35051-49-1Relevant articles and documents
Design, Synthesis, and Biological Evaluation of Novel Pyrimido[4,5-b]indole Derivatives against Gram-Negative Multidrug-Resistant Pathogens
Kong, Qidi,Pan, Wei,Xu, Heng,Xue, Yaru,Guo, Bin,Meng, Xin,Luo, Cheng,Wang, Ting,Zhang, Shuhua,Yang, Yushe
supporting information, p. 8644 - 8665 (2021/06/28)
Due to the poor permeability across Gram-negative bacterial membranes and the troublesome bacterial efflux mechanism, only a few GyrB/ParE inhibitors with potent activity against Gram-negative pathogens have been reported. Among them, pyrimido[4,5-b]indol
Dialkylation of diethyl ethoxycarbonylmethylphosphonate under microwave and solventless conditions
Gruen, Alajos,Blastik, Zsofia,Drahos, Laszlo,Keglevich, Gyoergy
, p. 107 - 113 (2014/04/03)
To further broaden the methods for the heterogeneous phase alkylation of CH acidic compounds, the dialkylation of diethyl ethoxycarbonylmethylphosphonate was studied in the presence of Cs2CO3 under microwave and solvent-free conditio
Synthesis and characterization of novel phosphonocarboxylate inhibitors of RGGT
Coxon, Fraser,Joachimiak, ?ukasz,Najumudeen, Arafath Kaja,Breen, George,Gmach, Joanna,Oetken-Lindholm, Christina,Way, Rebecca,Dunford, James,Abankwa, Daniel,B?azewska, Katarzyna M.
supporting information, p. 77 - 89 (2014/07/22)
Phosphonocarboxylate (PC) analogs of the anti-osteoporotic drugs, bisphosphonates, represent the first class of selective inhibitors of Rab geranylgeranyl transferase (RabGGTase, RGGT), an enzyme implicated in several diseases including ovarian, breast and skin cancer. Here we present the synthesis and biological characterization of an extended set of this class of compounds, including lipophilic derivatives of the known RGGT inhibitors. From this new panel of PCs, we have identified an inhibitor of RGGT that is of similar potency as the most active published phosphonocarboxylate, but of higher selectivity towards prenyl pyrophosphate synthases. New insights into structural requirements are also presented, showing that only PC analogs of the most potent 3rd generation bisphosphonates inhibit RGGT. In addition, the first phosphonocarboxylate-derived GGPPS weak inhibitor is reported.
Directing-group-assisted copper-catalyzed olefinic trifluoromethylation of electron-deficient alkenes
Feng, Chao,Loh, Teck-Peng
supporting information, p. 122414 - 122417 (2013/12/04)
Assistance provided: The directing group in the title reaction not only activates the substrates but also allows the stereospecific formation of cis-trifluoromethylated products. The reaction is operationally simple and tolerates a wide variety of functional groups, thus providing an efficient method for the stereoselective synthesis of β-CF3-functionalized acrylamide derivatives. Copyright
Microwave-assisted alkylation of diethyl ethoxycarbonylmethylphosphonate under solventless conditions
Gruen, Alajos,Blastik, Zsofia,Drahos, Laszlo,Keglevich, Gyoergy
experimental part, p. 241 - 246 (2012/07/28)
The reaction of diethyl ethoxycarbonylmethylphosphonate with a series of alkyl halides, under microwave (MW) and solventless conditions at 120°C, in the presence of Cs2CO3 and in the absence of a phase transfer catalyst afforded the corresponding monoalkylated products in yields of >70%. The thermal variant carried out in boiling acetonitrile was slow and led to incomplete conversions. In the MW method, the phase transfer catalyst is substituted by MW irradiation and there is no need for a solvent.
Synthesis of anti-Alzheimer (R)-arundic acid
Pelotier, Beatrice,Holmes, Ta'id,Piva, Olivier
, p. 1513 - 1520 (2007/10/03)
The asymmetric synthesis of the anti-Alzheimer agent (R)-arundic acid has been performed via a diastereoselective photodeconjugation reaction as the key-step. The synthetic approach involves a readily available chiral auxiliary, diacetone-d-glucose, and allows access to either enantiomer as illustrated by the synthesis of (S)-arundic acid. Both enantiomers were obtained in 88% ee using the same chiral auxiliary.
