Day: March 28, 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Steric hindrance in the addition of halogens to triaryl phosphites》. Authors are Anschutz, Ludwig; Kraft, Horst; Schmidt, Kurt.The article about the compound:Tri(naphthalen-1-yl)phosphinecas:3411-48-1,SMILESS:C1=CC2=C(C=C1)C(=CC=C2)P(C1=CC=CC2=C1C=CC=C2)C1=CC=CC2=C1C=CC=C2).Related Products of 3411-48-1. Through the article, more information about this compound (cas:3411-48-1) is conveyed.

2,4,1-Br2C10H5OH (20 g.) and 3 g. of PCl3, heated 18 hrs. on the water bath and the product taken up in 100 cc. xylene at 100°, give about 20% of tri(2,4-dibromo-1-naphthyl)phosphite (I), m. 289°; a suspension in CCl4 does not add Cl or Br (in 48 hrs.). The 1,6,2-isomer of I, crystallized from CCl4-Et2O, m. 245° (15% yield); this also does not add Cl or Br. 1,6,2-Br2C10H5OH and PCl5, heated 6 hrs. at 140-50°, give a yellow-brown smear which loses HCl in the air; that this is tri(1,6-dibromo-2-naphthyl) phosphite dichloride follows from the reaction with boiling H2O for several hrs., which yields the phosphate, m. 200-1° (decomposition). 1-C10H7OH (22 g.) and 7 g. PCl3, heated 12 hrs. at 75-100°, give 45-50% of tri(1-naphthyl)phosphite (II), very hygroscopic, m. 91° (crystallized from xylene and washed with Et2O); in Et2O it absorbs Cl (2 hrs.) to give the dichloride, light green very hygroscopic liquid, purified by treatment with C6H6 and Et2O; hydrolysis gives the phosphate, m. 145°; dibromide, ruby-red, very hygroscopic oil. The 2-isomer of II m. 94° (crystallized from xylene and Et2O); dichloride, yellow oil, hydrolyzed to the phosphate, m. 110-11°; dibromide, brownish red oil. 1-C10H7MgBr and PCl3 in Et2O give 30-5% of tri(1-naphthyl)phosphine (III), m. 282° (from dioxane); it forms a complex with 1 mol. CHCl3, m. 262° (lost on heating in vacuo at 98°) and with 1 mol. of CCl4. The dichloride of III has been obtained only as the complex with 1 mol. of CHCl3, m. 160° (decomposition), and with 1 mol. of CCl4, each of which is only slightly hygroscopic; hydrolysis with dilute NaOH gives tri(1-naphthyl)phosphine oxide hydrate, which yields the oxide, m. 341-3°, on heating. The dibromide of III is prepared by passing CHCl3-Br over the surface of III; it is reddish, only slightly hygroscopic and does not form complexes with CHCl3 or CCl4. Anthrol and PCl3, heated 5-8 hrs. at 100-10°, give 10% of tri(1-anthranyl)phosphite, greenish yellow, hygroscopic, decomposes 182-90°; 5% H2SO4 (boiling 0.5 hr.) gives anthrone; it does not add Cl or Br but a portion is hydrolyzed and oxidized; the products isolated include 10,10-dichloroanthrone, 10-bromoanthrone, anthraquinone and 1- and 3-bromoanthraquinone; H3PO3 is also formed, but no phosphates or H3PO4. Tri(9-anthranyl) phosphine could not be prepared The color of the fluorescence of these compounds in ultraviolet light is given. The results indicate that the retardation of the reaction is less dependent on the electroneg. character of the o-Br atom than on the space relations of the aromatic residue.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

HPLC of Formula: 6684-39-5. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Chloro-5-pyridinesulfonyl chloride, is researched, Molecular C5H3Cl2NO2S, CAS is 6684-39-5, about Design, synthesis and bioactivity investigation of tetrandrine derivatives as potential anti-cancer agents. Author is Song, Junrong; Lan, Junjie; Chen, Chao; Hu, Shengcao; Song, Jialei; Liu, Wulin; Zeng, Xueyi; Lou, Huayong; Ben-David, Yaacov; Pan, Weidong.

Twenty-four 14-sulfonamide-tetrandrine derivatives as potential anti-cancer agents were synthesized. The synthetic derivatives were investigated for their cytotoxic activity against human cancer cell lines MDA-MB-231, PC3, WM9, HEL and K562. Initially, the IC50 values (50% inhibitory concentrations) of all of the compounds were determined These derivatives exhibited potent, but distinct, inhibitory effects on the above-mentioned cell lines. Among them, compound 23, which was modified with a 2-naphthalenesulfonyl group at the 14-amino position, showed impressive inhibition of all five cancer cell lines, and especially of MDA-MB-231 cells with an IC50 value of 1.18 ± 0.14 μM. Further mechanism exploration showed that 23 induced potent apoptotic cell death on MDA-MB-231 cancer cells in a concentration-dependent manner. The results revealed that 23 might be a potential anti-cancer drug candidate.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Computed Properties of C5H10Br2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Study of the interaction between ninhydrin and chromium(III)-amino acid in an aqueous-micellar system: Influence of gemini surfactant micelles. Author is Kumar, Dileep; Abdul Rub, Malik.

Chromium(III)-amino acid ([Cr(III)-His]2+) and ninhydrin in an aqueous-micellar system were combined in acetate buffer at 353 K and analyzed by UV-vis spectroscopy. Dimeric geminis (16-s-16, s, spacer, = 4 to 6) were chosen as a surfactant and their influence on the reaction rate was determined To show this behavior of gemini surfactants on rate constant (kψ), kψ was plotted against different surfactant concentrations kψ increases with increasing [16-s-16] (at concentrations lesser than their cmc values, segment I) and leveling-off regions attain (concentration upto 400 × 10-5 mol dm-3, segment II). Later, [16-s-16] generates a third region of increasing kψ at higher [16-s-16] ([16-s-16] > 400 × 10-5 mol dm-3, segment III). The uncommon plot behavior of kψ vs. [16-s-16] was revealed, effectively, by utilizing a pseudo-phase model of micellar activity. Critical micellar concentration of pure gemini surfactants, as well as their mixed solution with reactants, was determined by conductometry. Based on the data, various thermodn. parameters and binding constants were calculated under different exptl. reaction conditions.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

SDS of cas: 20198-19-0. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about EU-OPENSCREEN: A Novel Collaborative Approach to Facilitate Chemical Biology. Author is Brennecke, Philip; Rasina, Dace; Aubi, Oscar; Herzog, Katja; Landskron, Johannes; Cautain, Bastien; Vicente, Francisca; Quintana, Jordi; Mestres, Jordi; Stechmann, Bahne; Ellinger, Bernhard; Brea, Jose; Kolanowski, Jacek L.; Pilarski, Radoslaw; Orzaez, Mar; Pineda-Lucena, Antonio; Laraia, Luca; Nami, Faranak; Zielenkiewicz, Piotr; Paruch, Kamil; Hansen, Espen; von Kries, Jens P.; Neuenschwander, Martin; Specker, Edgar; Bartunek, Petr; Simova, Sarka; Lesnikowski, Zbigniew; Krauss, Stefan; Lehtioe, Lari; Bilitewski, Ursula; Broenstrup, Mark; Tasken, Kjetil; Jirgensons, Aigars; Lickert, Heiko; Clausen, Mads H.; Andersen, Jeanette H.; Vicent, Maria J.; Genilloud, Olga; Martinez, Aurora; Nazare, Marc; Fecke, Wolfgang; Gribbon, Philip.

A review. Compound screening in biol. assays and subsequent optimization of hits is indispensable for the development of new mol. research tools and drug candidates. To facilitate such discoveries, the European Research Infrastructure EU-OPENSCREEN was founded recently with the support of its member countries and the European Commission. Its distributed character harnesses complementary knowledge, expertise, and instrumentation in the discipline of chem. biol. from 20 European partners, and its open working model ensures that academia and industry can readily access EU-OPENSCREEN’s compound collection, equipment, and generated data. To demonstrate the power of this collaborative approach, this perspective article highlights recent projects from EU-OPENSCREEN partner institutions. These studies yielded (1) 2-aminoquinazolin-4(3H)-ones as potential lead structures for new antimalarial drugs, (2) a novel lipodepsipeptide specifically inducing apoptosis in cells deficient for the pVHL tumor suppressor, (3) small-mol.-based ROCK inhibitors that induce definitive endoderm formation and can potentially be used for regenerative medicine, (4) potential pharmacol. chaperones for inborn Errors of metabolism and a familiar form of acute myeloid leukemia (AML), and (5) novel tankyrase inhibitors that entered a lead-to-candidate program. Collectively, these findings highlight the benefits of small-mol. screening, the plethora of assay designs, and the close connection between screening and medicinal chem. within EU-OPENSCREEN.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Recommanded Product: 5-(4-Pyridyl)-1H-tetrazole. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Rational design of metal-organic frameworks based on 5-(4-pyridyl)tetrazolate: From 2D grids to 3D porous networks. Author is Jiang, Chao; Yu, Zhaopeng; Wang, Sujing; Jiao, Chao; Li, Jiaming; Wang, Zhiyong; Cui, Yong.

The hydrothermal reactions of Zn(ClO4)2·6H2O/Cu(NO3)2·6H2O with 5-(4-pyridyl)tetrazole (H4-ptz) in an EtOH/H2O or EtOH/H2O/pyridine medium yield one 2-dimensional and one 3-dimensional metal-organic coordination framework [Zn2(OH)(4-ptz)3] (1) and [Cu(4-ptz)·0.5(py)] (3), resp. Complex 1 possesses two identical and independent rectangular grid sheets with 2-fold parallel interpenetration, in which the four-connected nodes of the net are provided by Zn2(OH) units connected to one another through 4-ptz and (4-ptz)2 bridges. These composite sheets are stacked one on top of another by H-bonding interactions to afford a 3-dimensional structure. There are many structural similarities between complex 1 and the recently reported 2-dimensional layered network [Zn(OH)(4-ptz)(H2O)] (2), in particular the components of the network, the coordination mode of the 4-ptz ligand and the in situ formation of hydroxy groups. Complex 2 can be synthesized by the hydrothermal reaction of Zn(ClO4)2·6H2O and 5-(4-pyridyl)tetrazole in an EtOH/H2O/pyridine medium. The structural characterization of complex 3 shows a porous structure that contains the guest pyridine mols. Addnl., compounds 1 and 2 exhibit strong fluorescence at room temperature in the solid state.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis