3469-09-8Relevant academic research and scientific papers
Isolation of a major metabolite (i-OHAP) of aprindine and its identification as N-[3-(N,N-diethylamino)propyl]-N-phenyl-2-aminoindan-5-ol
Shimizu, Mikiko,Takatori, Kazuhiko,Kajiwara, Masahiro,Ogata, Hiroyasu
, p. 530 - 534 (1998)
i-OHAP, a major metabolite of aprindine (AP), was isolated by TLC from rat feces and identified as N-13-(N,N-diethylamino)propyl]-N-phenyl-2- aminoindan-5-ol, based on 1H-NMR, the H-H correlation spectroscopy (COSY) spectrum, MS and LC-MS. Its
Synthesis of Indole-Dihydroisoquinoline Sulfonyl Ureas via Three-Component Reactions
Pearson, Stuart E.,Fillery, Shaun M.,Goldberg, Kristin,Demeritt, Julie E.,Eden, Jonathan,Finlayson, Jonathan,Patel, Anil
, p. 4963 - 4981 (2018/12/13)
Isoquinolines activated with sulfamoyl chlorides were reacted with indoles in a 3-component reaction to generate a library of dihydroisoquinoline derivatives. Using a differential protecting group strategy, products could be further derivatised. Synthesis of isoquinoline starting materials using several different methods is also described.
Silylative Kinetic Resolution of Racemic 1-Indanol Derivatives Catalyzed by Chiral Guanidine
Yoshimatsu, Shuhei,Yamada, Akira,Nakata, Kenya
, p. 452 - 458 (2018/02/19)
Efficient kinetic resolution of racemic 1-indanol derivatives was achieved using triphenylchlorosilane by asymmetric silylation in the presence of chiral guanidine catalysts. The chiral guanidine catalyst (R,R)-N-(1-(β-naphthyl)ethyl)benzoguanidine was found to be highly efficient as only 0.5 mol % catalyst loading was sufficient to catalyze the reaction of various substrates with appropriate conversion and high s-values (up to 89). This catalyst system was successfully applied to the gram-scale silylative kinetic resolution of racemic 1-indanol with high selectivity.
Enantioselective bioreduction of benzo-fused cyclic ketones with engineered: Candida glabrata ketoreductase 1-a promising synthetic route to ladostigil (TV3326)
Ou-Yang, Jingping,Zhang, Wenhe,Qin, Fengyu,Zuo, Weiguo,Xu, Shaoyu,Wang, Yan,Qin, Bin,You, Song,Jia, Xian
, p. 7374 - 7379 (2017/09/25)
Biocatalysis has been recently emerging as a promising alternative to traditional chemical synthesis because of its "green" characteristics and comparable selectivities, which accord with the concept of sustainable development and demand for asymmetric synthesis. In this study, whole-cell biocatalysts containing glucose dehydrogenase (GDH) and Candida glabrata ketoreductase 1 (CgKR1) variants were constructed. These biocatalysts were applied to the reduction of benzo-fused cyclic ketones and showed good to high activities and enantioselectivities. Particularly, CgKR1 variants displayed high activities (90.6%-98.4% conversions) and enantioselectivities (>99.9% ee) towards 5a, a key intermediate of ladostigil (TV3326). Based on these results, a chemoenzymatic synthesis of (S)-5b was developed by using biocatalytic asymmetric reduction as a key step, giving the product with a total yield of 34.0% and 99.9% ee.
Total Synthesis of (-)-Daphenylline
Yamada, Ryosuke,Adachi, Yohei,Yokoshima, Satoshi,Fukuyama, Tohru
supporting information, p. 6067 - 6070 (2016/05/19)
Total synthesis of (-)-daphenylline, a hexacyclic Daphniphyllum alkaloid, was achieved. Construction of the tricyclic DEF ring system was initiated by asymmetric Negishi coupling followed by an intramolecular Friedel-Crafts reaction. Installation of a side chain onto the tricyclic core was carried out through Sonogashira coupling, stereocontrolled Claisen rearrangement by taking advantage of the characteristic conformation of the tricyclic DEF core, and the stereoselective alkylation of a lactone. After the introduction of a glycine unit, the ABC ring system was stereoselectively constructed through intramolecular cycloaddition of the cyclic azomethine ylide.
Bimetallic Catalysis: Asymmetric Transfer Hydrogenation of Sterically Hindered Ketones Catalyzed by Ruthenium and Potassium
Slagbrand, Tove,Kivij?rvi, Tove,Adolfsson, Hans
, p. 3445 - 3449 (2015/11/10)
An efficient protocol for the asymmetric reduction of sterically hindered ketones under transfer-hydrogenation conditions was developed. The corresponding chiral alcohols were obtained in good to excellent yields with enantiomeric excess values up to 99 %. The role of the cation associated with the base present in the reduction reaction was investigated. In contrast to previous studies on this catalyst system, potassium ions rather than lithium ions significantly enhanced the reaction outcome.
FULLERENES WITH SUBSTITUTED INDENE-BASED GROUPS
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Page/Page column 8, (2014/01/08)
A compound of Formula (I): F-(lnd-Y) wherein F comprises a fullerene having a surface which comprises six-membered and five-membered rings, and Ind-Y is wherein Y is an electron donating group, is useful as an electron acceptor in an organic electronic device, especially an organic solar cell.
DERIVATIVES OF AMINOINDANES, THEIR PREPARATION AND THEIR APPLICATION IN THERAPEUTICS
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Page/Page column 42, (2011/10/03)
The instant invention relates to derivatives of formula (I) and their application in therapeutics.
Derivatives of aminoindanes, their preparation and their application in therapeutics
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Page/Page column 22, (2011/10/12)
The instant invention relates to derivatives of formula (I) and their application in therapeutics.
SUBSTITUTED FLUOROETHYL UREAS AS ALPHA 2 ADRENERGIC AGENTS
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Page/Page column 16, (2008/12/04)
Therapeutic compounds, and methods, compositions, and medicaments related thereto are disclosed herein.
