9/26/21 News More research is needed about C5H8O4

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Antibacterial Spiropyrimidinetriones with N-Linked Azole Substituents on a Benzisoxazole Scaffold Targeting DNA Gyrase

Herein, we report spiropyrimidinetriones (SPTs) incorporating N-linked azole substituents on a benzisoxazole scaffold with improved Gram-positive antibacterial activity relative to previously described analogues. SPTs have an unusual spirocyclic architecture and represent a new antibacterial class of bacterial DNA gyrase and topoisomerase IV inhibitors. They are not cross-resistant to fluoroquinolones and other DNA gyrase/topoisomerase IV inhibitors used clinically. The activity of the SPTs was assessed for DNA gyrase inhibition, and the antibacterial activity across Gram-positive and Gram-negative pathogens with N-linked 1,2,4-triazoles substituted on the 5-position provides the most worthwhile profile. Directed nucleophilic and electrophilic chemistry was developed to vary this 5-position with carbon, nitrogen, or oxygen substituents and explore structure-activity relationships including those around a target binding model. Compounds with favorable pharmacokinetic parameters were identified, and two compounds demonstrated cidality in a mouse model of Staphylococcus aureus infection.

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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

17-Sep-21 News Extracurricular laboratory: Discover of C5H8O4

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Copper-Catalyzed Enantioselective Aminoboration of Styrenes with 1,2-Benzisoxazole as Nitrogen Source

Organoboron compounds are important intermediates in organic synthesis because of their high utilities for C-C and C-X bond formations. Transition metal-catalyzed borylative difunctionalization of alkenes, which can simultaneously introduce C-B, C-C or C-X bonds, could directly construct highly functionalized organoboron in one step. Among these reactions, copper catalyzed enantioselective aminoboration of styrenes is an efficient approach to generate enantioriched beta-aminoboronate which is a class of useful chiral compounds. In this work, employing styrenes as substrates, 1,2-berrzisoxazole as an electrophilic primary amine source, bis(pinacolato)diboron (B(2)pin(2)) as boron source and LiOCH3 as base, an enantioselective Cu-catalyzed aminoboration of styrenes by using a chiral sulfoxide-phosphine (SOP) ligand was developed, and a board range of chiral beta-aminoalkylboranes, which could be readily converted to a class of valuable beta-hydroxylalkylamines, were accessed with high yields and ee values. A general procedure for this aminoboration of styrenes is described in the following: in a glove box, CuI (0.05 mmol), chiral sulfoxide phosphine ligand L1 (0.06 mmol), and 2 mL of anhydrous tetrahvdrofuran were added into a flame-dried tube. The resulting mixture was stirred at room temperature for 30 min. then bis(pinacolato)diboron (B(2)pin(2)) (0.75 mmol), LiOCH3 (1.25 mmol), styrene 1 (0.5 nunol), 1,2-benzisoxazole (0.75 mmol) and another 2 mL of THE were added into the reaction system in sequence. The reaction tube was removed out from the glove box and stirred at 20 degrees C for 12 h. After the reaction was finished, the NMR yield was firstly determined with dimethyl terephthalate (9.7 mg, 0.05 mmol) as internal standard, then, the crude product was recovered and purified with a preparative TLC which was alkalized with triethylamine to give the desired beta-aminoboronates in moderate to good yields (47%similar to 84%) and enantioselectivities (81%similar to 99%). To demonstrate the utility of this reaction, beta-boronate primary amine could be easily obtained by removing the Schiff base group of beta-aminoboronate 3 under the methanol solution of hydroxylamine hydrochloride, which could be further oxidized to give corresponding chiral beta-amino alcohol in moderate yield (48%).

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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

13-Sep-2021 News Downstream Synthetic Route Of C5H8O4

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Chemistry, like all the natural sciences, begins with the direct observation of nature— in this case, of matter. 3878-55-5, Name is 4-Methoxy-4-oxobutanoic acid, SMILES is C(C(OC)=O)CC(O)=O, in an article , author is VILLALOBOS, A, once mentioned of 3878-55-5, Recommanded Product: 4-Methoxy-4-oxobutanoic acid.

A series of N-benzylpiperidine benzisoxazoles has been developed as potent and selective inhibitors of the enzyme acetylcholinesterase (AChE). The benzisoxazole heterocycle was found to be an appropriate bioisosteric replacement for the benzoyl functionality present in the N-benzylpiperidine class of inhibitors. The title compounds were synthesized by alkylating 3-methyl-1,2-benzisoxazoles with an iodo piperidine derivative as the key step. Benzisoxazoles 1b-j,o displayed potent inhibition of AChE in vitro with IC50’s = 0.8-14 nM. Particularly interesting were N-acetyl and morpholino derivatives Ig (IC50 = 3 nM) and 1j (IC50 = 0.8 nM), respectively, which displayed outstanding selectivity for acetyl- over butyrylcholinesterase, in excess of 3 orders of magnitude. N-Acetyl 1g also displayed a favorable profile in vivo. This analog showed a dose-dependent elevation of total acetylcholine in mouse forebrain after oral administration with an ED(50) = 2.4 mg/kg. In addition, 1g was able to reverse amnesia in a mouse passive avoidance model at doses of 3.2 and 5.6 mg/kg with an average reversal of 89.7%. Molecular dynamics simulations were used to study the possible binding modes of N-benzylpiperidine benzisoxazoles to AChE from Torpedo californica, Key structural insights were obtained regarding the potency of this class of inhibitors. Specifically, Asp-72, Trp-84, Trp-279, Phe-288, and Phe-330 are implicated in the binding of these inhibitors. The N-benzylpiperidine benzisoxazoles may be suitable compounds for the palliative treatment of Alzheimer’s Disease.

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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

8 Sep 2021 News Chemistry Milestones Of C5H8O4

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Zonisamide (ZNS) is a benzisoxazole derivate not structurally related to currently licensed antiepileptic drugs. It has multiple modes of action whose impact on the anticonvulsant effect is not yet fully understood: ZNS interrupts the synchronized neuronal firing through direct effects on voltage-dependent sodium and T-type calcium channels. Thus epileptiform propagation and activity are blocked. Furthermore ZNS has a modulating effect on the GABAergic inhibition, and may act on the dopaminergic and serotonergic neurotransmission and on acetylcholine pathways. An inhibition of excitatory glutamatergic transmission by reduction of the presynaptic release of glutamate has been also described. These modes of action suggest a broad anticonvulsant efficacy.

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Reference:
Benzisoxazole – Wikipedia,
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Sep 2021 News You Should Know Something about C5H8O4

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Chemistry graduates have much scope to use their knowledge in a range of research sectors, including roles within chemical engineering, chemical and related industries, healthcare and more. 3878-55-5, Name is 4-Methoxy-4-oxobutanoic acid, SMILES is C(C(OC)=O)CC(O)=O, in an article , author is Kwan, Shang-Yeong, once mentioned of 3878-55-5, Application In Synthesis of 4-Methoxy-4-oxobutanoic acid.

Zonisamide is an orally administered antiepileptic drug that was first approved for clinical use in Japan in 1989. Since then, it has been licensed in Korea for a broad spectrum of epilepsies in adults and children, and in the USA for adjunctive therapy of adults with partial seizures, and in Europe for monotherapy of adults with newly diagnosed partial seizures and adjunctive therapy of adults and adolescents and children aged 6years with partial seizures with or without secondary generalization. Zonisamide is a benzisoxazole derivative with a unique chemical structure, predictable dose-dependent pharmacokinetics, and multiple complementary mechanisms of action. Treatment with zonisamide is well tolerated and is not known to be associated with clinically significant drug-drug interactions, including with oral contraceptives or other antiepileptic drugs. There have been >2million patient-years of experience with zonisamide for treatment of epilepsy, and this drug has International League Against Epilepsy level A evidence for efficacy/effectiveness as initial monotherapy for adults with partial-onset seizures. This review presents the evidence for zonisamide across the spectrum of epilepsy, with emphasis on real-world clinical practice and special populations of patients (children, elderly patients, and women of childbearing age) who are likely to be treated in daily clinical practice.

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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

6-Sep-2021 News Interesting scientific research on C5H8O4

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Modeling chemical reactions helps engineers virtually understand the chemistry, optimal size and design of the system, and how it interacts with other physics that may come into play. 3878-55-5, Name is 4-Methoxy-4-oxobutanoic acid, SMILES is C(C(OC)=O)CC(O)=O, in an article , author is Nunes, Claudio M., once mentioned of 3878-55-5, Reference of 3878-55-5.

Photochemistry of 3-chloro-1,2-benzisoxazole 1 in N-2 and Ar matrices at 10 K leads to N-chloro-ketenimine 3 and 2-cyanophenyl-hypochlorite 4. The reaction kinetics and the observed photoisomerization of 3 to 4 indicate that ketenimine 3, possibly formed via an elusive vinylnitrene VN, is an intermediate in the formation of hypochlorite 4. A new pathway involving the formation of 2-cyanophenoxyl radical 5, which was captured only in Ar matrix, was also observed. Radical 5 is possibly formed via photo detachment of CI atom from I (or VN) and might explain the formation of 3-chloro-6-oxocyclohexa-1,4-dienecarbonitrile 2 in N2 and Ar matrices. All the species were characterized by IR spectroscopy and theoretical calculations. The computed geometric and electronic structure of radical 5 is discussed. Overall, the results provided further insight into the mechanism of the photochemistry of 1,2-benzisoxazoles and allowed characterization of new interesting reactive intermediates. (C) 2017 Elsevier B.V. All rights reserved.

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02/9/2021 News Awesome Chemistry Experiments For C5H8O4

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Research speed reading in 2021. Chemistry, like all the natural sciences, begins with the direct observation of nature— in this case, of matter. Name: 4-Methoxy-4-oxobutanoic acid, The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction. 3878-55-5, Name is 4-Methoxy-4-oxobutanoic acid, molecular formula is C5H8O4. In an article, author is BRAHMESHWARI, G,once mentioned of 3878-55-5.

3-Aryl-6-hydroxy-5-undecyl-1,2-benzisoxazole-4,7-diones (IIIa-e) have been obtained by the reaction of embelin (I) with aryl nitrile oxides (IIa-e). Their structures have been confirmed by converting them into the corresponding 3-aryl-5-undecylisoxazole[5,4-a] phenazin-4(6H)-ones (IVa-e) and 6-(acetyloxy)-3-aryl-5-undecyl-1,2-benzoisoxazole-4,7-diones (Va-e). These compounds are found to be active against fungi Fusarium-oxysporum and Curvularia lunata.

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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

Extended knowledge of 3878-55-5

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The present study is to investigate the cytotoxicity properties and haematological indices of synthesized molecules (S1-S4) in comparison to the standard drug 5 fluorouracil which reflects the anticancer potentials of the above molecules. Cytotoxicity studies were performed by in vitro MTT (3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyl teterazolium bromide) assay. Haematological studies were done by drawing blood in the drug and synthesized molecules administered animals by retroorbital method. Haemoglobin, RBC, WBC, lymphocytes, Monocytes and Granulocytes counts were measured. All the above experiments were performed against Ehrlich ascites carcinoma (EAC) in Swiss albino mice. The percentage cytotoxicity and percentage viable cell counts revealed anticancer properties of the synthesized molecules. RBC count indicated protection of cell membrane from destruction and the WBC counts along with lymphocytes, Monocytes and granulocytes also show the immunoprotective characteristics of the novel molecules. Thus it has been concluded that the synthesized molecules (S1-S4) if supported by further molecular studies may have a promising role to play as anticancer agents.

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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

More research is needed about 3878-55-5

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New discoveries in chemical research and development in 2021.HPLC of Formula: https://www.ambeed.com/products/3878-55-5.html, The reactant in an enzyme-catalyzed reaction is called a substrate. Enzyme inhibitors cause a decrease in the reaction rate of an enzyme-catalyzed reaction. 3878-55-5, Name is 4-Methoxy-4-oxobutanoic acid, molecular formula is C5H8O4. In an article, author is Uto, Yoshikazu,once mentioned of 3878-55-5.

A small series of benzisoxazole analogs that effectively activate glycogen synthase (GS) was prepared in WO2011057956. These novel GS activators are claimed to be beneficial for the treatment or prophylaxis of metabolic disease and disorders. The 1,2-benzisoxazole-3-ol moiety is utilized in the present patent as a bioisoster of benzoic acid, which has often been employed in prior examples of the GS activators.

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Benzisoxazole – Wikipedia,
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The present study is to investigate the cytotoxicity properties and haematological indices of synthesized molecules (S1-S4) in comparison to the standard drug 5 fluorouracil which reflects the anticancer potentials of the above molecules. Cytotoxicity studies were performed by in vitro MTT (3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyl teterazolium bromide) assay. Haematological studies were done by drawing blood in the drug and synthesized molecules administered animals by retroorbital method. Haemoglobin, RBC, WBC, lymphocytes, Monocytes and Granulocytes counts were measured. All the above experiments were performed against Ehrlich ascites carcinoma (EAC) in Swiss albino mice. The percentage cytotoxicity and percentage viable cell counts revealed anticancer properties of the synthesized molecules. RBC count indicated protection of cell membrane from destruction and the WBC counts along with lymphocytes, Monocytes and granulocytes also show the immunoprotective characteristics of the novel molecules. Thus it has been concluded that the synthesized molecules (S1-S4) if supported by further molecular studies may have a promising role to play as anticancer agents.

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Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics