52208-11-4Relevant academic research and scientific papers
Convenient and environment-friendly synthesis of sulfonyl chlorides from S -alkylisothiourea salts via N-chlorosuccinimide chlorosulfonation
Yang, Zhanhui,Xu, Jiaxi
, p. 1675 - 1682 (2013/07/27)
A convenient, practical, and environmentally friendly method for the synthesis of sulfonyl chlorides has been developed. Structurally diverse sulfonyl chlorides were synthesized in moderate to excellent yields from S-alkylisothiourea salts, which can be easily prepared from readily accessible alkyl halides or mesylates and inexpensive thiourea, via N-chlorosuccinimide chlorosulfonation. In large-scale syntheses, the byproduct succinimide from 'waste water' can be conveniently converted into the starting reagent N-chlorosuccinimide with sodium hypochlorite (bleach) to make the method sustainable. Georg Thieme Verlag Stuttgart, New York.
Click synthesis of estradiol-cyclodextrin conjugates as cell compartment selective estrogens
Kim, Hye-Yeong,Sohn, Johann,Wijewickrama, Gihani T.,Edirisinghe, Praneeth,Gherezghiher, Teshome,Hemachandra, Madhubani,Lu, Pei-Yi,Chandrasena, R. Esala,Molloy, Mary Ellen,Tonetti, Debra A.,Thatcher, Gregory R.J.
scheme or table, p. 809 - 821 (2010/05/02)
Cyclodextrin (CD) is a well known drug carrier and excipient for enhancing aqueous solubility. CDs themselves are anticipated to have low membrane permeability because of relatively high hydrophilicity and molecular weight. CD derivatization with 17-beta estradiol (E2) was explored extensively using a number of different click chemistries and the cell membrane permeability of synthetic CD-E2 conjugate was explored by cell reporter assays and confocal fluorescence microscopy. In simile with reported dendrimer-E2 conjugates, CD-E2 was found to be a stable, extranuclear receptor selective estrogen that penetrated into the cytoplasm.
β-Cyclodextrin derivatives that inhibit anthrax lethal toxin
Karginov, Vladimir A.,Yohannes, Adiamseged,Robinson, Tanisha M.,Fahmi, Nour Eddine,Alibek, Kenneth,Hecht, Sidney M.
, p. 33 - 40 (2007/10/03)
Recently, we demonstrated that simultaneous blocking of bacterial growth by antibiotics and inhibition of anthrax toxin action with antibodies against protective antigen were beneficial for the treatment of anthrax. The present study examined the hypothesis that blocking the pore formed by protective antigen can inhibit the action of anthrax toxin. The potential inhibitors were chosen by a structure-based design using β-cyclodextrin as the starting molecule. Several β-cyclodextrin derivatives were evaluated for their ability to protect RAW 264.7 cells from the action of anthrax lethal toxin. Per-substituted aminoalkyl derivatives displayed inhibitory activity and were protective against anthrax lethal toxin action at low micromolar concentrations. These results provide the basis for a structure-based drug discovery program, with the goal of identifying new drug candidates for anthrax treatment.
β-CYCLODEXTRIN DERIVATIVES AND THEIR USE AGAINST ANTHRAX LETHAL TOXIN
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Page/Page column 10, (2008/06/13)
The invention provides low molecular weight compounds that block the pore formed by protective antigen and inhibit anthrax toxin action. Structures of the compounds are derivatives of β-cyclodextrin. Per-substituted alkylamino derivatives displayed inhibitory activity, and they were protective against anthrax lethal toxin action at low micromolar concentrations. Also, the addition of one of the alkylamino derivatives to the bilayer lipid membrane with multiple PA channels caused a significant decrease in membrane conductance. Thus, the invention also provides method for protection against anthrax toxicity.
Search for cyclodextrin-based inhibitors of anthrax toxins: Synthesis, structural features, and relative activities
Karginov, Vladimir A.,Nestorovich, Ekaterina M.,Yohannes, Adiamseged,Robinson, Tanisha M.,Fahmi, Nour Eddine,Schmidtmann, Frank,Hecht, Sidney M.,Bezrukov, Sergey M.
, p. 3740 - 3753 (2007/10/03)
Recently, using structure-inspired drug design, we demonstrated that aminoalkyl derivatives of β-cyclodextrin inhibited anthrax lethal toxin action by blocking the transmembrane pore formed by the protective antigen (PA) subunit of the toxin. In the prese
EFFECT OF VICINAL SUBSTITUENTS ON THE REACTIVITY IN BIMOLECULAR NUCLEOPHILIC SUBSTITUTION AT A SATURATED CARBON ATOM. TWO TYPES OF SUBSTITUENTS II. KINETICS OF THE REACTION OF THIOUREA WITH β-SUBSTITUTED BROMOETHANES IN ETHANOL
Ryazantsev, G. B.,Shaposhnikov, A. V.,Fedoseev, V. M.
, p. 1777 - 1782 (2007/10/02)
The kinetics of the reaction of thiourea with β-substituted bromoethanes in ethanol were studied by radiochromatography.The rate constants and activation parameters of the reactions were determined.It was shown that an isokinetic relationship is observed for the two types of substituents.The mechanisms of the effect of the vicinal substituents on the reactivity are discussed.
