Month: December 2022

The formation of all-cis-(multi)fluorinated piperidines by a dearomatization-hydrogenation process was written by Nairoukh, Zackaria;Wollenburg, Marco;Schlepphorst, Christoph;Bergander, Klaus;Glorius, Frank. And the article was included in Nature Chemistry in 2019.Recommanded Product: 399-88-2 This article mentions the following:

Piperidines and fluorine substituents are both independently indispensable components in pharmaceuticals, agrochems. and materials. Logically, the incorporation of fluorine atoms into piperidine scaffolds is therefore an area of tremendous potential. However, synthetic approaches towards the formation of these architectures are often impractical. The diastereoselective synthesis of substituted monofluorinated piperidines often requires substrates with pre-defined stereochem. That of multifluorinated piperidines is even more challenging, and often needs to be carried out in multistep syntheses. In this report, we describe a straightforward process for the one-pot rhodium-catalyzed dearomatization-hydrogenation of fluoropyridine precursors. This strategy enables the formation of a plethora of substituted all-cis-(multi)fluorinated piperidines in a highly diastereoselective fashion through pyridine dearomatization followed by complete saturation of the resulting intermediates by hydrogenation. Fluorinated piperidines with defined axial/equatorial orientation of fluorine substituents were successfully applied in the preparation of com. drug analogs. Addnl., fluorinated PipPhos as well as fluorinated ionic liquids were obtained by this dearomatization-hydrogenation process. 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’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. 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: 399-88-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and exfoliation of alkyl-pyridinium/Bi2212 nanohybrids was written by Iwasaki, M.;Enomoto, H.;Ozaki, H.;Lerner, M. M.. And the article was included in Journal of Physics: Conference Series in 2009.Computed Properties of C17H30BrN This article mentions the following:

Nanohybrids of superconducting Bi₂Sr₂CaCu₂O_8+d (Bi2212) with alkyl-pyridinium salts were synthesized by a stepwise intercalation method. HgBr₂ was intercalated into Bi2212 crystal to prepare a precursor before intercalation of alkyl-pyridinium ions. Alkyl-pyridinium (Py-C_nH_2n+1, where Py = pyridine and n = 4, 12 and 16) was adopted as guest intercalants. Nanohybrids were characterized by X-ray powder diffraction. It is found that the gallery height of Bi2212 host is expanded from 3.07 nm to 8.69 nm (Δc = 5.61 nm) in Py-C₁₆H₃₃/Bi2212. We were successful in preparing transparent colloid of Py-C₁₆H₃₃/Bi2212 nanohybrid in organic solvent. This colloid is found to be stable for 6 days. Ultrathin films assembled by the layer-by-layer technique from Bi2212 colloids with a cationic polymer were fabricated. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Computed Properties of C17H30BrN).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) 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 groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Computed Properties of C17H30BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Directed Palladium Catalyzed C-H (Ethoxycarbonyl)difluoromethylthiolation Reactions was written by Doche, Floriane;Escudero, Julien;Petit-Cancelier, Fabien;Xiong, Heng-Ying;Couve-Bonnaire, Samuel;Audisio, Davide;Poisson, Thomas;Besset, Tatiana. And the article was included in Chemistry – A European Journal.Name: 2-(m-Tolyl)pyridine This article mentions the following:

The unprecedented Pd-catalyzed (ethoxycarbonyl)difluoromethylthiolation reaction of various unsaturated derivatives was studied. In the presence of the (ethoxycarbonyl)difluoromethylsulfenamide reagent and under mild reaction conditions (60°C), both 2-(hetero)aryl and 2-(α-aryl-vinyl)pyridine derivatives e.g., I/II [R¹ = Ph, 4-methylphenyl, 3-chlorophenyl, etc.; R² = H, Ph; R¹R² = -(CH₂)₄-] were smoothly functionalized with this methodol. (37 examples, up to 87% yield). Moreover, the synthetic interest of this fluorinated moiety was further showcased by its conversion into various original fluorinated residues. Finally, a plausible mechanism for this transformation was suggested. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Name: 2-(m-Tolyl)pyridine).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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 derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Name: 2-(m-Tolyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and anticancer activity of mitotic-specific 3,4-dihydropyridine-2(1H)-thiones was written by Nska, Magdalena Peruzy;Borzyszkowska-Ledwig, Aleksandra;Sosnicki, Jacek G.;Struk, Lukasz;Idzik, Tomasz J.;Maciejewska, Gabriela;Skalski, Lukasz;Piotrowska, Katarzyna;Lukasik, Pawel;Drozdzik, Marek;Kurzawski, Mateusz. And the article was included in International Journal of Molecular Sciences in 2021.Formula: C11H9NO This article mentions the following:

