Day: April 11, 2022

Application In Synthesis of (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (R)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine, is researched, Molecular C38H34N2O4P2, CAS is 221012-82-4, about Construction of Acyclic Quaternary Carbon Stereocenters by Catalytic Asymmetric Hydroalkynylation of Unactivated Alkenes.

Quaternary carbon stereocenters are common structural motifs in organic synthesis. The construction of these stereocenters in a catalytic and enantioselective manner remains a prominent synthetic challenge. In particular, methods for the synthesis of alkyne-substituted quaternary carbon stereocenters are very rare. Previous catalytic systems for hydroalkynylation of alkenes create tertiary stereocenters. An iridium catalyzed asym. hydroalkynylation of nonactivated trisubstituted alkene is described. The hydroalkynylation of β,γ-unsaturated amides occurs with high regio- and enantioselectivities to afford alkyne-substituted acyclic quaternary carbon stereocenters. Computational and exptl. data suggest that the enantioselectivity is not only determined by the facial selectivity of the alkene but also by an alkene isomerization process. This strategy provides an efficient method to access alkyne-substituted acyclic quaternary carbon stereocenters with minimally functionalized starting materials.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called The effect of vinyl esters on the enantioselectivity of the lipase-catalyzed transesterification of alcohols, published in 2001-03-19, which mentions a compound: 57825-30-6, Name is 1-(Bromomethyl)-4-ethylbenzene, Molecular C9H11Br, Application In Synthesis of 1-(Bromomethyl)-4-ethylbenzene.

The enantioselectivity of the lipase from Pseudomonas cepacia (PCL) in the transesterification of 2-phenyl-1-propanol (I) was studied using a series of vinyl 3-arylpropanoates as acyl donors. The most enantioselective transesterification reaction of the alc. was attained by using vinyl 3-(p-iodophenyl)- or 3-(p-trifluoromethylphenyl)propanoates, with enantiomer ratios, E, of 116 and 138, resp. Vinyl 3-phenylpropanoate was also effective for the resolution of 1 mediated by lipases from P. fluorescens and porcine pancreas and for the PCL-catalyzed transesterification of several 2-phenyl-1-alkanols. The enantiomeric resolution of I was practically carried out by the first enantioselective transesterification using PCL and vinyl 3-(p-iodophenyl)propanoate to afford (R)-I and then the enantioselective hydrolysis of the resultant ester to afford (S)-I.

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Quinoxaline – Wikipedia,
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SDS of cas: 57825-30-6. 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: 1-(Bromomethyl)-4-ethylbenzene, is researched, Molecular C9H11Br, CAS is 57825-30-6, about Phenylboronic acid-catalyzed tandem construction of S-S and C-S bonds: a new method for the synthesis of benzyl disulfanylsulfone derivatives from S-benzyl thiosulfonates. Author is Jannapu Reddy, Raju; Waheed, Md.; Rama Krishna, Gamidi.

A unique phenylboronic acid-catalyzed dimerization-sulfonylation of S-benzyl thiosulfonates has been disclosed. A metal-free tandem construction of S-S and C-S bonds is an operationally simple method to access a wide range of benzyl disulfanylsulfone derivatives I (Ar1 = C6H5, 4-ClC6H5, 1-naphthyl, etc.; Ar2 = C6H5, 4-MeOC6H5, 2-thienyl, etc.) in high to excellent yields. Moreover, the robustness of this tandem transformation has been demonstrated by gram-scale reactions, and a plausible mechanism is also proposed.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (4-(Pyridin-4-yl)phenyl)methanol(SMILESS: OCC1=CC=C(C2=CC=NC=C2)C=C1,cas:217192-22-8) is researched.Reference of 1-(Bromomethyl)-4-ethylbenzene. The article 《Identification of a Selective, Non-Prostanoid EP2 Receptor Agonist for the Treatment of Glaucoma: Omidenepag and its Prodrug Omidenepag Isopropyl》 in relation to this compound, is published in Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:217192-22-8).

EP2 receptor agonists are expected to be effective ocular hypotensive agents; however, it has been suggested that agonism to other EP receptor subtypes may lead to undesirable effects. Through medicinal chem. efforts, we identified a scaffold bearing a (pyridin-2-ylamino)acetic acid moiety as a promising EP2-selective receptor agonist. (6-((4-(Pyrazol-1-yl)benzyl)(pyridin-3-ylsulfonyl)aminomethyl)pyridin-2-ylamino)acetic acid 13ax (omidenepag, OMD) exerted potent and selective activity toward the human EP2 receptor (h-EP2). Low doses of omidenepag iso-Pr (OMDI), a prodrug of 13ax, lowered intraocular pressure (IOP) in ocular normotensive monkeys. OMDI was selected as a clin. candidate for the treatment of glaucoma.

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Quinoxaline – Wikipedia,
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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-(Bromomethyl)-4-ethylbenzene(SMILESS: CCC1=CC=C(CBr)C=C1,cas:57825-30-6) is researched.Synthetic Route of C9H7NO2. The article 《A one-pot procedure for the synthesis of aromatic aldehydes in a heterogeneous medium》 in relation to this compound, is published in Revista de Chimie (Bucharest, Romania). Let’s take a look at the latest research on this compound (cas:57825-30-6).

Aromatic aldehydes were obtained from halogenated compounds and DMSO in solvent free medium. The method involves a Kornblum’s oxidation of organic halide in mild conditions using microwaves. An inorganic base such as solid potassium bicarbonate is used. The procedure is a smooth alternative to obtain aromatic aldehydes in heterogeneous medium. The important benefits of the method are also the absence of catalysts, the low time, and the good yield of the synthesis.

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Quinoxaline – Wikipedia,
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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1127-45-3, is researched, Molecular C9H7NO2, about Aqueous biphasic oxidation: a water-soluble polyoxometalate catalyst for selective oxidation of various functional groups with hydrogen peroxide, the main research direction is tungsten zinc polyoxometalate preparation water soluble catalyst hydrogen peroxide; alc diol pyridine amine aniline derivative aqueous oxidation catalyst; ketone carboxylic acid nitrogen oxide oxime azoxy nitro compound.Synthetic Route of C9H7NO2.

A “”sandwich”” type polyoxometalate, Na12[WZn3(H2O)2][(ZnW9O34)2], was used as an oxidation catalyst in aqueous biphasic reaction media to effect oxidation of alcs., diols, pyridine derivatives, amines and aniline derivatives with hydrogen peroxide. The catalyst was shown by 183W NMR to be stable in aqueous solutions in the presence of H2O2 and showed only minimal non-productive decomposition of the oxidant. Secondary alcs. were selectively oxidized to ketones, while primary alcs. tended to be oxidized to the corresponding carboxylic acids, although secondary alcs. were selectively oxidized in the presence of primary alcs. Vicinal diols yielded carbon-carbon bond cleavage products in very high yields. Pyridine derivatives were oxidized to the resp. N-oxides, but strongly electron-withdrawing moieties inhibited the oxidation reaction. Primary amines were oxidized to the oximes, but significantly hydrolyzed in situ. Aniline derivatives were oxidized to the corresponding azoxy or nitro products depending on the substitution pattern in the aromatic ring. Catalyst recovery and recycle was demonstrated.

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Quinoxaline – Wikipedia,
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Casellato, U.; Sitran, S.; Tamburini, S.; Vigato, P. A.; Graziani, R. published an article about the compound: 8-Hydroxyquinoline 1-oxide( cas:1127-45-3,SMILESS:OC1=CC=CC2=CC=C[N+]([O-])=C12 ).Application of 1127-45-3. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1127-45-3) through the article.

UO2L2L’.xL’ (HL = 2-hydroxypyridine-N-oxide, 2-mercaptopyridine-N-oxide (I), 8-hydroxyquinoline-N-oxide, L’ = H2O, MeOH, Ph3PO, DMSO, Me2NAc, DMF, x = 0, 1), ThL4.xL1, ThL4L1.xL1, LaL3.xL1, and Li[LaL4].xL1 were prepared Crystals of ThL4(DMF) (HL = I), are orthorhombic, space group P212121, with a 10.514(6), b 11.024(7), c 24.56(1) Å, and d.(calculated) = 1.88 g cm-3 for Z = 4. The final conventional R was 0.056 based on the 2354 observed reflections. Four bidentate ligands and 1 DMF are bonded to Th to form a distorted monocapped square antiprismatic coordination polyhedron. The Th-S distances are 2.94-2.99 Å (mean 2.97 Å). The Th-O bond distance of 2.52 Å to DMF is significantly longer than the 4 Th-O(pyOS) bond distances (mean 2.40 Å).

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Application In Synthesis of 8-Hydroxyquinoline 1-oxide. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 8-Hydroxyquinoline 1-oxide, is researched, Molecular C9H7NO2, CAS is 1127-45-3, about Antiviral activity of novel quinoline derivatives against dengue virus serotype 2. Author is de la Guardia, Carolina; Stephens, David E.; Dang, Hang T.; Quijada, Mario; Larionov, Oleg V.; Lleonart, Ricardo.

