168273-05-0Relevant articles and documents
"Photo-Rimonabant": Synthesis and Biological Evaluation of Novel Photoswitchable Molecules Derived from Rimonabant Lead to a Highly Selective and Nanomolar " Cis-On" CB1R Antagonist
Rodríguez-Soacha, Diego A.,Fender, Julia,Ramírez, Yesid A.,Collado, Juan Antonio,Mu?oz, Eduardo,Maitra, Rangan,Sotriffer, Christoph,Lorenz, Kristina,Decker, Michael
, p. 1632 - 1647 (2021/05/10)
Human cannabinoid receptor type 1 (hCB1R) plays important roles in the regulation of appetite and development of addictive behaviors. Herein, we describe the design, synthesis, photocharacterization, molecular docking, and in vitro characterization of "photo-rimonabant", i.e., azo-derivatives of the selective hCB1R antagonist SR1411716A (rimonabant). By applying azo-extension strategies, we yielded compound 16a, which shows marked affinity for CB1R (Ki (cis form) = 29 nM), whose potency increases by illumination with ultraviolet light (CB1R Kitrans/cis ratio = 15.3). Through radioligand binding, calcium mobilization, and cell luminescence assays, we established that 16a is highly selective for hCB1R over hCB2R. These selective antagonists can be valuable molecular tools for optical modulation of CBRs and better understanding of disorders associated with the endocannabinoid system.
Rimonaban derivative as well as preparation method and application thereof
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Paragraph 0051-0054, (2020/09/12)
The invention discloses a derivative of a CB1 receptor antagonist rimonabant as well as a preparation method and application of the derivative. The structural formula of the derivative is shown as a formula I in the specification. Pharmacodynamic tests sh
1,5-Diarylpyrazole and vanillin hybrids: Synthesis, biological activity and DFT studies
Hernández-Vázquez, Eduardo,Casta?eda-Arriaga, Romina,Ramírez-Espinosa, Juan José,Medina-Campos, Omar Noel,Hernández-Luis, Francisco,Chaverri, José Pedraza,Estrada-Soto, Samuel
, p. 106 - 118 (2015/06/22)
Herein, we report the design and synthesis of 13 diarylpyrazole hybrids with vanillin constructed as dual compounds against oxidative stress and diabetes. Compounds were tested in two different antioxidant assays. It was found that all compounds showed an