Category: imidazoles-derivatives

Ambati, Srinivasa Rao; Patel, Jeevan Lal; Gudala, Satish; Chandrakar, Komal; Penta, Santhosh; Mahapatra, S. P.; Banerjee, Subhash published the artcile< Synthesis of novel coumarinyl-pyrido[2,3-d]pyrimidine-2,4-diones using task-specific magnetic ionic liquid, [AcMIm]FeCl4 as catalyst>, Application In Synthesis of 700370-07-6, the main research area is chloroacrolein coumarinyl heterocyclization uracil reusable ionic liquid catalyst; coumarinyl pyridopyrimidinedione preparation green chem.

An acid-functionalized magnetic ionic liquid, 1-carboxymethyl-3-methylimidazolium tetrachloroferrate, was utilized for the synthesis of a series of novel highly functionalized (coumarinyl)pyrido[2,3-d]pyrimidine-2,4-diones I (R1 = H,Br, Cl, MeO; R2 = H, Cl, Br; R3 = Me, cyclopropyl) by the reactions of various 3-chloro-3-(2-oxo-2H-chromen-3-yl)acrylaldehydes II with functionalized 6-aminouracils III. The central point of the present procedure was the use of task-specific acidic ionic liquid which acts as catalyst as well as reaction medium thus avoiding the use of organic solvent and/or protic acid catalyst. The other major advantages of the protocol were (i) shorter reaction time (1 h), (ii) easy work up procedure, (iii) excellent yields of products (91-94%) and (iv) recyclability of the catalyst. The compounds I were identified using FT-IR, 1H-NMR and 13C-NMR and mass spectroscopic studies.

Synthetic Communications published new progress about Coumarins Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 700370-07-6 belongs to class imidazoles-derivatives, and the molecular formula is C6H9ClN2O2, Application In Synthesis of 700370-07-6.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Gao, Lingling; Nie, Xin; Gou, Rui; Hu, Yuexin; Dong, Hui; Li, Xiao; Lin, Bei published the artcile< Exosomal ANXA2 derived from ovarian cancer cells regulates epithelial-mesenchymal plasticity of human peritoneal mesothelial cells>, Quality Control of 6823-69-4, the main research area is ANXA ovarian cancer epithelial mesenchymal plasticity human peritoneal mesothelium; ANXA2; Implantation and metastasis; epithelial-mesenchymal plasticity; exosome; ovarian cancer.

Ovarian cancer, one of the malignant gynaecol. tumors with the highest mortality rate among female reproductive system, is prone to metastasis, recurrence and chemotherapy resistance, causing a poor prognosis. Exosomes can regulate the epithelial-mesenchymal plasticity of tumor cells, remodel surrounding tumor microenvironment, and affect tumor cell proliferation, invasion and metastasis. However, the function and mechanism of exosomes in the i.p. implantation of ovarian cancer remain unclear. In this study, exosomal annexin A2 (ANXA2) derived from ovarian cancer cells was co-cultured with human peritoneal mesothelial (HMrSV5) cells; functional experiments were conducted to explore the effects of exosomal ANXA2 on the biol. behavior of HMrSV5 and the related mechanisms. This study showed that ANXA2 in ovarian cancer cells can be transferred to HMrSV5 cells through exosomes, exosomal ANXA2 can not only promote the migration, invasion and apoptosis of HMrSV5 cells, but also regulates morphol. changes and fibrosis of HMrSV5 cells. Furthermore, ANXA2 promotes the mesothelial-mesenchymal transition (MMT) and degradation of the extracellular matrix of HMrSV5 cells through PI3K/AKT/mTOR pathway, finally affects pre-metastasis microenvironment of ovarian cancer, which provides a new theor. basis for the mechanism of i.p. implantation and metastasis of ovarian cancer.

Journal of Cellular and Molecular Medicine published new progress about Annexin A2 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 6823-69-4 belongs to class imidazoles-derivatives, and the molecular formula is C30H30Cl2N6O2, Quality Control of 6823-69-4.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Camel, Benjamin R.; Jose, Davis; Meze, Katarina; Dang, Anson; von Hippel, Peter H. published the artcile< Mapping DNA conformations and interactions within the binding cleft of bacteriophage T4 single-stranded DNA binding protein (gp32) at single nucleotide resolution>, Electric Literature of 452-06-2, the main research area is DNA binding domain bacteriophage T4 gp32 single nucleotide resolution.

In this study, we use single-stranded DNA (oligo-dT) lattices that have been position-specifically labeled with monomer or dimer 2-aminopurine (2-AP) probes to map the local interactions of the DNA bases with the nucleic acid binding cleft of gp32, the single-stranded binding (ssb) protein of bacteriophage T4. Three complementary spectroscopic approaches are used to characterize these local interactions of the probes with nearby nucleotide bases and amino acid residues at varying levels of effective protein binding cooperativity, as manipulated by changing lattice length. These include: (i) examining local quenching and enhancing effects on the fluorescence spectra of monomer 2-AP probes at each position within the cleft; (ii) using acrylamide as a dynamic-quenching additive to measure solvent access to monomer 2-AP probes at each ssDNA position; and (iii) employing CD spectra to characterize changes in exciton coupling within 2-AP dimer probes at specific ssDNA positions within the protein cleft. The results are interpreted in part by what we know about the topol. of the binding cleft from crystallog. studies of the DNA binding domain of gp32 and provide addnl. insights into how gp32 can manipulate the ssDNA chain at various steps of DNA replication and other processes of genome expression.

Nucleic Acids Research published new progress about Bacteriophage T4 protein Gp32 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Electric Literature of 452-06-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ognyanov, Vassil I.; Balan, Chenera; Bannon, Anthony W.; Bo, Yunxin; Dominguez, Celia; Fotsch, Christopher; Gore, Vijay K.; Klionsky, Lana; Ma, Vu V.; Qian, Yi-Xin; Tamir, Rami; Wang, Xianghong; Xi, Ning; Xu, Shimin; Zhu, Dawn; Gavva, Narender R.; Treanor, James J. S.; Norman, Mark H. published the artcile< Design of potent, orally available antagonists of the transient receptor potential vanilloid 1. Structure-activity relationships of 2-piperazin-1-yl-1H-benzimidazoles>, Recommanded Product: 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile, the main research area is benzimidazole piperazinyl preparation transient receptor potential vanilloid antagonist antihyperalgesic.

The vanilloid receptor-1 (VR1 or TRPV1) is a membrane-bound, nonselective cation channel that is predominantly expressed by peripheral neurons sensing painful stimuli. TRPV1 antagonists produce antihyperalgesic effects in animal models of inflammatory and neuropathic pain. The synthesis and the structure-activity relationships of a series of 2-(4-pyridin-2-ylpiperazin-1-yl)-1H-benzo[d]imidazoles I [R1 = H, Me3SiCH2CH2OCH2, PhCH2; R2 = F, Cl, Br, F3C, Me, CN, Me3C, MeO2C, etc.; R3 = H, 4-(2-thiazolyl), 4-(4-pyridyl), 5-(4-F3CC6H4), etc.; R4 = H, Me; R5 = H, H2N, MeCHOH, H2C:CH, etc.; R6 = H, Cl, F3C, etc.] and analogs as novel TRPV1 antagonists have been described. I [R1 = H; R2 = F3C; R3 = 4-(3,4,5-F3C6H2); R4 = (R)-Me; R5 = HOCH2CHOH; R6 = Cl; (II)] was among the most potent analogs in this series. This compound was orally bioavailable in rats and was efficacious in blocking capsaicin-induced flinch in rats in a dose-dependent manner. II also reversed thermal hyperalgesia in a model of inflammatory pain, which was induced by complete Freund’s adjuvant (CFA).

Journal of Medicinal Chemistry published new progress about Analgesics. 401567-00-8 belongs to class imidazoles-derivatives, and the molecular formula is C8H4ClN3, Recommanded Product: 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ren, Yun-lai; Wang, Qian; Tian, Xin-zhe; Wang, Bin-yu; Wang, Pei published the artcile< Nitrogen dioxide-catalyzed oxidative bromination of benzenes and naphthalines with electron-donating substituents at room temperature>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is aryl bromide preparation oxidative bromination arene nitrogen dioxide catalyst.

