The preparation, toxicity, and clinical evaluation of 1-(2-Chloroethylthio)-2(2-Hydroxyethylthio)Ethane (Hemisesquisulfur mustard)

Kramer, Stanley P.; Miller, Jacob I.; Gaby, Samuel D.; Reeves, Arthur M.; Vail, Sidney J.; Witten, Benjamin; Rutenburg, Alexander M.; Seligman, Arnold M.

doi:10.1002/1097-0142(195709/10)10:5<971::aid-cncr2820100516>3.0.co;2-d

Cited by 7 publications

(1 citation statement)

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“…Third, methyl sulfanyl acetate was added to double bonds of II to add an ester moiety to the polymer chain ( VI ; see Scheme ), which could be used after the deprotection of the ester moiety to bind a drug with a biologically cleavable bond. The UV‐initiated radical photochemical addition, realized in analogy to low‐molecular‐weight compounds,34 and the addition of cysteamine to double bonds of a random oxirane/AGE copolymer25 (by mere dissolution in methanol) offered low yields only. The radical addition to double bonds of II initiated by the thermal decomposition of 2,2′‐azobisisobutyronitrile in analogy to low‐molecular‐weight compounds35 offered quantitative yields.…”

Section: Resultsmentioning

confidence: 99%

Poly(allyl glycidyl ether)‐block‐poly(ethylene oxide): A novel promising polymeric intermediate for the preparation of micellar drug delivery systems

Hrubý¹,

Koňák²,

Ulbrich³

2004

J of Applied Polymer Sci

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Novel diblock copolymers designed for the preparation of micellar drug delivery systems, consisting of hydrophobic poly(allyl glycidyl ether) (PAGE) and hydrophilic poly(ethylene oxide) (PEO), were prepared, and their self-assembly into micellar structures was studied. Copolymers differing in the length of the polymer blocks were purified and characterized. These amphiphilic copolymers with narrow molecular weight distributions were prepared through the anionic polymerization of allyl glycidyl ether with PEO monomethyl ether sodium salt as the macroinitiator. The PAGE-PEO copolymer readily formed small micelles with narrow size distributions via simple dissolution in water. The addition of pendant double bonds to the hydrophobic part of the chain was intended for further covalent modifications. Catalytic hydrogenation, the radical crosslinking of the micelle core, and the addition of thiol to double bonds of the copolymer were examples of such modifications that were proved to proceed with a quantitative yield for this copolymer.

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Section: Resultsmentioning

confidence: 99%