Synthesis and SAR of 1-alkyl-2-phenylethylamine derivatives designed from N,N-dipropyl-4-methoxy-3-(2-phenylethoxy)phenylethylamine to discover σ1 ligands
Nakazato, Atsuro,Kumagai, Toshihito,Ohta, Kohmei,Chaki, Shigeyuki,Okuyama, Shigeru,Tomisawa, Kazuyuki
, p. 3965 - 3970 (2007/10/03)
The synthesis and structure-activity relationships (SAR) of 1-alkyl-2- phenylethylamine derivatives 5-8 designed from N,N-dipropyl-2-[4-methoxy-3- (2-phenylethoxy)phenyl]ethylamine hydrochloride (1, NE-100) are presented. The SAR between compound 1 and 1-alkyl-2-phenylethylamine derivatives suggested that the alkyl group on the 1-position carbon of 2-[4-methoxy-3-(2- phenylethyl)phenyl]ethylamine derivatives played the role of one of the propyl groups on the aminic nitrogen of compound 1. (-)-N-Propyl-1-butyl-2- [4-methoxy-3-(2-phenylethoxy)phenyl]ethylamine hydrochloride ((-)-6d, NE-537) and (-)-N-propyl-1-(3-methybutyl)-2-[4-methoxy-3-(2- phenylethoxy)phenyl]ethylamine hydrochloride ((-)-6i, NE-535), typical compounds in this series, have potent and selective σ1 affinity.
Enantioselective hydrogenation of α,β-unsaturated acids. Substrate-modifier interaction over cinchonidine modified Pd/Al2O3
Borszeky,Mallat,Baiker
, p. 3745 - 3753 (2007/10/03)
X-Ray diffraction, IR measurements and catalytic hydrogenation of various substituted acrylic acids in apolar solvents, as well as molecular modelling provide new insight into the nature of the cinchonidine-substrate interaction and a general rule to predict the major enantiomer.
5-Substituted amino-4-hydroxy-pentenoic acid derivatives and their use
-
, (2008/06/13)
A 5-substituted amino-4-hydroxy-pentenoic acid or its salt represented by the formula: wherein each of R1 and R2 which may be the same or different is a hydrogen atom, a lower alkyl group, an aralkyl group, a lower alkoxycarbonyl group, an aryloxycarbonyl group, an aralkyloxycarbonyl group or a lower alkanoyl group which may be substituted by from one to three substituents selected from the group consisting of an amino group, a hydroxyl group, a carboxyl group, an aryloxy group, an aralkyloxycarbonylamino group, a lower alkoxycarbonylamino group and a group (wherein each of X1 and X2 which may be the same or different is a hydrogen atom, a lower alkyl group, an aryl group or an aralkyl group, or X1 and X2 form together with the adjacent nitrogen atom a 5- or 6-membered heterocyclic group which may further contain a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom) and which may further contain a double bond in its carbon chain, each of R3, R4 and R6 which may be the same or different is a hydrogen atom, a lower alkyl group, a cycloalkyl group, a cycloalkylalkyl group, an aryl group, an aralkyl group or a residue of an acidic, neutral or basic amino acid, R5 is a hydrogen atom or a lower alkyl group, R7 is a hydrogen atom, a lower alkyl, cycloalkyl, cycloalkylalkyl or aralkyl group which may be substituted by one or two hydroxyl groups or a residue of an acidic, neutral or basic amino acid, R8 is a hydroxyl group, a -OY group (wherein Y is a lower alkyl group, an aryl group, an aralkyl group, a lower alkoxyalkyl group, a lower alkanoyloxyalkyl group, a lower alkoxycarbonyloxyalkyl group, or a 1-phthalidyl group) or a group (wherein each of Y1 and Y2 which may be the same or different is a hydrogen atom, a lower alkyl group, an aryl group, an aralkyl group or a cycloalkyl group, or Y1 and Y2 form together with the adjacent nitrogen atom a 5- or 6-membered heterocyclic group which may further contain a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom), and each of n and m which may be the same or different is 0 or 1.
α-LITHIOALKYLPHOSPHONATES AS FUNCTIONAL GROUP CARRIERS. AN IN SITU ACRYLIC ESTER SYNTHESIS
Tay, M. K.,About-Jaudet, E.,Collignon, N.,Teulade, M. P.,Savignac, Ph.
, p. 1349 - 1362 (2007/10/02)
Condensation of α-lithioalkylphosphonates with diethylcarbonate in the presence of LDA generates carbethoxyalkylphosphonate anions which upon treatment at room temperature with aldehydes constitutes an in situ acrylic ester synthesis.
