Month: October 2022

Ye, Lina; Fang, Yuanyuan; Ou, Zhongping; Wang, Liping; Xue, Songlin; Lu, Yang; Kadish, Karl M. published the artcile< Axial coordination reactions with nitrogenous bases and determination of equilibrium constants for zinc tetraarylporphyrins containing four β,β′-fused butano and benzo groups in nonaqueous media>, Product Details of C7H7NO, the main research area is zinc tetraarylporphyrin nitrogenous base equilibrium constant.

The axial coordination properties of six zinc tetraarylporphyrins with seven different nitrogenous bases were examined in CH2Cl2 for derivatives containing four β,β′-fused butano or benzo groups and the equilibrium constants (logK) determined using spectral titration methods. The examined compounds are represented as butano(YPh)4PorZn and benzo(YPh)4PorZn, where Por is the porphyrin dianion and Y is a CH3, H or Cl substituent on the para-position of each meso-Ph ring of the macrocycle. The initial four-coordinate butano- and benzoporphyrins will axially bind one nitrogenous base to form five-coordinate derivatives in CH2Cl2 and this leads to a 4-22 nm red-shift of the Soret and Q bands. The logK values range from 1.98 to 4.69 for butano(YPh)4PorZn and from 3.42 to 5.36 for benzo(YPh)4PorZn, with the exact value depending upon the meso and β-substituents of the porphyrin and the conjugate acid dissociation constants (pKa) of the nitrogenous base.

Journal of Porphyrins and Phthalocyanines published new progress about Concentration (process). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Product Details of C7H7NO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, Juan; Yu, Yuhua; Zhao, Jie; Zhao, Peng; Wen, Xuejun; Zhuang, Zhigang; Lin, Chao published the artcile< Integrating disulfides into a polyethylenimine gene carrier selectively boosts significant transfection activity in lung tissue enabling robust IL-12 gene therapy against metastatic lung cancers>, HPLC of Formula: 2127-03-9, the main research area is integrating disulfide polyethylenimine interleukin human metastatic lung cancer; Disulfide; Interleukin-12; Metastatic lung cancer; Polyethylenimine; Transfection.

Bioreducible polyethylenimines (SSPEIs) are promising non-viral carriers for cancer gene therapy. However, the availability of significant gene transfection activity by SSPEIs remains a challenge. Herein, an essential step was taken to ascertain whether or not the disulfide bonds of SSPEIs play a critical role in promoting significant gene transfection activity in different tissues. Initially, a disulfide-linked linear polyethylenimine (denoted as SSLPEI) consisting of one 5.0 kDa LPEI main chain and three disulfide-linked 5.7 kDa LPEI grafts was designed and prepared to possess similar mol. weight with commercialized 25 kDa LPEI as a pos. control. The SSLPEI could induce superior in vitro transfection activity in different cells to the LPEI control as well as low cytotoxicity. Notably, such enhanced in vitro transfection effect by the SSLPEI was more marked in type-II alveolar epithelial cells compared to different cancer cells. In a Balb/c nude mouse model bearing SKOV-3 tumor, the SSLPEI caused parallel level of transgene expression with the LPEI control in the tumor but significantly higher level in the mouse lung. Furthermore, the SSLPEI and LPEI groups afforded an identical antitumor efficacy against the SKOV-3 tumor via i.v. delivery of a shRNA for silencing VEGF expression in the tumor. However, via i.v. delivery of an interleukin-12 (IL-12) gene into metastatic lung cancers in a C57BL/6 mouse model, the SSLPEI group exerted markedly higher IL-12 expression level in the mouse lung and peripheral blood as compared to the LPEI group, thereby boosting IL-12 immunotherapy against the lung metastasis with longer medium survival time. The results of this work elicit that the disulfide bonds of SSPEIs play a pivotal role in enhancing gene transfection activity selectively in the lung tissue rather than solid tumor, enabling high translational potential of SSPEIs for non-viral gene therapy against metastatic lung cancers.

Materials Science & Engineering, C: Materials for Biological Applications published new progress about Alveolar epithelium. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, HPLC of Formula: 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Harenberg, Johannes H.; Weidmann, Niels; Knochel, Paul published the artcile< Preparation of Functionalized Aryl, Heteroaryl, and Benzylic Potassium Organometallics Using Potassium Diisopropylamide in Continuous Flow>, SDS of cas: 2127-03-9, the main research area is metalation continuous flow generation organopotassium aromatic hetaryl nucleophile; electrophile addition coupling organopotassium aromatic heterocyclic compound; alc ketone thioether silane preparation organopotassium nucleophile addition coupling; arenes; flow chemistry; heteroarenes; lateral metalation; potassium.

Heterocyclic and aromatic compounds were metalated by lithium-free potassium diisopropylamide serving as nucleophiles in carbonyl group addition and coupling reactions, providing access to versatile substituted benzothiazoles, benzothiophenes, benzofurans and functionalized aromatic compounds We report the preparation of lithium-salt-free KDA (potassium diisopropylamide; 0.6 M in hexane) complexed with TMEDA (N,N,N’,N’-tetramethylethylenediamine) and its use for the flow-metalation of (hetero)arenes between -78° and 25° with reaction times between 0.2 s and 24 s and a combined flow rate of 10 mL min-1 using a com. flow setup. The resulting potassium organometallics react instantaneously with various electrophiles, such as ketones, aldehydes, alkyl and allylic halides, disulfides, Weinreb amides, and Me3SiCl, affording functionalized (hetero)arenes in high yields. This flow procedure is successfully extended to the lateral metalation of methyl-substituted arenes and heteroaromatics, resulting in the formation of various benzylic potassium organometallics. A metalation scale-up was possible without further optimization.

Angewandte Chemie, International Edition published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, SDS of cas: 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Dong, Yuman; Liu, Peng published the artcile< Reduction-triggered di-block copolymer prodrug for high-performance long-acting tumor-selective killing>, Related Products of 2127-03-9, the main research area is acrylic polyoxyalkylene diblock progrug antitumor agent; Long-acting prodrug; Reduction-triggered drug delivery; Solubility-controlled release; Tumor-selective killing; Tumor-specific.

Long-acting drug delivery systems (DDSs) have attracted interests for tumor chemotherapy. Here, novel reduction-triggered polymer prodrug was designed by conjugation of a high-performance thiolated doxorubicin (DOX-SH) onto the diblock copolymer PEG43-PPDSM43 via the bioreducible cleavable disulfide bond. The resultant polymer prodrug PEG43-PPDSM43-DOX with a DOX content of 33% could be easily self-assembled into nanoparticles of 146 nm. They showed a slow solubility-controlled sustained drug release with a cumulative release of 30.13% within 84 h in the simulated tumor intracellular microenvironment but an ultra-low premature drug leakage of 4.01% in the simulated normal physiol. media. Such slow sustained release is expected to prolong the action time of the active drug. The MTT assays demonstrated the tumor-selective killing performance of the proposed prodrug nanoparticles with an enhanced antitumor efficacy on the tumor HepG2 cells than the free DOX, but no obvious cytotoxicity on the normal L20 cells at the lower dosages.

Colloids and Surfaces, B: Biointerfaces published new progress about Antitumor agents. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Related Products of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Weglinski, Zbigniew; Talik, Tadeusz published the artcile< Carboxylation of 2-hydroxypicolines>, Safety of 6-Amino-3-nitro-2-picoline, the main research area is carboxylation hydroxypicoline; pyridinol methyl carboxylation; picoline hydroxy carboxylation; pyridinecarboxylic acid hydroxymethyl.

Treatment of a mixture of 2-hydroxy-3-methylpyridine (I) and anhydrous K2CO3 with 55 atm CO2 at 220° for 9 h gave 87% 2-hydroxy-3-methyl-5-pyridinecarboxylic acid (II). Carboxylation of the Na and K salts of I gave 49.5 and 53% II, resp. Similarly, 2-hydroxy-5-methyl-, 2-hydroxy-6-methyl-, and 2-hydroxy-4-methylpyridine gave 2-hydroxy-5-methyl-3-pyridinecarboxylic acid, 2-hydroxy-6-methyl-3-pyridinecarboxylic acid, and 2-hydroxy-4-methyl-5-pyridinecarboxylic acid, resp. The isomeric hydroxymethylpyridinecarboxylic acids were also prepared by hydrolysis of the corresponding isomeric chlorocyanopicolines. The latter were obtained from isomeric aminopicolines by successive nitration, hydroxylation, chlorination, reduction, and Sandmeyer cyanation.

Roczniki Chemii published new progress about Carboxylation. 22280-62-2 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Safety of 6-Amino-3-nitro-2-picoline.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Lifan; Song, Xuyan; Qi, Mei-Fang; Sun, Bing published the artcile< Weak Bronsted base-promoted photoredox catalysis for C-H alkylation of heteroarenes mediated by triplet excited diaryl ketone>, SDS of cas: 93-60-7, the main research area is alkylated heteroarene regioselective preparation; heteroarene ether CH alkylation photoredox catalysis.

A weak Bronsted base-promoted photoredox catalysis had been developed for the direct C-H α-alkylation of heteroarenes with cyclic and acyclic ethers. The high efficiency of this strategy was demonstrated by the mild reaction conditions, broad substrate scope, economical reagents and high regioselectivity. With air as the sole oxidant, a set of alkylated heteroarenes were accessed smoothly. This strategy was also applied for late-stage functionalization of valuable vitamin E nicotinate and loratadine.

Tetrahedron Letters published new progress about Alkylation catalysts. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, SDS of cas: 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bregman, Howard; Chakka, Nagasree; Guzman-Perez, Angel; Gunaydin, Hakan; Gu, Yan; Huang, Xin; Berry, Virginia; Liu, Jingzhou; Teffera, Yohannes; Huang, Liyue; Egge, Bryan; Mullady, Erin L.; Schneider, Steve; Andrews, Paul S.; Mishra, Ankita; Newcomb, John; Serafino, Randy; Strathdee, Craig A.; Turci, Susan M.; Wilson, Cindy; DiMauro, Erin F. published the artcile< Discovery of Novel, Induced-Pocket Binding Oxazolidinones as Potent, Selective, and Orally Bioavailable Tankyrase Inhibitors>, Recommanded Product: Methyl 3-fluoroisonicotinate, the main research area is preparation SAR oxazolidinone orally bioavailable tankyrase inhibitor mol modeling.

Tankyrase (TNKS) is a poly-ADP-ribosylating protein (PARP) whose activity suppresses cellular axin protein levels and elevates β-catenin concentrations, resulting in increased oncogene expression. The inhibition of tankyrase (TNKS1 and 2) may reduce the levels of β-catenin-mediated transcription and inhibit tumorigenesis. Compound I is a previously described moderately potent tankyrase inhibitor that suffers from poor pharmacokinetic properties. Herein, we describe the utilization of structure-based design and mol. modeling toward novel, potent, and selective tankyrase inhibitors with improved pharmacokinetic properties (II, III).

Journal of Medicinal Chemistry published new progress about Axins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 876919-08-3 belongs to class pyridine-derivatives, and the molecular formula is C7H6FNO2, Recommanded Product: Methyl 3-fluoroisonicotinate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kang, Yan-Shang; Zhang, Ping; Li, Min-Yan; Chen, You-Ke; Xu, Hua-Jin; Zhao, Jing; Sun, Wei-Yin; Yu, Jin-Quan; Lu, Yi published the artcile< Ligand-Promoted RhIII-Catalyzed Thiolation of Benzamides with a Broad Disulfide Scope>, Reference of 2127-03-9, the main research area is benzamide pentafluorophenyl disulfide rhodium amino acid regioselective thiolation catalyst; arylthio pentafluorophenyl benzamide preparation; amino acids; directing groups; disulfides; rhodium; thiolation.

A ligand-promoted RhIII-catalyzed C(sp2)-H activation/thiolation of benzamides has been developed. Using bidentate mono-N-protected amino acid ligands led to the first example of RhIII-catalyzed aryl thiolation reactions directed by weakly coordinating directing amide groups. The reaction tolerates a broad range of amides and disulfide reagents.

Angewandte Chemie, International Edition published new progress about Amino acids Role: CAT (Catalyst Use), USES (Uses). 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Reference of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Tao; Luan, Yu-Xin; Lam, Nelson Y. S.; Li, Jiang-Fei; Li, Yue; Ye, Mengchun; Yu, Jin-Quan published the artcile< A directive Ni catalyst overrides conventional site selectivity in pyridine C-H alkenylation>, Computed Properties of 3796-23-4, the main research area is alkenylated pyridine preparation; alkyne pyridine alkenylation heterocyclic carbene ligated nickel aluminum catalyst.

Herein, application of bifunctional N-heterocyclic carbene-ligated Ni-Al catalyst in C3-H alkenylation of pyridines was described. This method overrode the intrinsic C2 and/or C4 selectivity, and provided a series of C3-alkenylated pyridines such as I in 43-99% yields and up to 98:2 C3 selectivity. This method not only allowed a variety of pyridine and heteroarene substrates to be used as the limiting reagent, but was also effective for the late-stage C3 alkenylation of diverse complex pyridine motifs in bioactive mols.

Nature Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Computed Properties of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lopez, Luis A.; Gonzalez, Javier published the artcile< Copper(I)-carbenes as key intermediates in the [3 + 2]-cyclization of pyridine derivatives with alkenyldiazoacetates: a computational study>, Synthetic Route of 93-60-7, the main research area is vinyldiazo acetate pyridine copper bromide catalyst cyclization reaction mechanism.

This work reports a computational study of the copper(I)-catalyzed regioselective synthesis of indolizine derivatives through the [3 + 2]-cyclization reaction of vinyldiazo acetates and pyridine derivatives This reaction is predicted to proceed via a multi-step process with the initial decomposition of the diazo function and generation of an electrophilic copper(I) carbene intermediate. Subsequent attack of the pyridine derivative at the vinylogous position of the carbene would generate a vinylcuprate intermediate that would evolve to the final products through a sequence involving cyclization, reductive elimination, metal decoordination and final oxidative aromatization. According to our calculations, an alternative pathway involving the initial activation of the pyridine seems unlikely. These theor. results could pave the way for further developments in vinyldiazo chem.

Organic & Biomolecular Chemistry published new progress about Cyclization catalysts. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Synthetic Route of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem