Day: January 5, 2023

Visible Light-Induced Sulfonylation/Arylation of Styrenes in a Double Radical Three-Component Photoredox Reaction was written by Lipp, Benjamin;Kammer, Lisa Marie;Kuecuekdisli, Murat;Luque, Adriana;Kuehlborn, Jonas;Pusch, Stefan;Matuleviciute, Gita;Schollmeyer, Dieter;Sackus, Algirdas;Opatz, Till. And the article was included in Chemistry – A European Journal in 2019.Safety of 4-Methylpicolinonitrile This article mentions the following:

Simultaneous sulfonylation/arylation of styrene derivatives is achieved in a photoredox-catalyzed three-component reaction using visible light. A broad variety of difunctionalized products is accessible in mostly excellent yields and high diastereoselectivity. The developed reaction is scalable and suitable for the modification of styrene-functionalized biomols. Mechanistic investigations suggest the transformation to be operating through a designed sequence of radical formation and radical combination. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Safety of 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Safety of 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Aqueous biphasic systems composed of ionic liquids and polypropylene glycol: insights into their liquid-liquid demixing mechanisms was written by Neves, Catarina M. S. S.;Shahriari, Shahla;Lemus, Jesus;Pereira, Jorge F. B.;Freire, Mara G.;Coutinho, Joao A. P.. And the article was included in Physical Chemistry Chemical Physics in 2016.Product Details of 125652-55-3 This article mentions the following:

Novel ternary phase diagrams of aqueous biphasic systems (ABSs) composed of polypropylene glycol with an average mol. weight of 400 g mol^-1 (PPG-400) and a vast number of ionic liquids (ILs) were determined The large array of selected ILs allowed us to evaluate their tuneable structural features, namely the effect of the anion nature, cation core and cation alkyl side chain length on the phase behavior. Addnl. evidence on the mol.-level mechanisms which rule the phase splitting was obtained by ¹H NMR (NMR) spectroscopy and by COSMO-RS (Conductor-like Screening Model for Real Solvents). Some systems, for which the IL-PPG-400 pairs are completely miscible, revealed to be of type “0”. All data collected suggest that the formation of PPG-IL-based ABSs is controlled by the interactions established between the IL and PPG, contrarily to previous reports where a “salting-out” phenomenon exerted by the IL over the polymer in aqueous media was proposed as the dominant effect in ABS formation. The influence of temperature on the liquid-liquid demixing was also evaluated. In general, an increase in temperature favors the formation of an ABS in agreement with the lower critical solution temperature (LCST) phase behavior usually observed in polymer-IL binary mixtures Partition results of a dye (chloroanilic acid, in its neutral form) further confirm the possibility of tailoring the phases’ polarities of IL-PPG-based ABSs. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Product Details of 125652-55-3).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Product Details of 125652-55-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of Potent and Selective Transient Receptor Potential Vanilloid 1 (TRPV1) Agonists with Analgesic Effects In Vivo Based on the Functional Conversion Induced by Altering the Orientation of the Indazole Core was written by Liang, Qianqian;Qiao, Zhen;Zhou, Qiqi;Xue, Dengqi;Wang, KeWei;Shao, Liming. And the article was included in Journal of Medicinal Chemistry in 2022.Related Products of 175205-82-0 This article mentions the following:

Reported the synthesis of N-indazole-4-aryl piperazine carboxamide I[R¹ = H, Me; R = 3-MeC₆H₅, 5-ClC₆H₅, 3-BrC₆H₅ etc.] analogs as TRPV1 modulators. The structure-activity relationship (SAR) revealed that substituting indazole at the 5-/6-position leads to TRPV1 agonism, whereas the 4- and 7-positions of indazole obtain mild antagonism and loss of activity, resp. The whole-cell clamp patch assay shows that I[R = H; R1 = 2,3-diClC₆H₅] a potent and selective TRPV1 agonist and it relieves inflammatory and thermal pain by desensitizing the native TRPV1 current in the dorsal root ganglion (DRG) in mice. Addnl., site-directed mutagenesis combined with mol. docking shows an important hydrogen interaction between Arg557 and the indazole of comp. I[R = H; R1 = 2,3-diClC₆H₅]. Taken together, our findings provided insight into TRPV1 agonism-antagonism conversion based on the interaction between indazole and Arg557, which provided a strategy to obtain new TRPV1 agonists by structural modification of antagonists. Compound I[R = H; R1 = 2,3-diClC₆H₅] used as a lead compound for further optimization. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Related Products of 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Related Products of 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of some fluorine-containing pyridinealdoximes of potential use for the treatment of organophosphorus nerve-agent poisoning was written by Timperley, Christopher M.;Banks, R. Eric;Young, Ian M.;Haszeldine, Robert N.. And the article was included in Journal of Fluorine Chemistry in 2011.Recommanded Product: 399-88-2 This article mentions the following:

Fluoroheterocyclic aldoximes were screened as therapeutic agents for the treatment of anticholinesterase poisoning. 2-Fluoropyridine-3- and -6-aldoxime and 3-fluoropyridine-2- and -4-aldoxime were synthesized. Attempts to obtain 3,5,6-trifluoropyridine-2,4-bis(aldoxime) and -2-aldoxime, however, proved unsuccessful. Pentafluorobenzaldoxime was prepared by oximation of pentafluorobenzaldehyde. Acid dissociation constants (pK_a) and second-order rate constants (k_ox-) of the fluorinated pyridinealdoximes towards sarin were measured. 2,3,5,6-Tetrafluoropyridine-4-aldoxime had the best profile: its k_ox– approached that of the therapeutic oxime P2S (310 vs. 120 l mol^-1 min^-1), but its higher pK_a (9.1 vs. 7.8) fell short of the target figure of 8 required for reactivation of inhibited acetylcholinesterase in vivo. N-alkylation of the fluorinated pyridine-aldoximes may reduce their pK_a nearer to 8 and enhance their therapeutic potential. In the experiment, the researchers used many compounds, for example, 3-Fluoro-4-methylpyridine (cas: 399-88-2Recommanded Product: 399-88-2).

3-Fluoro-4-methylpyridine (cas: 399-88-2) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Recommanded Product: 399-88-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Metal-free isotactic-specific radical polymerization of N-alkylacrylamides with 3,5-dimethylpyridine N-oxide: The effect of the N-substituent and solvent on the isotactic specificity was written by Hirano, Tomohiro;Ishizu, Hideaki;Yamaoka, Ryosuke;Ute, Koichi;Sato, Tsuneyuki. And the article was included in Polymer in 2009.Category: pyridine-derivatives This article mentions the following:

Radical polymerization of N-methylacrylamide (NMAAm), N-n-propylacrylamide, N-isopropylacrylamide (NIPAAm) and N-benzylacrylamide was investigated in CHCl₃, CH₂Cl₂ and CH₃CN, in the presence of 3,5-dimethylpyridine N-oxide (35DMPNO) to examine the effects of the N-substituent and the solvent on the isotactic specificity induced by 35DMPNO. With addition of 35DMPNO to radical polymerization of N-alkylacrylamides in CHCl₃, isotactic specificity was significantly induced in NIPAAm polymerization but only slightly induced in NMAAm polymerization Furthermore, mixed solvents of CH₃CN and halomethanes such as CHCl₃ and CH₂Cl₂ enhanced the ability of 35DMPNO to induce isotactic specificity, and poly(NIPAAm) with 74% meso dyad was obtained. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Category: pyridine-derivatives).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cobalt-Catalyzed C(sp²)-C(sp³) Suzuki-Miyaura Cross-Coupling Enabled by Well-Defined Precatalysts with L,X-Type Ligands was written by Mills, L. Reginald;Gygi, David;Ludwig, Jacob R.;Simmons, Eric M.;Wisniewski, Steven R.;Kim, Junho;Chirik, Paul J.. And the article was included in ACS Catalysis in 2022.Quality Control of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate This article mentions the following:

Cobalt(II) halides in combination with phenoxyimine (FI) ligands generated efficient precatalysts in situ for the C(sp²)-C(sp³) Suzuki-Miyaura cross-coupling between alkyl bromides and neopentylglycol (hetero)arylboronic esters. The protocol enabled efficient C-C bond formation with a host of nucleophiles and electrophiles (36 examples, 34-95%) with precatalyst loadings of 5 mol %. Studies with alkyl halide electrophiles that function as radical clocks support the intermediacy of alkyl radicals during the course of the catalytic reaction. The improved performance of the FI-cobalt catalyst was correlated with decreased lifetimes of cage-escaped radicals as compared to those of diamine-type ligands. Studies of the phenoxy(imine)-cobalt coordination chem. validate the L,X interaction leading to the discovery of an optimal, well-defined, air-stable mono-FI-cobalt(II) precatalyst structure. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Quality Control of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Quality Control of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis, Characterization, and Oxygenation Studies of Carboxylate-Bridged Diiron(II) Complexes with Aromatic Substrates Tethered to Pyridine Ligands and the Formation of a Unique Trinuclear Complex was written by Friedle, Simone;Lippard, Stephen J.. And the article was included in European Journal of Inorganic Chemistry in 2009.Recommanded Product: 4783-68-0 This article mentions the following:

Diiron(II) complexes were synthesized as small mol. mimics of the reduced active sites in the hydroxylase components of bacterial multicomponent monooxygenases (BMMs). Tethered aromatic substrates were introduced as 2-phenoxypyridines, incorporating hydroxy and methoxy functionalities into windmill-type diiron(II) compounds [Fe₂(μ-O₂CAr^R)₂(O₂CAr^R)₂(L)₂] (1–4), where ^–O₂CAr^R is a sterically encumbering carboxylate, 2,6-bis(4-fluorophenyl)-, or 2,6-bis(p-tolyl)benzoate (R = 4-FPh or Tol, resp.). The inability of 1–4 to hydroxylate the aromatic substrates was ascertained. Upon reaction with dioxygen, compounds 2 and 3 (L = 2-(m-MeOPhO)Py, 2-(p-MeOPhO)Py, resp.) decompose by a known bimol. pathway to form mixed-valent diiron(II,III) species at low temperature Use of 2-(pyridin-2-yloxy)phenol as the ligand L resulted in a doubly bridged diiron complex 4 and an unprecedented phenoxide-bridged triiron(II) complex 5 under slightly modified reaction conditions. (© Wiley-VCH Verlag GmbH and Co. KGaA, 69451 Weinheim, Germany, 2009). In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Recommanded Product: 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Recommanded Product: 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Accelerated decarboxylation of 1,3-dimethylorotic acid in ionic liquid was written by Wong, Freeman M.;Wu, Weiming. And the article was included in Bioorganic Chemistry in 2006.Computed Properties of C7H7NO3 This article mentions the following:

The solvent effect of ionic liquids on the decarboxylation of 1,3-dimethylorotic acid and its analog in ionic was investigated. The rate acceleration observed was proposed to be a result of the stabilization of the zwitterionic intermediates by the charged groups available in these special solvents. In the experiment, the researchers used many compounds, for example, 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2Computed Properties of C7H7NO3).

1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Computed Properties of C7H7NO3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Dibenzofuran and dibenzothiophene based palladium(II)/NHC catalysts – synthesis and applications in C-C bond formation was written by Karthik, Shanmugam;Gandhi, Thirumanavelan. And the article was included in New Journal of Chemistry in 2018.Application of 4373-61-9 This article mentions the following:

In the quest for a new ligand system for Pd(II)/NHCs, we developed new dibenzofuran and dibenzothiophene based palladium N-heterocyclic carbene catalysts D1-D6 in good yields. All the catalysts were characterized by multinuclear NMR spectroscopy and HRMS. The X-ray crystal structure of the representative dibenzothiophene based Pd(II)/NHC D4 was determined Among the precatalysts, D1 was shown to be highly effective in the Suzuki-Miyaura cross-coupling reaction of heterocyclic bromides with boronic acids. Besides, D1 affords diverse arylated benzoxazoles via direct C-H bond functionalization with substituted bromo derivatives In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Application of 4373-61-9).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Application of 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Palladium-Catalyzed Aromatic C-H Bond Nitration Using Removable Directing Groups: Regiospecific Synthesis of Substituted o-Nitrophenols from Related Phenols was written by Zhang, Wei;Zhang, Jian;Ren, Shaobo;Liu, Yunkui. And the article was included in Journal of Organic Chemistry in 2014.Safety of 2-Phenoxypyridine This article mentions the following:

A general and regiospecific transformation of substituted phenols into the related o-nitrophenols has been achieved via a three-step process involving the palladium-catalyzed chelation-assisted ortho-C-H bond nitration as the key step. In the process, 2-pyridinyloxy groups act as removable directing groups for the palladium-catalyzed ortho-nitration of substituted 2-phenoxypridines, and they can be readily removed in the subsequent conversion of the resulting 2-(2-nitrophenoxy)pyridines into 2-nitrophenols. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Safety of 2-Phenoxypyridine).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of 2-Phenoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem