Tag: 200-300

C-5 Substituted heteroaryl 3-pyridinecarbonitriles as PKCθ inhibitors: Part I was written by Subrath, Joan;Wang, Daniel;Wu, Biqi;Niu, Chuansheng;Boschelli, Diane H.;Lee, Julie;Yang, Xiaoke;Brennan, Agnes;Chaudhary, Divya. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Application of 1073354-14-9 This article mentions the following:

We earlier reported that 3-pyridinecarbonitriles with a 4-methylindolyl-5-amino group at C-4 and a Ph group at C-5 were inhibitors of PKCθ. Keeping the group at C-4 of the pyridine core constant, we varied the water solubilizing group on the Ph ring at C-5 and then replaced the C-5 Ph ring with several monocyclic heteroaryl rings, including furan, thiophene and pyridine. Analog 6e (I) with a 4-methylindol-5-ylamino group at C-4 and a 5-[(4-methylpiperazin-1-yl)methyl]-2-furyl group C-5 had an IC₅₀ value of 4.5 nM for the inhibition of PKCθ. In the experiment, the researchers used many compounds, for example, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde (cas: 1073354-14-9Application of 1073354-14-9).

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde (cas: 1073354-14-9) 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. Application of 1073354-14-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pillar[5]arene-Containing Metallacycles and Host-Guest Interaction Caused Aggregation-Induced Emission Enhancement Platforms was written by Tuo, Wei;Sun, Yan;Lu, Shuai;Li, Xiaopeng;Sun, Yao;Stang, Peter J.. And the article was included in Journal of the American Chemical Society in 2020.Related Products of 65350-59-6 This article mentions the following:

Coordination-driven Pt metallacycles have shown potential in controllable modular self-assembly, which has made a vital contribution to biomedicine, catalysis, and multiresponsive materials. Herein, pillar[5]arene units were integrated into one skeleton through coordination-driven self-assembly, resulting in the formation of a hexagonal Pt(II) metallacycle decorated with six pillar[5]arenes. The host-guest interactions of the as-prepared metallacycle (pillar[5]arenes as hosts) and 1-butyl-4-[4-(diphenylamino)styryl]pyridinium (guest) were investigated. The metallacycle was found to facilitate the coaggregation between the guests and pillar[5]arenes through a synergistic effect, thus engendering a sharp increase in fluorescence intensity. The resultant aggregate was investigated by DLS and TEM. Our studies imply that the pillar[5]arene-containing metallacycle can serve as a potential platform for realizing emission enhancement effects. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Related Products of 65350-59-6).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) 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.Related Products of 65350-59-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Novel diversely substituted 1-heteroaryl-2-imidazolines for fragment-based drug discovery was written by Krasavin, Mikhail. And the article was included in Tetrahedron Letters in 2012.Related Products of 54151-74-5 This article mentions the following:

A palladium-catalyzed Buchwald-Hartwig arylation protocol has been applied to achieve high-yielding N-heteroarylation of a diverse set of privileged 2-imidazolines, e.g. I. The resulting compounds are of interest as a novel type of mol. tool for fragment-based drug discovery. The potential for combining two 2-imidazoline moieties in a heteroarene-linked dimer via sequential Pd-catalyzed arylation has been demonstrated. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-phenylpyridine (cas: 54151-74-5Related Products of 54151-74-5).

2-Bromo-4-phenylpyridine (cas: 54151-74-5) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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.Related Products of 54151-74-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Propionamide Derivatives as Dual μ-Opioid Receptor Agonists and σ₁ Receptor Antagonists for the Treatment of Pain was written by Garcia, Monica;Llorente, Virginia;Garriga, Lourdes;Christmann, Ute;Rodriguez-Escrich, Sergi;Virgili, Marina;Fernandez, Begona;Bordas, Magda;Ayet, Eva;Burgueno, Javier;Pujol, Marta;Dordal, Albert;Portillo-Salido, Enrique;Gris, Georgia;Vela, Jose Miguel;Almansa, Carmen. And the article was included in Journal of Medicinal Chemistry in 2021.SDS of cas: 175205-82-0 This article mentions the following:

A new series of propionamide derivatives was developed as dual μ-opioid receptor agonists and σ₁ receptor antagonists. Modification of a high-throughput screening hit originated a series of piperazinylcycloalkylmethyl propionamides, which were explored to overcome the challenge of achieving balanced dual activity and convenient drug-like properties. The lead compound identified, 18g (I), showed good analgesic effects in several animal models of both acute (paw pressure) and chronic (partial sciatic nerve ligation) pain, with reduced gastrointestinal effects in comparison with oxycodone. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0SDS of cas: 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) 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). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.SDS of cas: 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reactions of the hydrazine derivatives. XXV. Action of acetic anhydride and polyphosphoric acid on acylhydra-zones was written by Sagitullin, R. S.;Kost, A. N.. And the article was included in Vestnik Moskovskogo Universiteta, Seriya Matematiki, Mekhaniki, Astronomii, Fiziki, Khimii in 1959.Recommanded Product: 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole This article mentions the following:

In the interaction of various acylhydrazones (containing the NH group) with Ac₂O, independent of the structure of the acyl residue and the carbonyl components (acetone, cyclohexanone, or benzaldehyde), cyclization took place to yield N-acetyl-oxadiazolines. Under the action of polyphosphoric acid (I) as condensing agent, disproportionation, with the formation of diacylhydrazine and azine, took place; the diacylhydrazine, under the conditions of reaction, separated H₂O to give an oxadiazole. Acetone acetylhydrazone (II) (50 g.) and 60 ml. Ac₂O was refluxed 45 min., cooled, 100 ml. H₂O added, the mixture neutralized with KOH, the oil separated, the aqueous layer extracted twice with Et₂O, the combined extracts dried over KOH, the Et₂O evaporated, and the residue distilled to yield 70% 2,2,5-trimethyl-3-acetyl-1,3,4-oxadiazoline, b₁₈ 88-90°, m. 23-4°, n²⁰_D 1.4627, d₂₀ 1.0547, MR_D 40.75. Cyclohexanone acetylhydrazone, m. 124° (alc.), (2 g.) and 2.5 g. Ac₂O was refluxed 1 hr., cooled, 30 ml. H₂O added, the mixture neutralized with KOH, and the oil cooled with ice water to yield 51% 5-methyl-2,2-pentamethylene-3-acetyl-1,3,4-oxadiazoline, m. 63-5° (petr. ether). In an analogous manner, 3.5 g. benzaldehyde acetylhydrazone and 7 g. Ac₂O was boiled 40 min. to yield 80% 5-methyl-2-phenyl-3-acetyl-1,3,4-oxadiazoline, m. 90-2° (alc.). Acetone benzoylhydrazone (2.5 g.) and 3 g. Ac₂O yielded 83% 5,5-dimethyl-2-phenyl-3-acetyl-1,3,4-oxadiazoline, m. 49-50° (petr. ether), λ 292, 305 mμ, log ε 4.176, 4.041. Cyclohexanone benzoylhydrazone (2.5 g.) and 3.3 g. Ac₂O yielded (30 min. boiling) 84% 5-phenyl-2,2-pentamethylene-3-acetyl-1,3,4-oxadiazoline, m. 79-80 (petr. ether). Benzaldehyde benzoylhydrazone (15 g.) and 30 g. Ac₂O boiled 40 min. yielded 94% 2,5-diphenyl-3-acetyl-1,3,4-oxadiazoline, m. 92-4° (aqueous alc.), λ 290 mμ, log ε 4.16. Cyclohexanone isonicotinoylhydrazone (1 g.) and 2 g. Ac₂O yielded 84% 3-acetyl-5-(4-pyridyl)-2,2-pentamethylene-1,3,4-oxadiazoline, m. 104-5°. II (50 g.) and 100 g. I heated 1 hr. at 150-60°, while stirring occasionally the mixture dissolved in 200 ml. H₂O, saturated with KOH, the upper oily layer separated, dried thoroughly over KOH, and distilled yielded 82% 3,5,5-trimethylpyrazoline, m. 158-63°; HCl salt m. 168-71°. Acetone benzoylhydrazone (4.5 g.) and 17 g. I was heated 1 hr. at 180-90°, cooled, and poured into cold H₂O to yield quant. 2,5-diphenyl-1,3,4-oxadiazole, m. 138-39°, λ 280 mμ, log ε 4.43; traces only of 3,5,5-trimethylpyrazoline were found in the filtrate. In an analogous manner, 15 g. cyclohexanone benzoylhydrazone and 45 g. I boiled 1 hr. at 140-50° yielded 65% 2,5-diphenyl-1,3,4-oxadiazole, m. 137.5-8°; the aqueous solution after the separation of the oxadiazole was neutralized with KOH, extracted with Et₂O, the Et₂O layer dried over KOH, and Et₂O evaporated to yield 1.5 g. cyclohexanone azine, b₇ 140-3°. Acetone isonicotinoylhydrazone (2.1 g.) and 11 g. I kept 2 hrs. at 170-80° yielded 42% 2,5-di(4-pyridyl)-1,3,4-oxadiazole, m. 185-6° (MeOH). In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Recommanded Product: 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) 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. Recommanded Product: 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cobalt-Catalyzed Cross-Coupling Reactions of Arylboronic Esters and Aryl Halides was written by Duong, Hung A.;Wu, Wenqin;Teo, Yu-Yuan. And the article was included in Organometallics in 2017.Reference of 175205-82-0 This article mentions the following:

An efficient cobalt catalyst system for the Suzuki-Miyaura cross-coupling reaction of arylboronic esters and aryl halides has been identified. In the presence of cobalt(II)/terpyridine catalyst and potassium methoxide, a diverse array of (hetero)biaryls have been prepared in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Reference of 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Reference of 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Oxygen-Bridged Triphenylamine Units Tuning the Photophysical Properties of Classical Phosphorescent Iridium(III) Complex was written by Cao, Yibo;Song, Jialiang;Li, Gang;Zheng, Ying;Shi, Chao;Li, Qiuxia;Yuan, Aihua. And the article was included in ChemistrySelect in 2021.Application of 54151-74-5 This article mentions the following:

A new yellow phosphorescent iridium(III) complex Ir(ppybop)₂acac with two oxygen-bridged triphenylamine units were prepared and investigated. The cyclometalating ligand ppybop was synthesized by the efficient Suzuki-Miyaura cross-coupling reaction of oxygen-bridged triarylamine unit based boron reagent 1-a and 2-(4-Bromophenyl)pyridine, and the acetylacetone (acac) was used as an auxiliary ligand. Notably, the complex Ir(ppybop)₂acac measured with a fluorescence spectrophotometer can show a larger red shift emission (λ_em = 568 nm), a narrower full width at half maximum (FWHM = 59 nm), a longer emission lifetime (τ[b] = 3127 ns) and a better solubility in comparison with the classical green complex Ir(ppy)2acac (λ_em = 520 nm, FWHM = 70 nm, τ[b] = 1206 ns). In addition, the DFT calculation results indicate that the strong electron-donating ability of the unit can lead to the unusual ligand-to-metal charge transfer (3LMCT) excited state characteristics of Ir(ppybop)2acac, which is completely different from the metal-to-ligand charge transfer (3MLCT) in Ir(ppy)₂acac. This result can provide a new strategy for the design of new phosphorescent iridium(III) complexes. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-phenylpyridine (cas: 54151-74-5Application of 54151-74-5).

2-Bromo-4-phenylpyridine (cas: 54151-74-5) 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. 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 54151-74-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Insight into the mechanism of oxidative kinetic resolution of racemic secondary alcohols by using manganese(III)(salen) complexes as catalysts was written by Li, Zhen;Tang, Zhong H.;Hu, Xiao X.;Xia, Chun G.. And the article was included in Chemistry – A European Journal in 2005.HPLC of Formula: 65350-59-6 This article mentions the following:

The oxidative kinetic resolution of various racemic secondary alcs. with PhI(OAc)₂ catalyzed by chiral [Mn^III(salen)] complexes in the presence of KBr was studied in a water/organic solvent mixture The dramatic, synergetic effect of additives, organic solvent, and the substituents of chiral salen ligands on the enantioselectivities of the reactions is reported. Results from UV/Vis spectroscopy and ESI-MS studies provide evidence that these reactions are induced by the formation of a high-valent manganese intermediate. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6HPLC of Formula: 65350-59-6).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) 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. 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. HPLC of Formula: 65350-59-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of Well-Defined Poly(2-alkoxypyridine-3,5-diyl) via Ni-Catalyst-Transfer Condensation Polymerization was written by Nanashima, Yutaka;Yokoyama, Akihiro;Yokozawa, Tsutomu. And the article was included in Macromolecules (Washington, DC, United States) in 2012.Category: pyridine-derivatives This article mentions the following:

Ni-catalyzed Kumada-Tamao coupling polymerization of 5-bromo-3-chloromagnesio-2-(2-(2-methoxyethoxy)ethoxy)pyridine (1) was investigated. Monomer 1, which was obtained quant. by treatment of the corresponding bromoiodopyridine 3 with 1.0 equiv of ⁱPrMgCl at 0°, was polymerized with Ni(dppp)Cl₂ (dppp = 1,3-bis(diphenylphospino)propane) in the presence of 2.0 equiv of LiCl in THF at room temperature to yield poly(2-(2-(2-methoxyethoxy)ethoxy)pyridine-3,5-diyl) (m-PMEEOPy) with narrow polydispersity. The M_n value was controlled by the feed ratio of the monomer precursor 3 to Ni(dppp)Cl₂. MALDI-TOF mass spectra showed that m-PMEEOPy uniformly had a bromine atom at one end and a hydrogen atom at the other. Both end groups could be converted to aryl groups by addition of an excess of aryl magnesium chloride to the reaction mixture after completion of the polymerization These results indicate that the polymerization of 1 with Ni(dppp)Cl₂ involves the intramol. catalyst-transfer polymerization mechanism. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Category: pyridine-derivatives).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Solvothermal aluminophosphate zeotype synthesis with ionic liquid precursors was written by Wragg, David S.;Fullerton, Grace M.;Byrne, Peter J.;Slawin, Alexandra M. Z.;Warren, John E.;Teat, Simon J.;Morris, Russell E.. And the article was included in Dalton Transactions in 2011.Product Details of 65350-59-6 This article mentions the following:

The authors have carried out a study of aluminophosphate framework synthesis using several amine based ionic liquids and their parent amines as solvent and template. The results suggest that in the presence of fluoride ions from hydrofluoric acid the ionic liquids and their parent amines produce the same frameworks, while in synthesis without fluoride ions the products are not related. The results include the synthesis and crystal structure of a novel extra-large pore material using 1-methylpyrrolidine as solvent and template. The relation between this and sodalite, which can be synthesized in cobalt aluminophosphate form using an ionic liquid prepared from 1-methylpyrrolidine is described. The crystal structures of two other new layered materials are also presented. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Product Details of 65350-59-6).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) 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. 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. Product Details of 65350-59-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem