Day: October 21, 2022

Moretto, A. F.; Kirincich, S. J.; Xu, W. X.; Smith, M. J.; Wan, Z.-K.; Wilson, D. P.; Follows, B. C.; Binnun, E.; Joseph-McCarthy, D.; Foreman, K.; Erbe, D. V.; Zhang, Y. L.; Tam, S. K.; Tam, S. Y.; Lee, J. published the artcile< Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors>, Application of C9H9Cl2NO2, the main research area is bicyclic tricyclic thiophene protein tyrosine phosphatase inhibitor.

A novel pyridothiophene inhibitor of PTP1B was discovered by rational screening of phosphotyrosine mimics at high micromolar concentrations The potency of this lead compound has been improved significantly by medicinal chem. guided by x-ray crystallog. and mol. modeling. Excellent consistency has been observed between structure-activity relationships and structural information from PTP1B-inhibitor complexes.

Bioorganic & Medicinal Chemistry published new progress about High-throughput screening. 86129-63-7 belongs to class pyridine-derivatives, and the molecular formula is C9H9Cl2NO2, Application of C9H9Cl2NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Diz, Maria; Duran-Carril, Maria L.; Castro, Jesus; Alvo, Samuel; Bada, Lucia; Vina, Dolores; Garcia-Vazquez, Jose A. published the artcile< Antitumor activity of copper(II) complexes with Schiff bases derived from N′-tosylbenzene-1,2-diamine>, Related Products of 366-18-7, the main research area is Antitumoral activity; Copper; Electrochemical synthesis; Hydrogen bonds; Schiff bases ligands; Stacking interactions; Structure elucidation.

The electrochem. oxidation of anodic metal copper in a solution of the ligands N-[(5-tert-butyl-2-hydroxyphenyl)methylidine]-N′-tosylbenzene-1,2-diamine [H2L1] and N-[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidine]-N′-tosylbenzene-1,2-diamine, [H2L2] afforded homoleptic [CuL] compounds or solvate [CuLS] complexes. The addition to the electrochem. cell of coligands (L′) such as 2,2′-bipyridine (2-bpy), 4,4′-bipyridine(4-bpy) or 1,10-phenanthroline (phen) allowed the synthesis, in one step, of heteroleptic [CuLL′] compounds, namely [CuL1(H2O)] (1), [CuL1(2,2′-bpy)]·CH3CN (2), [CuL1(phen)]·H2O (3), [Cu2L12(4,4′-bpy)] (4), [CuL2(CH3OH)] (5), [CuL2(2,2′-bpy)] (6), [CuL2(phen)] (7) and [Cu2L22(4,4′-bpy)] (8). The crystal structures of both ligands, H2L1, H2L2, and those of the complexes (2), (4), (5), (6) and (7) have been determined by X-ray diffraction techniques. Coordination polyhedron around metal atom is square planar for [CuL2(CH3OH)] (5) and [Cu2L12(4,4′-bpy)] (4) and square pyramid for the other complexes with addnl. chelating ligands. The cytotoxic activity of this new series of copper(II) complexes against the SH-SY5Y neuroblastoma cell line and U87-MG and U373-MG glioblastoma cell lines has been investigated. Most of the test compounds showed higher activity than cisplatin in the three cell lines. Among this series, compound [CuL1(phen)] (3) displayed the highest activity with IC50 equal to 1.77 μM on SH-SY5Y whereas compound [Cu2L12(4.4′-bpy)] (4) resulted the most potent compounds on U87 MG and U373 MG glioblastoma cell lines. Studies on the cytotoxic activity of these derivatives suggest that these compounds induce cell death by a mechanism other than apoptosis.

Journal of Inorganic Biochemistry published new progress about 366-18-7. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Related Products of 366-18-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, Xinli; Li, Bingwen; Hua, Xiufang; Cui, Dongmei published the artcile< 1,2-Hydroboration of Pyridines by Organomagnesium>, Application of C7H7NO2, the main research area is pyridine regioselective hydroboration organomagnesium.

Hydroboration of pyridine derivatives at room temperature with earth-abundant and biocompatible magnesium catalysts ligated by phosphinimino amides is developed. Fine turnover frequency (TOF) and distinguished 1,2-regioselectivity have been achieved. The exclusive chemoselective carbonyl hydroboration happens with competitive TOF. A HBpin assisted mechanism is deduced by the reaction rate law, activation parameters, and kinetic isotope effect (KIE) in combination with DFT calculations To our knowledge, this is the first example of pyridine 1,2-dearomatization by Mg-based catalysts.

Organic Letters published new progress about Activation energy. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Application of C7H7NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ma, Zhuang; Lu, Helin; Liao, Ke; Chen, Zhilong published the artcile< Tungstate-Catalyzed Biomimetic Oxidative Halogenation of (Hetero)Arene under Mild Condition>, Recommanded Product: 3-Bromo-1H-pyrrolo[3,2-c]pyridine, the main research area is arene metal halide tungstate catalyst regioselective chemoselective oxidative halogenation; haloarene preparation green chem; Green Chemistry; Organic Chemistry; Pharmaceutical Engineering.

A biomimetic approach for halogenation (Br, Cl, I) of (hetero)arene catalyzed by tungstate under mild pH in a cost-efficient and environment- and operation-friendly manner was reported. Broad substrates diverse functional group tolerance and good chemo- and regioselectivities were observed, even in late-stage halogenation of complex mols. Moreover, this approach was scaled up to over 100 g without time-consuming and costly column purification Several drugs and key precursors for drugs bearing aryl halides (Br, Cl, I) was conveniently prepared based on this approach.

iScience published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 23612-36-4 belongs to class pyridine-derivatives, and the molecular formula is C7H5BrN2, Recommanded Product: 3-Bromo-1H-pyrrolo[3,2-c]pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chen, Minmin; Hu, Jinxia; Wang, Lujing; Li, Yanru; Zhu, Chenghao; Chen, Chen; Shi, Ming; Ju, Zhicheng; Cao, Xichuan; Zhang, Zhuoqi published the artcile< Targeted and redox-responsive drug delivery systems based on carbonic anhydrase IX-decorated mesoporous silica nanoparticles for cancer therapy>, Name: 1,2-Di(pyridin-2-yl)disulfane, the main research area is silica nanoparticle carbonic anhydrase cancer therapy redox drug delivery.

In this work, we developed a new antibody-targeted and redox-responsive drug delivery system “”MSNs-CAIX”” by binding the anti-carbonic anhydrase IX antibody (A-CAIX Ab) on the surface of mesoporous silica nanoparticles (MSNs) via disulfide linkages. The design of the composite particles “”MSNs-CAIX”” involved the synthesis and surface functionalization with thiol groups, 2,2′-dipyridyl disulfide and CAIX antibody. In vitro, CAIX capping the doxorubicin hydrochloric (DOX)-loaded nanoparticles (DOX@MSNs-CAIX) exhibited effectively redox-responsive release in the presence of glutathione (GSH) owing to the cleavage of the disulfide bond. Compared with CAIX neg. Mef cells (mouse embryo fibroblast), remarkably more DOX@MSNs-CAIX was internalized into CAIX pos. 4T1 cells (mouse breast cancer cells) by receptor-mediation. Tumor targeting in vivo studies clearly demonstrated DOX@MSNs-CAIX accumulated in tumors and induced more tumor cells apoptosis in 4T1 tumor-bearing mice. With great potential, this drug delivery system is a promising candidate for targeted and redox-responsive cancer therapy.

Scientific Reports published new progress about Antitumor agents. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Name: 1,2-Di(pyridin-2-yl)disulfane.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chen, Xiaoxia; Cai, Wenjuan; Liu, Gang; Tu, Yayi; Fan, Congbin; Pu, Shouzhi published the artcile< A highly selective colorimetric and fluorescent probe Eu(tdl)2abp for H2S sensing: Application in live cell imaging and natural water>, Category: pyridine-derivatives, the main research area is Eu(tdl)(2)abp; H(2)S; Large stokes shift; Living cells; Natural water.

Using 4-([2,2′: 6′, 2′- terpyridin] -4′-yl) -N, N-dimethylaniline (tdl) as auxiliary ligand and 6-azido-2,2′-bipyridine (abp) as recognition ligand, a europium complex fluorescent probe Eu(4-([2,2′: 6′, 2′-terpyridin] -4′ -yl) -N, N-dimethylaniline)2-6-azido-2,2′-bipyridine Eu(tdl)2abp for efficient and specific recognition of hydrogen sulfide (H2S) was successfully synthesized and characterized by NMR and MS. Eu(tdl)2abp represented “”on-off”” fluorescence signals for H2S and its color changes could be identified with naked eyes. Eu(tdl)2abp had short response time (2 min) to H2S, high selectivity and good anti-interference, large stokes shift (207 nm). In various samples, when H2S existed, the azide group was reduced to amine group, resulting in closed fluorescence signal, and the fluorescence intensity reached the degree of quenching without being affected by other interference. At the same time, there was a good linear relationship between relative fluorescence intensity and H2S concentration with the detection limit (LOD) of 0.64 μM. The sensing mechanism of Eu(tdl)2abp to detect H2S was characterized by 1H NMR and HR-MS. Eu(tdl)2abp was used with success for the sensitive detection of H2S in natural water and living cells.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about 366-18-7. 366-18-7 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Saraireh, Ibrahim A. M.; Altarawneh, Mohammednoor; Almatarneh, Mansour H. published the artcile< Thermochemical parameters of chlorinated compounds of pyridine>, Electric Literature of 14121-36-9, the main research area is chlorinated pyridine formation enthalpy charge heat capacity entropy.

Thermochem. and geometrical parameters of all chlorinated compounds of pyridine were calculated with the CBS-QB3 composite method. Standard entropies, standard Gibbs free energies of formation, standard enthalpies of formation, and heat capacities were computed and compared with their corresponding available exptl. data. Our calculated enthalpy values agree well with a rather limited corresponding exptl. data. Adjacent chlorinated sites in pyridine was found to incur a thermodn. penalty of 5.0 kcal/mol. While chlorination of pyridine is carried out at elevated temperatures in the gas and solvent media, acquiring the trend underpinning chlorination sequence at room temperature provides an insightful mechanistic insight. For this reason, we calculated Fukui indexes for electrophilic substitution and attempted to link obtained values with thermodn. stability orderings computed at 25 °C. Overall, the pattern and degree of chlorination induces very minor geometrical differences in reference to the unsubstituted pyridine. Calculated Fukui indexes predicts the chlorination sequence as follows; 2-chloro → 2,5-dichloro → 2,3,6-trichloro → 2,3,5,6-tetrachloro → 2,3,4,5,6-pentachloropyridine. However, a significant pos. charge accumulated in the N atom of the ortho-Wheland-type adduct renders its thermodynamically unstable by 8 kcal/mol in reference to the meta-Wheland intermediate. Overall, the sequence of chlorination is most likely to be sensitive to kinetics factors rather than thermodn. attributes; i.e., energies required to form the Wheland-type intermediates.

Computational & Theoretical Chemistry published new progress about Atomic charge. 14121-36-9 belongs to class pyridine-derivatives, and the molecular formula is C5HCl4N, Electric Literature of 14121-36-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ingale, Ajit P.; Garad, Dnyaneshwar N.; Ukale, Dattatraya; Thorat, Nitin M.; Shinde, Sandeep V. published the artcile< Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines>, Formula: C6H8N2, the main research area is amine tert butyloxycarbonylation chemoselective thiamine hydrochloride recyclable green organocatalyst.

Thiamine hydrochloride promoted highly efficient and ecofriendly approach has been described for the chemoselective N-tert-butyloxycarbonylation of amines under solvent-free conditions at ambient temperature The demonstrated approach has been applicable for the N-Boc protection of variety of aliphatic, aryl, heteroaryl amines. The chemoselective protection of amino group occurs in chiral amines and amino alc. without racemization in high yield. Thiamine hydrochloride is stable, economical, easy to handle and environmentally friendly.

Synthetic Communications published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Formula: C6H8N2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nishiyama, Hisao; Park, Soon-Bong; Haga, Masaaki; Aoki, Katsuyuki; Itoh, Kenji published the artcile< Ruthenium(II)Cl2-bis(oxazolinyl)bipyridine complex. Its structure and reactivity>, Electric Literature of 147409-41-4, the main research area is crystal structure ruthenium oxazolinylbipyridine complex; catalyst dimerization cyclopropanation ruthenium oxazolinylbipyridine complex.

A mixture of [RuCl2(p-cymene)]2 and 6,6′-bis(oxazolinyl)-2,2′-bipyridine (L) was heated in EtOH at 70° to produce RuCl2L, of which structure was clarified by x-ray anal. to show that L coordinates as a tetradentate ligand. Its catalytic activities for transformations of diazoacetates in dimerization and cyclopropanation with styrene were examined and its spectroelectrochem. was studied.

Chemistry Letters published new progress about Crystal structure. 147409-41-4 belongs to class pyridine-derivatives, and the molecular formula is C22H26N4O2, Electric Literature of 147409-41-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lv, Kang; Jiang, Yuanye; Han, Lingli; Liu, Tao; Bi, Siwei published the artcile< Theoretical study on the base-controlled selective linear or branched ortho-alkylation of azines catalyzed by rhodium: Mechanisms and the role of base>, Application In Synthesis of 3796-23-4, the main research area is azine rhodium catalyst regioselective alkylation mechanism transition state structure.

The detailed theor. study on the mechanism of the alkylation of 3-trifluoromethylpyridine with acrylamide in the [RhI]/dppe catalytic system is reported, with the aid of the d. functional theory (DFT) calculations It is found that the additive bases play a critical role in switching the regioselectivity. The origin of the regioselectivity involved in these reactions was probed by performing distortion-interaction anal. For reaction A with KOPiv as the base, the outer-sphere concerted-metalative-deprotonation (CMD) pathway is calculated to be a bit more favorable kinetically compared with the oxidative addition (OA) one and the two mechanisms are competitive. The regioselectivity in this reaction is predicted to be determined by the distortion energies of the migratory insertion transition states. In contrast, for reaction B with K3PO4 as the base, the feasible pathway is the OA one, and the corresponding interaction energies for the olefin migratory insertion into Rh-H bond step could account for the observed regioselectivity.

Molecular Catalysis published new progress about Alkylation catalysts. 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Application In Synthesis of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem