Day: April 11, 2022

Kapadiya, Khushal M.; Khunt, Ranjan C. published the article 《Discovery of Hybrid Purine-quinoline Molecules and Their Cytotoxic Evaluation》. Keywords: purine quinoline hybrid mol NSCLC cytotoxicity.They researched the compound: 2,6-Dichloropurine( cas:5451-40-1 ).COA of Formula: C5H2Cl2N4. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:5451-40-1) here.

Apart from the “”hit drugs””, there are many others being studied for their potent activity against several hostilities. To date, anticancer research has been exploited on the inherent versatility and active core skeleton of the compounds Literature suggests that nitrogen rich mols. are most active and found in their potent cancer activity. Purine-based compounds such as olomoucine and roscovitine, which contain other heterobicyclic ring systems, are useful for the cell proliferation inhibitors in the treatment of many types of cancer. We put forward the novel purine based compounds, aryl amino-quinoline-purine by a two-step procedure. In the first step, nitrogen rich mol. was synthesized by the coupling of 2,6- dichloropurine with 3-aminoquinoline in an acidic reaction conditions at the C-6 position of purine. Aryl amines were introduced at the C-2 position by acid catalyst and using polar solvent at comparatively higher reaction conditions to furnish the desired products. Stereochem. aspect was introduced for the identification of attachment of 3-aminoquinoline at the C-2/C-6 position of purine and it was concluded by the spectral anal. (HMBC spectrum). The spectral data revealed that the first chloro-amine coupling was directed at the C-6 position rather than C-2 and the second chloro-amine coupling by various aryl amines were directed at the C-2 position. The applications of synthesized compounds were identified by their cytotoxic study against NCI-60 cell-lines. Out of nine selected mols. by NCI, 5a has shown promising response in a single dose study and GI50 value, 7.57μM indicated that it has 7.57% lethality over HOP-92 cell-line (non-small cell lung cancer panel). Two straightforward novelties were introduced, first stereochem. identification for chloro-amine coupling in purine either at the C-2 or C-6 position on the basis of HMBC spectrum. And a second type of uniqueness was to identify better anti-cancer agents out of synthesized scaffolds. Overall study shows that compound 5a is a novel therapeutic agent after modification for the treatment of non-small cell lung and it satisfied determined threshold growth inhibition criteria at a single dose level.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Product Details of 5451-40-1. 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: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Discovery of 3-(((9H-purin-6-yl)amino)methyl)-4,6-dimethylpyridin-2(1H)-one derivatives as novel tubulin polymerization inhibitors for treatment of cancer. Author is Zhang, Qiangsheng; Hu, Xi; Wan, Guoquan; Wang, Jia; Li, Lu; Wu, Xiuli; Liu, Zhihao; Yu, Luoting.

A new series of 3-(((9H-purin-6-yl)amino)methyl)-4,6-dimethylpyridin-2(1H)-one derivatives I [R1 = H, i-Pr, Et2CH, cyclopentyl, tetrahydropyran-2-yl; R2 = H, Cl, 4-F3COC6H4, 3-(morpholin-4-yl)phenyl, 6-(4-methylpiperazin-1-yl)pyridin-3-yl, etc.] was designed, synthesized and demonstrated to act as tubulin polymerization inhibitors. These new derivatives showed significant antitumor activities, among which compound I [R1 = cyclopentyl; R2 = Cl (II)] was found to be the most potent compound, with IC50 values ranging from 44.5 to 135.5 nM against seven colorectal carcinoma (CRC) cell lines. Remarkably, compound II exhibited no activity against other potential targets, such as 420 kinases and EZH2. Besides, compound II inhibited tubulin polymerization, arrested the cell cycle at the G2/M phase and induced apoptosis in CRC cells. Furthermore, compound II suppressed tumor growth in the HCT116 xenograft model without inducing notable major organ-related toxicity, suggesting that this compound could be used as a promising lead compound for the development of new antitumor agents.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, is researched, Molecular C12H16N2O2, CAS is 67914-60-7, about Electrochemical Synthesis Based on the Oxidation of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone in the Presence of Nucleophiles, the main research direction is benzothiazolylthio benzoxazolylthio piperazinylphenol electrochem preparation; toluenesulfonyl benzothiazolylthio benzoquinone chemoselective electrochem preparation; electrochem oxidation piperazinylphenol benzothiazolethiol benzoxazolethiol; toluenesulfinic acid electrochem oxidation substitution benzothiazolylthio piperazinylphenol; cyclic voltammetric analysis oxidation substitution reaction piperazinylphenol; mechanism electrochem oxidation substitution piperazinylphenol.SDS of cas: 67914-60-7.

Electrochem. oxidation of piperazinylphenol I (R = R1 = H) with 2-benzoxazolethiol or 2-benzothiazolethiol yielded the bis(benzoxazolethiyl)phenol I (R = R1 = 2-benzoxazolylthio) and bis(benzothiazolethiyl)phenol I (R = R1 = 2-benzothiazolylthio) in 87% and 93% yields, resp. Further electrochem. oxidation of I (R = R1 = 2-benzothiazolylthio) in the presence of p-toluenesulfinic acid (TsH) gave (tosyl)(benzothiazolylthio)quinone II (Ts = 4-MeC6H4SO2); attempted direct electrochem. synthesis of II from I (R = R1 = H), 2-benzothiazolethiol, and TsH, from I (R = R1 = 2-benzothiazolylthio) and TsH in the absence of elec. potential, and from I (R = Ts; R1 = H) and 2-benzothiazolethiol were not successful. Cyclic voltammetric measurements during the reactions of I (R = H, 2-benzothiazolylthio, Ts; R1 = H, 2-benzothiazolylthio) were used to delineate the mechanisms of formation of I (R = R1 = 2-benzothiazolylthio) and II.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 6-Hydroxy-2-methylpyrimidin-4(3H)-one, is researched, Molecular C5H6N2O2, CAS is 1194-22-5, about Synthesis, molecular modeling and biological activity of methyl and thiomethyl substituted pyrimidines as corticotropin releasing hormone type 1 antagonists, the main research direction is methyl thiomethyl substituted pyrimidine preparation mol modeling biol activity; corticotropin releasing hormone antagonist methyl thiomethyl substituted pyrimidine.Formula: C5H6N2O2.

Four small, targeted libraries of differentially substituted amino pyrimidines were synthesized in moderate to good yields. Excellent regiochem. was observed for substitution at C2/C4 with selectivity >50 : 1 noted. All analogs were screened for their ability to interact with CRH1 and CRH2 receptors. In all instances only poor agonistic and/or antagonistic behavior was noted at CRH2. However, several compounds were potent and selective CRH1 antagonists, most notably one compound showed Ki = 39 nM. Addnl. we have utilized these data and that recently reported by others to refine our original CRH1 pharmacophore (J. Med. Chem., 1999, 42, 2351-2357).

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Quality Control of Cupric bromide. 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: Cupric bromide, is researched, Molecular Br2Cu, CAS is 7789-45-9, about Redox-neutral electrochemical conversion of CO2 to dimethyl carbonate.

The electrochem. reduction of CO2 to value-added products is a promising approach for using CO2. However, the products are limited to reduced forms, such as CO, HCOOH and C2H4. Decreasing the anodic overpotential and designing membrane-separated systems are important determinants of the overall efficiency of the process. In this study we explored the use of redox-neutral reactions in electrochem. CO2 reduction to expand the product scope and achieve higher efficiency. We combined the CO2 reduction reaction with two redox cycles in an undivided cell so that the input electrons are carried through the electrolyte rather than settling in CO2. As a result, di-Me carbonate-a useful fuel additive-has been synthesized directly from CO2 in methanol solvent with a Faradaic efficiency of 60% at room temperature Our study shows that the formation of methoxide intermediates and the cyclic regeneration of the uniformly dispersed palladium catalyst by in situ-generated oxidants are important for di-Me carbonate synthesis at room temperature Furthermore, we successfully synthesized di-Et carbonate from CO2 and ethanol, demonstrating the generality and expandability of our system.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Recommanded Product: Cupric bromide. 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: Cupric bromide, is researched, Molecular Br2Cu, CAS is 7789-45-9, about Study of the Cu[I]/Cu[II] catalytic system in 2,6-dimethylphenol polymerization to poly(phenylene oxide). Author is Firlik, Sebastian; Alichniewicz-Kalinowska, Dorota; Skupinski, Wincenty.

The study of Allan S. Hay catalytic systems containing copper[I] and copper[II] complexes, ie. CuBr/dbeda (where dbeda = N, N’-di-(t-butyl)ethylenediamine), Cu2O/Br2/dbeda CuBr2/dbeda and CuCO3/Br2/dbeda in the polymerization of 2,6-dimethylphenol(2,6-DMP) to poly(phenylene oxide) (PPO) was presented. In the presence of bromine in the amount of 4.5 Br2/Cu, the copper[II] catalysts formed the greater number of polymerization centers. The values of the molar mass as well as its distribution depended on the 2,6-DMP/Cu molar ratio and the reaction time. Polymer with the higher molar mass was obtained at the molar ratio 2,6-DMP/Cu = 1000 and with the use of the copper[I] catalyst. By increasing the 2,6-DMP/Cu ratio to 1800, polymer with the lower molar mass was prepared The reverse effect was observed for the copper[II] catalyst. The mechanism of 2,6-DMP polymerization to PPO was proposed in presence of the used catalysts. Also, the role of the bromine excess in the process was explained. In this mechanism the copper system Cu[I]⇌Cu[II] is responsible for the formation of oxygen and para-carbon radicals which are the starting mols. to launch the polymer synthesis. The “”bromine”” system reversibly provides the Br2 mol. to brominate 2,6-DMP. The resulting 4-bromo-2,6-dimethylphenol forms a carbon radical in the reaction with copper[I] complex.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Safety of 2,6-Dichloropurine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Synthesis and fluorescent properties of N(9)-alkylated 2-amino-6-triazolylpurines and 7-deazapurines. Author is Sisulins, Andrejs; Bucevieius, Jonas; Tseng, Yu-Ting; Novosjolova, Irina; Traskovskis, Kaspars; Bizdena, Erika; Chang, Huan-Tsung; Tumkevieius, Sigitas; Turks, Maris.

The synthesis of novel fluorescent N(9)-alkylated 2-amino-6-triazolylpurine and 7-deazapurine derivatives is described. A new C(2)-regioselectivity in the nucleophilic aromatic substitution reactions of 9-alkylated-2,6-diazidopurines and 7-deazapurines with secondary amines has been disclosed. The obtained intermediates, 9-alkylated-2-amino-6-azido-(7-deaza)purines, were transformed into the title compounds by CuAAC reaction. The designed compounds belong to the push-pull systems and possess promising fluorescence properties with quantum yields in the range from 28% to 60% in acetonitrile solution Due to electron-withdrawing properties of purine and 7-deazapurine heterocycles, which were addnl. extended by triazole moieties, the compounds with electron-donating groups showed intramol. charge transfer character (ICT/TICT) of the excited states which was proved by solvatochromic dynamics and supported by DFT calculations In the 7-deazapurine series this led to increased fluorescence quantum yield (74%) in THF solution The compounds exhibit low cytotoxicity and as such are useful for the cell labeling studies in the future.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, is researched, Molecular C12H16N2O2, CAS is 67914-60-7, about Rapid screening of protein-protein interaction inhibitors using the protease exclusion assay.Reference of 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone.

We have previously developed a sensitive and modular homogenous biosensor system using peptides to detect target ligands. By transposing the basic mechanistic principle of the nuclease protection assay into this biosensor framework, we have developed the protease exclusion (PE) assay which can discern antagonists of protein-protein interactions in a rapid, single-step format. We demonstrate the concept with multiple protein-peptide pairs and validate the method by successfully screening a small mol. library for compounds capable of inhibiting the therapeutically relevant p53-Mdm2 interaction. The Protease Exclusion method adds to the compendium of assays available for rapid analyte detection and is particularly suited for drug screening applications.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

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: 288-42-6, is researched, Molecular C3H3NO, about Current Scenario of 1,3-oxazole Derivatives for Anticancer Activity, the main research direction is review oxazole anticancer agent neoplasm; 1; 3-oxazole; Anticancer; Drug-resistant; Drug-susceptible; Heterocycles; Mechanisms of action.Synthetic Route of C3H3NO.

A review. Cancer, which has been cursed for human beings for long time is considered as one of the leading causes of morbidity and mortality across the world. In spite of different types of treatments available, chemotherapy is still deemed as a favored treatment for the cancer. Unfortunately, many currently accessible anticancer agents have developed multidrug resistance along with fatal adverse effects. Therefore, intensive efforts have been made to seek for new active drugs with improved anticancer efficacy and reduced adverse effects. In recent years, the emergence of heterocyclic ring-containing anticancer agents has gained a great deal of attention among medicinal chemists. 1,3- oxazole is a versatile heterocyclic compound, and its derivatives possess broad-spectrum pharmacol. properties, including anticancer activity against both drug-susceptible, drug-resistant and even multidrug-resistant cancer cell lines through multiple mechanisms. Thus, the 1,3-oxazole moiety is a useful template for the development of novel anticancer agents. This review will provide a comprehensive overview of the recent advances on 1,3-oxazole derivatives with potential therapeutic applications as anticancer agents, focus on the chem. structures, anticancer activity, and mechanisms of action.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Computed Properties of C12H16N2O2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, is researched, Molecular C12H16N2O2, CAS is 67914-60-7, about Electrochemical synthesis of a new phosphonium betaine. Kinetic evaluation and antibacterial susceptibility. Author is Daneshyar, Anahita; Nematollahi, Davood; Varmaghani, Fahimeh; Goljani, Hamed; Alizadeh, Hojjat.

Cyclic voltammetry, controlled-potential coulometry, chronoamperometry, chronocoulometry and chronopotentiometry methods were used for the electrochem. study of 1-acetyl-4-(4-hydroxyphenyl)piperazine (APIP) in the presence of PPh3 (TPP) as a nucleophile. Electrochem. generated APIPox can serve as a Michael acceptor for nucleophilic attack by TPP to yield a new phosphonium betaine (APTP). The authors prepared a new product in good yield and purity by reaction of TPP with APIPox in an undivided cell equipped with C anode. Based on an EC mechanism, the observed homogeneous rate constant (kobs) of the Michael addition reaction of APIPox with TPP were estimated by comparing the exptl. cyclic voltammograms with the digital simulated results. Also, electrochem. oxidation of APIP was studied both exptl. and theor. to provide insight into the influence of natural charge and thermodn. stability parameters on the type of chem. reaction which follows APIPox. The synthesized compound was evaluated for in vitro antibacterial.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem