hydroxy-pyrazolo[3,4-b]pyridin-6-ones and N-Pyrazole Amides Synthesis from 5-Aminopyrazoles and 浼?Diazoketones was written by Zhang, Xiang-Jin;Zhang, Jie;Xu, Yu-Ning;Li, Yi-Ming;Chi, Man;Yan, Yu;Wu, Rui-Xue;Zhang, Hui-Ru;Zhu, Yan-Ping. And the article was included in Journal of Organic Chemistry in 2021.Recommanded Product: 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

A highly chemoselective cascade Wolff rearrangement/acylation reaction between 5-aminopyrazoles and diazo compounds has been developed. The protocol can facilitate the switchable synthesis of 4-hydroxy-pyrazolo[3,4-b]pyridin-6-ones I (R¹ = Me, Et, Ph, etc.; R² = Ph, t-Bu, 2-naphthyl, etc.; R³ = Ph, 4-MeOC₆H₄, 3-thienyl, etc.) and N-pyrazole amides II (R¹ = Me, t-Bu, Ph; R² = Ph, 4-FC₆H₄, 2-naphthyl, etc.; R³ = Me, c-hexyl, Ph, etc.; R⁴ = Me, Et) with the merits of a broad substrate scope, high functional group compatibility, and green and sustainable performance manner. All reactions proceeded efficiently without any catalyst and additives (acid and base) and resulted in the release of benign N₂, wherein di-Et carbonate served as a green benign solvent. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Recommanded Product: 1-Ethyl-1H-pyrazol-5-amine).

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

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