Oxidative bromination of benzenes and naphthalines with electron-donating substituents was investigated by using 8.2% nitrogen dioxide as the catalyst, the residual oxygen in the reaction tube as the oxidant, and mol. bromine as the brominating reagent at room temperature The used heavy metal waste-free catalyst can be easily removed from the products and scarcely stains the final products. But a small amount of byproduct from the nitration of the benzene ring was observed, which led to the consumption of nitrogen dioxide. The reaction is highly atom economic, and a majority of bromine atoms in bromine source were transferred to the bromination products. The bromination was controllable: mono- and di-bromination products were controllably obtained by changing the loading amount of the brominating reagent. Preliminary mechanistic investigation suggests that the bromination firstly undergoes the reaction between mol. bromine and aromatic ring to give aryl bromide and HBr, which is followed by oxygenation of the resulting bromine hydride to form the reactive bromine under the catalysis of the catalytic species.

Fenzi Cuihua published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Chen, Shuai; Graceffa, Russell F.; Boezio, Alessandro A. published the artcile< Direct, Regioselective N-Alkylation of 1,3-Azoles>, COA of Formula: C4H5BrN2, the main research area is regioselective alkylation azole purine organomagnesium reagent.

Regioselective N-alkylation of 1,3-azoles is a valuable transformation. Organomagnesium reagents were discovered to be competent bases to affect regioselective alkylation of various 1,3-azoles. Counterintuitively, substitution selectively occurred at the more sterically hindered nitrogen atom. Numerous examples are provided, on varying 1,3-azole scaffolds, with yields ranging from 25 to 95%.

Organic Letters published new progress about Alkylation, regioselective. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, COA of Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Daghlavi, Amneh; Kowsari, Elaheh; Abdouss, Majid; Ghasemi, Mohammad Hadi; Asadi, Elham published the artcile< Catalytic synthesis of thiazolidines by the reaction of Nef-isocyanide reaction>, COA of Formula: C7H12N2S, the main research area is phosphoric acid graphene oxide catalyst preparation thiazolidine Nef isocyanide.

A practical and efficient method for the synthesis of thiazolidine derivatives via Nef-isocyanide three-component reaction using supported phosphoric acid on graphene oxide (GO-H2PO4) is described. A relatively simple method starting with cyclic and acyclic thiourea was employed. The catalyst was characterized using FTIR, SEM, energy-dispersive x-ray spectroscopy, and X-ray diffraction techniques. Using a combination of acetonitrile as solvent and GO-H2PO4 as a catalytic system, the best results were obtained. All products were characterized using m.p., FTIR, MASS, 1H NMR, and 13C NMR techniques. The use of com. available chems., reusability of the catalyst, high yields, decreased environmental hazards, with no need for the separation of stereoisomers, and, consequently, a reduced number of overall steps are the advantages of this approach that make it an appropriate choice at an increased scale.

Research on Chemical Intermediates published new progress about Imidazoles Role: SPN (Synthetic Preparation), PREP (Preparation). 30086-64-7 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2S, COA of Formula: C7H12N2S.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Beckmann, Udo; Sueslueyan, Diyana; Kunz, PeterC. published the artcile< Is the 1JPSe Coupling Constant a Reliable Probe for the Basicity of Phosphines? A 31P NMR Study>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is coupling constant phosphine basicity probe.

The influence of different heteroaryl and functionalized aryl substituents on the electron-donating ability and basicity of the phosphorus atoms in heteroaryl phosphines and diphosphines has been determined by the use of the direct 1JPSe coupling constants of the corresponding selenides. The generality of the use of 31P-77Se spin-spin coupling constants as probe for the basicity of phosphines is discussed as well as the scope and limits of this concept.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Basicity (Broensted). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kavanagh, E. L.; Lindsay, S.; Halasz, M.; Gubbins, L. C.; Weiner-Gorzel, K.; Guang, M. H. Z.; McGoldrick, A.; Collins, E.; Henry, M.; Blanco-Fernandez, A.; Gorman, P. O.; Fitzpatrick, P.; Higgins, M. J.; Dowling, P.; McCann, A. published the artcile< Protein and chemotherapy profiling of extracellular vesicles harvested from therapeutic induced senescent triple negative breast cancer cells>, Related Products of 6823-69-4, the main research area is chemotherapy extracellular vesicle therapeutic induced senescent breast cancer.

Triple neg. breast cancer (TNBC) is an aggressive subtype with relatively poor clin. outcomes and limited treatment options. Chemotherapy, while killing cancer cells, can result in the generation of highly chemo resistant therapeutic induced senescent (TIS) cells that potentially form stem cell niches resulting in metastases. Intriguingly, senescent cells release significantly more extracellular vesicles (EVs) than non-senescent cells. Our aim was to profile EVs harvested from TIS TNBC cells compared with control cells to identify a potential mechanism by which TIS TNBC cells maintain survival in the face of chemotherapy. TIS was induced and confirmed in Cal51 TNBC cells using the chemotherapeutic paclitaxel (PTX) (Taxol). Mass spectrometry (MS) anal. of EVs harvested from TIS compared with control Cal51 cells was performed using Ingenuity Pathway Anal. and InnateDB programs. We demonstrate that TIS Cal51 cells treated with 75 nm PTX for 7 days became senescent (senescence-associated β-galactosidase (SA-β-Gal) pos., Ki67-neg., increased p21 and p16, G2/M cell cycle arrest) and released significantly more EVs (P = 0.0002) and exosomes (P = 0.0007) than non-senescent control cells. Moreover, TIS cells displayed an increased expression of the multidrug resistance protein 1/p-glycoprotein. MS anal. demonstrated that EVs derived from senescent Cal51 cells contained 142 proteins with a significant increased fold change compared with control EVs. Key proteins included ATPases, annexins, tubulins, integrins, Rabs and insoluble senescence-associated secretory phenotype (SASP) factors. A fluorescent analog of PTX (Flutax-2) allowed appreciation of the removal of chemotherapy in EVs from senescent cells. Treatment of TIS cells with the exosome biogenesis inhibitor GW4869 resulted in reduced SA-β-Gal staining (P = 0.04). In summary, this study demonstrates that TIS cells release significantly more EVs compared with control cells, containing chemotherapy and key proteins involved in cell proliferation, ATP depletion, apoptosis and the SASP. These findings may partially explain why cancer senescent cells remain viable despite chemo therapeutic challenge.

Oncogenesis published new progress about Annexins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 6823-69-4 belongs to class imidazoles-derivatives, and the molecular formula is C30H30Cl2N6O2, Related Products of 6823-69-4.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hernandez, Elisa; Santiago, Ruben; Belinchon, Alejandro; Maria Vaquerizo, Gema; Moya, Cristian; Navarro, Pablo; Palomar, Jose published the artcile< Universal and low energy-demanding platform to produce propylene carbonate from CO2 using hydrophilic ionic liquids>, Synthetic Route of 700370-07-6, the main research area is ionic liquid catalyst propylene carbonate carbon dioxide.

Ionic liquids (ILs) have been extensively proposed as efficient catalysts to promote CO2 cycloaddition reaction to epoxides for producing cyclic carbonates. Recently, liquid-liquid extraction with water as an enhancer approach to regenerate ILs and to purify the product was proposed, since it reduces energy consumption and enhances the neat catalytic activity of the IL due to hydroxyl groups of water. In this work, a comprehensive sample of homogeneous IL catalysts proposed in the literature is exptl. evaluated both in the catalytic step and in its separation by liquid-liquid extraction with water, to demonstrate the universality of the proposed reaction-separation proposal for hydrophilic ILs. Then the complete processes for CO2 conversion to propylene carbonate were modelled using Aspen Plus to compare the catalyst/product separation efficiency and the specific energy consumption using liquid-liquid extraction and distillation-based platforms. The energy consumption is significantly lower using liquid-liquid platform (1.1-1.3 kWh/kgPC) than distillation one (2.4-3.1 kWh/kgPC). It is concluded that hydrophilic ionic liquids, as those formed by [EtOHmim] cation and halide anions, are promising catalysts since they allow: (i) reducing the process energy consumption due to their high catalytic activity and (ii) full catalyst recovering, even at high catalyst loadings, by improving the water extractive properties for IL separation from PC.

Separation and Purification Technology published new progress about Cycloaddition reaction. 700370-07-6 belongs to class imidazoles-derivatives, and the molecular formula is C6H9ClN2O2, Synthetic Route of 700370-07-6.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem