18595-35-2

Upstream product

• 2218-96-4 2,4-dinitrothiophenol 
• 540-51-2 2-bromoethanol 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 60-24-2 2-hydroxyethanethiol 
• 205432-08-2 O²-(2,4-dinitrophenyl) 1-(N,N-diethylamino)diazen-1-ium-1,2-diolate 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 64-17-5 ethanol 

Downstream Products

• 6507-99-9 (2-chloro-ethyl)-(2,4-dinitro-phenyl)-sulfone 
• 5535-74-0 (2-chloro-ethyl)-(2,4-dinitro-phenyl)-sulfide 
• 861368-09-4 (2-bromo-ethyl)-(2,4-dinitro-phenyl)-sulfide 
• 241802-58-4 2-bromo-2-methyl-propionic acid 2-(2,4-dinitro-phenylsulfanyl)-ethyl ester 
• 118695-73-1 4-(β-hydroxyethylsulfone)-1,3-dinitrobenzene 
• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 1252553-78-8 2-(2,4-dinitrophenylthio)ethyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate 
• 5416-05-7 (2-chloro-ethyl)-(2,4-dinitro-phenyl)-sulfoxide 

Relevant academic research and scientific papers

Synthesis of polylactide with thiol end groups

Four synthetic routes to poly(L-lactide) with thiol end groups based on ring-opening polymerization of L-lactide (LA) catalysed with tin(II) 2-ethylhexanoate (Sn(Oct)2) are reported. The following alcohols were used as co-initiators of polymerization: 2-sulfanylethan-1-ol, 2-[(2,4-dinitrophenyl)sulfanyl]ethan-1-ol, 2-(tritylsulfanyl)ethan-1-ol and allyl alcohol. End groups introduced into polymers by co-initiators were transformed to thiol groups by a subsequent modification reaction. The efficiencies of the used synthetic methods were evaluated and discussed. The best results were obtained with co-initiator 2-(tritylsulfanyl)ethan-1-ol.

Synthesis and single molecule force spectroscopy of graft copolymers of poly(2-hydroxyethyl methacrylate-g-ethylene glycol)

In this study, an end-functionalized graft copolymer, thiol-terminated poly(2-hydroxyethyl methacrylate-g-ethylene glycol) or SH-poly(HEMA-g-EG), was synthesized by the atom transfer radical polymerization (ATRP) method and then characterized by 1/s

A facile synthesis of lipid stabilized gold nanoparticles: A step towards biodegradable biosensors

A new class of polylactone was successfully synthesized and utilized for the encapsulation and stabilization of gold nanoparticles. Core/shell nanoparticle architecture, in which a layer of this polymer surrounds the nanoparticle core have been investigated both as a means to improve the stability and surface chemistry and as a way of accessing unique physical properties that are not possible from one nano-material alone. Given the fact that only few systems has so far been developed for the encapsulation of nanoparticles, our success in using a new biodegradable biopolymer with inbuilt functionality reveals the robustness of this work. The biodegradability of this polylactone was evaluated using scanning electron microscopy (SEM). The morphology and stability of these gold-polymer hybrids were evaluated by using the transmission electron microscopy (TEM) and UV-VIS spectroscopy.

Thiol-activated triplet-triplet annihilation upconversion: Study of the different quenching effect of electron acceptor on the singlet and triplet excited states of bodipy

Thiol-activated triplet-triplet annihilation (TTA) upconversion was studied with two different approaches, i.e., with 2,4-dinitrobenzenenesulfonyl (DNBS)-caged diiodoBodipy triplet photosensitizers (perylene as the triplet acceptor/emitter of the upconver

Tea-bag-like polymer nanoreactors filled with gold nanoparticles

Gold-containing polymer nanotubes, which showed both catalytic activity and resistance to leaching, were prepared by the "tubes by fiber templates" (TUFT) process. For this purpose, electrospun polymer nonwovens with incorporated poly(L-lactide)-stabilize

THIOL MEDIATED/ACTIVATED PRODRUGS OF SULFUR DIOXIDE (SO2) HAVING ANTI-BACTERIAL ACTIVITY

Disclosed herein are thiol mediated/activated prodrugs of SO2, particularly 2,4-dinitrophenylsulfonamide analogues, having Formula-I or pharmaceutically acceptable salts thereof exhibiting tunable release profiles of SO2 with significant therapeutic efficacy against bacterial infections. Further, the present invention provides pharmaceutical compositions comprising compound of Formula I or pharmaceutically acceptable salts thereof, along with pharmaceutically acceptable carriers/excipients.

Synthesis and antimycobacterial activity of prodrugs of sulfur dioxide (SO2)

Here, we synthesized and studied a library of 2,4-dinitrophenylsulfonamides that closely resembled N-benzyl-2,4-dinitrophenylsulfonamide (1), a thiol-activated prodrug of sulfur dioxide (SO2) which has shown high potency as a Mycobacterium tuberculosis (Mtb) inhibitory agent. The ability of these compounds to generate SO2 in the presence of a thiol was evaluated. A good correlation between pKaH of the corresponding amine and reactivity with thiols to generate SO2 was found suggesting that the rate determining step of SO2 generation involved protonation of the amine. Amongst analogues with measurable MICs, we also found a correlation between ability to generate SO2 and Mtb growth inhibitory activity. Together, we report several thiol-mediated prodrugs of SO2 which strongly inhibited Mtb growth (MIC -1) with potential for further development as tuberculosis drug candidates.

Nucleophilic reactivity of thiolate, hydroxide, and phenolate ions toward a model O2-arylated diazeniumdiolate prodrug in aqueous and cationic surfactant media

The kinetics of aromatic nucleophilic substitution of the nitric oxide-generating diazeniumdiolate ion, DEA/NO, by thiols (L-glutathione, L-cysteine, DL-homocysteine, 1-propanethiol, 2-mercaptoethanol, and sodium thioglycolate) from the prodrug, DNP-DEA/NO, has been examined in aqueous solution and in solutions of cationic DOTAP vesicles. Second-order rate constants in buffered aqueous solutions (kRS-=3.48-30.9M-1 s-1; 30°C) gave a linear Bronsted plot (βnuc=0.414±0.068) consistent with the rate-limiting SNAr nucleophilic attack by thiolate ions. Cationic DOTAP vesicles catalyze the thiolysis reactions with rate enhancements between 11 and 486-fold in Tris-HCl buffered solutions at pH 7.4. The maximum rate increase was obtained with thioglycolate ion. Thiolysis data are compared to data for nucleophilic displacement by phenolate (kPhO-=0.114M-1 s-1) and hydroxide (kOH-=1.82×10-2M-1 s -1, 37°C) ions. The base hydrolysis reaction is accelerated by CTAB micelles and DODAC vesicles, with the vesicles being ca 3-fold more effective as catalysts. Analysis of the data using pseudo-phase ion-exchange (PIE) formalism implies that the rate enhancement of the thiolysis and base hydrolysis reactions is primarily due to reactant concentration in the surfactant pseudo-phase. Copyright