88738-86-7Relevant articles and documents
LSD1 INHIBITORS
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Paragraph 0162-0164, (2017/05/20)
The present invention relates to compounds that inhibit LSD1 activity. In particular, the present invention relates to compounds, pharmaceutical compositions and methods of use, such as methods of treating cancer using the compounds and pharmaceutical com
The binding of synthetic retinoids to lipocalin β-lactoglobulins
Riihim?ki-Lampén, Laura H.,Vainio, Mikko J.,Vahermo, Mikko,Pohjala, Leena L.,Heikura, Jonna M. S.,Valkonen, Kaija H.,Virtanen, Vesa T.,Yli-Kauhaluoma, Jari T.,Vuorela, Pia M.
supporting information; experimental part, p. 514 - 518 (2010/05/19)
The binding of therapeutically relevant synthetic retinoid derivatives to bovine and reindeer β-lactoglobulin (βLG) is demonstrated using fluorescence quenching and ultrafiltration/HPLC methods. Furthermore, synthesis of methyl (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]-acrylate 4 and (E)-3-[4-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)vinyl]phenyl]acrylic acid 5 is described. All studied compounds bind to both βLG homologues with nanomolar Kd values, and the interaction diminishes the pH-dependent aggregation of retinoids. Thus, βLG may show benefits in improving the bioavailability of retinoid derivatives.
Syntheses of (rac)3-Substituted 4-Methoxycarbonyl-1,3-thiazolidine-2-thiones via Rearrangement of a Substituted Group from exo-S to N in (rac)2-Substituted Thio-4-methoxycarbonyl-Δ2-1,3-thiazolines
Nagao, Yoshimitsu,Inoue, Keiko,Yamaki, Masae,Takagi, Shuzo,Fujita, Eiichi
, p. 495 - 508 (2007/10/02)
Based on the previously obtained structural information, (rac)3-substituted 4-carboxy-1,3-thiazolidine-2-thiones 10 were designed as new aldose reductase inhibitors which might be helpful in treating the chronic complications of diabetes.After several trials to find efficient reaction conditions for preparation of the precursors 15 of compounds 10, a catalytic thermal rearrangement reaction of 14 proved to be practically available.Thus, various 3-substituted 4-methoxycarbonyl-1,3-thiazolidine-2-thiones 15a and 15d-t were readily synthesized by heating tha corresponding 2-substituted thio-Δ2-1,3-thiazolines 14a and 14d-t at 120 deg C in the presence of 0.1 mol eq of the corresponding halides 13a and 13d-t without any organic solvent (Sykes conditions).A plausible reaction pathway for the catalytic thermal rearrangement reaction of 14a or 14d-t is presented.Keywords - aldose reductase inhibitor; (rac)2-substituted thio-4-methoxycarbonyl-Δ2-1,3-thiazoline; (rac)3-substituted 4-methoxycarbonyl-1,3-thiazolidine-2-thione; Sykes-type reaction; rearrangement; stepwise cationic reaction; concerted bimolecular transition state