1121-46-6Relevant academic research and scientific papers
Design, synthesis, and biological evaluation of new inhibitors of the endocannabinoid uptake: Comparison with effects on fatty acid amidohydrolase
López-Rodríguez, María L.,Viso, Alma,Ortega-Gutiérrez, Silvia,Fowler, Christopher J.,Tiger, Gunnar,De Lago, Eva,Fernández-Ruiz, Javier,Ramos, José A.
, p. 1512 - 1522 (2003)
A new series of arachidonic acid derivatives were synthesized and evaluated as inhibitors of the endocannabinoid uptake. Most of them are able to inhibit anandamide uptake with IC50 values in the low micromolar range (IC50 = 0.8-24 μM). ln general, the compounds had only weak effects upon CB1, CB2, and VR1 receptors (Ki > 1000-10000 nM). In addition, there was no obvious relationship between the abilities of the compounds to affect anandamide uptake and to inhibit anandamide metabolism by fatty acid amidohydrolase (FAAH; IC50 = 30-113 μM). This indicates that the compounds do not exert their effects secondarily to FAAH inhibition. It is hoped that these compounds, particularly the most potent in this series (compound 5, UCM707, with IC50 values for anandamide uptake and FAAH of 0.8 and 30 μM, respectively), will provide useful tools for the elucidation of the role of the anandamide transporter system in vivo.
Highly diastereoselective N-acyliminium ion cyclization reactions of a tethered furan
Shengule, Sudhir R.,Ryder, Gregory,Willis, Anthony C.,Pyne, Stephen G.
, p. 10280 - 10285 (2012)
The acid catalysed cyclization reactions of tethered furan-4,5- dihydroxypyrrolid-2-ones and furan-4,5-diacetoxypyrrolid-2-ones, via their corresponding N-acyliminium ion intermediates, have been studied. In the case of the tethered furan-3,4-dihydroxypyrrolid-2-one 16, having a two carbon tether, the linearly fused tricyclic compound 18 was formed with high cis selectivity (cis/trans=84:16) when BF3·OEt2 was used as a catalyst. However, when the cyclization reaction was carried out on the related tethered furan-4,5-diacetoxypyrrolid-2-one 17, the linearly fused tricyclic compound 20 was formed as a single diastereoisomer with trans selectivity. In contrast, the attempted cyclization of the tethered furan-4,5-dihydroxypyrrolid- 2-one 26, having a one carbon tether, did not result in formation of the corresponding linearly fused tricyclic system, instead it formed the dimer 29 as a single diastereoisomer. Cyclization reactions of the related tethered furan-4,5-diacetoxypyrrolid-2-one 27 also failed to give the corresponding linearly fused tricyclic system or macrocycle.
One-Pot Cascade Synthesis of Fused Nitrogen-Containing Heterocycles in Aqueous Media - Utility of N -Protective Groups in Intramolecular Diels-Alder Reaction of Furan
Demircan, Aydin,Kandemir, Muhammet K.,Colak, Medine,Karaarslan, Muhsin
, p. 2873 - 2880 (2016)
A metal-free, thermal, intramolecular Diels-Alder (IMDA) reaction of furan in aqueous media without the use of microwave irradiation was investigated. Protection of the amine functionality and the cycloaddition reaction were performed as a one-pot, two-component process. Various nitrogen-protecting groups and their electronic and steric effects on the cycloaddition reaction were studied. The protection-intramolecular Diels-Alder reaction sequence proceeds under environmentally benign aqueous conditions, which are tolerated by substrates with a broad range of nitrogen-protecting groups such as benzyloxycarbonyl (Cbz), trityl, tert-butoxycarbonyl (Boc), trifluoroacetyl, tosyl, mesyl, and p-nosyl [(4-nitrophenyl)sulfonyl]. This study allowed the development of a stereoselective, tandem allylamine isomerization-Diels-Alder cycloaddition sequence leading to the rapid assembly of complex nitrogen-containing heterocycles in a simple one-pot process.
