Category: 5451-40-1

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2,6-Dichloropurine( cas:5451-40-1 ) is researched.Safety of 2,6-Dichloropurine.Bhattarai, Sanjay; Pippel, Jan; Meyer, Anne; Freundlieb, Marianne; Schmies, Constanze; Abdelrahman, Aliaa; Fiene, Amelie; Lee, Sang-Yong; Zimmermann, Herbert; El-Tayeb, Ali; Yegutkin, Gennady G.; Straeter, Norbert; Mueller, Christa E. published the article 《X-Ray Co-Crystal Structure Guides the Way to Subnanomolar Competitive Ecto-5-Nucleotidase (CD73) Inhibitors for Cancer Immunotherapy》 about this compound( cas:5451-40-1 ) in Advanced Therapeutics (Weinheim, Germany). Keywords: mammary gland neoplasm CD73 cancer immunotherapy. Let’s learn more about this compound (cas:5451-40-1).

Ecto-5-nucleotidase (CD73, EC 3.1.3.5) catalyzes the extracellular hydrolysis of AMP yielding adenosine, which induces immunosuppression, angiogenesis, metastasis, and proliferation of cancer cells. CD73 inhibition is therefore proposed as a novel strategy for cancer (immuno)therapy, and CD73 antibodies are currently undergoing clin. trials. Despite considerable efforts, the development of small mol. CD73 inhibitors has met with limited success. To develop a suitable drug candidate, a high resolution (2.05 Å) co-crystal structure of the CD73 inhibitor PSB-12379, a nucleotide analog, in complex with human CD73 is determined This allows the rational design and development of a novel inhibitor (PSB-12489) with subnanomolar inhibitory potency toward human and rat CD73, high selectivity, as well as high metabolic stability. A co-crystal structure of PSB-12489 with CD73 (1.85 Å) reveals the interactions responsible for increased potency. PSB-12489 is the most potent CD73 inhibitor to date representing a powerful tool compound and novel lead structure.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Identification of a potent and selective phosphatidylinositol 3-kinase δ inhibitor for the treatment of non-Hodgkin′s lymphoma, the main research direction is non hodgkins lymphoma PIP3 delta antiproliferative apoptosis; Antiproliferative; Apoptosis; Non Hodgkin’s lymphoma; PI3Kδ inhibitor; Piperazinone; Purine.Related Products of 5451-40-1.

PI3Kδ has proved to be an effective target for anti-lymphoma drugs. However, the application of current approved PI3Kδ inhibitors has been greatly limited due to their specific immune-mediated toxicity and increased risk of infection, it is necessary to develop more PI3Kδ inhibitors with new scaffold. In this study, SAR study with respect to piperazinone-containing purine derivatives led to the discovery of a potent and selective PI3Kδ inhibitor, 4-(cyclobutanecarbonyl)-1-((2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)methyl)piperazin-2-one (WNY1613). WNY1613 exhibits good antiproliferative activity against a panel of non-Hodgkin′s lymphoma (NHL) cell lines by inducing cancer cell apoptosis and inhibiting the phosphorylation of PI3K and MAPK downstream components. In addition, it can also prevent the tumor growth in both SU-DHL-6 and JEKO-1 xenograft models without observable toxicity. WNY1613 thus could be developed as a promising candidate for the treatment of NHL after subsequent extensive pharmacodynamics and pharmacokinetics investigation.

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Reference of 2,6-Dichloropurine. 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: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about A Small Compound Targeting Prohibitin with Potential Interest for Cognitive Deficit Rescue in Aging mice and Tau Pathology Treatment.

Abstract: Neurodegenerative diseases, including Alzheimer′s and Parkinson′s disease, are characterized by increased protein aggregation in the brain, progressive neuronal loss, increased inflammation, and neurogenesis impairment. We analyzed the effects of a new purine derivative drug, PDD005, in attenuating mechanisms involved in the pathogenesis of neurodegenerative diseases, using both in vivo and in vitro models. We show that PDD005 is distributed to the brain and can rescue cognitive deficits associated with aging in mice. Treatment with PDD005 prevents impairment of neurogenesis by increasing sex-determining region Y-box 2, nestin, and also enhances synaptic function through upregulation of synaptophysin and postsynaptic d. protein 95. PDD005 treatment also reduced neuro-inflammation by decreasing interleukin-1β expression, activation of astrocytes, and microglia. We identified prohibitin as a potential target in mediating the therapeutic effects of PDD005 for the treatment of cognitive deficit in aging mice. Addnl., in the current study, glycogen synthase kinase appears to attenuate tau pathol.

