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SYNTHESIS AND STRUCTURE OF E,Z-ISOMERIC FIVE-MEMBERED CYCLIC alpha-KETO-N-METHYL NITRONES

The respective E-isomeric nitrones were obtained by methylation of the monooximes of cyclic alpha-diketones.The photochemical transformation of five-membered cyclic E-alpha-keto-N-methyl nitrones into the thermodynamically less stable Z isomers was realized for the first time, and the conditions for the preparative realization of the process were determined.Detailed investigation of the IR, UV, PMR and 13C NMR spectra and the dipole moments of the obtained nitrones showed that the dipole moments and PMR spectra are most suitable for determinig the configuration (E or Z).

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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SPIRO EPOXIDES AS INTERMEDIATES

The present invention provides compounds of formula (I) wherein the substituents are as defined in claim 1. The compounds are suitable intermediates in the preparation of herbicidally active 4-phenyl-3,5-pyrandiones, 4-phenyl-3,5-thiopyrandiones and 6-phenylcyclohexane-1,3,5-triones.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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THE EFFECTS OF SUBSTITUENS AND SOLVENT POLARITY ON PHOTOCHEMICAL <1.3> SIGMATROPIC SHIFTS. EXPERIMENTAL EVIDENCE IN FAVOUR OF THE OCCURRENCE OF SUDDEN POLARIZATION IN ACYCLIC ALKENES

Furher experimental evidence regarding the occurence of sudden polarization in acyclic alkenes is presented.It is shown that the yield of formation of the product derived from an intramolecular photochemical <1,3>-OH shift in the 1 is dependent only on the polarity of the solvent employed.This result could be well explained in terms of a stabilization of the zwitterionic intermediate formed upon irradiation of 1 by reorientation polarization of the dipole solvent molecules.Besides this, it was found that replacement of the alkyl group at the terminal carbon atom of the C3-C9 exocyclic double bond in 1 by a phenyl substituent led to the occurence of a photochemical <1.3>-H shift.This directive effect of the substituents at the exocyclic double bond could be well explained on the basis of the sudden polarization model.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Kit for preparing a technetium-99m myocardial imaging agent

A myocardial imaging agent for use in humans comprising a Tc(III) complex ligated in a planar position by a tetradentate ligand having incorporated therein four hard atotms and two furanone rings and in the axial positions by phosphines containing dioxanyl or ether moieties. The agent exhibits improved biodistribution, improved labeling and extremely rapid blood clearance following administration to a human. The agent has high myocardial uptake accompanied with exceptionally rapid hepatobilary clearance and extensive renal clearance to give sufficiently high heart/liver and heart/lung ratio that provide nearly ideal myocardial images in humans. A kit for producing the myocardial imaging agent is provided.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Optimization of Manganese Coupling Reaction for Kilogram-Scale Preparation of Two Aryl-1,3-dione Building Blocks

Aryl-1,3-diones represent a promising new class of herbicidal acetyl-CoA carboxylase (ACCase) inhibitors. The original synthesis of this structural motif employed in the research phase involved a selenium oxide mediated oxidation, the use of diazoacetate and aryl lead reagents, and a low temperature oxidation of an aryl lithium intermediate, so it was not well suited to large scale synthesis. For kilogram scale synthesis of the two aryl-1,3-dione building blocks (3 and 4), we developed an alternative route which employs a manganese or manganese-copper catalyzed alkyl Grignard coupling and a semi-pinacol rearrangement of an epoxide as the key steps. The optimized conditions could be of general interest as scalable methods for the synthesis of 2-alkyl substituted benzaldehydes and of 2-aryl-1,3-diones.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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New benzylcyclanone derivatives process for preparing them and cosmetic and pharmaceutical compositions containing them

The invention relates to the benzylcyclanone derivatives of formula: STR1 where R1 and R3 denote H, OH, linear or branched C1 -C8 alkyl or linear or branched C1 -C8 alkoxy, R2 and R4 represent H or OH, at least one of the two being OH, R5, R6, R7 and R8 represent H, C1 -C18 alkyl, aralkyl or aryl, it being possible for R5 and R6 and/or R7 and R8 to form an optionally substituted, saturated C5 -C12 ring, X represents O or –(CR9 R10)n with n=1 or 2 and R9 and R10 represent H or CH3 ; if X represents –(CR9 R10)n, R6 and R8, with the atoms of the ring to which they are attached, form a bicyclic system having 7 or 8 carbon atoms; if X represents –(CR9 R10)n with n=1, R9 and R10 =CH3, R5 =H and R6 and R8, with the atoms of the ring to which are attached, form a bicyclic system having 7 carbon atoms, R7 can represent a –CH2 SO3 H residue, optionally in salt form. Process for preparing these compounds and their use as antioxidants and medicinal products for the treatment of skin allergies and inflammations.

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Tetrahydrofuran – Wikipedia,
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NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS

The present application relates to thiazolylidene containing compounds of formula (I) wherein R1, R2, R3, and R4 are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and compositions.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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SUBSTITUTED PYRAZOLES AS N-TYPE CALCIUM CHANNEL BLOCKERS

Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds are represented by Formula (I) as follows: wherein R1, R2, ring A, and G are defined herein.

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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Modeling, synthesis, and biological evaluation of potential retinoid X receptor (RXR) selective agonists: Novel analogues of 4-[1-(3,5,5,8,8- Pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)ethynyl]benzoic Acid (Bexarotene) and (E)-3-(3-(1,2,3,4-tetrahydro-1,1,4,4,6-pentamethylnaphthalen-7-yl) -4-hydroxyphenyl)acrylic acid (CD3254)

Three unreported analogues of 4-[1-(3,5,5,8,8-pentamethyl-5-6-7-8- tetrahydro-2-naphthyl)ethynyl]benzoic acid (1), otherwise known as bexarotene, as well as four novel analogues of (E)-3-(3-(1,2,3,4-tetrahydro-1,1,4,4,6- pentamethylnaphthalen-7-yl)-4-hydroxyphenyl)acrylic acid (CD3254), are described and evaluated for their retinoid X receptor (RXR) selective agonism. Compound 1 has FDA approval as a treatment for cutaneous T-cell lymphoma (CTCL), although treatment with 1 can elicit side-effects by disrupting other RXR-heterodimer receptor pathways. Of the seven modeled novel compounds, all analogues stimulate RXR-regulated transcription in mammalian 2 hybrid and RXRE-mediated assays, possess comparable or elevated biological activity based on EC50 profiles, and retain similar or improved apoptotic activity in CTCL assays compared to 1. All novel compounds demonstrate selectivity for RXR and minimal crossover onto the retinoic acid receptor (RAR) compared to all-trans-retinoic acid, with select analogues also reducing inhibition of other RXR-dependent pathways (e.g., VDR-RXR). Our results demonstrate that further improvements in biological potency and selectivity of bexarotene can be achieved through rational drug design.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

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Synthesis and oxidative behaviour of reduced indeno<1,2-b>quinoxalines and benzophenazines

New routes to tetracyclic quinoxalines have been explored and their oxidative behaviour has been examined.Only if such compounds are devoid of benzylic hydrogen atoms are the corresponding cation radicals stable.Attempts to prepare certain polymethylated quinoxalines failed because of steric problems, and evidence is presented to show that in the case of some monohydrochloride salts proton migration between two nitrogen atoms is discernable through 1H NMR spectroscopy.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem