118-29-6Relevant articles and documents
Synthesis, α-glucosidase inhibition and molecular docking studies of novel thiazolidine-2,4-dione or rhodanine derivatives
Wang, Guang-Cheng,Peng, Ya-Ping,Xie, Zhen-Zhen,Wang, Jing,Chen, Ming
, p. 1477 - 1484 (2017)
A series of novel thiazolidine-2,4-dione or rhodanine derivatives (5a-5k, 6a-6k) were synthesized and evaluated for their α-glucosidase inhibitory activity. The majority of compounds exhibited potent inhibitory activity in the range of 5.44 ± 0.13 to 50.45 ± 0.39 μM, when compared to the standard drug acarbose (IC50 = 817.38 ± 6.27 μM). Among the compounds in the series, compounds 5k, 6a, 6b, 6e, 6h and 6k showed potent inhibitory potential with IC50 values of 20.95 ± 0.21, 16.11 ± 0.19, 7.72 ± 0.16, 7.91 ± 0.17, 6.59 ± 0.15 and 5.44 ± 0.13 μM, respectively. Compound 6k (IC50 = 5.44 ± 0.13 μM), containing chloro and rhodanine groups at the 2- and 4-positions of the phenyl ring respectively, was found to be the most active compound that inhibits α-glucosidase activity. Furthermore, molecular docking studies were performed to understand the binding interactions between the molecule and enzyme.
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Mitta et al.
, p. 20,22 (1967)
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Sakellarios
, p. 2822 (1948)
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Bi(OTf)3-Catalysed Access to 2,3-Substituted Isoindolinones and Tricyclic N,O-Acetals by Trapping of Bis-N-Acyliminium Species in a Tandem Process
Aliyenne, Ahmed,Pin, Frédéric,Nimbarte, Vijaykumar D.,Lawson, Ata Martin,Comesse, Sébastien,Sanselme, Morgane,Tognetti, Vincent,Joubert, Laurent,Da?ch, Adam
, p. 3592 - 3602 (2016)
New 1,3-bis-N-acyliminium species generated easily with nontoxic Bi(OTf)3catalyst at very low loadings (2 mol-%) were trapped inter- and intramolecularly with various poly-nucleophiles. This mild, efficient, practical and general tandem approach provides an array of substituted isoindolinones and cyclic N,O-acetals.
Synthesis of soft alkyl phenolic ether prodrugs using Mitsunobu chemistry
Majumdar, Susruta,Juntunen, Juha,Sivendran, Sashi,Bharti, Neelam,Sloan
, p. 8981 - 8982 (2006)
The synthesis of soft alkyl phenolic ether prodrugs in excellent yields has been reported by coupling a phenol with a hydroxymethylimide using Mitsunobu chemistry. The imides used in this study include saccharin, phthalimide, succinimide and two other compounds containing acidic imide-like N-H groups, benzotriazole, and imidazole.
The novel product of cathodic reduction of phthalimide anion
Orzeszko, Andrzej,Maurin, Jan K.,Niedzwiecka-Kornas, Anna,Kazimierczuk, Zygmunt
, p. 7517 - 7524 (1998)
Cathodic reduction of phthalimide anion in methanol was studied. The novel product, N-hydroxymethyl-3-hydroxyphthalimidine, was found. Full characterization of this new compound was carried out by means of NMR, FT- IR, MS, and X-ray crystallography. The mechanism of electrolytic formation of N-hydroxymethyl-3-hydroxyphthalimidine is proposed.
Design of a "two-in-One" Mutant-Selective Epidermal Growth Factor Receptor Inhibitor That Spans the Orthosteric and Allosteric Sites
Bauer, Nicolas,Berger, Benedict-Tilman,Berger, Lena M.,Beyett, Tyler S.,Corona, Cesear R.,Eck, Michael J.,Heppner, David E.,Knapp, Stefan,Laufer, Stefan A.,Rana, Jaimin K.,Robers, Matthew B.,Schmoker, Anna M.,Shin, Bo Hee,To, Ciric,Vasta, James D.,Wittlinger, Florian,Günther, Marcel,J?nne, Pasi A.
, (2021/11/13)
Inhibitors targeting the epidermal growth factor receptor (EGFR) are an effective therapy for patients with non-small cell lung cancer harboring drug-sensitive activating mutations in the EGFR kinase domain. Drug resistance due to treatment-acquired mutations has motivated the development of successive generations of inhibitors that bind in the ATP site. The third-generation agent osimertinib is now a first-line treatment for this disease. Recently, allosteric inhibitors have been developed to overcome drug-resistant mutations that confer a resistance to osimertinib. Here, we present the structure-guided design and synthesis of a mutant-selective lead compound, which consists of a pyridinyl imidazole-fused benzylisoindolinedione scaffold that simultaneously occupies the orthosteric and allosteric sites. The compound potently inhibits enzymatic activity in L858R/T790M/C797S mutant EGFR (4.9 nM), with a significantly lower activity for wild-type EGFR (47 nM). Additionally, this compound achieves modest cetuximab-independent and mutant-selective cellular efficacies on the L858R (1.2 μM) and L858R/T790M (4.4 μM) variants.
Interrupting the Barton?McCombie reaction: Aqueous deoxygenative trifluoromethylation of o-alkyl thiocarbonates
Liu, Zhi-Yun,Cook, Silas P.
supporting information, p. 808 - 813 (2021/02/01)
The site-selective trifluoromethylation of aliphatic systems remains an important challenge. This work describes a light-driven, copper-mediated trifluoromethylation of O-alkyl thiocarbonates. The reaction provides broad functional group tolerance (e.g., alkyne, alkene, phenol, free alcohol, electron-rich and -deficient arenes), thereby offering orthogonality and practicality for trifluoromethylation. A radical organometallic mechanism is proposed.
