4-Hydroxy-TEMPO (original) (raw)
4-Hydroxy-2,2,6,6-tetramethylpiperidinyloxyl (4-Hydroxy-TEMPO) ist ein stabilisiertes Radikal, das als Oxidationsmittel eingesetzt werden kann. Die Reaktivität der Verbindung ähnelt der des 2,2,6,6-Tetramethylpiperidinyloxyl (TEMPO). Die zusätzliche Hydroxygruppe erlaubt eine Verknüpfung an andere Verbindungen.
| Property | Value |
|---|---|
| dbo:abstract | 4-hydroxy-TEMPO, jinak nazývané TEMPOL (systematický název (4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxyl) je organická sloučenina patřící mezi piperidiny a stabilní aminoxylové radikály. Jako i podobná sloučenina TEMPO se používá jako katalyzátor a oxidační činidlo; oproti němu je méně nákladné.Připravuje se z , získávaného kondenzací acetonu s amoniakem. Nízké náklady činí z této sloučeniny látku vhodnou pro průmysl. Příprava 4-hydroxy-TEMPO z , vzniklého kondenzací acetonu a amoniaku V biochemickém výzkumu má 4-hydroxy-TEMPO možné využití jako zachytávač . Katalyzuje disproporcionace superoxidů, usnadňuje metabolismus peroxidu vodíku a inhibuje reakce. 4-hydroxy-TEMPO a podobné nitroxidy jsou zkoumány jako možné antioxidanty. V průmyslu má 4-hydroxy-TEMPO využití jako složka stabilizátorů aminů, což jsou časté stabilizační přísady do plastů; také slouží jako , například v přečišťování styrenu. (cs) 4-Hydroxy-2,2,6,6-tetramethylpiperidinyloxyl (4-Hydroxy-TEMPO) ist ein stabilisiertes Radikal, das als Oxidationsmittel eingesetzt werden kann. Die Reaktivität der Verbindung ähnelt der des 2,2,6,6-Tetramethylpiperidinyloxyl (TEMPO). Die zusätzliche Hydroxygruppe erlaubt eine Verknüpfung an andere Verbindungen. (de) 4-Hydroxy-TEMPO or TEMPOL, formally 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl, is a heterocyclic compound. Like the related TEMPO, it is used as a catalyst and chemical oxidant by virtue of being a stable aminoxyl radical. Its major appeal over TEMPO is that is less expensive, being produced from triacetone amine, which is itself made via the condensation of acetone and ammonia. This makes it economically viable on an industrial scale. In biochemical research, 4-hydroxy-TEMPO has been investigated as an agent for limiting reactive oxygen species. It catalyzes the disproportionation of superoxide, facilitates hydrogen peroxide metabolism, and inhibits Fenton chemistry. 4-Hydroxy-TEMPO, along with related nitroxides, are being studied for their potential antioxidant properties. On an industrial-scale 4-hydroxy-TEMPO is often present as a structural element in hindered amine light stabilizers, which are commonly used stabilizers in plastics, it is also used as a polymerisation inhibitor, particularly during the purification of styrene. It is a promising model substance to inhibit SARS-CoV-2 RNA-dependent RNA polymerase. (en) TEMPOL（テンポール）または4−ヒドロキシTEMPOは、分子式C9H18NO2で表される有機化合物である。