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Safety of 2,6-Dichloropurine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Development of synthesis of phosphatidylinositol 3-kinase inhibitor puquitinib mesylate. Author is Shen, Dadong; Zhu, Jinlin; Wu, Guofeng; Sheng, Li; Gao, Haoling; Wang, Pu.

Puquitinib mesylate is a novel phosphatidylinositol 3-kinases (PI3K) inhibitor, which has been shown to be effective in the treatment of cancer. A convenient protocol for the synthesis of the compound at kilogram scale is described, using 2, 6-dichloropurine as starting material through amino-protection, SN2 reaction with high regioselectivity, BuchwaldHartwig coupling reaction, amino-deprotection and salt-forming reaction. The process is easy to operate and provides an effective way at kilogram scale produce with 48% yield in total.

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Application of 5451-40-1. 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: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Room-Temperature Amination of Chloroheteroarenes in Water by a Recyclable Copper(II)-Phosphaadamantanium Sulfonate System. Author is Parmar, Udaysinh; Somvanshi, Dipesh; Kori, Santosh; Desai, Aman A.; Dandela, Rambabu; Maity, Dilip K.; Kapdi, Anant R..

The current report discusses about an efficient copper-based catalytic system (Cu/PTABS) for the amination of chloroheteroarenes RCl (R = pyrazinyl, 1,3-benzothiazol-2-yl, 9H-purin-6-yl, etc.) at ambient temperature in water as the sole reaction solvent, a combination that is first to be reported. A wide variety of chloroheteroarenes could be coupled efficiently with primary and secondary amines, e.g., morpholine as well as selected amino acid esters, e.g., L-valine Me ester hydrochloride under mild reaction conditions. Catalytic efficiency of the developed protocol also promotes late-stage functionalization of active pharmaceutical ingredients, e.g., I (APIs) such as antibiotics (floxacins) and anticancer drugs. The catalytic system also performs efficiently at a very low concentration of 0.0001 mol% (TON = 980,000) and can be recycled 12 times without any appreciable loss in activity. Theor. calculations reveal that the π-acceptor ability of the ligand PTABS is the main reason for the appreciably high reactivity of the catalytic system. Preliminary characterization of the catalytic species in the reaction was carried out using UV-VIS and ESR spectroscopy, providing evidence for the Cu(II) oxidation state.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Cross dehydrogenation coupling reaction of purine derivatives with thioethers, the main research direction is purine thioether cross dehydrogenation coupling reaction; benzimidazole regioselective preparation.Computed Properties of C5H2Cl2N4.

A metal-free cross-dehydrogenation coupling method was established to synthesize N9 alkylated purine derivatives Using PhI(OAc)2 as the oxidant, versatile thioethers were successfully employed as alkylation reagents. Under the optimized conditions, a variety of alkylated purine derivatives and other aromatic N-heterocycles were obtained in moderate to good yields. The regioselectivity of this protocol which involves the reaction of unsym. thioethers with purine derivatives was also studied.

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 5451-40-1, is researched, SMILESS is C2=NC1=C(C(=NC(=N1)Cl)Cl)[NH]2, Molecular C5H2Cl2N4Journal, Article, Research Support, Non-U.S. Gov’t, Bioorganic Chemistry called 6-Substituted purines as ROCK inhibitors with anti-metastatic activity, Author is Voller, Jiri; Zahajska, Lenka; Plihalova, Lucie; Jerabkova, Jana; Burget, David; Pataki, Andreea Csilla; Krystof, Vladimir; Zatloukal, Marek; Brabek, Jan; Rosel, Daniel; Mik, Vaclav; Tkac, Martin; Pospisil, Tomas; Gucky, Tomas; Dolezal, Karel; Strnad, Miroslav, the main research direction is melanoma antitumor antimetastasis purine ROCK2; Anti-metastatic activity; Melanoma; Protein kinase inhibitor; ROCK.Safety of 2,6-Dichloropurine.

