Day: January 6, 2023

Substituent effects on the ¹⁵N NMR parameters of azoles was written by Claramunt, Rosa Maria;Sanz, Dionisia;Lopez, Concepcion;Jimenez, Jose Antonio;Jimeno, Maria Luisa;Elguero, Jose;Fruchier, Alain. And the article was included in Magnetic Resonance in Chemistry in 1997.Synthetic Route of C4H5N3O2 This article mentions the following:

The ¹⁵N chem. shifts and a large collection of coupling constants pertaining to azoles have been gathered from the literature. To complete this collection and to check some anomalies, the spectra of 14 compounds in several solvents were recorded again and 31 compounds were studied for the first time; in all, data for 420 compounds (pyrroles, imidazoles, pyrazoles, triazoles, tetrazoles, indoles, benzimidazoles, indazoles, benzotriazoles and carbazoles) are reported. Additive models are used to discuss the substituent chem. shifts. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Synthetic Route of C4H5N3O2).

1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1) 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.Synthetic Route of C4H5N3O2

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

Microwave-assisted palladium mediated efficient synthesis of pyrazolo[3,4-b]pyridines, pyrazolo[3,4-b]quinolines, pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a]quinazolines was written by Shekarrao, Kommuri;Kaishap, Partha Pratim;Saddanapu, Venkateshwarlu;Addlagatta, Anthony;Gogoi, Sanjib;Boruah, Romesh C.. And the article was included in RSC Advances in 2014.Application In Synthesis of 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

An efficient method for the synthesis of pyrazole-fused heterocycles via the palladium-catalyzed solvent-free reaction of β-halovinyl or o-haloaryl aldehydes and 3-aminopyrazoles or 5-aminopyrazoles under microwave irradiation conditions in good yields was developed. This method is applicable for the efficient synthesis of a wide range of substituted pyrazolo[3,4-b]pyridines, e.g., I, pyrazolo[3,4-b]quinolines, e.g., II, pyrazolo[1,5-a]pyrimidines, e.g., III (R¹ = H, Me, 4-MeOC₆H₄; R² = 4-MeC₆H₄, 3-thienyl, 2-naphthyl, R³ = H; R²R³ = o-C₆H₄CH₂CH₂, etc.) and pyrazolo[1,5-a]quinazolines, e.g., IV. Four of the synthesized pyrazole fused compounds, including I, II, and III (R¹ = H; R² = 4-MeC₆H₄; R³ = H), showed in vitro cytotoxic activities almost comparable to the drug doxorubicin against the cervical HeLa cancer cell line and prostate DU 205 cancer cell line. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Application In Synthesis of 1-Ethyl-1H-pyrazol-5-amine).

1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) 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 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.Application In Synthesis of 1-Ethyl-1H-pyrazol-5-amine

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

Solvatochromism of heteroaromatic compounds: VI. Comparison of the empirical and theoretical approaches to description of solvatochromism in nonspecific solvation of nitropyrazoles was written by Vokin, A. I.;Shulunova, A. M.;Aksamentova, T. N.;Es’kova, L. A.;Elokhina, V. N.;Lopyrev, V. A.;Turchaninov, V. K.. And the article was included in Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) in 2001.Name: 1-Methyl-3-nitro-1H-pyrazole This article mentions the following:

The effect of nonspecific solvation on the long-wave absorption band in the UV spectra of isomeric nitropyrazoles was studied. The aprotic inert and aprotic protophilic solvents exert different spectroscopic effects. In the former solvents, the solvatochromism is mainly governed by orientation interactions, and in the latter solvents, along with the orientation interactions, the UV spectrum is appreciably influenced by the induction, polarization, and dispersion interactions, which is due to the presence of readily polarizable nonbonding electron pairs and/or a π-electron system in mols. of such solvents. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Name: 1-Methyl-3-nitro-1H-pyrazole).

1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1) 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 can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Name: 1-Methyl-3-nitro-1H-pyrazole

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

‘On water’ highly atom economical and rapid synthesis of a novel class of 3-hydroxy-2-oxindole scaffolds under a catalyst-free and column chromatography-free protocol at room temperature was written by Thakur, Pramod B.;Meshram, Harshadas M.. And the article was included in RSC Advances in 2014.Computed Properties of C4H3F3N2O This article mentions the following:

An ‘on water’ highly atom economical and rapid protocol has been developed for the synthesis of 3-(2-pyrazolin-5-one) substituted, 3-hydroxy-2-oxindole scaffolds I (R¹ = H, C₆H₅; R² = H, Cl; R³ = F, NO₂, CH₃, Cl, H, I; R⁴ = H, Cl, CH₃; R⁵ = H, CH₃, CH₂CH₂CH₃) under catalyst-free and column chromatog.-free conditions at rt. The generality of the method has been demonstrated by screening a series of isatin electrophiles as well as 2-pyrazolin-5-one derivatives The developed method is a good example of green synthesis in which straightforward synthesis of a medicinally important 3-hydroxy-2-oxindole framework is executed by employing very mild, simple and handy procedures from readily available starting materials. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)-1H-pyrazol-5(4H)-one (cas: 401-73-0Computed Properties of C4H3F3N2O).

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

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

Two-color delay dependent IR probing of torsional isomerization in a [AgL₁L₂]⁺ complex was written by Lang, Johannes;Gaffga, Maximilian;Menges, Fabian;Niedner-Schatteburg, Gereon. And the article was included in Physical Chemistry Chemical Physics in 2014.SDS of cas: 19959-77-4 This article mentions the following:

Two-color IR multiple photon dissociation (2c-IR-MPD) spectroscopy with delayed pulses indicates a torsional isomerization in a “ligand-metal-chelate” complex [AgL₁L₂]⁺. Ab initio calculations reveal the torsional barrier as well as the change in vibrational frequencies and IR intensities along the isomerization pathway. The current approach bears prospects for further elucidation of competing interactions within naked or microsolvated complexes in gas phase coordination chem. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4SDS of cas: 19959-77-4).

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

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

Oxidative N-N coupling of N-alkyl-3-aminopyrazoles to azopyrazoles in aqueous solutions of NaOCl and NaOBr was written by Lyalin, B. V.;Sigacheva, V. L.;Ugrak, B. I.;Petrosyan, V. A.. And the article was included in Russian Chemical Bulletin in 2021.Category: pyrazoles-derivatives This article mentions the following:

The influence of the structures of N-alkyl-3-aminopyrazoles on their transformation into azopyrazoles on treatment with sodium hypohalogenites was studied. The reaction of 3-aminopyrazoles unsubstituted at position 4 containing donor substituents with neutral solutions of sodium hypohalogenites lead to mixtures of 3,3′-azopyrazoles (yields 1-40%) and 4,4′-dihalo-3,3′-azopyrazoles (yields 20-79%). In this case, generation of 3,3′-azopyrazoles was favored by the addition of NaOH to the reaction mixture The N-N coupling of aminopyrazoles with acceptor substituents in the aromatic ring resulted in the selective formation of 3,3′-azopyrazoles even in neutral media. The reactions of 4-substituted 3-aminopyrazoles with NaOBr afforded only 3,3′-azopyrazoles. The regularities of occurrence of all the above processes were discussed. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4Category: pyrazoles-derivatives).

1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4) 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. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Category: pyrazoles-derivatives

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

The ultraviolet absorption spectra of pyrazoles and 1-carboxamidepyrazoles and their application was written by Shi, Yun-feng;Wu, Zhi-jie;Chen, Li-jun;Chen, Guang;Liu, Yao-peng;Zhang, Li-li. And the article was included in Guangpuxue Yu Guangpu Fenxi in 2009.Recommanded Product: 15953-73-8 This article mentions the following:

The UV absorption spectra of pyrazoles and 1-carboxamidepyrazoles were studied. The results indicated that substitution in the 3 or the 5 position it leads to a bathochromic shift of the position of the maximum absorption by about 3-4 nm, whereas in the 4 position leads to a much larger bathochromic shift (>10 nm). The introduction of carboxamide causes a bathochromic shift of the position of the maximum absorption by about 20-26 nm. Its also leads to an increase in molar extinction coefficient by about 2-3 times. So UV methods were established for determining the contents of pyrazoles and their derivations. Using these methods. the content of 3,4-dimethylpyrazole phosphate (DMPP) in stabilized urea was determined to be 1.15% of urea-N, the hydrolytic half lives of 1-carboxamide-3-methylpyrazole (CMP) in water solution at 20°, 25°, and 30° were 48, 30, and 16 h, resp., and the extraction percentage of nitrification inhibitor 3-methylpyrazole phosphate (MPP) in 3 soils by 3 different extractants were ranged from 63.2% to 89.2%. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Recommanded Product: 15953-73-8).

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. 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: 15953-73-8

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

Metabolic control in hypoglycemic therapy with pyrazole derivatives was written by Bacleseanu, Cornelia;Cojocaru, Zenaida;Nistor, Constantin. And the article was included in Studii si Cercetari de Biochimie in 1973.Electric Literature of C6H9N3O This article mentions the following:

The hepatic lactic acid [50-21-5] content in rats was decreased by the i.v. administration of tolbutamine [64-77-7], Maguan [Me2NC(:NH)NHC(:NH)NH2-HCl] or 3,5-dimethylpyrazole (I) [67-51-6] at 125 mg/kg, or of 4 IU insulin [9004-10-8]/kg. Maguan, and to a lesser extent tolbutamine and I decreased the hepatic pyruvic acid [127-17-3]. The liver hexokinase [9001-51-8] activity was increased markedly by tolbutamine and I, moderately by 1-carbamido-3,5-dimethylpyrazole (II) [934-48-5], and was decreased by Maguan. The aldolase [9024-52-6] activity was increased by I and was decreased by II and Maguan. 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. 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.Electric Literature of C6H9N3O

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

Properties and composition of the wastes of monoethanolamine treatment of hydrogen to remove carbon dioxide was written by Khitrin, S. V.;Fuks, S. L.;Devyaterikova, S. V.. And the article was included in Russian Journal of Applied Chemistry (Translation of Zhurnal Prikladnoi Khimii) in 2002.SDS of cas: 934-48-5 This article mentions the following:

The composition of the large-scale wastes from monoethanolamine treatment of pyrolysis hydrogen to remove carbon dioxide was studied. The bottoms after monoethanolamine treatment inhibit corrosion of steel with relatively poor and satisfactory protective power in acidic and neutral solutions, resp., whereas in the case of nonferrous metals they catalyze corrosion and can be used as polishing agent for copper and brass. The bottoms inhibit the atm. corrosion of steel at their content in solution of 75 mL/L. In the course of corrosion tests the content of primary and secondary amines increases. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5SDS of cas: 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.SDS of cas: 934-48-5

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