Day: January 6, 2023

Optimization of synthesis of nitroimidazoles and nitropyrazoles based on polarographic investigations was written by Dumanovic, D.;Kosanovic, Dj.;Zuman, P.. And the article was included in Heterocycles in 1994.Safety of 1-Methyl-3-nitro-1H-pyrazole This article mentions the following:

A direct, simple, fast, and inexpensive polarog. method enables selective determinations of nitroimidazoles or nitropyrazoles in mixtures, which can be used for monitoring synthetic processes and selecting optimal conditions for synthesis. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-nitro-1H-pyrazole (cas: 54210-32-1Safety of 1-Methyl-3-nitro-1H-pyrazole).

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

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

Direction of ring opening of some unsymmetrical ethylene oxides and sulfides was written by Davies, W.;Savige, W. E.. And the article was included in Journal of the Chemical Society in 1951.Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine This article mentions the following:

ClCH₂CHClCH₂SH (I), b₂₀ 74-6°, n¹⁵_D 1.5245, heated 2 h. on the water bath with excess AcCl, gives ClCH₂CHClCHSAc (II), b₂₅ 122°, n²⁰_D 1.5155; ClCH₂CH.CH₂.S (III) and AcCl, heated 5 h. at 50-5°, also give II. Hydrolysis of II gives a good yield of I. I does not react with 2,4-(O₂N)₂C₆H₃Cl (IV), 2,4-(O₂N)₂C₆H₃F, or picryl chloride, the alk. reagents used (NaOH, NaHCO₃, and AcONa) convert I into III. I and PhNCO in petr. ether (3 h. at 160°) give the thiolcarbanilate, m. 100°; heated with aqueous NaOH, it yields III. I and Ph₃CCl in petr. ether (4 h. at 100°) give 2,3-dichloropropyl triphenylmethyl sulfide, m. 128°. II (12.5 g.), 15 g. NaI, and 10 g. Mg in 25 cc. MeCOEt, refluxed 24 h., give about 3 mL. of a product b. 100-40°, which with IV in aqueous alc. NaOH yields 0.4 g. allyl 2,4-dinitrophenyl sulfide, yellow, m. 71°; this results also from CH₂:CHCH₂Br and 2,4-(O₂N)₂C₆H₃SH (V) in alc. NaOH. ClCH₂CH(OH)CH₂SH, IV, and NaOH (equimol. quantities in EtOH) give 1-(2,4-dinitrophenylmercapto)-3-chloro-2-propanol (VI), yellow, m. 81-2°; this results also from V and ClCH₂CH.CH₂.O in saturated aqueous NaHCO₃. VI in ether-C₆H₆, stirred 1 h. with excess cold 40% aqueous NaOH, gives 2,3-epoxypropyl 2,4-dinitrophenyl sulfide (VII), yellow, m. 94-5°. VII, refluxed 4 h. with aqueous AcOH, gives 60% 1-(2,4-dinitrophenylmercapto)-2,3-propanediol, yellow, m. 142-3°; this results also from HOCH₂CH.CH₂.O and V with aqueous Na₂CO₃ and NaHCO₃. Me₂C.CH₂.S (7.1 g.), 9 g. Ac₂O, and 0.6 mL. C₅H₅N, heated 1 h. on the water bath and 15 h. at 130°, give 9 g. 2-acetylmercapto-2-methylpropyl acetate (VIII), b₁₅ 114°. Hydrolysis (6 h.) of VIII with 1% MeOH-HCl gives 2-mercapto-2-methyl-1-propanol (IX), b₃₀ 70°, n²²_D 1.469; HNO₂ gives a green flash which soon changes to a light red color. IX and IV with NaOH in EtOH give 2-(2,4-dinitrophenylmercapto)-2-methyl-1-propanol, yellow, m. 108.5°. Me₂C.CH₂.O (IXA) (7.2 g.) and 7.6 g. AcSH, warmed 7 h. on the water bath, give a mixture of HOCMe₂CH₂SAc and AcOCMe₂CH₂SH, b₁₂ 80-100°; hydrolysis gives 80% 2-hydroxy-2-methyl-1-propanethiol (X), b₁₇ 73-4°. X, IV, and NaOH in EtOH yield 1-(2,4-dinitrophenylmercapto)-2-methyl-2-propanol (XI), yellow, m. 95.5°. HOCMe₂CH₂Cl or IXA and V with NaOH in EtOH also give XI. XI and SOCl₂, warmed 0.5 h. on the water bath, give Me₂CClCH₂SC₆H₃(NO₂)₂-2,4, yellow, m. 86-7°. MeCH.CH₂.O and V with aqueous NaHCO₃ yield MeCH(OH)CH₂SC₆H₃(NO₂)₂-2,4 which with PCl₅ in CHCl₃ gives MeCHClCH₂SC₆H₃(NO₂)₂-2,4, m. 75-7°. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine).

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. 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.Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine

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

Nitrogen systems. VII. The kinetics of ethanolysis of 1-acylpyrazoles was written by Scott, F. L.. And the article was included in Chimia in 1957.Recommanded Product: 3,5-Dimethyl-1H-pyrazole-1-carboxamide This article mentions the following:

The ethanolysis rate constants of a number of 1-acylpyrazoles, determined spectrophotometrically, are tabulated, and the possible reaction mechanisms are discussed on the basis of these figures. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Recommanded Product: 3,5-Dimethyl-1H-pyrazole-1-carboxamide).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) 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 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.Recommanded Product: 3,5-Dimethyl-1H-pyrazole-1-carboxamide

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

Adamantylazoles. IV. Acid-catalyzed adamantylation of pyrazoles was written by Gavrilov, A. S.;Golod, E. L.;Kachala, V. V.;Ugrak, B. I.. And the article was included in Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) in 2001.Reference of 5334-39-4 This article mentions the following:

Pyrazoles with pK_BH⁺ no more than 0.8 and having substituents in the 3(5) position with effective van der Waals radii not exceeding 2 Å in a mixture of phosphoric and acetic acids at weight ratio 4:1 (H₀ -1.8) react with 1-adamantanol to afford 1-(1-adamantyl)- or 1,4-di-1-adamantylpyrazoles. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Reference of 5334-39-4).

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

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

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