Search results for "Diazomethane"

showing 10 items of 13 documents

Die vollständige methylierung phenolischer hydroxylgruppen von struktureinheitlichen mehrkernverbindungen

1965

Die phenolischen Hydroxylgruppen von aus p-Kresol und Formaldehyd hergestellten Mehrkernverbindungen liesen sich nicht mit Methyljodid oder Diazomethan vollstandig methylieren. Wie Loslichkeitsversuche zeigten, sind die untersuchten Mehrkernverbindungen weder als Kryptophenole4,5 noch als behinderte Phenole7 anzusehen; es liegen phenolische Verbindungen mit ausergewohnlichem Reaktionsverhalten vor. Durch Behandeln der Verbindungen in Dioxan mit metallischem Natrium und Dimethylsulfat gelang die Herstellung der Permethylather. Das ist ein weiterer Beweis fur die angegebene Kettenstruktur der Mehrkernverbindungen. Der Versuch, auch halogenhaltige Mehrkernverbindungen an den Hydroxylgruppen au…

Dimethyl sulfatechemistry.chemical_compoundChain structureReaction behaviorchemistryDiazomethanePolymer chemistryHalogenFormaldehydeMethyl iodideDie Makromolekulare Chemie
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Metabolism of n-Butyl Benzyl Phthalate in the Female Wistar Rat. Identification of New Metabolites

1999

International audience; n-Butyl benzyl phthalate (BBP), a plasticizer used in polyvinylchloride (PVC) and other polymers, has been orally administered to female Wistar rats with four doses (150, 475, 780 and 1500 mg/kg body weight/day) for 3 consecutive days. Metabolites recovered in urines were analysed by gas chromatography±mass spectrometry (GC±MS) after 24, 48 and 72 hours. Six metabolites were identi®ed. Mono-n-butyl phthalate (MBuP) and mono-n-benzyl phthalate (MBeP) represented respectively 29± 34% and 7±12 % of the total recovered metabolites. Hippuric acid, the main metabolite of benzoic acid, represented the second major metabolite (51±56%). Phthalic acid, benzoic acid and an o-ox…

MetabolitePhthalic Acids[SDV.TOX.TCA]Life Sciences [q-bio]/Toxicology/Toxicology and food chainUrine010501 environmental sciencesToxicology01 natural sciencesGas Chromatography-Mass Spectrometry03 medical and health scienceschemistry.chemical_compoundPharmacokineticsPlasticizersFemale rat.MetabolitesAnimalsToxicokineticsn-butyl benzyl phthalateRats Wistar030304 developmental biology0105 earth and related environmental sciencesBenzoic acid0303 health sciencesChromatographyMolecular StructureHippuratesPhthalateHippuric acidGeneral MedicineRats3. Good healthPhthalic acidTeratogensMetabolismDiazomethane[SDV.TOX.TCA] Life Sciences [q-bio]/Toxicology/Toxicology and food chainchemistryFemaleOxidation-ReductionFood ScienceFood and Chemical Toxicology
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Horseradish peroxidase-catalyzed oxidation of chlorophyll a with hydrogen peroxide

2010

Horseradish peroxidase was verified to catalyze, without any phenol, the hydrogen peroxide oxidation of chlorophyll a (Chl a), solubilized with Triton X-100. The 13(2)(S) and 13(2)(R) diastereomers of 13(2)-hydroxyChl a were characterized as major oxidation products (ca. 60%) by TLC on sucrose, UV-vis, (1)H, and (13)C NMR spectra, as well as fast-atom bombardment MS. A minor amount of the 15(2)-methyl, 17(3)-phytyl ester of Mg-unstable chlorin was identified on the basis of its UV-vis spectrum and reactivity with diazomethane, which converted it to the 13(1),15(2)-dimethyl, 17(3)-phytyl ester of Mg-purpurin 7. The side products (ca. 10%) were suggested to include the 17(3)-phytyl ester of M…

Pheophytin0303 health sciencesbiologyChemistryDiazomethaneBiophysicsCell Biology010402 general chemistryPhotochemistry01 natural sciencesHorseradish peroxidaseBiochemistry0104 chemical sciences03 medical and health scienceschemistry.chemical_compoundDeprotonationChlorinbiology.proteinReactivity (chemistry)Hydrogen peroxide030304 developmental biologyPeroxidaseBiochimica et Biophysica Acta (BBA) - Bioenergetics
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Die vielfältigen additionsprodukte von phenylen-, naphthylen-, biphenylylen- und methylendiphenylendimethacrylaten mit radikalen aus 2,2'-azoisobutyr…

1976

Die Reaktionen von Phenylen-, Naphthylen-, Biphenylylen- und Methylendiphenylendimethacrylaten (1–4) wurden teils mit 2,2'-Azoisobutyronitril (AIBN) in Substanz oder anionisch in Losung mit Butyllithium oder Natriumdihydronaphthylid (Naphthalinnatrium), teils mit grosem Uberschus an AIBN stark verdunnt in siedendem Benzol durchgefuhrt. Neben unloslichen (vernetzten) Polymeren wurden losliche erhalten, darunter Cyclopolymere vom Typ 9, wie die Ergebnisse der Hydrolyse und anschliesende Umsetzung mit Diazomethan zu Poly(methacrylsaure-methylester)n zeigten. Die Verdunnungsreaktion ergab die Produkte 5 der unterdruckten Polymerisation, der innermolekularen Addition mit Kopf/Schwanz- und Schwan…

Polymers and PlasticsChemistryDiazomethaneMedicinal chemistrySolventchemistry.chemical_compoundHydrolysisColloid and Surface ChemistryPolymerizationMethacrylic acidPhenylenePolymer chemistryMaterials ChemistryButyllithiumPhysical and Theoretical ChemistryMethyl methacrylateDie Makromolekulare Chemie
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Clerodane diterpenoids from Salvia splendens.

2006

Four new clerodane diterpenoids, salvisplendins A-D (1-4), have been isolated from an acetone extract of the flowers of SalVia splendens, together with an artifact (5), arising from salvisplendin D (4) by addition of diazomethane, and the already known clerodane olearin (6). The structures of the new compounds (1-5) were established mainly by 1D and 2D NMR spectroscopic studies and, in the case of salvisplendin A (1), by chemical correlation with splenolide B (7). Complete 1H and 13C NMR assignments for olearin (6), not published hitherto, are also reported.

StereochemistryPharmaceutical ScienceFlowersSalviaAnalytical ChemistryDiterpenes Clerodanechemistry.chemical_compoundFour new clerodane diterpenoids salvisplendins A-D (1-4) have been isolated from an acetone extract of the flowers of SalVia splendens together with an artifact (5) arising from salvisplendin D (4) by addition of diazomethane and the already known clerodane olearin (6). The structures of the new compounds (1-5) were established mainly by 1D and 2D NMR spectroscopic studies and in the case of salvisplendin A (1) by chemical correlation with splenolide B (7). Complete 1H and 13C NMR assignments for olearin (6) not published hitherto are also reportedDrug DiscoveryOrganic chemistrySalviaNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationPlants MedicinalbiologyMolecular StructureChemistryDiazomethaneOrganic ChemistryCarbon-13 NMRbiology.organism_classificationChemical correlationTerpenoidComplementary and alternative medicineItalyMolecular MedicineDiterpeneTwo-dimensional nuclear magnetic resonance spectroscopyLactoneJournal of natural products
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Synthesis, X-ray Structure Determination, and Comprehensive Photochemical Characterization of (Trifluoromethyl)diazirine-Containing TRPML1 Ligands

2021

Potential (trifluoromethyl)diazirine-based TRPML1 ion channel ligands were designed and synthesized, and their structures were determined by single-crystal X-ray diffraction analysis. Photoactivation studies via 19F NMR spectroscopy and HPLC-MS analysis revealed distinct kinetical characteristics in selected solvents and favorable photochemical properties in an aqueous buffer. These photoactivatable TRPML activators represent useful and valuable tools for TRPML photoaffinity labeling combined with mass spectrometry.

TrifluoromethylPhotoaffinity labelingTRPML010405 organic chemistryX-RaysOrganic ChemistryX-rayPhotoaffinity LabelsLigands010402 general chemistryPhotochemistryMass spectrometry01 natural sciencesMass Spectrometry0104 chemical sciencesCharacterization (materials science)chemistry.chemical_compoundDiazomethanechemistry540 ChemistryDiazirine570 Life sciences; biologyIon channelThe Journal of Organic Chemistry
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Vergleichende Untersuchung zur Diastereoselektivität derO-Methylierung von sterisch behinderten β-Ketocarbonsäureestern und ihren Enolen

1990

Diastereoselectivity of the O-Methylation of Sterically Hindered β-Ketocarboxylates and Their Enols The enols 1a, b, and 1c, which exists almost completely in the keto form, have been methylated at the oxygen atom with diazomethane. The regioselective reaction can be catalyzed by methanol, but may loose in that case the diastereoselectivity. A comparison with the methylation of the enolates by iodomethane is discussed.

chemistry.chemical_classificationSteric effectsDiazomethaneOrganic ChemistryRegioselectivityMethylationMedicinal chemistryCatalysischemistry.chemical_compoundOxygen atomchemistryEnol etherOrganic chemistryMethanolPhysical and Theoretical ChemistryLiebigs Annalen der Chemie
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Scandium-catalyzed preparation of cytotoxic 3-functionalized quinolin-2-ones: Regioselective ring enlargement of isatins or imino isatins

2012

Trimethylsilyldiazomethane in the presence of catalytic amounts of Sc(OTf) 3 smoothly promotes the ring expansion of isatins or imino isatins to efficiently afford 3-functionalized quinolin-2-ones through controlled ring enlargement. Whereas the ring-expansion reaction of azetidine-2,3-diones led to the adduct resulting from migration of the carbonyl group, the ring-expansion reaction of oxindole derivatives gave the adduct resulting from migration of the aryl group. To rationalize the experimental observations, theoretical studies have been performed. Moreover, the biological activity of some of the synthesized heterocycles has been evaluated in four cancer cell lines. © 2012 Wiley-VCH Ver…

chemistry.chemical_compoundChemistryStereochemistryArylRegioselectivityHomogeneous catalysisOxindoleGeneral ChemistryTrimethylsilyldiazomethaneRing (chemistry)Medicinal chemistryAdductCatalysis
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ChemInform Abstract: Synthesis and Spectroscopic Characterizations of Both 1-Ethyl-4,8- dihydro-10-methoxy-3-methyl-8-R1-6-R2-dipyrazolo(3,4-b:4′,3′-…

2010

The non-selective methylation of compounds 3a-d using ethereal diazomethane, allowed the synthesis of isomers 4 and 5 which were useful intermediates for the preparation, by a simple approach, of the title compounds 7 and 9. A complete assignment of the chemical shifts to the carbon atoms of the compounds 7 and 9 was performed by different nmr experiments, such as DEPT and XHDEPT for onebond CH correlations and COLOC experiments for long-range C-H correlations.

chemistry.chemical_compoundChemistryStereochemistryDiazomethaneChemical shiftchemistry.chemical_elementGeneral MedicineMethylationDEPTCarbonMedicinal chemistryChemInform
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Über die mikrobiologische Umwandlung N-haltiger Substrate. 3. Mitt.: Über die Konstitutionsaufklärung von Umwandlungsprodukten des 5-Hydroxyindols du…

1968

In Schuttelkulturen von Cordyceps militaris entstehen aus 5-Hydroxyindol zwei neue Substanzen, die nach Chromatographie an Polyamidsaulen und nachfolgender Isolierung auf Grund ihres chemischen Verhaltens gegenuber Diazomethan sowie ihrer Elementaranalysen, IR-, Massen-und NMR-Spektren als ω-N-Acetyl-5-hydroxy-tryptophan und ω-N-Acetyl-serotonin identifiziert wurden. Two new substances are produced in submerged cultures of Cordyceps militaris fed with 5-hydroxyindole. These substances, separated by column chromatography with polyamide and isolated afterwards, have been identified as ω-N-acetyl-5-hydroxytryptophan and ω-N-acetyl-serotonin by their reaction with diazomethane, by elementary an…

chemistry.chemical_compoundChromatographyColumn chromatographychemistrybiologyDiazomethaneStereochemistryDrug DiscoveryCordyceps militarisPharmaceutical ScienceSerotonin biosynthesisMass spectrometrybiology.organism_classificationArchiv der Pharmazie
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