Tag: M.W=200-250

Tierno, Anthony F.; Walters, Jennifer C.; Vazquez-Lopez, Andres; Xiao, Xiao; Wengryniuk, Sarah E. published the artcile< Heterocyclic group transfer reactions with I(III) N-HVI reagents: access to N-alkyl(heteroaryl)onium salts via olefin aminolactonization>, Formula: C11H16BNO2, the main research area is alkylheteroarylonium salt preparation; alkenoic acid heterocycle aminolactonization.

Herein, leverage (bis)cationic nitrogen-ligated I(III) hypervalent iodine reagents, or N-HVIs, as “”heterocyclic group transfer reagents”” to provide access to a broad scope of N-alkyl(heteroaryl)onium salts e.g., I via the aminolactonization of alkenoic acids e.g., 2,2-diphenylpent-4-enoic acid, the first example of engaging an olefin to directly generate these salts. The reactions proceed in excellent yields, under mild conditions, and are capable of incorporating a broad scope of sterically and electronically diverse aromatic heterocycles such as pyridine, 4-piperidinylpyridine, 1-methylimidazole, etc.. The N-HVI reagents can be generated in situ, the products are isolated via simple trituration, and subsequent derivatizations demonstrate the power of this platform for diversity-oriented synthesis of 6-membered nitrogen heterocycles e.g., I.

Chemical Science published new progress about Amination. 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Formula: C11H16BNO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Song; Tian, Chengcheng published the artcile< Polyvinylpolypyrrolidone supported Bronsted acidic catalyst for esterification>, Electric Literature of 21876-43-7, the main research area is polyvinylpolypyrrolidone support Bronsted acidic catalyst esterification.

A polyvinylpolypyrrolidone (PVPP) supported Bronsted acidic catalyst ([PVPP-BS]HSO4) was prepared by coupling SO3H functionalized polyvinylpolypyrrolidone with H2SO4 in this work. After the characterization through FT-IR, FESEM, TG, BET, and elemental anal., it was found that 1,4-butane sultone (BS) and sulfuric acid reacted with PVPP and were immobilized on PVPP surface. The prepared [PVPP-BS]HSO4 catalyst shows high catalytic activity for a series of esterification reactions and could be separated from the reacted mixture easily. Moreover, this catalyst could be recycled and reused for six times without significant loss of catalytic performance.

International Journal of Polymer Science published new progress about Esterification. 21876-43-7 belongs to class pyridine-derivatives, and the molecular formula is C9H13NO3S, Electric Literature of 21876-43-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Saidalimu, Ibrayim; Liang, Yumeng; Niina, Kiyoteru; Tanagawa, Kazuhiro; Saito, Norimichi; Shibata, Norio published the artcile< Synthesis of aryl and heteroaryl tetrafluoro-λ6-sulfanyl chlorides from diaryl disulfides using trichloroisocyanuric acid and potassium fluoride>, Synthetic Route of 2127-03-9, the main research area is aryl heteroaryl tetrafluoro sulfanyl chloride preparation; diaryl disulfide trichloroisocyanuric acid potassium fluoride oxidative chlorotetrafluorination.

A catalyst-free method for the synthesis of aryl and heteroaryl tetrafluoro-λ6-sulfanyl chlorides (Ar-SF4Cl) by using trichloroisocyanuric acid and potassium fluoride in acetonitrile was presented. The method has wide substrate generality and proceeded well with high yields even in the absence of acid catalysts. The preparation of meta- and para-SF4Cl-substituted pyridines using TCCA was achieved for the first time.

Organic Chemistry Frontiers published new progress about Aromatic compounds, disulfides Role: RCT (Reactant), RACT (Reactant or Reagent). 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Synthetic Route of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mack, Arthur G.; Suschitzky, Hans; Wakefield, Basil J. published the artcile< Polyhaloaromatic compounds. Part 43. Inter- and intramolecular reactions of polychloroaromatic compounds with copper>, Name: 2,3,4,6-Tetrachloropyridine, the main research area is Ullmann reaction polychlorohalopyridine copper; chlorohalopyridine Ullmann intermol reaction; pyridine polychloro halo Ullmann reaction.

