29218-21-1Relevant articles and documents
Discovery of oxazolidinone-based heterocycles as subtype selective sigma-2 ligands
Blass, Benjamin E.,Bhandare, Richie Rashmin,Canney, Daniel J.
, p. 416 - 425 (2022/01/31)
The sigma-2 (σ2) receptor, also known as the Transmembrane Protein 97 (TMEM97, and MAC30 (Meningioma-associated protein), has been linked to a number of conditions are disease states such as schizophrenia, cancer, Alzheimer’s disease, traumatic brain injury, and neuropathic pain. As part or our on-going effort identify novel σ2 ligands, we have identified a series of novel, functionalized oxazolidin-2-one sigma-2 ligands (4). Our lead compound (4h) demonstrated high affinity (Ki = 36 nM) and excellent σ1/σ2 selectivity (79-fold). Evaluation of its affinity at key CNS targets via the Psychoactive Drug Screening Program (PDSP) also indicated a high degree of selectivity for σ2 over other receptors. [Figure not available: see fulltext.].
Preparation method of 5-hydroxymethyl-oxazolidine-2-one compound
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Paragraph 0037-0041, (2021/10/05)
The invention provides a preparation method of a 5-hydroxymethyl-oxazolidine-2-one compound, and belongs to the technical field of organic chemistry. The preparation method comprises the following preparation steps that: in a CO2 atmosphere, in an organic solvent, an aminomethyl alkylene oxide derivative reacts under the action of triethylamine and other catalysts to prepare the 5-hydroxymethyl-oxazolidine-2-one compound. The operation is simple, the reaction condition is mild, and the substrate application range is wide.
Carbon dioxide-based facile synthesis of cyclic carbamates from amino alcohols
Niemi, Teemu,Fernández, Israel,Steadman, Bethany,Mannisto, Jere K.,Repo, Timo
supporting information, p. 3166 - 3169 (2018/03/28)
We report herein a straightforward general method for the synthesis of cyclic carbamates from amino alcohols and carbon dioxide in the presence of an external base and a hydroxyl group activating reagent. Utilizing p-toluenesulfonyl chloride (TsCl), the reaction proceeds under mild conditions, and the approach is fully applicable to the preparation of various high value-added 5- and 6-membered rings as well as bicyclic fused ring carbamates. DFT calculations and experimental results indicate a SN2-type reaction mechanism with high regio-, chemo-, and stereoselectivity.