Norfenfluramine (original) (raw)

About DBpedia

Norfenfluramine, or 3-trifluoromethylamphetamine, is a never-marketed drug of the amphetamine family that behaves as a serotonin and norepinephrine releasing agent and potent 5-HT2A, 5-HT2B, and 5-HT2C agonist. The action of norfenfluramine on 5-HT2B receptors on heart valves leads to a characteristic pattern of heart failure following proliferation of cardiac fibroblasts on the tricuspid valve, known as cardiac fibrosis. This side effect led to the withdrawal of fenfluramine as an anorectic agent worldwide, and to the withdrawal of benfluorex in Europe, as both fenfluramine and benfluorex form norfenfluramine as an active metabolite. It is a human TAAR1 agonist.

thumbnail

Property Value
dbo:abstract La norfenfluramine (3-trifluorométhylamphétamine) est une substance anorexigène appartenant au groupe des amphétamines. Ce serait aussi un psychotrope stimulant, en raison de propriétés sérotoninergiques : * stimulation de la libération de sérotonine ; * puissante activité agoniste vis-à-vis des récepteurs 5HT2B, mais cette activité est considérée comme négligeable (voir ci-dessous).La norfenfluramine n'a pas été commercialisée ; c'est un métabolite actif de trois médicaments, la fenfluramine (Pondéral), la dexfenfluramine (Isoméride) (sous forme S) et le benfluorex (Mediator), retirés du marché. (fr) Norfenfluramine, or 3-trifluoromethylamphetamine, is a never-marketed drug of the amphetamine family that behaves as a serotonin and norepinephrine releasing agent and potent 5-HT2A, 5-HT2B, and 5-HT2C agonist. The action of norfenfluramine on 5-HT2B receptors on heart valves leads to a characteristic pattern of heart failure following proliferation of cardiac fibroblasts on the tricuspid valve, known as cardiac fibrosis. This side effect led to the withdrawal of fenfluramine as an anorectic agent worldwide, and to the withdrawal of benfluorex in Europe, as both fenfluramine and benfluorex form norfenfluramine as an active metabolite. It is a human TAAR1 agonist. (en) ノルフェンフルラミン(Norfenfluramine)または3-トリフルオロメチルアンフェタミンはアンフェタミン系の薬剤で、セロトニン及びノルエピネフリンの、また、、の強いアゴニストである。心臓弁の5-HT2B受容体におけるノルフェンフルラミンの作用は、三尖弁の線維芽細胞が増殖後に特徴的なパターンの心不全を引き起こす。この副作用のため、世界中でとして用いられていたノルフェンフルラミンは市場から撤退した。また、ベンフルオレクスとはノルフェンフルラミンのであることから、ヨーロッパで用いられていたベンフルオレクスも用いられなくなった。ヒトののアゴニストとして作用する。 (ja) Norfenfluramina, também conhecida como 3-Trifluorometilanfetamina, é uma droga nunca comercializada da classe química das anfetaminas que atua como agente liberador de serotonina e noradrenalina, especialmente como agonista potente dos receptores 5-HT 2A, 5-HT2B e 5-HT2C. A ação da norfenfluramina nos receptores 5-HT2B nas válvulas cardíacas provoca o desenvolvimento característico de insuficiência cardíaca após a proliferação de fibroblastos na válvula tricúspide, de modo que provoca fibrose cardíaca. Esse efeito colateral levou à retirada da fenfluramina como agente anorexígeno em todo o mundo e à retirada do benfluorex [en] na Europa, pois tanto a fenfluramina quanto o benfluorex possuem a norfenfluramina como metabólito ativo. Também é um agonista do receptor associado a aminas traço do tipo 1 (TAAR1 [en]). (pt)
dbo:alternativeName 3-Trifluoromethylamphetamine (en)
dbo:iupacName 1-[3-(Trifluoromethyl)phenyl]propan-2-amine (en)
dbo:thumbnail wiki-commons:Special:FilePath/Norfenfluramine.png?width=300
dbo:wikiPageID 12864642 (xsd:integer)
dbo:wikiPageLength 4040 (xsd:nonNegativeInteger)
dbo:wikiPageRevisionID 1027088497 (xsd:integer)
dbo:wikiPageWikiLink dbr:Cardiac dbr:Potency_(pharmacology) dbr:Tricuspid_valve dbr:Benfluorex dbr:Anorectic dbr:Substituted_amphetamine dbc:Human_drug_metabolites dbc:Serotonin_receptor_agonists dbc:Trifluoromethyl_compounds dbr:TAAR1 dbc:Serotonin-norepinephrine_releasing_agents dbr:Active_metabolite dbr:Drug dbr:Agonist dbr:5-HT2A_receptor dbr:5-HT2B_receptor dbr:5-HT2C_receptor dbr:Fenfluramine dbr:Norepinephrine dbr:Cardiac_fibrosis dbr:Flucetorex dbc:5-HT2B_agonists dbc:Anorectics dbc:Substituted_amphetamines dbc:TAAR1_agonists dbr:Heart_valves dbr:Fibroblast dbr:Serotonin dbr:Side_effect dbr:Releasing_agent
dbp:imagealt Ball-and-stick model of the norfenfluramine molecule (en)
dbp:imagefile Norfenfluramine molecule ball from xtal.png (en) Norfenfluramine.png (en)
dbp:imagesize 200 (xsd:integer)
dbp:othernames 3 (xsd:integer)
dbp:pin 1 (xsd:integer)
dbp:verifiedrevid 422837453 (xsd:integer)
dbp:watchedfields changed (en)
dbp:wikiPageUsesTemplate dbt:Chembox dbt:Chembox_Hazards dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Monoamine_releasing_agents dbt:Nervous-system-drug-stub dbt:Phenethylamines dbt:Reflist dbt:Serotonin_receptor_modulators dbt:Cascite dbt:Chemspidercite dbt:Fdacite dbt:Stdinchicite dbt:TAAR_ligands dbt:Anorectics
dct:subject dbc:Human_drug_metabolites dbc:Serotonin_receptor_agonists dbc:Trifluoromethyl_compounds dbc:Serotonin-norepinephrine_releasing_agents dbc:5-HT2B_agonists dbc:Anorectics dbc:Substituted_amphetamines dbc:TAAR1_agonists
gold:hypernym dbr:Drug
rdf:type owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 yago:WikicatAnorectics yago:Anorexic109795751 yago:CausalAgent100007347 yago:LivingThing100004258 yago:Object100002684 yago:Organism100004475 yago:Person100007846 yago:PhysicalEntity100001930 yago:YagoLegalActor yago:YagoLegalActorGeo dbo:ChemicalCompound dbo:Drug yago:SickPerson110595647 yago:Unfortunate109630641 yago:Whole100003553 umbel-rc:ChemicalSubstanceType
rdfs:comment Norfenfluramine, or 3-trifluoromethylamphetamine, is a never-marketed drug of the amphetamine family that behaves as a serotonin and norepinephrine releasing agent and potent 5-HT2A, 5-HT2B, and 5-HT2C agonist. The action of norfenfluramine on 5-HT2B receptors on heart valves leads to a characteristic pattern of heart failure following proliferation of cardiac fibroblasts on the tricuspid valve, known as cardiac fibrosis. This side effect led to the withdrawal of fenfluramine as an anorectic agent worldwide, and to the withdrawal of benfluorex in Europe, as both fenfluramine and benfluorex form norfenfluramine as an active metabolite. It is a human TAAR1 agonist. (en) ノルフェンフルラミン(Norfenfluramine)または3-トリフルオロメチルアンフェタミンはアンフェタミン系の薬剤で、セロトニン及びノルエピネフリンの、また、、の強いアゴニストである。心臓弁の5-HT2B受容体におけるノルフェンフルラミンの作用は、三尖弁の線維芽細胞が増殖後に特徴的なパターンの心不全を引き起こす。この副作用のため、世界中でとして用いられていたノルフェンフルラミンは市場から撤退した。また、ベンフルオレクスとはノルフェンフルラミンのであることから、ヨーロッパで用いられていたベンフルオレクスも用いられなくなった。ヒトののアゴニストとして作用する。 (ja) La norfenfluramine (3-trifluorométhylamphétamine) est une substance anorexigène appartenant au groupe des amphétamines. Ce serait aussi un psychotrope stimulant, en raison de propriétés sérotoninergiques : * stimulation de la libération de sérotonine ; * puissante activité agoniste vis-à-vis des récepteurs 5HT2B, (fr) Norfenfluramina, também conhecida como 3-Trifluorometilanfetamina, é uma droga nunca comercializada da classe química das anfetaminas que atua como agente liberador de serotonina e noradrenalina, especialmente como agonista potente dos receptores 5-HT 2A, 5-HT2B e 5-HT2C. A ação da norfenfluramina nos receptores 5-HT2B nas válvulas cardíacas provoca o desenvolvimento característico de insuficiência cardíaca após a proliferação de fibroblastos na válvula tricúspide, de modo que provoca fibrose cardíaca. Esse efeito colateral levou à retirada da fenfluramina como agente anorexígeno em todo o mundo e à retirada do benfluorex [en] na Europa, pois tanto a fenfluramina quanto o benfluorex possuem a norfenfluramina como metabólito ativo. Também é um agonista do receptor associado a aminas traço d (pt)
rdfs:label Norfenfluramine (fr) ノルフェンフルラミン (ja) Norfenfluramine (en) Norfenfluramina (pt)
owl:sameAs freebase:Norfenfluramine yago-res:Norfenfluramine wikidata:Norfenfluramine http://azb.dbpedia.org/resource/نورفن‌فلورآمین dbpedia-fa:Norfenfluramine dbpedia-fr:Norfenfluramine dbpedia-ja:Norfenfluramine dbpedia-pt:Norfenfluramine dbpedia-sh:Norfenfluramine dbpedia-sr:Norfenfluramine https://global.dbpedia.org/id/2qaaM
prov:wasDerivedFrom wikipedia-en:Norfenfluramine?oldid=1027088497&ns=0
foaf:depiction wiki-commons:Special:FilePath/Norfenfluramine.png wiki-commons:Special:FilePath/Norfenfluramine_molecule_ball_from_xtal.png
foaf:isPrimaryTopicOf wikipedia-en:Norfenfluramine
is dbo:wikiPageRedirects of dbr:C10H12F3N dbr:3-Trifluoromethylamphetamine dbr:(±)-Norfenfluramine dbr:(±)-norfenfluramine
is dbo:wikiPageWikiLink of dbr:List_of_banned_substances_in_Major_League_Baseball dbr:List_of_compounds_with_carbon_number_10 dbr:List_of_drugs_banned_by_the_World_Anti-Doping_Agency dbr:Benfluorex dbr:List_of_MeSH_codes_(D02) dbr:Substituted_amphetamine dbr:List_of_psychedelic_drugs dbr:Gepefrine dbr:Levofenfluramine dbr:C10H12F3N dbr:Trifluoromethylaminoindane dbr:3-Fluoroamphetamine dbr:3-Methoxyamphetamine dbr:3-Methylamphetamine dbr:5-HT2B_receptor dbr:5-HT2C_receptor dbr:5-HT_receptor dbr:Fenfluramine dbr:PRX-08066 dbr:Dexfenfluramine dbr:Monoamine_releasing_agent dbr:Substituted_phenethylamine dbr:Serotonin–norepinephrine_releasing_agent dbr:3-Trifluoromethylamphetamine dbr:(±)-Norfenfluramine dbr:(±)-norfenfluramine
is foaf:primaryTopic of wikipedia-en:Norfenfluramine