pyrazoles-derivatives

Batch and Continuous-Flow One-Pot Processes using Amine Diazotization to Produce Silylated Diazo Reagents was written by Audubert, Clement;Gamboa Marin, Oscar Javier;Lebel, Helene. And the article was included in Angewandte Chemie, International Edition in 2017.Formula: C8H7N3 This article mentions the following:

A novel synthesis of trimethylsilyldiazomethane (TMSCHN₂) by diazotization of trimethylsilylmethylamine (TMSCH₂NH₂) is reported using batch and continuous flow syntheses. The latter affords a daily production of 275 g (2.4 mol) of TMSCHN₂. Other silylated methylamines were also successfully reacted under the developed reaction conditions to furnish various silicon-bearing diazomethane reagents. The applicability of the process is highlighted by disclosure of batch and continuous flow one-pot esterification and 1,3-dipolar cycloaddition processes. Furthermore, the high-yielding esterification of carboxylic acids with silylated and substituted methylamines in continuous flow is disclosed. Finally, work-up and purification procedures are reported for the preparation of a 2-MeTHF solution of TMSCHN₂, which can be used in rhodium-catalyzed methylenation and homologation reactions. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9Formula: C8H7N3).

3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9) 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.Formula: C8H7N3

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

Chiral Magnesium(II) Complex-Catalyzed Enantioselective Desymmetrization of meso-Aziridines with Pyrazoles was written by Li, Xiangqiang;Guo, Jing;Lin, Lili;Hu, Haipeng;Chang, Fenzhen;Liu, Xiaohua;Feng, Xiaoming. And the article was included in Advanced Synthesis & Catalysis in 2017.Electric Literature of C4H5N3O2 This article mentions the following:

A highly enantioselective catalytic protocol for the desymmetrization of meso-aziridines via ring-opening with pyrazoles was reported using an N,N’-dioxide-Mg(OTf)₂ complex as the catalyst. The corresponding trans-α-pyrazole-substituted amines were obtained in good yields and enantioselectivities (up to 99% yield and 94% ee) under mild reaction conditions. Moreover, a remarkably high asym. amplification was observed in the catalytic system. 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. 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 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

New pentahydroxypentylpyrazoles from the reactions of D-mannose and D-galactose methylhydrazones with nitroalkenes was written by Gomez-Guillen, Manuel;Hans-Hans, Felisa;Lassaletta Simon, Jose Maria;Martin-Zamora, Maria Eloisa. And the article was included in Carbohydrate Research in 1989.Application In Synthesis of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid This article mentions the following:

Reaction of methylhydrazones I (R = OH, R¹ = H; R = H, R¹ = OH) with nitroalkenes O₂NCR²:CHR³ (R² = H, Me, R³ = Ph; R² = H, Me, R³ = p-tolyl) in DMF-H₂O gave 50-75% the corresponding pyrazoles II. Structures of II were confirmed by O-acetylation, oxidation of the side-chain to CHO or CO₂H groups, and UV and NMR spectral studies. In the experiment, the researchers used many compounds, for example, 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid (cas: 10199-53-8Application In Synthesis 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. 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.Application In Synthesis of 1-Methyl-5-phenyl-1H-pyrazole-3-carboxylic acid

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

Metabolic behavior and transcriptomic analysis of Pediococcus pentosaceus strain in simulated fish sauce was written by Li, Meng-ru;Wang, Xiang-jun;Duan, Shan;Wu, Feng-ying. And the article was included in Xiandai Shipin Keji in 2016.Synthetic Route of C5H9N3 This article mentions the following:

The influence of Pediococcus pentosaceus inoculation on the fermentation in a simulated fish sauce system was investigated by chem. anal. and transcriptomic sequencing technique in this paper. The results showed that P. pentosaceus remarkably increased the content of amino acids with an agreeable taste, including glutamic acid (Glu), glycine (Gly), alanine (Ala), serine (Ser), aspartic acid (Asp), and others, and reduced the content of amino acids with an unpleasant taste, including phenylalanine (Phe) and others. Addnl., after inoculation with P. pentosaceus, the volatile compound content changed significantly. The types and content of hydrocarbon and ester compounds were reduced dramatically, the types of aromatic compounds decreased but the total content was increased greatly, and the types and content of aldehydes, ketones, acids, and amines increased significantly. Sensory evaluation showed that P. pentosaceus remarkably improved the flavor and aroma of fish sauce. The results of transcriptomic sequencing indicated that carbohydrate and amino acid metabolism of P. pentosaceus in the simulated fish sauce were the most active. The content of the amino acids, which were involved in the most active pathways, showed the most significant changes in fish sauce. Addnl., P. pentosaceus had relatively strong protease and peptidase activities. The degradation of limonene and pinene was found to be a major pathway in P. pentosaceus and was associated with the formation of volatile compounds In this study, the expression of various amino acid decarboxylases was not detected in P. pentosaceus during fermentation of the simulated fish sauce. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3Synthetic Route 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. 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. Synthetic Route of C5H9N3

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

NAD(P)H:quinone oxidoreductase 1 inducer activity of some novel aminoquinazoline derivatives was written by Ghorab, Mostafa M.;Alsaid, Mansour S.;Higgins, Maureen;Dinkova-Kostova, Albena T.;Shahat, Abdelaaty A.;Elghazawy, Nehal H.;Arafa, Reem K.. And the article was included in Drug Design, Development and Therapy in 2016.Quality Control of 1-Ethyl-1H-pyrazol-5-amine This article mentions the following:

This work presents the design and synthesis of novel quinazoline derivatives I [R = heptyl, morpholinoethyl, 3-(2-oxopyrrolidin-1-yl)propyl, etc.] and evaluation of their NQO1 inducer activity in murine cells. Mol. docking of I was performed to assess their ability to inhibit Keap1-Nrf2 protein-protein interaction through occupying the Keap1-Nrf2-binding domain, which leads to Nrf2 accumulation and enhanced gene expression of NQO1. Docking results showed that all compounds can potentially interact with Keap1. Compound I [R = 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl], the most potent inducer, showed the largest number of interactions with key amino acids in the binding pocket (Arg483, Tyr525, and Phe478) compared to the native ligand or any other compound in this series. 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. 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.Quality Control of 1-Ethyl-1H-pyrazol-5-amine

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

Zinc chloride catalyzed multicomponent synthesis of pyrazolopyridocoumarin scaffolds was written by Shamala, Devadas;Shivashankar, Kalegowda;Chandra;Mahendra, Madegowda. And the article was included in Journal of Chemical Sciences (Berlin, Germany) in 2019.COA of Formula: C5H9N3 This article mentions the following:

An efficient synthesis of a series of pyrazolopyridocoumarins I (R¹ = Ph, 4-bromophenyl, 2,3-dimethoxyphenyl, etc.; R² = Et, Me) is reported by condensation of 4-hydroxycoumarin, benzaldehydes R¹CHO and 1-alkyl-5-amino-pyrazoles II in the presence of 10 mol% zinc chloride in ethanol under reflux conditions through one-pot reaction. The significant attraction of this protocol is being a simple procedure, mild reaction condition, and excellent yield. The mol. structure of the compound I (R¹ = 2,3-dimethoxyphenyl; R² = Et) is established by single crystal X-ray structure determination 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

Metallotropic transitions in organomercury derivatives of pyrazoles studied by the NMR method was written by Kravtsov, D. N.;Fedorov, L. A.;Peregudov, A. S.;Nesmeyanov, A. N.. And the article was included in Doklady Akademii Nauk SSSR in 1971.Recommanded Product: 15953-73-8 This article mentions the following:

The PMR spectra of 3,5-dimethyl-4-X-substituted-pyrazoles, in which X was selected from Cl, Br, or NO2, and their N-(phenylmercurio) derivatives, were obtained in CH2Cl2-CHCl3 solution with or without added C5H5N or CD3NO2. The signals from the Me protons in the -110° to room temperature range are tabulated. The cationotropic phenomena in this group of compounds are explained by using the spectral data. The PhHg group (or H) migration between the N atoms was little affected by addition of CD3NO2 and the small amount of acceleration showed that the rearrangement is probably intramol. with a transition state in which Hg is coordinated with both N atoms. Addition of C5H5N to the system greatly accelerated the rearrangement among the PhHg derivatives The following N-phenylmercurio-3,5-dimethylpyrazoles were prepared conventionally (X and m.p. given): Cl, 143-4°; Br, 39-40°; NO2, 184-5°. 1,2-Dimethyl-4,5-dichloroimidazole, m. 49-50°, was prepared from 2-methyl-4,5-dichloroimidazole and Me2SO4 in alk. medium. 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. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological 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.Recommanded Product: 15953-73-8

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

t-Butyl as a pyrazole protecting group: preparation and use of 1-tert-butyl-3-methyl-1H-pyrazol-5-amine was written by Pollock, Patrick M.;Cole, Kevin P.. And the article was included in Organic Syntheses in 2012.Name: 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine This article mentions the following:

Pyrazole I was prepared in one step from the cyclocondensation reaction of t-butylhydrazine hydrochloride with 3-aminocrotononitrile. Application of I in the preparation N-(5-methyl-1H-pyrazol-3-yl)-2-pyridinamine was demonstrated. In the experiment, the researchers used many compounds, for example, 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine (cas: 141459-53-2Name: 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 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.Name: 1-(tert-Butyl)-3-methyl-1H-pyrazol-5-amine

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

The Empirical Correlation between Hydrogen Bonding Strength and Excited-State Intramolecular Proton Transfer in 2-Pyridyl Pyrazoles was written by Lin, Tsung-Yi;Tang, Kuo-Chun;Yang, Shen-Han;Shen, Jiun-Yi;Cheng, Yi-Ming;Pan, Hsiao-An;Chi, Yun;Chou, Pi-Tai. And the article was included in Journal of Physical Chemistry A in 2012.Recommanded Product: 19959-77-4 This article mentions the following:

A series of 2-pyridyl pyrazoles with various functional groups attached to either pyrazole or pyridyl moieties have been strategically designed and synthesized in an aim to probe the hydrogen bonding strength in the ground state vs. dynamics of excited-state intramol. proton transfer (ESIPT) reaction. The title compounds all possess a five-membered-ring (pyrazole)N-H···N(pyridine) intramol. hydrogen bond, in which both the N-H bond and the electron d. distribution of the pyridyl nitrogen lone-pair electrons are rather directional, so that the hydrogen bonding strength is relatively weak, which is sensitive to the perturbation of subtle chem. substitution and consequently reflected from the associated ESIPT dynamics. Various approaches such as ¹H NMR (N-H proton) to probe the hydrogen bonding strength and absorption titration to assess the acidity-basicity property were made for all the title analogs. The results, together with supplementary support provided by a computational approach, affirm that the increase of acidity (basicity) on the hydrogen bonding donor (acceptor) sites leads to an increase of hydrogen-bonding strength among the title 2-pyridyl pyrazoles. Luminescence results and the associated ESIPT dynamics further reveal an empirical correlation in that the increase of the hydrogen bonding strength leads to an increase of the rate of ESIPT for the title 2-pyridyl pyrazoles, demonstrating an interesting relationship among N-H acidity, hydrogen bonding strength, and the associated ESIPT rate. 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. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological 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.Recommanded Product: 19959-77-4

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

Site-Selective C-H Functionalization of (Hetero)Arenes via Transient, Non-symmetric Iodanes was written by Fosu, Stacy C.;Hambira, Chido M.;Chen, Andrew D.;Fuchs, James R.;Nagib, David A.. And the article was included in Chem in 2019.COA of Formula: C5H7ClN2 This article mentions the following:

A strategy for C-H functionalization of arenes and heteroarenes has been developed to allow site-selective incorporation of various anions, including Cl, Br, OMs, OTs, and OTf. This approach is enabled by in situ generation of reactive, non-sym. iodanes by combining anions and bench-stable PhI(OAc)₂. The utility of this mechanism is demonstrated via para-selective chlorination of medicinally relevant arenes, as well as site-selective C-H chlorination of heteroarenes. Spectroscopic, computational, and competition experiments describe the unique nature, reactivity, and selectivity of these transient, unsym. iodanes. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8COA of Formula: C5H7ClN2).

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. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.COA of Formula: C5H7ClN2

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