複素環式化合物の一種である。正式名称は4-ヒドロキシ-2,2,6,6-テトラメチルピペリジン-1-オキシル（英語版）という。 TEMPOと同様に、安定なラジカルとして酸化剤や触媒に使われる。TEMPOLの利点はTEMPOに比べて非常に価格が安いことである。TEMPOLはアンモニアとアセトンを濃縮して作られるトリアセトンアミンから合成される。値段が安いため、産業用としても利用されている。 医薬品では、活性酸素の分解を促進する物質となる。TEMPOLは超酸化物の不均化を触媒し、過酸化水素の代謝を促進し、フェントン試薬の体内での発生を抑えるはたらきがある。 (ja) 4-羟基-2,2,6,6-四甲基-1-氧化哌啶(4-羟基-TEMPO，TEMPOL）是一种有机化合物，化学式为C9H18NO2。在工业上，它可由下图所示方法合成： 它和乙酰氯反应，可以得到4-乙酰氧基-TEMPO；类似地，它和甲磺酰氯反应，可以得到4-甲磺酰氧基-TEMPO。 (zh) |
| dbo:alternativeName | tempol; tanol; TMPN; 4-Oxypiperidol; nitroxyl 2; HyTEMPO (en) |
| dbo:iupacName | (4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxyl (en) |
| dbo:thumbnail | wiki-commons:Special:FilePath/4-Hydroxy-TEMPO.svg?width=300 |
| dbo:wikiPageID | 32122780 (xsd:integer) |
| dbo:wikiPageLength | 5096 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID | 1110158488 (xsd:integer) |
| dbo:wikiPageWikiLink | dbr:Catalyst dbr:Hydrogen_peroxide dbr:Polymerisation_inhibitor dbc:Piperidines dbr:Acetone dbr:Ammonia dbc:Amine_oxides dbc:Free_radicals dbr:Fenton's_reagent dbr:Flow_battery dbr:Hindered_amine_light_stabilizers dbr:Heterocyclic_compound dbr:Superoxide dbr:TEMPO dbr:Disproportionation dbr:Reactive_oxygen_species dbr:Triacetone_amine dbr:Aminoxyl_radical dbr:Oxidant dbr:Nitroxide dbr:File:4-Hydroxy-TEMPO_synthesis01.svg |
| dbp:imagealt | Ball-and-stick model of the 4-hydroxy-TEMPO molecule (en) Skeletal formula of 4-hydroxy-TEMPO (en) |
| dbp:imagefile | 4 (xsd:integer) |
| dbp:imagesize | 175 (xsd:integer) |
| dbp:othernames | tempol; tanol; TMPN; 4-Oxypiperidol; nitroxyl 2; HyTEMPO (en) |
| dbp:pin | oxyl (en) |
| dbp:verifiedrevid | 456502836 (xsd:integer) |
| dbp:watchedfields | changed (en) |
| dbp:wikiPageUsesTemplate | dbt:Chembox dbt:Chembox_Hazards dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Reflist dbt:Cascite dbt:Chemspidercite dbt:Ebicite dbt:Fdacite dbt:GHS07 dbt:H-phrases dbt:P-phrases dbt:Stdinchicite |
| dcterms:subject | dbc:Piperidines dbc:Amine_oxides dbc:Free_radicals |
| gold:hypernym | dbr:Compound |
| rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 yago:WikicatAmineOxides yago:Abstraction100002137 yago:Atom114619225 yago:Chemical114806838 yago:Compound114818238 yago:FreeRadical114874196 yago:Material114580897 yago:Matter100020827 yago:Oxide114971519 yago:Part113809207 yago:PhysicalEntity100001930 yago:Relation100031921 dbo:ChemicalCompound yago:Substance100019613 yago:WikicatFreeRadicals |
| rdfs:comment | 4-Hydroxy-2,2,6,6-tetramethylpiperidinyloxyl (4-Hydroxy-TEMPO) ist ein stabilisiertes Radikal, das als Oxidationsmittel eingesetzt werden kann. Die Reaktivität der Verbindung ähnelt der des 2,2,6,6-Tetramethylpiperidinyloxyl (TEMPO). Die zusätzliche Hydroxygruppe erlaubt eine Verknüpfung an andere Verbindungen. (de) TEMPOL（テンポール）または4−ヒドロキシTEMPOは、分子式C9H18NO2で表される有機化合物である。複素環式化合物の一種である。正式名称は4-ヒドロキシ-2,2,6,6-テトラメチルピペリジン-1-オキシル（英語版）という。 TEMPOと同様に、安定なラジカルとして酸化剤や触媒に使われる。TEMPOLの利点はTEMPOに比べて非常に価格が安いことである。TEMPOLはアンモニアとアセトンを濃縮して作られるトリアセトンアミンから合成される。値段が安いため、産業用としても利用されている。 医薬品では、活性酸素の分解を促進する物質となる。TEMPOLは超酸化物の不均化を触媒し、過酸化水素の代謝を促進し、フェントン試薬の体内での発生を抑えるはたらきがある。 (ja) 4-羟基-2,2,6,6-四甲基-1-氧化哌啶(4-羟基-TEMPO，TEMPOL）是一种有机化合物，化学式为C9H18NO2。在工业上，它可由下图所示方法合成： 它和乙酰氯反应，可以得到4-乙酰氧基-TEMPO；类似地，它和甲磺酰氯反应，可以得到4-甲磺酰氧基-TEMPO。 (zh) 4-hydroxy-TEMPO, jinak nazývané TEMPOL (systematický název (4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxyl) je organická sloučenina patřící mezi piperidiny a stabilní aminoxylové radikály. Jako i podobná sloučenina TEMPO se používá jako katalyzátor a oxidační činidlo; oproti němu je méně nákladné.Připravuje se z , získávaného kondenzací acetonu s amoniakem. Nízké náklady činí z této sloučeniny látku vhodnou pro průmysl. Příprava 4-hydroxy-TEMPO z , vzniklého kondenzací acetonu a amoniaku 4-hydroxy-TEMPO a podobné nitroxidy jsou zkoumány jako možné antioxidanty. (cs) 4-Hydroxy-TEMPO or TEMPOL, formally 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl, is a heterocyclic compound. Like the related TEMPO, it is used as a catalyst and chemical oxidant by virtue of being a stable aminoxyl radical. Its major appeal over TEMPO is that is less expensive, being produced from triacetone amine, which is itself made via the condensation of acetone and ammonia. This makes it economically viable on an industrial scale. It is a promising model substance to inhibit SARS-CoV-2 RNA-dependent RNA polymerase. (en) |
| rdfs:label | 4-hydroxy-TEMPO (cs) 4-Hydroxy-2,2,6,6-tetramethylpiperidinyloxyl (de) 4-Hydroxy-TEMPO (en) TEMPOL (ja) 4-羟基-2,2,6,6-四甲基-1-氧化哌啶 (zh) |
| owl:sameAs | freebase:4-Hydroxy-TEMPO yago-res:4-Hydroxy-TEMPO wikidata:4-Hydroxy-TEMPO http://azb.dbpedia.org/resource/۴-هیدروکسی-تمپو dbpedia-cs:4-Hydroxy-TEMPO dbpedia-de:4-Hydroxy-TEMPO dbpedia-fa:4-Hydroxy-TEMPO dbpedia-ja:4-Hydroxy-TEMPO dbpedia-ka:4-Hydroxy-TEMPO dbpedia-sh:4-Hydroxy-TEMPO dbpedia-sr:4-Hydroxy-TEMPO dbpedia-zh:4-Hydroxy-TEMPO https://global.dbpedia.org/id/4HwEm |
| prov:wasDerivedFrom | wikipedia-en:4-Hydroxy-TEMPO?oldid=1110158488&ns=0 |
| foaf:depiction | wiki-commons:Special:FilePath/4-Hydroxy-TEMPO.svg wiki-commons:Special:FilePath/4-Hydroxy-TEMPO_radical_ball.png wiki-commons:Special:FilePath/4-Hydroxy-TEMPO_synthesis01.svg |
| foaf:isPrimaryTopicOf | wikipedia-en:4-Hydroxy-TEMPO |
| is dbo:wikiPageRedirects of | dbr:4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl dbr:4-hydroxy-TEMPO dbr:Tempol dbr:4-Hydroxytempo dbr:TEMPOL |
| is dbo:wikiPageWikiLink of | dbr:4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl dbr:4-hydroxy-TEMPO dbr:Triacetonamine dbr:Tempol dbr:4-Hydroxytempo dbr:TEMPOL |
| is foaf:primaryTopic of | wikipedia-en:4-Hydroxy-TEMPO |