Unified Synthesis of Polycyclic Alkaloids by Complementary Carbonyl Activation**
Christmann, Mathias,He, Guoli,List, Benjamin
supporting information, p. 13591 - 13596 (2021/05/07)
A complementary dual carbonyl activation strategy for the synthesis of polycyclic alkaloids has been developed. Successful applications include the synthesis of tetracyclic alkaloids harmalanine and harmalacinine, pentacyclic indoloquinolizidine alkaloid nortetoyobyrine, and octacyclic β-carboline alkaloid peganumine A. The latter synthesis features a protecting-group-free assembly and an asymmetric disulfonimide-catalyzed cyclization. Furthermore, formal syntheses of hirsutine, deplancheine, 10-desbromoarborescidine A, and oxindole alkaloids rhynchophylline and isorhynchophylline have been achieved. Finally, a concise synthesis of berberine alkaloid ilicifoline B was completed.
Condensed polycyclic pyridone derivative and application thereof
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, (2021/06/06)
The invention belongs to the field of medicines, and particularly relates to a fused polycyclic pyridone derivative as shown in a formula I, pharmaceutically acceptable salts, solvates, including hydrates, polycrystals, prodrugs, eutectics, tautomers and stereoisomers thereof, and application of the fused polycyclic pyridone derivative and the pharmaceutically acceptable salts, the solvates, the tautomers and the stereoisomers. Particularly, the compound provided by the invention can be used as an anti-influenza drug with a CEN inhibition effect.
LIVER X RECEPTORS (LXR) MODULATORS
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, (2018/11/22)
The present invention relates to sulfonamide-, sulfinamide- or sulfonimidamide containing compounds which bind to the liver X receptor (LXRa and/or LXR?) and act preferably as inverse agonists of LXR.
Identification of 4-(2-furanyl)pyrimidin-2-amines as Janus kinase 2 inhibitors
Wang, Yazhou,Huang, Wei,Xin, Minhang,Chen, Pan,Gui, Li,Zhao, Xinge,Tang, Feng,Wang, Jia,Liu, Fei
, p. 75 - 83 (2016/12/22)
Janus kinases inhibitor is considered to have therapeutic potential for the treatment of oncology and immune-inflammatory diseases. Two series of 4-(2-benzofuranyl)pyrimidin-2-amine and 4-(4,5,6,7-tetrahydrofuro[3,2-c]pyridin-2-yl)pyrimidin-2-amine derivatives have been designed and synthesized. Primary SAR studies resulted in the discovery of a novel class of 4,5,6,7-tetrahydrofuro[3,2-c]pyridine based JAK2 inhibitors with higher potency (IC50of 0.7 nM) and selectivity (>30 fold) to JAK3 kinase than tofacitinib.
ORGANIC METAL COMPOUND, ORGANIC LIGHT-EMITTING DEVICES EMPLOYING THE SAME
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, (2017/07/26)
Organic metal compounds, and organic light-emitting devices employing the same are provided. The organic metal compound has a chemical structure represented by formula (I): wherein each R1 is independent and can be hydrogen, C1-12 al
Substituted furyl and piperidine derivative synthesis method
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, (2017/01/05)
The invention discloses a new method for synthesis of substituted furo-piperidine derivatives. The substituted furo-piperidine derivatives are synthesized based on furfural compound raw material which is cheap and easy to get and after a series of simple and practicable unit operations of condensation, reduction, Pictet-spengler reaction and the like.
Compounds with cardiac myosin activating function and pharmaceutical composition containing the same for treating or preventing heart failure
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, (2017/02/02)
The present invention relates to a compound having a cardiotonic activating function and a pharmaceutical composition containing the same. The composition comprising the compound according to the present invention is effective in preventing or treating heart failure. In addition, the compound is represented by chemical formula 2 or is pharmaceutically acceptable salt thereof.COPYRIGHT KIPO 2016
