Category: pyridine-derivatives

Larionov, Evgeny published the artcileScope and mechanism of asymmetric C(sp³)-H/C(Ar)-X coupling reactions: computational and experimental study, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Chemical Science (2013), 4(5), 1995-2005, database is CAplus.

Advances in the efficient palladium-NHC catalyzed synthesis of highly enantioenriched 2,3-trans-fused and 2-alkyl indolines by an asym. C(sp³)-H activation of an unactivated methylene/methyl group are reported. Very high asym. inductions (up to 99% ee) were achieved at reaction temperatures ranging from 120-160°. Factors influencing the efficiency of the reaction (halide, pseudohalide, N-protecting group) were investigated. The reaction pathway and enantioselection were probed by detailed d. functional theory (DFT) calculations (M06-L functional). The combined theor. and exptl. study shows that the Pd-NHC catalyzed C(sp³)-H arylation proceeds via a concerted metalation-deprotonation (CMD) mechanism. The CMD step is shown by DFT calculations and kinetic isotope effect measurements to be selectivity-determining A good agreement between exptl. enantioselectivities and calculated differences amongst diastereomeric activation barriers is observed

Chemical Science 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

Kucharski, Dawid published the artcileThe assessment of environmental risk related to the occurrence of pharmaceuticals in bottom sediments of the Odra River estuary (SW Baltic Sea), Quality Control of 21829-25-4, the publication is Science of the Total Environment (2022), 154446, database is CAplus and MEDLINE.

The occurrence of 130 pharmaceutically active compounds (PhACs) in sediments collected from 70 sampling sites in the Odra River estuary (SW Baltic Sea) was investigated. The highest concentration levels of the compounds were found in the vicinity of effluent discharge from two main Szczecin wastewater treatment plants: “Pomorzany” and “Zdroje”, and nearby the seaport and shipyard. The highest environmental risks (RQ > 1) were observed for pseudoephedrine (RQ = 14.0), clindamycin (RQ = 7.3), nalidixic acid (RQ = 3.8), carbamazepine (RQ = 1.8), fexofenadine (RQ = 1.4), propranolol (RQ = 1.1), and thiabendazole (RQ = 1.1). RQ for each compound varied depending on the sampling sites. High environmental risk was observed in 30 sampling sites for clindamycin, 22 sampling sites for pseudoephedrine, 19 sampling sites for nalidixic acid, 4 sampling sites for carbamazepine, and 3 sampling sites for fexofenadine. The medium environmental risk (0.1 < RQ < 1) was observed for 16 compounds: amisulpride, amitriptyline, amlodipine, atropine, bisoprolol, chlorpromazine, lincomycin, metoprolol, mirtazapine, moclobemide, ofloxacin, oxazepam, tiapride, tolperisone, verapamil, and xylometazoline. Due to the scarcity of toxicol. data related to benthic organisms, only an approx. assessment of the environmental risk of PhACs is possible. Nevertheless, the compounds with medium and high risk should be considered as pollutants of high environmental concern whose occurrence in the environment should remain under close scrutiny.

Science of the Total Environment 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, Quality Control of 21829-25-4.

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

Karunanithi, Srividhya published the artcileTocilizumab and Renal Artery Stent-Therapeutic Strategy for Takayasu Arteritis, Synthetic Route of 21829-25-4, the publication is Journal of Clinical Rheumatology and Immunology (2022), 22(1), 37-40, database is CAplus.

Takayasu vasculitis (TAK) is a form of large vessel vasculitis clin. manifesting as pulseless disease or hypertension. It is more common in South East Asia and Japan, India, and Mexico [1]. It is increasingly being recognized due to increased awareness among medical fraternity and better imaging modalities. Undetected hypertension, pulselessness, and syncope are more common symptoms and presentation during pregnancy is unusual and can lead to bad obstetric outcomes. Recent evidences support the use of tocilizumab for inducing remission in Takayasu arteritis. We report this rare case of vasculitis presenting in pregnancy as malignant hypertension. A 20-yr-old pregnant woman (45 days) presented with headache and nausea but no fever. She had a history of intermittent claudication of legs for the past 3 years but not evaluated. During examination, pulses were felt normally and blood pressure (BP) 180/110, no murmurs in cardiac auscultation, but she had abdominal bruit (renal vessels). Other systems were normal. Echocardiogram (ECHO) showed dilated ascending aorta. Doppler of renal vessels showed narrowing of renal arteries. Unfortunately, she had to undergo termination of pregnancy (high BP in spite of antihypertensives). Her computed tomog. (CT) angiogram showed features of TAK with type 5 pattern-she had methylprednisolone infusion 500 mg daily for 3 days, followed by injection tocilizumab 400 mg monthly 3 doses. Once remission was achieved, she had recanalization by percutaneous transluminal angioplasty of right renal artery. She is currently maintained on aspirin and telmisartan. Awareness of causes of high BP, inputs by radiologist, cardiologist, and rheumatologist and understanding by the patient and family helped to achieve good outcome albeit the miscarriage.

Journal of Clinical Rheumatology and Immunology 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, Synthetic Route of 21829-25-4.

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

Wu, Fengtian published the artcile2,5-Dihydroxyterephthalic Acid Accelerated Cu(NO₃)₂.3H₂O-Catalyzed Homocoupling Reaction of Arylboronic Acids, Application of 2-Pyridinylboronic acid, the publication is Letters in Organic Chemistry (2020), 17(11), 877-883, database is CAplus.

A catalyst system derived from com. available Cu(NO₃)₂.3H₂O and 2,5-dihydroxyterephthalic acid is applied to the homocoupling reaction of arylboronic acids. This transformation provides a convenient approach to sym. biaryls with good to excellent yields (39%- 95%), and exhibits good functional group compatibility. Furthermore, biaryl can be prepared in gram quantities in good yield.

Letters in Organic 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 0, Application of 2-Pyridinylboronic acid.

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

Cappelli, Andrea published the artcileDesign, Synthesis, and Preliminary Biological Evaluation of Pyrrolo[3,4-c]quinolin-1-one and Oxoisoindoline Derivatives as Aggrecanase Inhibitors, Application of 2-Pyridinylboronic acid, the publication is ChemMedChem (2010), 5(5), 739-748, database is CAplus and MEDLINE.

A small set of aggrecanase inhibitors based on the pyrrolo[3,4-c]quinolin-1-one or oxoisoindoline frameworks bearing a 4-(benzyloxy)phenyl substituent and different zinc binding groups were rationally designed and evaluated in silico by docking studies using the crystal structure of the ADAMTS-5 catalytic domain (PDB code: 3B8Z). The designed compounds were synthesized via straightforward routes and tested for their potential inhibitory activity against ADAMTS-5 and ADAMTS-4. Among the compounds containing the pyrrolo[3,4-c]quinolinone tricyclic system, hydroxamate derivative 2 b (I) inhibited both ADAMTS-5 and ADAMTS-4, with IC₅₀ values in the submicromolar range and an inhibitory profile very similar to that of reference carboxylate derivative 11. Conversely, the corresponding carboxylate derivative 2 a was significantly less active and unable to discriminate between ADAMTS-5 and -4. The structure-activity relationship anal. of pyrroloquinolinone derivatives 2 a-i suggests that the carboxylate or hydroxamate groups of compounds 2 a,b play a key role in the interaction of these compounds with ADAMTS-5 and -4. On the other hand, the oxoisoindoline derivatives 3 a,b lack significant ADAMTS-4 inhibitory activity and inhibit ADAMTS-5 showing IC₂₅ values in the micromolar range.

ChemMedChem 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 C5H6BNO2, Application of 2-Pyridinylboronic acid.

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

Ishida, Naoki published the artcileSynthesis of Amine-Borane Intramolecular Complexes through Palladium-Catalyzed Rearrangement of Ammonioalkynyltriarylborates, Recommanded Product: Triphenyl(pyridin-1-ium-1-yl)borate, the publication is Organic Letters (2008), 10(6), 1279-1281, database is CAplus and MEDLINE.

The Pd-catalyzed rearrangement reaction of alkynyltriarylborates having a tertiary ammonium moiety stereoselectively afforded amine-borane intramol. complexes, some of which exhibited significantly strong fluorescence. E.g., under Ar atm. a mixture of Me₂N⁺HCH₂CCB^–Ph₃, 2.5 mol% Pd₂(dba)₃·CHCl₃/P(o-tol)₃ in THF was stirred at 70° to give 91% yield of cyclic dimethyl{(E)-3-phenyl-3-diphenylborylprop-2-enyl}amine.

Organic Letters published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, Recommanded Product: Triphenyl(pyridin-1-ium-1-yl)borate.

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

Venkateshwarlu, Rapolu published the artcileUltrasound assisted one-pot synthesis of 1,2-diaryl azaindoles via Pd/C-Cu catalysis: Identification of potential cytotoxic agents, Application of 2-Bromopyridin-3-amine, the publication is Tetrahedron Letters (2019), 60(52), 151326, database is CAplus.

Ultrasound assisted one-pot and direct access to 1,2-diaryl substituted azaindole derivatives I [W = CH, N; X = CH, N; Y = CH, N; Z = CH, N; Ar¹ = Ph, 4-ClC₆H₄, 4-MeC₆H₄; Ar² = 4-CNC₆H₄, 4-MeOC₆H₄, 4-Me(SO₂)C₆H₄, etc.] was achieved via the sequential N-arylation followed by coupling-cyclization under Pd/C-Cu catalysis. The methodol. involved initial C-N bond forming reaction (step 1) between an appropriate o-bromo substituted amino pyridine and iodoarene followed by C-C and C-N bond formation (step 2) between the resulting N-aryl substituted intermediate and a terminal alkyne in the same pot. A variety of azaindoles were prepared by using this method. These compounds were assessed for their cytotoxic properties against two different metastatic breast cancer cell lines e.g. MDA-MB-231 and MCF-7. Compounds I [W = Y = Z = CH, X = N, Ar¹ = 4-MeC₆H₄, Ar² = 4-MeOC₆H₄], I [W = Y = Z = CH, X = N, Ar¹ = Ph, Ar² = 4-MeOC₆H₄] and I [W = Y = Z = CH, X = N, Ar¹ = 4-ClC₆H₄, Ar² = 3,5-di-MeOC₆H₃] showed promising growth inhibition of these cell lines and SIRT1 inhibition in vitro.

Tetrahedron Letters 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 C15H24O2, Application of 2-Bromopyridin-3-amine.

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

Shapiro, Anna published the artcileIn vivo and in vitro activity by diverse chelators against Trypanosoma brucei brucei, Product Details of C11H10N4, the publication is Journal of Protozoology (1982), 29(1), 85-90, database is CAplus and MEDLINE.

A system of prescreens and a screen was developed to select chelators as potential drugs against T. brucei brucei EATRO 110. The chelators tested were nearly all com. available, low mol., and had a moderate to high affinity for Fe(III). Seventy compounds showing heme-sparing or inhibitory activity in a Crithidia fasciculata growth system having excess Fe and minimal hemin were prescreened. Of these, 45 were highly trypanocidal for suspensions of bloodstream T. brucei brucei; criteria of activity here were immobilization, lysis, and loss of infectivity. Eighteen of the chelators highly active in the suspension prescreen were tried in T. brucei brucei-infected mice. Thirteen of these chelators were curative in mice with 24-h infections, i.e., they allowed survival >30 days beyond the untreated controls, caffeic acid  [331-39-5], neocuproine  [484-11-7], and 2-pyridinecarboxaldehyde-2-pyridylhydrazone  [2215-33-0] cure 5 out of 5 mice after an i.v. dose of 100 mg/kg. salicylaldehyde thiosemicarbazone  [5351-90-6] Cured 5 of 5 mice at an i.p. dose of 500 mg/kg. Lesser activity was shown by several other chelators.

Journal of Protozoology published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C13H18BFO2, Product Details of C11H10N4.

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

Garcia Sanchez, F. published the artcileCoupled redox and complex formation processes as a kinetic fluorometric method for the determination of cobalt, Recommanded Product: 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Fresenius’ Zeitschrift fuer Analytische Chemie (1983), 315(6), 491-5, database is CAplus.

A sensitive and relatively interference-free method for the kinetic determination of Co is described. The method is based on the slow oxidation of 2-pyridinealdehyde 2-pyridylhydrazone (PAPH) by BrO₃^– to a fluorescent product. Complexation of PAPH with Co causes a decrease in the rate of oxidation, which is related to the concentration of Co and also to the stability constant of the complex. The influence of reaction variables and the effect of foreign ions are discussed. Co 20-150 ng mL^-1 can be determined with a relative standard deviation of 4%. The absorption of the 1:2 Co PAPH complex was measured at 440 nm.

Fresenius’ Zeitschrift fuer Analytische Chemie published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Recommanded Product: 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

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

Semproni, Scott P. published the artcileFour-Coordinate Cobalt Pincer Complexes: Electronic Structure Studies and Ligand Modification by Homolytic and Heterolytic Pathways, Quality Control of 338800-13-8, the publication is Journal of the American Chemical Society (2014), 136(25), 9211-9224, database is CAplus and MEDLINE.

A family of cobalt chloride, Me, acetylide and hydride complexes bearing both intact and modified tert-Bu substituted bis(phosphino)pyridine pincer ligands has been synthesized and structurally characterized and their electronic structures evaluated. Treatment of the unmodified compounds with the stable nitroxyl radical, TEMPO (2,2,6,6-tetramethylpiperidin-1-yloxidanyl) resulted in immediate H- atom abstraction from the benzylic position of the chelate yielding the corresponding modified pincer complexes, (^tBumPNP)CoX (X = H, CH₃, Cl, CCPh). Thermolysis of the Me and hydride derivatives, (^tBuPNP)CoCH₃ and (^tBuPNP)CoH, at 110° also resulted in pincer modification by H atom loss while the chloride and acetylide derivatives proved inert. The relative ordering of benzylic C-H bond strengths was corroborated by H atom exchange experiments between appropriate intact and modified pincer complexes. The electronic structures of the modified compounds, (^tBumPNP)CoX were established by EPR spectroscopy and DFT computations and are best described as low spin Co(II) complexes with no evidence for ligand centered radicals. The electronic structures of the intact complexes, (^tBuPNP)CoX were studied computationally and bond dissociation free energies of the benzylic C-H bonds were correlated to the identity of the X-type ligand on cobalt where pure σ donors such as hydride and Me produce the weakest C-H bonds. Comparison to a rhodium congener highlights the impact of the energetically accessible one-electron redox couple of the first row metal ion in generating weak C-H bonds in remote positions of the supporting pincer ligand.

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 0, Quality Control of 338800-13-8.

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