The Ullmann reaction of 4-bromotetrachloropyridine with Cu in DMF gave products arising from halogen exchange and reduction reaction in addition to the expected coupled products whereas pentachloropyridines gave tetrachloropyridines only. The Ullmann reaction of 4-(o-halophenoxy)- and 4-(o-halothiophenoxy)tetrahalopyridines gave products arising from cyclization, reduction, and halogen transfer. Some Cu reacts initially with the pyridyl rather than the o-haloaryl group. The results suggest the Ullmann reaction proceeds by a mechanism involving a pyridylcopper intermediate. Nucleophilic substitution products of pentahalopyridines with phenols, thiophenols, and aniline, were obtained.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 14121-36-9 belongs to class pyridine-derivatives, and the molecular formula is C5HCl4N, Name: 2,3,4,6-Tetrachloropyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Leer, Katharina; Cinar, Gizem; Solomun, Jana I.; Martin, Liam; Nischang, Ivo; Traeger, Anja published the artcile< Core-crosslinked, temperature- and pH-responsive micelles: design, physicochemical characterization, and gene delivery application>, Synthetic Route of 2127-03-9, the main research area is block copolymer micelles temperature pH gene delivery cytotoxicity.

Stimuli-responsive block copolymer micelles can provide tailored properties for the efficient delivery of genetic material. In particular, temperature- and pH-responsive materials are of interest, since their physicochem. properties can be easily tailored to meet the requirements for successful gene delivery. Within this study, a stimuli-responsive micelle system for gene delivery was designed based on a diblock copolymer consisting of poly(N,N-diethylacrylamide) (PDEAm) as a temperature-responsive segment combined with poly(aminoethyl acrylamide) (PAEAm) as a pH-responsive, cationic segment. Upon temperature increase, the PDEAm block becomes hydrophobic due to its lower critical solution temperature (LCST), leading to micelle formation. Furthermore, the monomer 2-(pyridin-2-yldisulfanyl)ethyl acrylate (PDSAc) was incorporated into the temperature-responsive PDEAm building block enabling disulfide crosslinking of the formed micelle core to stabilize its structure regardless of temperature and dilution The cloud points of the PDEAm block and the diblock copolymer were investigated by turbidimetry and fluorescence spectroscopy. The temperature-dependent formation of micelles was analyzed by dynamic light scattering (DLS) and elucidated in detail by an anal. ultracentrifuge (AUC), which provided detailed insights into the solution dynamics between polymers and assembled micelles as a function of temperature Finally, the micelles were investigated for their applicability as gene delivery vectors by evaluation of cytotoxicity, pDNA binding, and transfection efficiency using HEK293T cells. The investigations showed that core-crosslinking resulted in a 13-fold increase in observed transfection efficiency. Our study presents a comprehensive investigation from polymer synthesis to an in-depth physicochem. characterization and biol. application of a crosslinked micelle system including stimuli-responsive behavior.

Nanoscale published new progress about Cell viability. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Synthetic Route of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mack, Arthur G.; Suschitzky, Hans; Wakefield, Basil J. published the artcile< Polyhaloaromatic compounds. Part 39. Synthesis of the bromo- and iodo-tetrachloropyridines>, Recommanded Product: 2,3,4,6-Tetrachloropyridine, the main research area is bromotetrachloropyridine; iodotetrachloropyridine; pyridine bromo tetrachloro.

The title compounds I (R = Br, iodo, R1 = R2 = Cl; R = R2 = Cl, R1 = Br, iodo; R = R1 = Cl, R2 = Br, iodo) were prepared via the corresponding pyridylhydrazines or pyridyllithium or -magnesium derivatives Thus, reaction of pentachloropyridine N-oxide with N2H4 in EtOH (reflux 2 h) gave 2,3,4,5-tetrachloro-6-hydrazinopyridine which with Br-HBr gave 60% I (R = Br, R1 = R2 = Cl). Metalation of 2,3,4,6-tetrachloropyridine with BuLi followed by reaction with Br and iodine gave 58% I (R = R2 = Cl, R1 = Br) and 60% I (R = R2 = Cl, R1 = iodo), resp. Reaction of pentachloropyridine in THF with Mg at -10° gave 2,3,5,6-tetrachloro-4-pyridylmagnesium chloride which reacted with Br (-75°) to give 61% I (R = R1 = Cl, R2 = Br).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 14121-36-9. 14121-36-9 belongs to class pyridine-derivatives, and the molecular formula is C5HCl4N, Recommanded Product: 2,3,4,6-Tetrachloropyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Lingxiao; Liu, Xueyan; Xu, Jianhong; Kan, Chengyou published the artcile< Microfluidic preparation of thiol-containing monodisperse polymer microspheres and their adsorption of Pb2+ in water>, SDS of cas: 2127-03-9, the main research area is microfluidic thiol group micronscale polymer microsphere lead ion adsorption.

A novel polymerizable monomer containing carbon-carbon double bond and disulfide bond, 2-(((2-(pyridin-2-yldisulfanyl)ethoxy)carbonyl)amino) Et acrylate (PDSECAE), was first designed and synthesized, and then used to prepare thiol-containing monodisperse polymer microspheres with different sizes from 20 μm to 500 μm by means of microfluidic technique, UV-induced polymerization and dithiothreitol reduction in sequence. The chem. structures of PDSECAE and the microspheres were confirmed by NMR, FTIR and RAMAN, and the thiol content was determined by UV-vis spectrophotometer. Having the largest sp. surface area, microspheres of 20.0 μm in diameter were utilized in adsorption of Pb2+ in water, and the maximum adsorption capacity reached 104.4 mg/g at pH 6.0 and 25 °C. After the adsorbed Pb2+ was removed by EDTA disodium salt, the regenerated thiol-containing microspheres could be reused and their adsorption capacity still remained 85% of its initial value after 5 recycles. Efficient adsorption performance and easy reusability make the thiol-containing polymer microspheres show promising applications to adsorption of heavy metal ions.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about Adsorbents. 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

Kufka, Rainer; Rennert, Robert; Kaludjerovic, Goran N.; Weber, Lutz; Richter, Wolfgang; Wessjohann, Ludger A. published the artcile< Synthesis of a tubugi-1-toxin conjugate by a modulizable disulfide linker system with a neuropeptide Y analogue showing selectivity for hY1R-overexpressing tumor cells>, Safety of 1,2-Di(pyridin-2-yl)disulfane, the main research area is breast colon prostate cancer tubugi 1 toxin neuropeptide Y; PDC; Ugi reaction; drug targeting; neuropeptide Y; peptide–drug conjugate; targeted tumor therapy; tubugi; tubulysin A.

Tubugi-1 is a small cytotoxic peptide with picomolar cytotoxicity. To improve its cancer cell targeting, it was conjugated using a universal, modular disulfide derivative This allowed conjugation to a neuropeptide-Y (NPY)-inspired peptide [K4(C-βA-),F7,L17,P34]-hNPY, acting as NPY Y1 receptor (hY1R)-targeting peptide, to form a tubugi-1-SS-NPY disulfide-linked conjugate. The cytotoxic impacts of the novel tubugi-1-NPY peptide-toxin conjugate, as well as of free tubugi-1, and tubugi-1 bearing the thiol spacer (liberated from tubugi-1-NPY conjugate), and native tubulysin A as reference were investigated by in vitro cell viability and proliferation screenings. The tumor cell lines HT-29, Colo320 (both colon cancer), PC-3 (prostate cancer), and in conjunction with RT-qPCR analyses of the hY1R expression, the cell lines SK-N-MC (Ewing′s sarcoma), MDA-MB-468, MDA-MB-231 (both breast cancer) and 184B5 (normal breast; chem. transformed) were investigated. As hoped, the toxicity of tubugi-1 was masked, with IC50 values decreased by ca. 1,000-fold compared to the free toxin. Due to intracellular linker cleavage, the cytotoxic potency of the liberated tubugi-1 that, however, still bears the thiol spacer (tubugi-1-SH) was restored and up to 10-fold higher compared to the entire peptide-toxin conjugate. The conjugate shows toxic selectivity to tumor cell lines overexpressing the hY1R receptor subtype like, e.g., the hard to treat triple-neg. breast cancer MDAMB- 468 cells.

Beilstein Journal of Organic Chemistry published new progress about Antitumor agents. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Safety of 1,2-Di(pyridin-2-yl)disulfane.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Szlavik, Zoltan; Csekei, Marton; Paczal, Attila; Szabo, Zoltan B.; Sipos, Szabolcs; Radics, Gabor; Proszenyak, Agnes; Balint, Balazs; Murray, James; Davidson, James; Chen, Ijen; Dokurno, Pawel; Surgenor, Allan E.; Daniels, Zoe Marie; Hubbard, Roderick E.; Le Toumelin-Braizat, Gaetane; Claperon, Audrey; Lysiak-Auvity, Gaelle; Girard, Anne-Marie; Bruno, Alain; Chanrion, Maia; Colland, Frederic; Maragno, Ana-Leticia; Demarles, Didier; Geneste, Olivier; Kotschy, Andras published the artcile< Discovery of S64315, a Potent and Selective Mcl-1 Inhibitor>, Category: pyridine-derivatives, the main research area is S64315 discovery Mcl1 inhibitor anticancer.

Myeloid cell leukemia 1 (Mcl-1) has emerged as an attractive target for cancer therapy. It is an antiapoptotic member of the Bcl-2 family of proteins, whose upregulation in human cancers is associated with high tumor grade, poor survival, and resistance to chemotherapy. Here we report the discovery of our clin. candidate S64315, a selective small mol. inhibitor of Mcl-1. Starting from a fragment derived lead compound, we have conducted structure guided optimization that has led to a significant (3 log) improvement of target affinity as well as cellular potency. The presence of hindered rotation along a biaryl axis has conferred high selectivity to the compounds against other members of the Bcl-2 family. During optimization, we have also established predictive PD markers of Mcl-1 inhibition and achieved both efficient in vitro cell killing and tumor regression in Mcl-1 dependent cancer models. The preclin. candidate has drug-like properties that have enabled its development and entry into clin. trials.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gaugaz, Fabienne Zdenka; Chicca, Andrea; Redondo-Horcajo, Mariano; Barasoain, Isabel; Fernando Diaz, J.; Altmann, Karl-Heinz published the artcile< Synthesis, microtubule-binding affinity, and antiproliferative activity of new epothilone analogs and of an EGFR-targeted epothilone-peptide conjugate>, Application In Synthesis of 2127-03-9, the main research area is colorectal adenocarcinoma EGFR microtubule binding affinity antiproliferative; cancer; drug discovery; epothilone; medicinal chemistry; microtubule-stabilizing agents; prodrug; total synthesis; tumor-targeting.

A new simplified, epoxide-free epothilone analog was prepared incorporating an N-(2-hydroxyethyl)-benzimidazole side chain, which binds to microtubules with high affinity and inhibits cancer cell growth in vitro with nM potency. Building on this scaffold, a disulfide-linked conjugate with the purported EGFR-binding (EGFR, epidermal growth factor receptor) peptide GE11 was then prepared The conjugate retained significant microtubule-binding affinity, in spite of the size of the peptide attached to the benzimidazole side chain. The antiproliferative activity of the conjugate was significantly lower than for the parent scaffold and, surprisingly, was independent of the EGFR expression status of cells. Our data indicate that the disulfide-based conjugation with the GE11 peptide is not a viable approach for effective tumor-targeting of highly potent epothilones and probably not for other cytotoxics.

International Journal of Molecular Sciences published new progress about Affinity (binding). 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Application In Synthesis of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem