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ASYMMETRIC SYNTHESES FOR SPIRO-OXINDOLE COMPOUNDS USEFUL AS THERAPEUTIC AGENTS

This invention is directed to asymmetric syntheses of certain spiro-oxindole derivatives, which are useful for the treatment and/or prevention of sodium channel-mediated diseases or conditions, such as pain.

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

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Synthese et proprietes biologiques photoinduites de dioxinnocoumarines lineaires

Synthesis and photoinduced biological properties of linear dioxinocoumarins.Several dioxinocoumarins with a substituted or unsubstituted coumarin moiety were synthesized from commercially available 6-amino-1,4-benzodioxan.Qualitative assays on the photoinduced inhibition of growth in the yeast Saccharomyces cerevisiae indicate that two dioxinocoumarins are photobiologically active. The 5H-<2> benzopyrano<3,4-g><1,4>benzodioxin-5-one 1d is more active than angelicin but less active than 8-MOP.The 9-methyl-7H-pyrano<2,3-g><1,4>benzodioxin-7-one 1c is slightly less active than angelicin.

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

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PROCESS FOR PREPARING ALKOXY- AND ARYLOXY-PHENOLS

Process for preparing alkoxy- and aryloxy-phenols, comprising oxidizing the ketone of formula (I) with peracids to give the corresponding ester of formula (II) which is then hydrolysed to give the corresponding aryloxy- or alkoxy-phenol.

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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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Copper(II)-catalyzed hydroxylation of aryl halides using glycolic acid as a ligand

Copper(II)-catalyzed hydroxylation of aryl halides has been developed to afford functionalized phenols. The protocol utilizes the reagent combination of Cu(OH)2, glycolic acid, and NaOH in aqueous DMSO, all of which are cheap, readily available, and easily removable after the reaction. A broad range of aryl iodides and activated aryl bromides were transformed into the corresponding phenols in excellent yields. Moreover, it has been shown that C-O(alkyl)-coupled product, instead of phenol, can be predominantly formed under similar reaction conditions.

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

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SPIRO-OXINDOLE-DERIVATIVES AS SODIUM CHANNEL BLOCKERS

This invention is directed to spiro-oxindole compounds of formulas (I), (II), (III), as stereoisomers, enantiomers, tautomers thereof or mixtures thereof; or pharmaceutically acceptable salts, solvates or prodrugs thereof, for the treatment and/or prevention of sodium channel-mediated diseases or conditions, such as pain

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

New explortion of 6-Hydroxy-1,4-benzodioxane

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. name: 6-Hydroxy-1,4-benzodioxane, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 10288-72-9, in my other articles.

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Synthesis of a benzodioxinic analog of 8-methoxypsoralen

A synthesis of a benzodioxinic analog of 8-methyoxypsoralen (8-MOP), in 12 steps from the commercially available 6-acetyl-2,3-dihydro-1,4-benzodioxin is described.

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

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Orally active MMP-1 sparing alpha-tetrahydropyranyl and alpha-piperidinyl Sulfone matrix metalloproteinase (MMP) inhibitors with efficacy in cancer, arthritis, and cardiovascular disease

alpha-Sulfone-alpha-piperidine and alpha-tetrahydropyranyl hydroxamates were explored that are potent inhibitors of MMPs-2,-9, and-13 that spare MMP-1, with oral efficacy in inhibiting tumor growth in mice and left-ventricular hypertrophy in rats and in the bovine cartilage degradation ex vivo explant system. alpha-Piperidine 19v (SC-78080/SD-2590) was selected for development toward the initial indication of cancer, while alpha-piperidine and alpha-tetrahydropyranyl hydroxamates 19w (SC-77964) and 9i (SC-77774), respectively, were identified as backup compounds.

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

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MODULATORS OF THE INTEGRATED STRESS PATHWAY

Provided herein are compounds, compositions, and methods useful for the modulation of elF2B, for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

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

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BENZOXAZINES FOR ENHANCING SYNAPTIC RESPONSE

Compounds based on the benzoxazine ring system STR1 are disclosed for use in enhancing synaptic responses mediated by AMPA receptors. The compounds are effective in the treatment of subjects suffering from impaired nervous or intellectual functioning due to deficiencies in the number or strength of excitatory synapses or in the number of AMPA receptors. The compounds can also be used for the treatment of non-impaired subjects for enhancing performance in sensory-motor and cognitive tasks which depend on brain networks utilizing AMPA receptors, for improving the performance of subjects with memory deficiencies, for treating schizophrenia, and for improving memory encoding.

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