7790-86-5Relevant articles and documents
Oxa-adamantyl cannabinoids
Ho, Thanh C.,Tius, Marcus A.,Nikas, Spyros P.,Tran, Ngan K.,Tong, Fei,Zhou, Han,Zvonok, Nikolai,Makriyannis, Alexandros
supporting information, (2021/03/14)
As a continuation of earlier work on classical cannabinoids bearing bulky side chains we report here the design, synthesis, and biological evaluation of 3′-functionalized oxa-adamantyl cannabinoids as a novel class of cannabinergic ligands. Key synthetic steps involve nucleophilic addition/transannular cyclization of aryllithium to epoxyketone in the presence of cerium chloride and stereoselective construction of the tricyclic cannabinoid nucleus. The synthesis of the oxa-adamantyl cannabinoids is convenient, and amenable to scale up allowing the preparation of these analogs in sufficient quantities for detailed in vitro evaluation. The novel oxa-adamantyl cannabinoids reported here were found to be high affinity ligands for the CB1 and CB2 cannabinoid receptors. In the cyclase assay these compounds were found to behave as potent and efficacious CB1 receptor agonists. Isothiocyanate analog AM10504 is capable of irreversibly labeling both the CB1 and CB2 receptors.
Thermodynamic stability of RECl3·xH2O (RE = Ce, Pr) determined by dynamic transpiration technique
Sahoo,Mishra,Kumar, Raj,Kain, Vivekanand
, p. 1183 - 1193 (2019/07/17)
In the present study, decomposition mechanism of CeCl3·xH2O(s) and PrCl3·xH2O(s) was investigated using thermogravimetry, differential thermal analysis and evolved gas analysis techniques. Intermediate products formed in the dehydration of RE (Ce, Pr) Cl3·xH2O(s) were characterized by X-ray diffraction analyses. Thermodynamic stability of the RECl3·xH2O(s) and their intermediate products has been determined from the vapor pressure of water measured over the compounds employing dynamic transpiration technique.
Two Series of New Volatile Rare-Earth Metal Tris(guanidinates) and Tris(amidinates)
Tutacz, Peter,Harmgarth, Nicole,Z?rner, Florian,Liebing, Phil,Hilfert, Liane,Engelhardt, Felix,Busse, Sabine,Edelmann, Frank T.
, p. 1653 - 1659 (2018/10/31)
Two series of new volatile, homoleptic lanthanide(III) tris(guanidinate) and tris(amidinate) complexes were synthesized and fully characterized. Treatment of anhydrous rare-earth metal(III) chlorides, LnCl3, with three equiv. of the aziridine-derived lithium guanidinate Li[c-C2H4NC(NiPr)2] (3) afforded the new homoleptic tris(guanidinate) complexes [c-C2H4NC(NiPr)2]3Ln (4) (Ln = Sc, Pr, Nd, Sm, Eu, Ho, Tm) in good yields (68–80 %). In a similar manner, the homoleptic tris(amidinate) complexes [iPrC(NiPr)2]3Ln (6) Ln = Sc, Ce, Pr, Nd, Tb, Dy, Er, Yb) were prepared from LnCl3 and the all-isopropyl-substituted lithium amidinate Li[iPrC(NiPr)2] (5) in a molar ratio of 1:3. Variable-temperature 1H NMR studies of the paramagnetic derivatives 4Pr–4Tm revealed Curie-type behavior. 1H NMR spectroscopic data of complexes 6 indicated severe steric crowding due to the presence of nine isopropyl groups in these molecules. The molecular and crystal structures of eight title compounds (4Sc, 4Pr, 4Nd, 4Sm, 4Eu, 4Ho, 4Tm, and 6Er) were determined through single-crystal X-ray diffraction studies. All complexes 4 exhibit similar molecular structures, comprising distorted octahedral molecular structures with small bite angles. Sublimation temperatures of 4 at 0.05 mbar were determined to be in the range between 151 °C (4Eu) and 194 °C (4Tm), whereas the complexes 6 sublime in the temperature range between 140 °C (6Sc) and 180 °C (6Ce), so that the use of these precursors in future ALD or CVD studies appears feasible.