89942-45-0Relevant articles and documents
Controlled meta-Selective C-H Mono- And Di-Olefination of Mandelic Acid Derivatives
Muthuraja, Perumal,Usman, Rahamdil,Sajeev, Revathy,Gopinath, Purushothaman
, p. 6014 - 6018 (2021/08/03)
Mandelic acids represent a key structural motif present in many drug molecules. Herein, we report the controlled meta-selective mono- and diolefination of mandelic acids by the careful design of the substrate and oxidant. Furthermore, free meta-functional
The reductive deaminative conversion of nitriles to alcohols using: Para -formaldehyde in aqueous solution
Tavakoli, Ghazal,Prechtl, Martin H. G.
, p. 6092 - 6101 (2019/11/11)
We report herein, for the first time, the application of para-formaldehyde (pFA) to the reductive deamination of both aliphatic and aromatic nitriles in aqueous solution under transfer hydrogenation conditions. A broad range of primary alcohols have been synthesized selectively with very good to excellent yields under the optimized conditions. The study disclosed that the air-stable, inexpensive and commercially available catalyst [Ru(p-cymene)Cl2]2 acts as the catalyst precursor in this reaction, converting to other more active catalytic species in the presence of pFA, resulting in its degradation to CO2 and H2. Nitriles are also showed to play a dual role in this transformation, both as a substrate and as a ligand, where the dimeric catalyst structures convert to monomeric ones upon the coordination of nitrile molecules.
Discovery of N-Substituted (2-Phenylcyclopropyl)methylamines as Functionally Selective Serotonin 2C Receptor Agonists for Potential Use as Antipsychotic Medications
Zhang, Guiping,Cheng, Jianjun,McCorvy, John D.,Lorello, Paul J.,Caldarone, Barbara J.,Roth, Bryan L.,Kozikowski, Alan P.
supporting information, p. 6273 - 6288 (2017/08/02)
A series of N-substituted (2-phenylcyclopropyl)methylamines were designed and synthesized, with the aim of finding serotonin 2C (5-HT2C)-selective agonists with a preference for Gq signaling. A number of these compounds exhibit 5-HT2C selectivity with a preference for Gq-mediated signaling compared with β-arrestin recruitment. Furthermore, the N-methyl compound (+)-15a, which displayed an EC50 of 23 nM in the calcium flux assay while showing no β-arrestin recruitment activity, is the most functionally selective 5-HT2C agonist reported to date. The N-benzyl compound (+)-19, which showed an EC50 of 24 nM at the 5-HT2C receptor, is fully selective over the 5-HT2B receptor. In an amphetamine-induced hyperactivity model, compound (+)-19 showed significant antipsychotic-drug-like activity. These novel compounds shed light on the role of functional selectivity at the 5-HT2C receptor with respect to antipsychotic activity.
