61829-42-3Relevant academic research and scientific papers
DIACYLGLYCEROL KINASE MODULATING COMPOUNDS
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Paragraph 1380, (2021/07/02)
The present disclosure provides diacylglycerol kinase modulating compounds, and pharmaceutical compositions thereof, for treating cancer, including solid tumors, and viral infections, such as HIV or hepatitis B virus infection. The compounds can be used alone or in combination with other agents.
Nonsymmetrical Benzene-Pyridine-Based Nickel Pincer Complexes Featuring Borohydride, Formate, Ethyl, and Nitrosyl Ligands
Himmelbauer, Daniel,Schratzberger, Heiko,K?fer, Matthias G.,St?ger, Berthold,Veiros, Luis F.,Kirchner, Karl
supporting information, p. 3331 - 3340 (2021/09/30)
Nonsymmetrical nickel PCN pincer complexes [Ni(iPrPCNX)Cl] (X = NMe, CH2) are obtained by metalation of the benzene-pyridine-based pincer ligand iPrPCNX (X = NMe, CH2) with [Ni(dme)Cl2] (dme = 1,2-dimethoxyethane). These nickel species afforded the respective borohydride and ethyl complexes [Ni(iPrPCNX)L] (L = BH4, Et) upon treatment with NaBH4 and EtMgBr (or Et2Mg), respectively. Reacting [Ni(iPrPCNX)(κ2-BH4)] with CO2 gave the formate complexes [Ni(iPrPCNX)(OCHO)]. Treatment of [Ni(iPrPCNX)Cl] with the nitrosyl salt NOBF4 led to the formation of the unusual cationic square-pyramidal nickel nitrosyl pincer complexes [Ni(iPrPCNX)(NO)Cl]+ featuring a strongly bent NO ligand (≈ Ni-N-O 128.5°). These systems can be described as {NiNO}10 according to the Enemark-Feltham convention. Despite of the bent nature of the NO ligand the νNO is observed at 1849 cm-1 which is more typical for a linear Ni-N-O arrangement. The structure of these complexes is rationalized by means of DFT calculations. The molecular structures of representative complexes are presented.
P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate
Li, Gen,Qin, Ziyang,Radosevich, Alexander T.
supporting information, p. 16205 - 16210 (2020/10/26)
The direct reductive N-arylation of nitromethane by organophosphorus-catalyzed reductive C-N coupling with arylboronic acid derivatives is reported. This method operates by the action of a small ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) together with a mild terminal reductant hydrosilane to drive the selective installation of the methylamino group to (hetero)aromatic boronic acids and esters. This method also provides for a unified synthetic approach to isotopically labeled N-methylanilines from various stable isotopologues of nitromethane (i.e., CD3NO2, CH315NO2, and 13CH3NO2), revealing this easy-to-handle compound as a versatile precursor for the direct installation of the methylamino group.
Selective mono-N-methylation of nitroarenes with methanol catalyzed by atomically dispersed NHC-Ir solid assemblies
Chen, Jiangbo,Chen, Zhe-Ning,Tu, Tao,Wang, Jiaquan,Wen, Daheng,Wu, Jiajie,Xu, Xin,Zheng, Qingshu
, p. 337 - 344 (2020/07/03)
A series of N-heterocyclic carbene-iridium (NHC-Ir) coordination assemblies based on bis-pyrenoimidazolium salts are prepared, and shown to function as efficient solid molecular catalysts in selective mono-N-methylation of nitroarenes with methanol under mild conditions. The atomically dispersed active Ir(I) centers and the large π-conjugation rings endow the solid catalysts with an exceptionally high activity and selectivity for a broad substrate scope. Such solid NHC-Ir coordination assemblies are robust, which can be easily recovered and reused more than 10 runs without significant loss of their catalytic activity and selectivity. When combined with a subsequent formylation using the same solid catalysts under ambient conditions, this novel protocol can afford diverse formamides in excellent yields, further highlighting the applicability of the present solid catalysts for an efficient diversification of nitroarenes to a broad number of functional amines.
N′-3-(Trifluoromethyl)phenyl Derivatives of N-Aryl-N′-methylguanidines as Prospective PET Radioligands for the Open Channel of the N-Methyl- d -aspartate (NMDA) Receptor: Synthesis and Structure-Affinity Relationships
Naumiec, Gregory R.,Jenko, Kimberley J.,Zoghbi, Sami S.,Innis, Robert B.,Cai, Lisheng,Pike, Victor W.
supporting information, p. 9722 - 9730 (2016/01/12)
N-Methyl-d-aspartate (NMDA) receptor dysfunction has been linked to several neuropsychiatric disorders, including Alzheimer's disease, epilepsy, drug addiction, and schizophrenia. A radioligand that could be used with PET to image and quantify human brain NMDA receptors in the activated "open channel" state would be useful for research on such disorders and for the development of novel therapies. To date, no radioligands have shown well-validated efficacy for imaging NMDA receptors in human subjects. In order to discover improved radioligands for PET imaging, we explored structure-affinity relationships in N′-3-(trifluoromethyl)phenyl derivatives of N-aryl-N′-methylguanidines, seeking high affinity and moderate lipophilicity, plus necessary amenability for labeling with a positron-emitter, either carbon-11 or fluorine-18. Among a diverse set of 80 prepared N′-3-(trifluoromethyl)phenyl derivatives, four of these compounds (13, 19, 20, and 36) displayed desirable low nanomolar affinity for inhibition of [3H](+)-MK801 at the PCP binding site and are of interest for candidate PET radioligand development.
A convenient one pot procedure for N-methylation of aromatic amines using trimethyl orthoformate
Padmanabhan, Seetharamaiyer,Reddy, N. Laxma,Durant, Graham J.
, p. 691 - 699 (2007/10/03)
Aromatic amines react with trimethyl orthoformate in the presence of concentrated sulfuric acid followed by acid hydrolysis to afford mono methylated amines in moderate to good yields.
