51639-59-9Relevant academic research and scientific papers
Synthesis and Substitution Kinetics of Tricarbonylrhenium(I) Dendritic Complexes
Malaza, Siphelele,Govender, Preshendren,Schutte-Smith, Marietjie,Visser, Hendrik G.,Smith, Gregory S.
, p. 3919 - 3927 (2017)
Tricarbonylrhenium(I) metallodendrimers functionalized with N,N-2-picolylamino chelates have been synthesized by the [2+1] approach. Methanol substitution reactions of the first- and second-generation poly(propylene amine) tetra- and octanuclear rhenium metallodendrimers by a range of monodentate nucleophiles (i.e. 4-dimethylaminopyridine, pyridine, and bromide ions) were investigated and compared to the substitution reactions of an analogous monomeric complex, fac-[Re(CO)3(N,N-bidentate)(CH3OH)]+. These detailed kinetic studies reveal that a greater activation is achieved using the metallodendrimers with no direct interactions between the metal centers.
Discovery of tert-amine-based RORγt agonists
Qiu, Ruomeng,Yu, Mingcheng,Gong, Juwen,Tian, Jinlong,Huang, Yafei,Wang, Yonghui,Xie, Qiong
, (2021/07/26)
The nuclear receptor retinoic acid receptor-related orphan receptor gamma-t (RORγt) is a transcription factor regulating Th17 cell differentiation and proliferation from naive CD4+ T cells. Since Th17 cells have demonstrated the antitumor efficacy by eliciting remarkable activation of CD8+ T cells, RORγt agonists could be applied as potential small molecule therapeutics for cancer immunotherapy. Based on the previously reported RORγt agonist 1 and its resolved co-crystal structure, a series of new tertiary amines were designed, synthesized and biologically evaluated, yielding optimal moieties with improved chemical properties and biological responses. The combination of these optimal moieties resulted in identification of novel RORγt agonists such as 8b with further elevated RORγt agonism responses at a target-based level as well as in cell-based assays, which provided some structural knowledge for further optimization of RORγt agonists as small molecule therapeutics for cancer immunotherapy.
Tertiary amine derivative or salt thereof, preparation method and application thereof
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Paragraph 0200; 0203; 0204; 0205, (2019/01/24)
Belonging to the technical field of chemical medicine, the invention relates to a tertiary amine RORgamma t regulator, in particular to a new tertiary amine compound or salt thereof with RORgamma t inhibition or agonist activity shown as general formula I, a preparation method and a pharmaceutical composition thereof. The tertiary amine compound or a salt thereof provided by the invention can be used for preparation of drugs treating or preventing RORgamma t receptor related diseases.
Cyclopentadienyl-Ru(II)-Pyridylamine Complexes: Synthesis, X-ray Structure, and Application in Catalytic Transformation of Bio-Derived Furans to Levulinic Acid and Diketones in Water
Dwivedi, Ambikesh D.,Sahu, Vinod K.,Mobin, Shaikh M.,Singh, Sanjay K.
, p. 4777 - 4787 (2018/04/25)
A series of cationic half-sandwich cyclopentadienyl-ruthenium(II)-pyridylamine complexes, [(η5-C5H5)Ru(κ2-L)(PPh3)]+ (L = Namine-substituted pyridylamine ligands) ([Ru]-1-[Ru]-6), along with the analogous cyclopentadienyl-ruthenium(II)-N-isopropylpyridylimine complex [(η5-C5H5)Ru(κ2-L)(PPh3)]+ (L = N-isopropylpyridylimine) ([Ru]-7), have been synthesized in good yields. Structural identities of all the complexes have been authenticated by 1H, 13C, and 31P NMR, mass spectrometry, and X-ray crystallography. The synthesized complexes exhibited high catalytic activity for the transformation of the bio-derived furans, 2-furfural (furfural), 5-methyl-2-furfural (5-MF), and 5-hydroxymethyl-2-furfural (5-HMF) to levulinic acid (LA) and the diketones, 3-hydroxyhexane-2,5-dione (3-HHD), 1-hydroxyhexane-2,5-dione (1-HHD), and hexane-2,5-dione (HD) in water. Efficient transformation of furfural to LA over a range of η5-Cp-Ru-pyridylamine complexes is substantially affected by the Namine-substituents, where a η5-Cp-Ru-N-propylpyridylamine complex ([Ru]-2) exhibited higher catalytic activity in comparison to other η5-Cp-Ru-pyridylamine and η5-Cp-Ru-pyridylimine complexes. The relative catalytic activity of the studied complexes demonstrated a substantial structure-activity relationship which is governed by the basicity of Namine, steric hindrance at Namine, and the hemilabile nature of the coordinated pyridylamine ligands.
Modification and optimization of the bis-picolylamide-based relay protection for carboxylic acids to be cleaved by unusual complexation with Cu2+ salts
Mundinger, Stephan,Jakob, Uwe,Bichovski, Plamen,Bannwarth, Willi
, p. 8968 - 8979,12 (2012/12/11)
A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)2 by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.
Picolyl alkyl amines as novel tyrosinase inhibitors: Influence of hydrophobicity and substitution
Bandyopadhyay, Punam,Jha, Sujeetkumar,Imran Ali
experimental part, p. 9780 - 9786 (2010/08/22)
Several novel picolyl alkyl amine derivatives (A-L) were synthesized, and the influence of hydrophobicity and substitution on the inhibition of mushroom tyrosinase toward both monophenolase and dlphenolase activities are described, α-, β-, and γ-picolyl amines are neither the substrates nor the inhibitors; however, the inhibition Is induced by the incorporation of an alkyl chain. The inhibition was strongly dependent on the substitution on a pyridine ring, and the inhibition follows the trend of a-picolyl alkyl amines (A, D, G) β-picolyl alkyl amines (B, E, H) γ -picolyl alkyl amines (C, F, I). The inhibition kinetics have been investigated, and γ-substituted derivatives were found to be a mixed type of inhibitor, whereas β-substituted derivatives were found to exhibit uncompetitive inhibition toward the oxidation of L-DOPA.
Compounds with Bridgehead Nitrogen 52 -NMR Spectra and Stereochemistry of the 2-Alkylperhydroimidazolopyridines
Banting, Lee,Crabb, Trevor A.
, p. 696 - 706 (2007/10/02)
In contrast to perhydro-oxazolopyridine and perhydrothiazolopyridine, which adopt equilibria in CDCl3 solution at room temperature containing ca 70percent trans-fused conformers in equilibria with O- or S-inside cis-fused conformers, 2-alkylperhydroimidazolopyridines are found to adopt equilibria containing >98percent trans-fused conformers.Comparison of NMR parameters of 2-methylperhydroimidazolopyridine with those of the two isomers of 1,2-dimethylperhydroimidazolopyridine indicates an equilibrium for the former compound between the two trans-fused conformers, with ca 83percent of that conformation containing a transarrangement of nitrogen lone pairs of electrons.These observations are explained in terms of the generalized anomeric effect.KEY WORDS Perhydroimidazolopyridine Conformational equilibria 1H and 13C NMR
