Art

J-GLOBAL ID：201702222030301442   Reference number：17A0495773

Convenient synthesis of memantine analogues containing a chiral cyclopropane skeleton as a sigma-1 receptor agonist

σ1受容体作動薬としてのキラルシクロプロパン骨格を含有するメマンチン類似体の簡便合成

Author (5)： Ezawa Tetsuya (Faculty of Pharmacy, Chiba Institute of Science, 15-8 Shiomi-cho, Choshi, Chiba 288-0025, Japan) ,  Kawashima Yuya (Faculty of Pharmacy, Chiba Institute of Science, 15-8 Shiomi-cho, Choshi, Chiba 288-0025, Japan) ,  Noguchi Takuya (Faculty of Pharmacy, Chiba Institute of Science, 15-8 Shiomi-cho, Choshi, Chiba 288-0025, Japan) ,  Jung Seunghee (Faculty of Pharmacy, Chiba Institute of Science, 15-8 Shiomi-cho, Choshi, Chiba 288-0025, Japan) ,  Imai Nobuyuki (Faculty of Pharmacy, Chiba Institute of Science, 15-8 Shiomi-cho, Choshi, Chiba 288-0025, Japan)
Material： Tetrahedron: Asymmetry  (Tetrahedron Asym)
Volume： 28  Issue： 2  Page： 266-281  Publication year： Feb. 15, 2017 
JST Material Number： T0907A  ISSN： 0957-4166  Document type： Article
Article type： 原著論文  Country of issue： United Kingdom (GBR)  Language： ENGLISH (EN)

Thesaurus term： alpha adrenergic agonist ,  *alicyclic compound ,  *cycloalkane ,  bridged compound ,  *secondary amine ,  regiospecific reaction ,  acetylation ,  cycloaddition
Semi thesaurus term： Simmons-Smith reaction ,  Adrenergic alpha-1 Receptor Agonists ,  *adamantane derivative ,  chiral compound ,  *Cyclopropanes ,  regioselective acylation

JST classification (4)： Bridged tri-or more-cyclic carbocyclic compounds  (CF06110B) ,  Cyclopropanes  (CF04020P) ,  Aliphatic alcohols  (CF03090H) ,  Aliphatic amines,imines,quaternary ammonium,immonium compounds  (CF03070L)

Substance index (15)： (1S,2R)-N-(1-Adamantyl)-2-(hydroxymethyl)-2β-phenylcyclopropane-1α-carboxamide ,  (1S,2R)-N-(1-Adamantyl)-2-(hydroxymethyl)-2β-(4-methoxyphenyl)cyclopropane-1α-carboxamide ,  (1S,2R)-N-(1-Adamantyl)-2-(hydroxymethyl)-2β-(4-methylphenyl)cyclopropane-1α-carboxamide ,  (1S,2R)-N-(1-Adamantyl)-2-(hydroxymethyl)-2β-(4-chlorophenyl)cyclopropane-1α-carboxamide ,  (1S,2R)-N-(1-Adamantyl)-2-(hydroxymethyl)-2β-(4-bromophenyl)cyclopropane-1α-carboxamide ,  1-Phenyl-2β-[(1-adamantylamino)methyl]cyclopropane-1β-methanol ,  (1R,2S)-1-(4-Methoxyphenyl)-2β-[(1-adamantylamino)methyl]cyclopropane-1β-methanol ,  (1R,2S)-1-(4-Methylphenyl)-2β-[(1-adamantylamino)methyl]cyclopropane-1β-methanol ,  (1R,2S)-1-(4-Chlorophenyl)-2β-[(1-adamantylamino)methyl]cyclopropane-1β-methanol ,  (1R,2S)-1-(4-Bromophenyl)-2β-[(1-adamantylamino)methyl]cyclopropane-1β-methanol ,  1-Phenyl-2β-[[methyl(1-adamantyl)amino]methyl]cyclopropane-1β-methanol ,  (1R,2S)-1-(4-Methoxyphenyl)-2β-[[methyl(1-adamantyl)amino]methyl]cyclopropane-1β-methanol ,  (1R,2S)-1-(4-Methylphenyl)-2β-[[methyl(1-adamantyl)amino]methyl]cyclopropane-1β-methanol ,  (1R,2S)-1-(4-Chlorophenyl)-2β-[[methyl(1-adamantyl)amino]methyl]cyclopropane-1β-methanol ,  (1R,2S)-1-(4-Bromophenyl)-2β-[[methyl(1-adamantyl)amino]methyl]cyclopropane-1β-methanol

Terms in the title (6)： σ1受容体 ,  作動薬 ,  骨格 ,  メマンチン ,  類似体 ,  簡便