Dengue virus causes dengue fever, a debilitating disease with an increasing incidence in many tropical and subtropical territories. So far, there are no effective antivirals licensed to treat this virus. Here we describe the synthesis and antiviral activity evaluation of two compounds based on the quinoline scaffold, which has shown potential for the development of mols. with various biol. activities. Two of the tested compounds showed dose-dependent inhibition of dengue virus serotype 2 in the low and sub micromolar range. The compounds 1 and 2 were also able to impair the accumulation of the viral envelope glycoprotein in infected cells, while showing no sign of direct virucidal activity and acting possibly through a mechanism involving the early stages of the infection. The results are congruent with previously reported data showing the potential of quinoline derivatives as a promising scaffold for the development of new antivirals against this important virus.

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Quinoxaline – Wikipedia,
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Formula: C16H16Cl2Cu2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Chloro(1,5-cyclooctadiene)copper(I) dimer, is researched, Molecular C16H16Cl2Cu2, CAS is 32717-95-6, about Controlled growth of Cu and CuOx thin films from subvalent copper precursors. Author is Juergensen, Lasse; Hoell, David; Frank, Michael; Ludwig, Tim; Graf, David; Schmidt-Verma, Anna Katrin; Raauf, Aida; Gessner, Isabel; Mathur, Sanjay.

A new Cu(I) precursor, [(COD)Cu(TFB-TFEA)] (COD = 1,5-cyclooctadiene and TFB-TFEA = N-(4,4,4-trifluorobut-1-en-3-on)-6,6,6-trifluoroethylamine) with high volatility and a clean thermal decomposition pattern was tested for thermal and plasma-assisted CVD. The heteroleptic configuration based on an anionic and a chelating neutral ligand unified both reactivity and sufficient stability resulting in an intrinsic mol. control over the composition of the resulting CVD deposits. The electronic influence of the ligand on the metal site was studied by 1-dimensional and 2-dimensional NMR spectroscopy, while EI mass spectrometry revealed the ligand elimination cascade. Thermal and plasma CVD experiments demonstrated the suitability of the Cu compound for an atom-efficient (high mol.-to-material yield) deposition of Cu(0) and Cu(I) oxide films that could be converted into crystalline Cu(ii) oxide upon heat treatment at 500°.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 8-Hydroxyquinoline 1-oxide, is researched, Molecular C9H7NO2, CAS is 1127-45-3, about Low-dimensional compounds containing bioactive ligands. Part XVI: Halogenated derivatives of 8-quinolinol N-oxides and their copper(II) complexes, the main research direction is copper quinolinol oxide complex preparation crystal structure antitumor activity.Quality Control of 8-Hydroxyquinoline 1-oxide.

Four N-oxides, 8-quinolinol N-oxide (8-HQNO), 5,7-dichloro-8-quinolinol N-oxide (HdClQNO), 5,7-dibromo-8-quinolinol N-oxide (HdBrQNO) and 7-iodo-8-quinolinol N-oxide (HIQNO) as well as their six copper complexes, CuCl2(8-HQNO)2(H2O) (1), CuCl2(HdClQNO)2(H2O)2 (2), Cu(dClQNO)2(CHCl3) (3), Cu(dClQNO)2(H2O) (4), {[Cu(dBrQNO)2]•2H2O}n (5) and CuCl2(HIQNO)2(H2O)4 (6) were synthesized as possible anticancer agents. Crystal structures of N-oxides contain planar mols. held together via hydrogen bonds involving oxygen atoms of N-oxide groups as acceptors. Crystal structure of 5 represents the first structure of a copper(II) complex with an N-oxide ligand derived from 8-HQNO and is formed by infinite chains. In the chain, the Cu(II) atom coordinates to six oxygen atoms from two bidentate chelating dBrQNO ligands occupying apexes of elongated tetragonal bipyramid with bridging oxygen atoms of N-oxide groups in axial positions. Antiproliferative activity of prepared N-oxides as well as their complexes was studied using in vitro MTT assay against the MDA-MB-231, HCT-116 and A549 cancer cell lines and their selectivity was verified on MSCs cells. Among the tested cancer cell lines, A549 and MDA-MB-231 cells were the most sensitive to the tested complexes. Complex 1 showed the highest cytotoxicity against both tumor cell lines. At concentration, which could be tested in animal models, 1 induced cell death in >50% of cancer cells and in 20% of MSCs indicating its selectivity.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider