50917-70-9Relevant academic research and scientific papers
Structural and Thermodynamics Studies on Polyaminophosphonate Ligands for Uranyl Decorporation
Ye, Gaoyang,Roques, Jérome,Solari, Pier-Lorenzo,Den Auwer, Christophe,Jeanson, Aurélie,Brandel, Jérémy,Charbonnière, Lo?c J.,Wu, Wangsuo,Simoni, éric
, p. 2149 - 2159 (2021/02/16)
The development of actinide decorporation agents with high complexation affinity, high tissue specificity, and low biological toxicity is of vital importance for the sustained and healthy development of nuclear energy. After accidental actinide intake, sequestration by chelation therapy to reduce acute damage is considered as the most effective method. In this work, a series of bis- and tetra-phosphonated pyridine ligands have been designed, synthesized, and characterized for uranyl (UO22+) decorporation. Owing to the absorption of the ligand and the luminescence of the uranyl ion, UV-vis spectroscopy and time-resolved laser-induced fluorescence spectroscopy (TRLFS) were used to probe in situ complexation and structure variation of the complexes formed by the ligands with uranyl. Density functional theory (DFT) calculations and X-ray absorption fine structure (XAFS) spectroscopy on uranyl-ligand complexes revealed the coordination geometry around the uranyl center at pH 3 and 7.4. High affinity constants (log K ～17) toward the uranyl ion were determined by displacement titration. A preliminary in vitro chelation study proves that bis-phosphonated pyridine ligands can remove uranium from calmodulin (CaM) at a low dose and in the short term, which supports further uranyl decorporation applications of these ligands.
A Dieckmann cyclization route to piperazine-2,5-diones
Aboussafy, Claude Larrivee,Clive, Derrick L. J.
supporting information; experimental part, p. 5125 - 5131 (2012/07/03)
Piperazine-2,5-diones are formed by Dieckmann cyclization (NaH, THF) of substructures of the type CH2-N(R)C(O)CH2N(R′) CO2Ph in which the terminal methylene (CH2) that is adjacent to nitrogen closes onto the carbonyl group of the phenyl carbamate unit at the other end of the chain. R and R′ are alkyl groups, and the terminal methylene is activated by a ketone carbonyl, a nitrile, an ester, or a phosphoryl group. The starting materials are assembled by standard acylation and oxidation processes, starting from a β-(alkylamino)alcohol, an (alkylamino)acetonitrile, an (alkylamino) ester, or an (alkylamino)methyl phosphonate.
Iminodipropionic Acid as the Leaving Group for DNA Polymerization by HIV-1 Reverse Transcriptase
Song, Xiao-Ping,Bouillon, Camille,Lescrinier, Eveline,Herdewijn, Piet
experimental part, p. 1868 - 1880 (2012/04/23)
Previous studies have demonstrated that some selected amino monoacids and amino diacids can function as leaving groups in the polymerase-catalyzed incorporation of deoxynucleotides into DNA. Among these, the iminodiacetic acid phosphoramidate of deoxyadenosine monophosphate (IDA-dAMP) represents an interesting example, as it could overcome some of the problems observed when using L-aspartic acid as the leaving group, that is, poor chain elongation. We have now synthesized and evaluated a series of IDA-dAMP analogues that bear either an extended aliphatic chain in the amino acid function, or a phosphonic acid moiety (substituting for the carboxylic acid function). Among these compounds, the nucleotide with an iminodipropionic acid leaving group (IDP-dAMP) was identified as the best substrate; the excellent single incorporation (91% conversion to a P+1 strand at 50 μM) was at a substrate concentration ten times lower than that used for IDA-dAMP). This nucleotide also presented improved kinetics and elongation capability compared to IDA-dAMP. The analogues with T, G, and C base moieties were also investigated for their incorporation ability with HIV-1 RT. The incorporation efficiency was found to decrease in the order A>T>G>C. The properties of the iminodipropionic acid as the leaving group surpass those of previously evaluated leaving groups; this acid will be a prime candidate for in vivo testing.
COMPOUNDS AND METHODS FOR INHIBITING NHE-MEDIATED ANTIPORT IN THE TREATMENT OF DISORDERS ASSOCIATED WITH FLUID RETENTION OR SALT OVERLOAD AND GASTROINTESTINAL TRACT DISORDERS
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Page/Page column 155, (2010/08/04)
The present disclosure is directed to corn- pounds and methods for the treatment of disorders associated with fluid retention or salt overload, such as heart failure (in particular, congestive heart failure), chronic kidney disease, end-stage renal disease, liver disease, and peroxisome proliferator-activated receptor (PPAR) gamma agonist-induced fluid retention. The present disclosure is also directed to compounds and methods for the treatment of hypertension. The present disclosure is also directed to compounds and methods for the treatment of gastrointestinal tract disorders, including the treatment or reduction of pain associated with gastrointestinal tract disorders. The methods generally comprise administering to a mammal in need thereof a pharmaceutically effective amount of a compound, or a pharmaceutical composition comprising such a compound, that is designed to be substantially active in the gastrointestinal (GI) tract to inhibit NHE-mediated antiport of sodium ions and hydrogen ions therein. More particularly, the method comprises administering to a mammal in need thereof a pharmaceutically effective amount of a compound, or a pharmaceutical composition comprising such a compound, that inhibits NHE-3, -2 and/ or -8 mediated antiport of sodium and/or hydrogen ions in the GI tract and is designed to be substantially impermeable to the layer of epithelial cells, or more specifically the epithelium of the GI tract. As a result of the compound being substantially impermeable, it is not absorbed and is thus essentially systemically non-bioavailable, so as to limit the exposure of other internal organs (e.g., liver, heart, brain, etc.) thereto. The present disclosure is still further directed to a method wherein a mammal is administered such a compound with a fluid-absorbing polymer, such that the combination acts as described above and further provides the ability to sequester fluid and/or salt present in the GI tract
1-Azidoalkylphosphonates - A convenient substrates for the synthesis of N-alkyl α-aminoalkylphosphonates
Gajda,Janik
, p. 493 - 498 (2007/10/03)
Diethyl [1-(alkylamino)alkyl]phosphonates 5 have been efficiently synthesized via a two-step reaction of diethyl 1-azidoalkylphosphonates 1 with triphenylphosphine, followed by in situ transformation of thus formed phosphazenes 2 into imines 4 by means of
A Convenient Synthetic Route to N-Aryl and N-Alkylamino(alkyl) Phosphonates and Phosphine Oxides
Couture, A.,Deniau, E.,Woisel, P.,Grandclaudon, P.
, p. 2483 - 2486 (2007/10/02)
A variety of phosphorylated N-aryl and N-alkyl N-formyl and N-tert-butoxycarbonylaminomethyl derivatives have been efficiently prepared by treatment of the corresponding chloromethyl derivatives with a trialkyl phosphite or an alkyl diphenylphosphinite.These bifunctional compounds may be deprotonated with LDA and further submitted to electrophilic substitution.An acidic treatment of the resulting compounds gives rise to a range of N-aryl and N-alkylamino(alkyl) phosphonates and phosphine oxides.
Some novel routes to 1-heterosubstituted 1-vinylcyclopropanes
Lewis, Richard T.,Motherwell, William B.
, p. 1465 - 1484 (2007/10/02)
3-Phenylselenoalk-1-enylidene carbenes, generated in situ by base induced condensation of α-phenylseleno carbonyl compounds and diethyl diazomethylphosphonate, can be efficiently trapped by alkenes to give alkylidene-cyclopropane adducts which undergo either [1,3] allyl selenide rearrangement or oxidative selenoxide [2,3] sigmatropic rearrangement to produce 1-phenylseleno- or 1-hydroxy-1-vinylcyclopropanes respectively.
One-pot synthesis of dialkyl arylaminomethyl- and (arylamino)arylmethylphosphonates and their N-acylated derivatives
Lukanov,Venkov
, p. 263 - 264 (2007/10/02)
A convenient synthesis of dialkyl arylaminomethyl- and (arylamino)arylmethylphosphonates 3 and their N-acylated derivatives 5 have been developed, starting from azomethines and phosphorus trichloride in the presence of an alcohol.
Cephalosporin compounds
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, (2008/06/13)
Novel 7-azido-3-cephem compounds are prepared via α-amino-phosphonoacetate esters. The cephem compounds are intermediates for the preparation of novel and known useful antibiotic cephalosporins.
