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Near-Infrared Photoswitching of Azobenzenes under Physiological Conditions

Biological tissue exhibits an absorbance minimum in the near-infrared between 700 and 900 nm that permits deep penetration of light. Molecules that undergo photoisomerization in this bio-optical window are highly desirable as core structures for the development of photopharmaceuticals and as components of chemical-biological tools. We report the systematic design, synthesis, and testing of an azobenzene derivative tailored to undergo single-photon photoswitching with near-infrared light under physiological conditions. A fused dioxane ring and a methoxy substituent were used to place oxygen atoms in all four ortho positions, as well as two meta positions, relative to the azobenzene N=N double bond. This substitution pattern, together with a para pyrrolidine group, raises the pKa of the molecule so that it is protonated at physiological pH and absorbs at wavelengths >700 nm. This azobenzene derivative, termed DOM-azo, is stable for months in neutral aqueous solutions, undergoes trans-to-cis photoswitching with 720 nm light, and thermally reverts to the stable trans isomer with a half-life near 1 s.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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10288-72-9, Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption.In a document type is Article, and a compound is mentioned, 10288-72-9, Name is 6-Hydroxy-1,4-benzodioxane, introducing its new discovery.

Bimetallic photoredox catalysis: Visible light-promoted aerobic hydroxylation of arylboronic acids with a dirhodium(ii) catalyst

We report the use of a rhodium(II) dimer in visible light photoredox catalysis for the aerobic oxidation of arylboronic acids to phenols under mild conditions. Spectroscopic and computational studies indicate that the catalyst Rh2(bpy)2(OAc)4 (1) undergoes metal-metal to ligand charge transfer upon visible light irradiation, which is responsible for catalytic activity. Further reactivity studies demonstrate that 1 is a general photoredox catalyst for diverse oxidation reactions.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Regioselective aminomethylations of bicyclic phenols

The regioselectivity in the aminomethylations (the Mannich reaction) of bicyclic phenols has been studied. Highly regioselective Mannich reactions enable easy synthetic access to novel bicyclic dialkylaminomethylphenols under very mild reaction conditions.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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URACIL NUCLEOTIDE ANALOGUES, THEIR PREPARATION METHOD AND USE THEREOF

The invention relates to uracil nucleotide analogues, their preparation method and use thereof. Specifically, the invention provides the uracil nucleotide analogues with the formula (I), their stereoisomers and pharmaceutical acceptable salts, the preparation method and use. These compounds are RNA-dependent RNA viral replication inhibitors, and can be used as HCV NS5B polymerase inhibitors, HCV replication inhibitors as well as for the treatment of hepatitis C infection in mammals. They have broad application prospects and are expected to develop a new generation of antiviral drugs.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Novel vanilloid receptor-1 antagonists: 1. Conformationally restricted analogues of trans-cinnamides

The vanilloid receptor-1 (VR1 or TRPV1) is a member of the transient receptor potential (TRP) family of ion channels and plays a role as an integrator of multiple pain-producing stimuli. From a high-throughput screening assay, measuring calcium uptake in TRPV1-expressing cells, we identified an N-aryl trans-cinnamide (AMG9810, compound 9) that acts as a potent TRPV1 antagonist. We have demonstrated the antihyperalgesic properties of 9 in vivo and have also reported the discovery of novel, orally bioavailable cinnamides derived from this lead. Herein, we expand our investigations and describe the synthesis and biological evaluation of a series of conformationally constrained analogues of the s-cis conformer of compound 9. These investigations resulted in the identification of 4-amino- and 4-oxopyrimidine cores as suitable isosteric replacements for the trans-acrylamide moiety. The best examples from this series, pyrimidines 79 and 74, were orally bioavailable and exhibited potent antagonism of both rat (IC50 = 4.5 and 0.6 nM, respectively) and human TRPV1 (IC50 = 7.4 and 3.7 nM, respectively). In addition, compound 74 was shown to be efficacious at blocking a TRPV1-mediated physiological response in vivo in the capsaicin-induced hypothermia model in rats; however, it was ineffective at preventing thermal hyperalgesia induced by complete Freund’s adjuvant in rats.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. Formula: C8H8O3, In a article, mentioned the application of 10288-72-9, Name is 6-Hydroxy-1,4-benzodioxane, molecular formula is C8H8O3

New Alkoxylated Dibenzo<1,4>dichalcogenines as Donors for Low-dimensional Materials: Electrochemistry and Cation-radical Salts

The synthesis of new alkoxylated dibenzo<1,4>dichalcogenines (3a-c), (3e-f), (3h), (4a-h), and (5a) is presented.The first cyclovoltammetric half-wave potentials of these compounds range from 0.62 to 1.06 V vs. standard calomel electrode (s.c.e.).Cation radical salts of several different stoicheiometries have been prepared from the new donors.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Synthesis and antifungal activity of 2-hydroxy-4,5-methylenedioxyaryl ketones as analogues of kakuol

In a study aiming to determine the structural elements essential to the antifungal activity of kakuol, we synthesized a series of 2-hydroxy-4,5- methylenedioxyaryl ketones, and we assayed their in vitro antifungal activity. The most sensitive target organisms to the action of these class of compounds were Phytophthora infestans, Phytium ultimum, Cercospora beticola, Cladosporium cucumerinum, and Rhizoctonia solani. Most of the analogs showed a remarkable in vitro activity, and some of them appeared significantly more effective than the natural product. The biological activity was mainly affected by introducing structural modification on the carbonyl moiety of the natural-product molecule. In particular, compound 5a, bearing a C=C bond conjugated to the C=O group, was found active with a MIC value of 10 mug ml-1 against Cladosporium cucumerinum. The results suggest that 2-hydroxy-4,5-methylenedioxyaryl ketones can be considered promising candidates in the development of new antifungal compounds.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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URACIL NUCLEOTIDE ANALOGUES, THEIR PREPARATION METHOD AND USE THEREOF

The invention relates to uracil nucleotide analogues, their preparation method and use thereof. Specifically, the invention provides the uracil nucleotide analogues with the formula (I), their stereoisomers and pharmaceutical acceptable salts, the preparation method and use. These compounds are RNA-dependent RNA viral replication inhibitors, and can be used as HCV NS5B polymerase inhibitors, HCV replication inhibitors as well as for the treatment of hepatitis C infection in mammals. They have broad application prospects and are expected to develop a new generation of antiviral drugs.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Synthesis and SAR of N-benzoyl-L-biphenylalanine derivatives: Discovery of TR-14035, a dual alpha4beta7/alpha4beta1 integrin antagonist

alpha4beta1 and alpha4beta7 integrins are key regulators of physiologic and pathologic responses in inflammation and autoimmune disease. The effectiveness of anti-integrin antibodies to attenuate a number of inflammatory/immune conditions provides a strong rationale to target integrins for drug development. Important advances have been made in identifying potent and selective candidates, peptides and peptidomimetics, for further development. Herein, we report the discovery of a series of novel N-benzoyl-L-biphenylalanine derivatives that are potent inhibitors of alpha4 integrins. The potency of the initial lead compound (1: IC50 alpha4beta7/alpha4beta1 =5/33 muM) was optimized via sequential manipulation of substituents to generate low nM, orally bioavailable dual alpha4beta1/alpha4beta7 antagonists. The SAR also led to the identification of several subnanomolar antagonists (134, 142, and 143). Compound 81 (TR-14035; IC50 alpha4beta7/alpha4beta1 =7/87 nM) has completed Phase I studies in Europe. The synthesis, SAR and biological evaluation of these compounds are described.

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Computed Properties of C8H8O3, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 10288-72-9, Name is 6-Hydroxy-1,4-benzodioxane, molecular formula is C8H8O3

Synthesis of annulated dioxins as electron-rich donors for cation radical salts

The synthesis of a series of new alkoxylated linearly annulated dioxins is described together with their cyclic voltammetric behavior and some preliminary result on their ability to form cation radical salts. Of these dioxins, seven (8, 12, 19, 21, 27, 33, 34) are the first representatives of entirely new heterocyclic systems. Dioxins 8, 21, 22 and 27 gave good quality cation radical salts upon electrocrystallization. Graphical Abstract

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Reference£º
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem