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1,2-Benzisoxazole Phosphorodiamidates as Novel Anticancer Prodrugs Requiring Bioreductive Activation

Several 1,2-benzisoxazole phosphorodiamidates have been designed as prodrugs of phosphoramide mustard requiring bioreductive activation. Enzymatic reduction of 1,2-benziosoxazole moiety is expected to result in the formation of imine intermediate due to the cleavage of the N-O bond. The imine should then be spontaneously hydrolyzed to a ketone metabolite, thereby facilitating base-catalyzed beta-elimination of cytotoxic phosphoramide mustard. As expected, the proposed prodrugs 4, 9, and 12 were at least 3-5-fold more potent cytotoxins than control compounds 5 and 15, which lack in the phosphoramide mustard group. Upon incubation with phenobarb-induced rat liver S-9 fraction, compounds 4, 9, and 12 underwent extensive NADPH-dependent metabolism with concomitant generation of alkylating activity under both hypoxic and oxic conditions. Corresponding ketone metabolites were detected for 9 and 15. NADPH-dependent bioreduction of 15 to its ketone metabolite 16 was located in the microsomal fraction and inhibited by SKF-525A and pCMBA. Compared with phenobarb-induced rat liver microsomal fraction, incubation of 15 with rat or human P450 reductase microsomes showed moderate generation of 16. Microsomal cytochrome P450 and/or P450 reductase appear to be involved in the reductive metabolism of 1,2-benzisoxazole moiety under hypoxic as well as oxic conditions.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Awesome Chemistry Experiments For Benzo[d]isoxazol-6-amine

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PIPERIDINE/CYCLOHEXANE CARBOXAMIDE DERIVATIVES FOR USE AS VANILLOID RECEPTOR MODULATORS

Certain compounds of formula (I), or a pharmaceutically acceptable salt or solvate thereof, wherein R1, R2, P, P”, X, m and n are as defined in the specification, a process for preparing such compounds, a pharmaceutical composition comprising such compounds and the use of such compounds in medicine, as vanilloid receptor modulators.

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Benzisoxazole – Wikipedia,
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Synthesis of Furano<2,3-g>-1,2-benzisoxazoles

Several Furano<2,3-g>-1,2-benzisoxazoles have been synthesised by the condensation of 7-acyl-3-alkyl-6-hydroxybenz-(1,2)-isoxazoles with phenylacyl halides/ethyl bromoacetate.

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AZABICYCLIC 5HT1 RECEPTOR LIGANDS

The present invention relates to compounds of the formula These compounds are useful as psychotherapeutic agents.

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Benzisoxazole – Wikipedia,
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The important role of 36216-80-5

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Substituted amino methyl factor Xa inhibitors

The present application describes substituted-aminomethyl substituted compounds and derivatives thereof, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of factor Xa.

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Benzisoxazole – Wikipedia,
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Compounds and uses thereof for decreasing activity of hormone-sensitive lipase

Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

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Benzisoxazole – Wikipedia,
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Facile preparation of protected benzylic and heteroarylmethyl amines via room temperature Curtius rearrangement

A step-wise, room temperature procedure for acyl azide formation and the subsequent Curtius rearrangement of phenyl and heteroaryl acetic acids is described. We have developed a protocol for room temperature Curtius rearrangement in MeOH or CHCl3 that provides an improvement over standard conditions, avoiding the use of additives or heat. This room temperature optimization of the Curtius rearrangement prevents the formation of side products often observed with benzylic acids, allowing access to a variety of benzylic and heteroarylmethyl amines.

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One-pot process for the preparation of 1,2-benzisoxazole-3-methanesulfonamide

A process for the preparation of 1,2-benzisoxazole-3-methane-sulfonamide without isolation of intermediates in solid form, by using 4-hydroxycoumarin as a starting compound, and water and 1,2-dichloro-ethane as solvents; and an industrially useful process for the preparation of 1,2-benzisoxazole-3-acetic acid, by reacting 4-hydroxycoumarin and hydroxylamine in water.

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CURABLE URETHANE DIMETHACRYLATES AND DENTAL RESTORATIVE COMPOSITIONS THEREOF

BisGMA is the most widely used resin in dental composites, however, it is being phased out for use due to potential long-term health effects. The present invention relates to a urethane dimethacrylate replacement candidate based on the reaction products of equal molar amounts of 2-hydroxypropylmethacrylate and 2-hydroxyethylmethacrylate with mixed-MDI. This resin is a viscous liquid at room temperature; however, formulations with reactive diluents produce low viscosity liquid with a refractive index comparable to bisGMA formulations, as well as having Young’s modulus comparable to bisGMA formulations. Unlike bisGMA this resin should have no negative health effects.

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Isoxazole derivatives

An isoxazole compound having the following formula: wherein R1 represents hydrogen, halogen, alkyl, alkoxy, hydroxyl, alkylthio, amino, alkanoyl, alkanoylamino, alkanoyloxy, alkoxycarbonyl, carboxy, (alkylthio)thiocarbonyl, carbamoyl, nitro or cyano; R2 represents an amino; m is 1; n is 1 to 6; ring A represents a phenyl ring or a naphthyl ring; and X represents oxygen or sulfur. The isoxazole compound has an excellent monoamine oxidase inhibitory activity, and is useful for treating Parkinson’s disease, depression and Alzheimer’s disease.

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Benzisoxazole – Wikipedia,
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