Rho-associated serine/threonine kinases (ROCKs) are principal regulators of the actin cytoskeleton that regulate the contractility, shape, motility, and invasion of cells. We explored the relationships between structure and anti-ROCK2 activity in a group of purine derivatives substituted at the C6 atom by piperidin-1-yl or azepan-1-yl groups. Structure-activity relationship (SAR) analyses suggested that anti-ROCK activity is retained, and may be further increased, by substitution of the parent compounds at the C2 atom or by expansion of the C6 side chain. These inhibitors of ROCK can reach effective concentrations within cells, as demonstrated by a decrease in phosphorylation of the ROCK target MLC, and by inhibition of the ROCK-dependent invasion of melanoma cells in the collagen matrix. Our study may be useful for further optimization of C6-substituted purine inhibitors of ROCKs and of other sensitive kinases identified by the screening of a broad panel of protein kinases.

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Application of 5451-40-1. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2,6-Dichloropurine, is researched, Molecular C5H2Cl2N4, CAS is 5451-40-1, about Purine Unit as a Building Block of Artificial Receptors Designed for the Recognition of Carbohydrates. Author is Kaiser, Stefan; Geffert, Christoph; Mazik, Monika.

1,3,5-Substituted 2,4,6-triethylbenzene derivatives bearing pyridine/pyrimidine and purine units were synthesized and their potential to function as carbohydrate receptors was evaluated. Compounds consisting of 2-chloro-9H(7H)-purin-6-yl unit (e.g., I) have the ability to act both as carbohydrate-binding agents and as a basis for further functionalization through the nucleophilic displacement of the chlorine atom. Microwave-assisted reactions and/or the application of sealed tubes allowed the preparation of derivatives with a varying substituent pattern on the purine ring. The relatively drastic reaction conditions required for the successful functionalization reflect the unfavorable influence of the bulky C6-substituent on the nucleophilic substitution at purine C2. Initial binding studies towards carbohydrates showed that the properties of this type of purine-bearing compounds can be fine-tuned by the variation of the C2-substituent of the purine ring and represents a valuable basis for the identification of new structure-activity relationships. Such findings are of high importance for further developments in the area of mol. recognition of carbohydrates by artificial receptors.

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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: 5451-40-1, is researched, Molecular C5H2Cl2N4, about Development of a quinolinium/cobaloxime dual photocatalytic system for oxidative C-C cross-couplings via H2 release, the main research direction is quinoline photocatalyst oxidative cross coupling Minisci alkylation photocyclization.Synthetic Route of C5H2Cl2N4.

Designing mol. photocatalysts for potent photochem. reactivities ranks among the most challenging but rewarding endeavors in synthetic photochem. Herein, we document a quinoline-based organo-photoredox catalyst, 2,4-bis(4-methoxyphenyl)quinoline (DPQN2,4-di-OMe), that could be assembled via the facile aldehyde-alkyne-amine (A3) couplings. Unlike the reported photocatalysts, which impart their photoreactivities as covalently linked entities, our mechanistic studies suggested a distinct proton activation mode of DPQN2,4-di-OMe. Simply upon protonation, DPQN2,4-di-OMe could reach a highly oxidizing excited state under visible-light irradiation (E*1/2 = +1.96 V vs a standard calomel electrode, SCE). On this basis, the synergistic merger of DPQN2,4-di-OMe and cobaloxime formulated an oxidative cross-coupling platform, enabling the Minisci alkylation and various C-C bond-forming reactions with a diverse pool of radical precursors in the absence of chem. oxidants. The catalytic loading of DPQN2,4-di-OMe could be minimized to 0.025 mol % (TON = 3360), and a polymer-supported photocatalyst, DPQN2,4-di-OR@PS, was prepared to facilitate catalyst recycling (at a 0.50 mmol % loading and up to five times without significant loss of photosynthetic efficiency).

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Wu, Yangbo; Zhang, Yuming; Ran, Chunhao; Lan, Jingbo; Bin, Zhengyang; You, Jingsong published the article 《Management of Locally Excited States for Purine-based TADF Emitters: A Method to Reduce Device Efficiency Roll-Off》. Keywords: locally excited purine based TADF emitter.They researched the compound: 2,6-Dichloropurine( cas:5451-40-1 ).Application In Synthesis of 2,6-Dichloropurine. 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.

The programmed arylation of purine has been developed to construct a series of efficient thermally activated delayed fluorescent (TADF) materials. The corresponding organic light-emitting diodes (OLEDs) exhibit external quantum efficiency as high as 16.0% alongside small efficiency roll-off. Intriguingly, this work proves that the good management of localized states is an efficient way to reduce device efficiency roll-off and is crucial for the future design of high-performance OLEDs.

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