About: Jimscaline

An Entity of Type: chemical substance, from Named Graph: http://dbpedia.org, within Data Space: dbpedia.org:8891

Jimscaline (C-(4,5,6-trimethoxyindan-1-yl)methanamine) is a conformationally-restricted derivative of the cactus-derived hallucinogen mescaline, which was discovered in 2006 by a team at Purdue University led by David E. Nichols. It acts as a potent agonist for the 5-HT2A and 5-HT2C receptors with the more active (R)-enantiomer having a Ki of 69 nM at the human 5-HT2A receptor, and around three times the potency of mescaline in drug-substitution experiments in animals. This discovery that the side chain of the phenethylamine hallucinogens could be constrained to give chiral ligands with increased activity then led to the later development of the super-potent benzocyclobutene derivative TCB-2.

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dbo:abstract
  • Jimscaline (C-(4,5,6-trimethoxyindan-1-yl)methanamine) is a conformationally-restricted derivative of the cactus-derived hallucinogen mescaline, which was discovered in 2006 by a team at Purdue University led by David E. Nichols. It acts as a potent agonist for the 5-HT2A and 5-HT2C receptors with the more active (R)-enantiomer having a Ki of 69 nM at the human 5-HT2A receptor, and around three times the potency of mescaline in drug-substitution experiments in animals. This discovery that the side chain of the phenethylamine hallucinogens could be constrained to give chiral ligands with increased activity then led to the later development of the super-potent benzocyclobutene derivative TCB-2. (en)
  • ジムスカリン(Jimscaline)は、サボテンに含まれる幻覚剤であるメスカリンの誘導体である。2006年にデヴィッド・E・ニコルズ率いるパデュー大学のチームによって発見された。及びに対する強いアゴニストとして作用する。より活性の高い(R)-エナンチオマーは、ヒトの5-HT2A受容体に対するKiが69 nMと、ムスカリンの約3倍高い。フェネチルアミンを側鎖に持つ幻覚剤は、高い活性を持つとして作用するという発見は、後にベンゾシクロブテン誘導体で非常に強い活性を持つの開発に繋がった。 (ja)
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  • 890309-57-6
dbo:pubchem
  • 11673493
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  • 19 (xsd:integer)
dbp:iupacName
  • -aminomethane (en)
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  • Uncontrolled (en)
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  • Oral (en)
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  • Jimscaline (C-(4,5,6-trimethoxyindan-1-yl)methanamine) is a conformationally-restricted derivative of the cactus-derived hallucinogen mescaline, which was discovered in 2006 by a team at Purdue University led by David E. Nichols. It acts as a potent agonist for the 5-HT2A and 5-HT2C receptors with the more active (R)-enantiomer having a Ki of 69 nM at the human 5-HT2A receptor, and around three times the potency of mescaline in drug-substitution experiments in animals. This discovery that the side chain of the phenethylamine hallucinogens could be constrained to give chiral ligands with increased activity then led to the later development of the super-potent benzocyclobutene derivative TCB-2. (en)
  • ジムスカリン(Jimscaline)は、サボテンに含まれる幻覚剤であるメスカリンの誘導体である。2006年にデヴィッド・E・ニコルズ率いるパデュー大学のチームによって発見された。及びに対する強いアゴニストとして作用する。より活性の高い(R)-エナンチオマーは、ヒトの5-HT2A受容体に対するKiが69 nMと、ムスカリンの約3倍高い。フェネチルアミンを側鎖に持つ幻覚剤は、高い活性を持つとして作用するという発見は、後にベンゾシクロブテン誘導体で非常に強い活性を持つの開発に繋がった。 (ja)
rdfs:label
  • Jimscaline (en)
  • ジムスカリン (ja)
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