Most anticancer drugs target mitosis as the most crucial and fragile period of rapidly dividing cancer cells. However the limitations of classical chemotherapeutics drive the search for new more effective and selective compounds For this purpose structural modifications of the previously characterized pyridine analog I were incorporated aiming to obtain an antimitotic inhibitor of satisfactory and specific anticancer activity. Structure-activity relationship anal. of the compounds against a panel of cancer cell lines allowed to select a compound with a thiophene ring at C5 of a 3,4-dihydropyridine-2(1H)-thione II with promising antiproliferative activity (IC₅₀ equal 1.71 ± 0.58μM) and selectivity (SI = 21.09) against melanoma A375 cells. Moreover, all three of the most active compounds from the antiproliferative study, namely I, III, and II showed better selectivity against A375 cells than reference drug, suggesting their possible lower toxicity and wider therapeutic index. As further study revealed, selected compounds inhibited tubulin polymerization via colchicine binding site in dose dependent manner, leading to aberrant mitotic spindle formation, cell cycle arrest and apoptosis. Summarizing, the current study showed that among obtained mitotic-specific inhibitors analog with thiophene ring showed the highest antiproliferative activity and selectivity against cancer cells. In the experiment, the researchers used many compounds, for example, 5-Phenylpyridin-2-ol (cas: 76053-45-7Formula: C11H9NO).

5-Phenylpyridin-2-ol (cas: 76053-45-7) 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). 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.Formula: C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Palladium(II)-catalyzed switchable mono-/diselenylation of arenes controlled by solvent effects was written by Jin, Weiwei;Zheng, Poonnapa;Law, Ga-Lai;Wong, Wing-Tak. And the article was included in Journal of Organometallic Chemistry in 2016.SDS of cas: 4783-68-0 This article mentions the following:

Organic selenides were efficient regioselective synthesized by palladium-catalyzed switchable mono- and diselenylation of arenes sp² C-H bonds through simply tuning the DMSO to water ratio. The present protocol was also successfully extended to the monoselenylation of 2-phenoxypyridines, which bore a removable directing group, in modest yields. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0SDS of cas: 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.SDS of cas: 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Influence of electronic and steric factors on the inhibitive action of pyridines on acid corrosion was written by Skrypnik, Yu. G.;Doroshenko, T. F.;Lyashchuk, S. N.. And the article was included in Zashchita Metallov in 1991.Related Products of 644-98-4 This article mentions the following:

The inhibition of acid (e.g. 0.1M H₂SO₄) corrosion of steels (e.g. St. 20) in pyridine erivs. is considered in terms of the adsorption-blocking model. The multiparameter equations of linear regression, taking into consideration electronic and blocking effects, were used. The inhibiting properties of several pyridine derivatives are discussed. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Related Products of 644-98-4).

2-Isopropylpyridine (cas: 644-98-4) 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. 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 644-98-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adsorption of alkylpyridinium bromides from aqueous solutions on metalized (Cu) glass fibers was written by Skokina, R. E.;Voronchikhina, L. I.. And the article was included in Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya in 2002.Product Details of 104-73-4 This article mentions the following:

Adsorption of cationic surfactants n-alkylpyridinium bromides from their aqueous solutions on copper-plated glass fibers was investigated. The form of the adsorption isotherm for all compounds under investigation was quite similar. With increasing length of alkyl radical, the saturation concentration of surfactant shifted to the region of lower concentrations In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Product Details of 104-73-4).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) 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. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Product Details of 104-73-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

α-Iminonitrile: a new cyanating agent for the palladium catalyzed C-H cyanation of arenes was written by Chen, Zhen-Bang;Zhang, Fang-Ling;Yuan, Qing;Chen, Hai-Fang;Zhu, Yong-Ming;Shen, Jing-Kang. And the article was included in RSC Advances in 2016.Formula: C12H11N This article mentions the following:

An efficient palladium-catalyzed C-H cyanation reaction of arenes using α-iminonitrile as a new cyanating reagent was developed. With high regioselectivity and broad substrate scope, this reaction offered monocyanated products in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Formula: C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Formula: C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

De novo design of small molecule inhibitors targeting the LEDGF/p75-HIV integrase interaction was written by Cavalluzzo, Claudia;Voet, Arnout;Christ, Frauke;Singh, Brajendra Kumar;Sharma, Ajendra;Debyser, Zeger;De Maeyer, Marc;Van der Eycken, Erik. And the article was included in RSC Advances in 2012.Application In Synthesis of 3-Amino-2,6-dimethoxypyridine This article mentions the following:

The integration of the viral DNA into the host genome is one of the essential steps in the HIV replication cycle. This multistep process mediated by the viral enzyme integrase (IN) allows identification and development of inhibitors targeting different integrase activities. Lens epithelium-derived growth factor (LEDGF/p75) has recently been identified as a crucial cellular co-factor of integration that acts by tethering IN to the cellular chromatin. Small mols. inhibiting the LEDGF/p75-IN interaction may become new and highly active antiretroviral therapeutic agents. In this paper we report the rational design, synthesis and evaluation of inhibitors that target the LEDGF/p75 protein and compete with IN binding. These mols. are designed to mimic the integrase alpha-3 helix, which interacts with LEDGF/p75, using pharmacophore guided scaffold replacement. The inhibitor 3-(1H-indol-3-ylthio)-N-(2-isopropoxy-6-methoxypyridin-3-yl)benzamide (CAB1) and its derivatives (CAB2-13) inhibit the LEDGF/p75-IN protein-protein interaction with moderate potency. These CAB inhibitors are the first reported example of small mols. targeting the LEDGF/p75 partner of the protein-protein interaction, in contrast to the previously reported compounds which target the integrase partner. In the experiment, the researchers used many compounds, for example, 3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3Application In Synthesis of 3-Amino-2,6-dimethoxypyridine).

3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3) 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. Application In Synthesis of 3-Amino-2,6-dimethoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of (R)-6-Cyclopentyl-6-(2-(2,6-diethylpyridin-4-yl)ethyl)-3-((5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methyl)-4-hydroxy-5,6-dihydropyran-2-one (PF-00868554) as a Potent and Orally Available Hepatitis C Virus Polymerase Inhibitor was written by Li, Hui;Tatlock, John;Linton, Angelica;Gonzalez, Javier;Jewell, Tanya;Patel, Leena;Ludlum, Sarah;Drowns, Matthew;Rahavendran, Sadayappan V.;Skor, Heather;Hunter, Robert;Shi, Stephanie T.;Herlihy, Koleen J.;Parge, Hans;Hickey, Michael;Yu, Xiu;Chau, Fannie;Nonomiya, Jim;Lewis, Cristina. And the article was included in Journal of Medicinal Chemistry in 2009.Related Products of 156761-88-5 This article mentions the following:

The HCV RNA-dependent RNA polymerase has emerged as one of the key targets for novel anti-HCV therapy development. Herein, we report the optimization of the dihydropyrone series inhibitors to improve compound aqueous solubility and reduce CYP2D6 inhibition, which led to the discovery of compound 24 (PF-00868554)(I). Compound 24 is a potent and selective HCV polymerase inhibitor with a favorable pharmacokinetic profile and has recently entered a phase II clin. evaluation in patients with genotype 1 HCV. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-ethylpyridine (cas: 156761-88-5Related Products of 156761-88-5).

4-Bromo-2-ethylpyridine (cas: 156761-88-5) 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.Related Products of 156761-88-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem