3435-56-1Relevant academic research and scientific papers
Design and synthesis of 6-oxo-1,4,5,6-tetrahydropyrimidine-5-carboxylate derivatives as neuraminidase inhibitors
Lou, Jun,Yang, Xiaoyan,Rao, Zhigang,Qi, Wenwen,Li, Jinhui,Wang, Haiyu,Li, Yuxi,Li, Jinping,Wang, Zhiming,Hu, Xianming,Liu, Peng,Hong, Xuechuan
, p. 466 - 473 (2014/07/21)
A series of 6-oxo-1,4,5,6-tetrahydropyrimidine-5-carboxylate derivatives were prepared to evaluate their ability of inhibiting neuraminidase (NA) of influenza A virus. All the compounds were synthesized in good yields starting from aldehyde by using a suitable synthetic strategy, which showed moderate inhibitory activity against influenza A NA. Compound 6g exhibited the strongest inhibitory activity against influenza virus A NA (IC50 = 17.64 μM), which indicated pyrimidine ring could be used as a core structure to design novel influenza NA inhibitors.
Asymmetric michael addition of N-tert-butanesulfinyl imidate with α,β-unsaturated diesters: Scope and application to the synthesis of indanone derivatives
Wang, Jinfang,Zhou, Yu,Zhang, Lei,Li, Zeng,Chen, Xianjie,Liu, Hong
supporting information, p. 1508 - 1511 (2013/06/27)
An additive-free and highly diastereoselective Michael addition reaction of an N-tert-butanesulfinyl imidate to α,β-unsaturated diesters has been developed using LDA as a base with good to excellent yields. The utility of this chemistry is further demonstrated by the asymmetric synthesis of 3-substituted indanone derivatives 8a, 8d, 8e, and 8i with high enantiomeric excess, which are potential building blocks for preparing biologically active lead compounds.
Synthesis and anti-tumor activity of novel ethyl 3-aryl-4-oxo-3,3a,4,6- tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates
Wang, Tiantian,Liu, Jia,Zhong, Hanyu,Chen, Huan,Lv, Zhiliang,Zhang, Yikai,Zhang, Mingfeng,Geng, Dongping,Niu, Chunjuan,Li, Yongmei,Li, Ke
scheme or table, p. 3381 - 3383 (2011/06/24)
A series of ethyl 3-aryl-4-oxo-3,3a,4,6-tetrahydro-1H-furo[3,4-c]pyran-3a- carboxylates were prepared through the metal-catalyzed domino reaction of alkylidene malonates and 1,4-butynediol under a one-pot reaction condition at room temperature. Their in vitro anti-proliferative activities were subsequently evaluated in A549, QGY and HeLa cells. The majority of the compounds showed potent anti-tumor activity against HeLa cells. In particular, compound 3l was the most potent compound with IC50 value of 5.4 μM. For the first time, the X-ray structure of the anti-tumor ethyl 3-aryl-4-oxo-3,3a,4,6- tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylates is determined.
Determination of the electrophilicity parameters of diethyl benzylidenemalonates in dimethyl sulfoxide: Reference electrophiles for characterizing strong nucleophiles
Kaumanns, Oliver,Lucius, Roland,Mayr, Herbert
supporting information; experimental part, p. 9675 - 9682 (2009/09/29)
The second-order rate constants of the reactions of nine substituted diethyl benzylidenemalonates 1a-i with the carbanions 2a-e have been determined spectrophotometrically in dimethyl sulfoxide (DMSO). Product studies show that the nucleophiles attack regioselectively at the electrophilic C=C double bond of the Michael acceptors to form the carbanionic adducts 4. The correlation log k(20°C) = s(N+E) allows the determination of the electrophilicity parameters E for the electrophiles 1a-i from the rate constants determined in this work and the previously published N and s parameters for the nucleophiles 2a-e. The electrophilicities E for compounds 1a-i cover a range of six units (-17.7> E >-23.8) and correlate excellently with Hammett's substituent constants σp. The title compounds are roughly ten orders of magnitude less reactive than analogously substituted benzylidene Meldrum's acids, their cyclic analogues. Due to their low reactivities, compounds 1a-i are suitable reference electrophiles for determining the reactivities of highly reactive nucleophiles, such as carbanions with 16N30.
A practical Knoevenagel condensation catalyzed by PEG400 and anhydrous K2CO3 without solvent
Cao, Yu-Qing,Dai, Zhi,Zhang, Rui,Chen, Bao-Hua
, p. 2965 - 2971 (2007/10/03)
Knoevenagel condensation of aromatic aldehydes with active methylene compounds under solvent-free conditions to synthesize arylidene compounds in good to excellent yields using powdered anhydrous K2CO3 and PEG400 as catalysts has bee
Microwave assisted synthesis of fungicidal compounds using Knoevenagel condensation in dry media
Kidwai, Mazaahir,Sapra, Pooja,Bhushan, Kumar Ranjan
, p. 596 - 598 (2007/10/03)
An environmentally benign, solventless, rapid and economic technique for the synthesis of substituted quinolines, indoles and aromatic compounds using Knoevenagel condensation is described from readily available aromatic and heterocyclic aldehydes and die
Knoevenagel condensation catalyzed by a Mexican bentonite using infrared irradiation
Delgado,Tamariz,Zepeda,Landa,Miranda,Garcia
, p. 753 - 759 (2007/10/02)
Diethyl malonate undergoes condensation with aromatic aldehydes without solvents, in the presence of a Mexican bentonite using infrared irradiations as the energy source, to give the benzylidenemalonate compounds in fair yield.
A novel class of enkephalinase inhibitors containing a C-terminal sulfo group
Mimura,Nakamura,Nishino,Sawayama,Komiya,Deguchi,Kita,Nakamura,Matsumoto
, p. 602 - 608 (2007/10/02)
A new series of sulfonic acids were synthesized and tested for their enkephalinase inhibitory activity. Among them, the most potent was N-(2- benzyl-3-mercaptopropionyl)metanilic acid 10i with an IC50 value of 0.27 nM. Several other analogues (10a,b,j,n,o,gg,hh) showed the inhibitory activity comparable to or greater than thiorphan (IC50 = 2.6 nM), a C- terminal carboxyl-containing inhibitor of enkephalinase. Thus compounds containing a C-terminal sulfo group, instead of the C-terminal carboxyl group, were found to show a remarkably high level of inhibition of enkephalinase. The analgesic activity of 10b, (S)-10b, and (R)-10b was also evaluated by the phenylbenzoquinone writhing test.
