121-62-0Relevant articles and documents
Switching on prodrugs using radiotherapy
Geng, Jin,Zhang, Yichuan,Gao, Quan,Neumann, Kevin,Dong, Hua,Porter, Hamish,Potter, Mark,Ren, Hua,Argyle, David,Bradley, Mark
, p. 805 - 810 (2021/06/14)
Chemotherapy is a powerful tool in the armoury against cancer, but it is fraught with problems due to its global systemic toxicity. Here we report the proof of concept of a chemistry-based strategy, whereby gamma/X-ray irradiation mediates the activation of a cancer prodrug, thereby enabling simultaneous chemo-radiotherapy with radiotherapy locally activating a prodrug. In an initial demonstration, we show the activation of a fluorescent probe using this approach. Expanding on this, we show how sulfonyl azide- and phenyl azide-caged prodrugs of pazopanib and doxorubicin can be liberated using clinically relevant doses of ionizing radiation. This strategy is different to conventional chemo-radiotherapy radiation, where chemo-sensitization of the cancer takes place so that subsequent radiotherapy is more effective. This approach could enable site-directed chemotherapy, rather than systemic chemotherapy, with ‘real time’ drug decaging at the tumour site. As such, it opens up a new era in targeted and directed chemotherapy. [Figure not available: see fulltext.].
Green synthesis method of p-acetamidobenzenesulfonyl chloride
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Paragraph 0014; 0018-0020; 0025-0026; 0028, (2020/07/24)
The invention discloses a green synthesis method of p-acetamidobenzenesulfonyl chloride. The method comprises the following steps of (a) dissolving acetanilide in liquid sulfur dioxide to obtain a first solution, (b) dropwise adding liquid sulfur trioxide into the first solution for sulfonation reaction to obtain a second solution, (c) dropwise adding liquid thionyl chloride into the second solution for chlorination reaction to obtain a third solution, and collecting hydrogen chloride gas generated in the reaction process by using water, (d) heating the third solution to 20-35 DEG C to obtaina fourth solution, and collecting sulfur dioxide gas, and (e) evaporating the fourth solution to separate excessive thionyl chloride, and drying to obtain p-acetamidobenzenesulfonyl chloride. The method is a green and environment-friendly chemical synthesis process, and generation and discharge of waste acid, wastewater and waste solvents are significantly reduced.
An alternative synthetic process of p-acetaminobenzenesulfonyl chloride through combined chlorosulfonation by HClSO3 and PCl5
Tan, Shiyu,Yang, Yang,Luo, Ziping,Zhao, Shuo,Huang, Dafu,Zhang, Jun,Dong, Lichun,Wang, Gang
experimental part, p. 510 - 518 (2012/07/14)
P-Aminobenzene sulfonamide (sulfanilamide, SN) is the simplest and most-used sulfonamide medicine. The key step of SN production via the commonly used chlorosulfonic acid routine is the synthesis of p-acetaminobenzenesulfonyl chloride (P-ASC). A large amount of HSO3Cl has to be used in the traditional process, which results in serious environmental problems. In this study, an alternative chlorosulfonic acid process to synthesize P-ASC was investigated by partially substituting HSO3Cl by PCl5 as the chlorination agent. Compared with the traditional process, the molar ratio of HSO3Cl to acetanilide (the main raw material) can be decreased from 4.96 to 2.1 using CCl4 as the diluent; also, addition of a small amount of NH4Cl was found to significantly increase the P-ASC yield. Operating conditions of the reaction were studied first by single-factor experiments and later by orthogonal experiments to obtain optimum operating conditions under which the P-ASC yield can reach as high as 86.3 %.
