17838-69-6Relevant academic research and scientific papers
Selective 15N-labeling and analysis of 13C- 15N J couplings as an effective tool for studying the structure and azide-tetrazole equilibrium in a series of tetrazolo[1,5- b ][1,2,4]triazines and tetrazolo[1,5-a ]pyrimidines
Deev, Sergey L.,Shenkarev, Zakhar O.,Shestakova, Tatyana S.,Chupakhin, Oleg N.,Rusinov, Vladimir L.,Arseniev, Alexander S.
, p. 8487 - 8497 (2010)
Two general methods for the selective incorporation of an 15N-label in the azole ring of tetrazolo[1,5-b][1,2,4]triazines and tetrazolo[1,5-a]pyrimidines were developed. The first approach included treatment of azinylhydrazides with 15/su
1-CYANO-PYRROLIDINE DERIVATIVES AS DUB INHIBITORS
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Paragraph 0883-0884, (2020/11/30)
The present invention relates to novel compounds and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase 30 or ubiquitin specific peptidase 30 (USP30). The novel compounds have formula (I): (Formula (I)) or are pharmaceutically acceptable salts thereof, wherein: R1a, R1b, R1c, R1d, R1e and R1f each independently represent hydrogen, optionally substituted C1-C6 alkyl or optionally substituted C3-C4 cycloalkyl, or R1b and R1c together form an optionally substituted C3-C6 cycloalkyl ring, or R1d and R1e together form an optionally substituted C3-C6 cycloalkyl ring; R2 represents hydrogen or optionally substituted C1-C6 alkyl; A represents an optionally further substituted 5 to 10 membered monocyclic or bicyclic heteroaryl, heterocyclyl or aryl ring; L represents a covalent bond or linker; B represents an optionally substituted 3 to 10 membered monocyclic or bicyclic heterocyclyl, heteroaryl, cycloalkyl or aryl ring; and when -A-L-B is at position x attachment to A is via a carbon ring atom of A, and either: A cannot be triazolopyridazinyl, triazolopyridinyl, imidazotriazinyl, imidazopyrazinyl or pyrrolopyrimidinyl; or B cannot be substituted with phenoxyl; or B cannot be cyclopentyl when L is an oxygen atom.
Divergent Conversion of N-Acyl-isoxazol-5(2 H)-ones to Oxazoles and 1,3-Oxazin-6-ones Using Photoredox Catalysis
Mei, Mingjing,Anand, Devireddy,Zhou, Lei
supporting information, p. 3548 - 3553 (2019/05/24)
The fragmentation of N-acyl-isoxazol-5-ones using visible light photoredox catalysis has been disclosed. The catalyst-controlled divergent mechanisms, namely the oxidative and reductive quenching catalytic cycle, are utilized. Various oxazoles and 1,3-oxazin-6-ones are selectively obtained from the same isoxazol-5-one skeleton under mild conditions.
Method for highly efficiently synthesizing 2-phenyl-1,3-propylene glycol
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Paragraph 0021-0025; 0027-0031; 0033-0037; 0039-0049, (2018/04/21)
The invention discloses a method for highly efficiently synthesizing 2-phenyl-1,3-propylene glycol. The method includes the following steps that firstly a silicate active agent is prepared; secondly,ethyl benzoacetate, methyl formate and diisopropyl carbodiimide are used as raw materials for condensation reaction; alpha-formyl ethyl phenylacetate is prepared; then sodium borohydride is used as ahydrogenation reductant, the prepared silicate active agent promotes a reduction reaction, and alpha-formyl ethyl phenylacetate is reduced to prepare 2-phenyl-1,3-propylene glycol. The 2-phenyl-1,3-propylene glycol prepared by the method is high in purity, high in yield, short in reaction time and low in cost.
Titanium(IV) Chloride-Mediated Stereoselective α-Alkylidenation to Efficiently Assemble Multisubstituted 1,3-Dienes
Sun, Rengwei,Song, Wei,Ma, Chunmei,Zhang, Huiwen,Yu, Xinhong
supporting information, p. 3977 - 3982 (2016/12/30)
A direct access to multisubstituted 1,3-dienes by α-exclusive alkylidenation of crotonic derivatives has been developed. This protocol, mediated by titanium tetrachloride chelation, features excellent regio- and stereoselectivity, mild reaction conditions, easy operation and wide substrate scope. Conversions of the derived dienes to other useful molecules were also explored. (Figure presented.).
Synthesis and anticancer evaluation of 3-substituted quinolin-4-ones and 2,3-dihydroquinolin-4-ones
Rajput, Santosh,Gardner, Christopher R.,Failes, Timothy W.,Arndt, Greg M.,Black, David Stc.,Kumar, Naresh
, p. 105 - 115 (2014/01/17)
A series of 3-aryl-5,7-dimethoxyquinolin-4-ones 8 and 3-aryl-5,7-dimethoxy- 2,3-dihydroquinolin-4-ones 13 were synthesized in good yields. Demethylation under a range of conditions afforded the corresponding 5-hydroxy and 5,7-dihydroxy derivatives. Biolog
Lewis base catalyzed asymmetric hydrosilylation of α-substituted β-enamino esters: Facile access to enantioenriched β2-amino esters via dynamic kinetic resolution
Shu, Chang,Hu, Xiao-Yan,Li, Shuai-Shuai,Yuan, Wei-Cheng,Zhang, Xiao-Mei
supporting information, p. 1879 - 1882 (2014/08/18)
A chiral Lewis base organocatalyzed asymmetric hydrosilylation of α-substituted β-enamino esters is presented. The reactions proceeded through dynamic kinetic resolution to afford various enantioenriched β2-amino esters with high yields (up to
Palladium-catalyzed oxidative carbonylation for the synthesis of polycyclic aromatic hydrocarbons (PAHs)
Ji, Fanghua,Li, Xianwei,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 11246 - 11253 (2015/01/08)
A direct and facile palladium-catalyzed C-H bond oxidative carbonylation reaction and oxidative cyclization for the synthesis of polycyclic aromatic hydrocarbons (PAHs) is reported herein. The intramolecular cyclocarbonylation, through C-H activation and C-C, C-O bond formations under mild conditions, proceeds smoothly with good functional group tolerance in high to excellent yields. The intramolecular palladium-catalyzed direct oxidative C-H bond functionalization for the C-O bond formation is also demonstrated, which provides an efficient approach for the construction of various PAHs.
Facile synthesis of highly substituted 2-pyrone derivatives via a tandem Knoevenagel condensation/lactonization reaction of β-formyl-esters and 1,3-cyclohexadiones
Moghaddam, Firouz Matloubi,Mirjafary, Zohreh,Javan, Marjan Jebeli,Motamen, Sara,Saeidian, Hamid
, p. 2908 - 2911 (2014/05/06)
A mild and efficient tandem process for the synthesis of new highly substituted 2-pyrones starting from commercially available 2-arylacetic acids has been developed. The synthesis is based on the Knoevenagel condensation of 1,3-cyclohexadiones with various β-formyl-esters, followed by lactonization in the presence of nano ZnO (20 mol %). Moderate to high yields and readily available cheap starting materials are the key features of the present method.
Imidazonaphthyridine systems (part 2): Functionalization of the phenyl ring linked to the pyridine pharmacophore and its replacement by a pyridinone ring produces intriguing differences in cytocidal activity
Masurier, Nicolas,Debiton, Eric,Jacquemet, Alicia,Bussière, Antoine,Chezal, Jean-Michel,Ollivier, Anthony,Tétégan, Daté,Andaloussi, Mounir,Galmier, Marie-Joseph,Lacroix, Jacques,Canitrot, Damien,Teulade, Jean-Claude,Gaudreault, René C.,Chavignon, Olivier,Moreau, Emmanuel
scheme or table, p. 137 - 150 (2012/07/16)
We recently discovered that five- and pseudo-five-fused-ring derivatives in an imidazonaphthyridine series were promising hit compounds for the development of new DNA-intercalators. In this study, novel (dihydro)imidazo[1,6] and [1,7]naphthyridi(no)nes were prepared including pseudo-pentacycles. All the compounds synthesized were screened against four tumor cell lines. Compounds 3(b-d) showed significant in vitro cytotoxicity, and DNA intercalation properties were demonstrated at 25 μM. Imidazonaphthyridinones exhibited no DNA binding affinity despite significant growth inhibition activity. Interestingly, when a pyridinone pharmacophore was linked to the imidazo[1,2-a]pyridine scaffold, the geometric orientation of the link had a strong impact on the growth inhibition activity. From these results we conclude that the moderate cytotoxicity observed for these compounds is independent of their DNA-binding and topoisomerase inhibition activities.
