Category: pyridine-derivatives

Constable, Edwin C. published the artcileThe preparation and coordination chemistry of 2,2′:6′,2″-terpyridine macrocycles – 1, Product Details of C7H7ClN2, the publication is Polyhedron (1982), 1(3), 303-6, database is CAplus.

Derivatives of 2,2′:6′,2”-terpyridine were prepared with the intention of forming macrocycles incorporating the 2,2′:6′,2”-terpyridyl moiety. Bis(methylhydrazino)phenylterpyridine I (R = MeNNH₂) and a number of metal complexes of this novel pentadentate ligand were prepared Thus, Ortoleva-King reaction of 2-acetyl-6-bromopyridine with iodine and pyridine gave pyridinium iodide II. Cyclocondensation of II and 2-bromo-6-cinnamoylpyridine in refluxing HOAc containing NH₄OAc gave I (R = Br). Reaction of the latter with MeNHNH₂ gave I (R = MeNNH₂) which formed colored complexes with Cr, Mn, Fe, Co, and Ni.

Polyhedron published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, Product Details of C7H7ClN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Bertagna, Federico published the artcileThapsigargin blocks electromagnetic field-elicited intracellular Ca²⁺ increase in HEK 293 cells, Computed Properties of 21829-25-4, the publication is Physiological Reports (2022), 10(9), e15189, database is CAplus and MEDLINE.

Biol. effects of electromagnetic fields (EMFs) have previously been identified for cellular proliferation and changes in expression and conduction of diverse types of ion channels. The major effect elicited by EMFs seems to be directed toward Ca2+ homeostasis. This is particularly remarkable since Ca2+ acts as a central modulator in various signaling pathways, including, but not limited to, cell differentiation and survival. Despite this, the mechanisms underlying this modulation have yet to be unraveled. Here, we assessed the effect of EMFs on intracellular [Ca2+], by exposing HEK 293 cells to both radio-frequency electromagnetic fields (RF-EMFs) and static magnetic fields (SMFs). We detected a constant and significant increase in [Ca2+] subsequent to exposure to both types of fields. Strikingly, the increase was nulled by administration of 10 μM Thapsigargin, a blocker of sarco/endoplasmic reticulum Ca2+-ATPases (SERCAs), indicating the involvement of the endoplasmic reticulum (ER) in EMF-related modulation of Ca2+ homeostasis.

Physiological Reports published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C17H18N2O6, Computed Properties of 21829-25-4.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Steinig, Arno G. published the artcileNovel 6-aminofuro[3,2-c]pyridines as potent, orally efficacious inhibitors of cMET and RON kinases, Application In Synthesis of 197958-29-5, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(15), 4381-4387, database is CAplus and MEDLINE.

A series of novel 6-aminofuro[3,2-c]pyridines as kinase inhibitors is described, most notably, OSI-296. We discuss our exploration of structure-activity relationships and optimization leading to OSI-296 and disclose its pharmacol. activity against cMET and RON in cellular assays. OSI-296 is a potent and selective inhibitor of cMET and RON kinases that shows in vivo efficacy in tumor xenografts models upon oral dosing and is well tolerated.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C10H9NO, Application In Synthesis of 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Dai, Xi-Jie published the artcileEn Route to a Practical Primary Alcohol Deoxygenation, Recommanded Product: 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, the publication is Journal of the American Chemical Society (2016), 138(16), 5433-5440, database is CAplus and MEDLINE.

A long-standing scientific challenge in the field of alc. deoxygenation has been direct catalytic sp³ C-O defunctionalization with high selectivity and efficiency, in the presence of other functionalities, such as free hydroxyl groups and amines widely present in biol. mols. Previously, the selectivity issue had been only addressed by classic multistep deoxygenation strategies with stoichiometric reagents. Herein, we propose a catalytic late-transition-metal-catalyzed redox design, on the basis of dehydrogenation/Wolff-Kishner (WK) reduction, to simultaneously tackle the challenges regarding step economy and selectivity. The early development of our hypothesis focuses on an iridium-catalyzed process efficient mainly with activated alcs., which dictates harsh reaction conditions and thus limits its synthetic utility. Later, a significant advancement has been made on aliphatic primary alc. deoxygenation by employing a ruthenium complex, with good functional group tolerance and exclusive selectivity under practical reaction conditions. Its synthetic utility is further illustrated by excellent efficiency as well as complete chemo- and regioselectivity in both simple and complex mol. settings. Mechanistic discussion is also included with exptl. supports. Overall, our current method successfully addresses the aforementioned challenges in the pertinent field, providing a practical redox-based approach to the direct sp³ C-O defunctionalization of aliphatic primary alcs.

Journal of the American Chemical Society published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, Recommanded Product: 2,6-Bis((di-tert-butylphosphino)methyl)pyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zhao, Chongjian published the artcileSyntheses, structures and photoluminescence of Cd(II) coordination polymers based on in situ synthesized bifunctional ligands, Name: Pyridine-3-sulfonic acid, the publication is Inorganic Chemistry Communications (2014), 30-35, database is CAplus.

By employing Cd(II) salt, NaN₃, and CN-(CH₂)_n-NC (n = 1, 2) and with the absence or presence of secondary ligands, four new cadmium coordination frameworks, named, {[Cd₄(btm)₄(H₂O)₂]·3H₂O}_n (1); [Cd₂(btm)₂(H₂O)]_n (2); [Cd₂(bte)(PMA)_0.5(H₂O)]_n (3); and [Cd(tzp)(2,2′-bipy)]_n (4) (H₂btm = bis(tetrazole) methane: H₂bte = 1,2-bis(tetrazole-5-yl)ethane; H₂tzp = 1H-tetrazolate-5-propionic acid; bipy = bipyridine; PMA = 1,2,4,5-benzenetetracarboxylic acid) were synthesized via in situ hydrothermal reaction. Single crystal x-ray diffraction reveals that compounds 1–3 are all three-dimensional (3D) frameworks. Compound 1 is constructed by Cd1- and Cd3-btm^2- layers and large bridging metalloligands. Compound 2 exhibits a 3D framework with two-dimensional (2D) Cd-btm^2- (adopting μ₆:κN1, N1′: κN2: κN3: κN4: κN3′: κN4’coordination mode) layers pillared by μ₃:κN1, N1′: κN2: κN4′ btm^2-. Compound 3 is built up by the Cd-bte^2- layers and the linker PMA, with left- and right-handed helical chains arranged alternately. It is notable that btm^2- takes on six different coordination modes in 1 and 2. Compound 4 represents a 2D layered framework, which can be simplified into a Shubnikov plane net (4.82̂) topol. network with 3-connected T shape linker tzp^2- ligands. In addition, the research results show that compounds 1–4 exhibit different fluorescent behaviors and thermal stabilities.

Inorganic Chemistry Communications published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C18H12FN, Name: Pyridine-3-sulfonic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Liu, Tao published the artcileStraightforward installation of carbon-halogen, carbon-oxygen and carbon-carbon bonds within metal-organic frameworks (MOF) via palladium-catalyzed direct C-H functionalization, Application In Synthesis of 85237-71-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(87), 13261-13264, database is CAplus and MEDLINE.

The straightforward C-H functionalization of UiO-67-dcppy materials, was realized by a Pd-catalyzed PSM. This novel protocol provides an efficient method for the synthesis of various functionalized MOFs, which showed promising adsorbent ability in removing phenolic contaminates from water.

Chemical Communications (Cambridge, United Kingdom) published new progress about 85237-71-4. 85237-71-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is 5-Methyl-2-(p-tolyl)pyridine, and the molecular formula is C13H13N, Application In Synthesis of 85237-71-4.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wu, Zi-Zhen published the artcileAminopyridines Potentiate Synaptic and Neuromuscular Transmission by Targeting the Voltage-activated Calcium Channel β Subunit, Application In Synthesis of 18437-58-6, the publication is Journal of Biological Chemistry (2009), 284(52), 36453-36461, database is CAplus and MEDLINE.

Aminopyridines such as 4-aminopyridine (4-AP) are widely used as voltage-activated K⁺ (Kv) channel blockers and can improve neuromuscular function in patients with spinal cord injury, myasthenia gravis, or multiple sclerosis. Here, we present novel evidence that 4-AP and several of its analogs directly stimulate high voltage-activated Ca²⁺ channels (HVACCs) in acutely dissociated neurons. 4-AP, 4-(aminomethyl)pyridine, 4-(methylamino)pyridine, and 4-di(methylamino)pyridine profoundly increased HVACC, but not T-type, currents in dissociated neurons from the rat dorsal root ganglion, superior cervical ganglion, and hippocampus. The widely used Kv channel blockers, including tetraethylammonium, α-dendrotoxin, phrixotoxin-2, and BDS-I, did not mimic or alter the effect of 4-AP on HVACCs. In HEK293 cells expressing various combinations of N-type (Cav2.2) channel subunits, 4-AP potentiated Ca²⁺ currents primarily through the intracellular β₃ subunit. In contrast, 4-AP had no effect on Cav3.2 channels expressed in HEK293 cells. Furthermore, blocking Kv channels did not mimic or change the potentiating effects of 4-AP on neurotransmitter release from sensory and motor nerve terminals. Thus, our findings challenge the conventional view that 4-AP facilitates synaptic and neuromuscular transmission by blocking Kv channels. Aminopyridines can directly target presynaptic HVACCs to potentiate neurotransmitter release independent of Kv channels.

Journal of Biological Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C9H6N2O4, Application In Synthesis of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Yang, Xiaobao published the artcileStructure-Activity Relationship Studies for Enhancer of Zeste Homologue 2 (EZH2) and Enhancer of Zeste Homologue 1 (EZH1) Inhibitors, Formula: C5H6BNO2, the publication is Journal of Medicinal Chemistry (2016), 59(16), 7617-7633, database is CAplus and MEDLINE.

EZH2 or EZH1 (enhancer of zeste homolog 2 or 1) is the catalytic subunit of polycomb repressive complex 2 (PRC2) that catalyzes methylation of histone H3 lysine 27 (H3K27). PRC2 hyperactivity and/or hypertrimethylation of H3K27 are associated with numerous human cancers, therefore inhibition of PRC2 complex has emerged as a promising therapeutic approach. Recent studies have shown that EZH2 and EZH1 are not functionally redundant and inhibition of both EZH2 and EZH1 is necessary to block the progression of certain cancers such as MLL (mixed-lineage leukemia)-rearranged leukemias. Despite the significant advances in discovery of EZH2 inhibitors, there has not been a systematic structure-activity relation (SAR) study to investigate the selectivity between EZH2 and EZH1 inhibition. Here, the authors report the authors SAR studies that focus on modifications to various regions of the EZH2/1 inhibitor UNC1999 (5) to investigate the impact of the structural changes on EZH2 and EZH1 inhibition and selectivity.

Journal of Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C13H18BClO3, Formula: C5H6BNO2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wang, Peng published the artcileLigand-Promoted meta-C-H Amination and Alkynylation, Application of 3-Amino-5-(trifluoromethyl)pyridin-2-ol, the publication is Journal of the American Chemical Society (2016), 138(42), 14092-14099, database is CAplus and MEDLINE.

Using a modified norbornene (Me bicyclo[2.2.1]hept-2-ene-2-carboxylate) as a transient mediator, meta-C-H amination and meta-C-H alkynylation of aniline and phenol substrates have been developed for the first time. Both the identification of a monoprotected 3-amino-2-hydroxypyridine/pyridone-type ligand and the use of a modified norbornene as a mediator are crucial for the realization of these two unprecedented meta-C-H transformations. A variety of substrates are compatible with both meta-C-H amination and meta-C-H alkynylation. Amination and alkynylation of heterocyclic substrates including indole, indoline, and indazole afford the desired products in moderate to high yields.

Journal of the American Chemical Society published new progress about 90778-25-9. 90778-25-9 belongs to pyridine-derivatives, auxiliary class Trifluoromethyl,Pyridine,Fluoride,Amine,Alcohol, name is 3-Amino-5-(trifluoromethyl)pyridin-2-ol, and the molecular formula is C6H8O4, Application of 3-Amino-5-(trifluoromethyl)pyridin-2-ol.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Guan, Aiying published the artcileN-Phenyl heteroarylamine analogues of fluazinam using the intermediate derivatization methods approach, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Journal of Chemical Sciences (Bangalore, India) (2014), 126(4), 1107-1114, database is CAplus.

Twenty-one N-Ph heteroarylamine analogs of fluazinam were prepared via nucleophilic substitution reaction of 2,6-dichloro-3,5-dinitrotoluene with heteroarylamines using the intermediate derivatization method. 2,6-Dichloro-3,5-dinitrotoluene, the key intermediate, was synthesized by nitration of 2,6-dichlorotoluene. Preliminary bioassays indicated that most of the compounds showed good fungicidal activity against rice blast. The activity of I was equal to that of fluazinam. The relationship between mol. structure and biol. activity suggested that introduction of electron-withdrawing groups in the pyridine ring was important for optimizing fungicidal activity against rice blast.

Journal of Chemical Sciences (Bangalore, India) published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Recommanded Product: 2-Bromopyridin-3-amine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem