3507-26-4Relevant articles and documents
Water-Promoted Chlorination of 2-Mercaptobenzothiazoles
Wimmer, Laurin,Parmentier, Michael,Riss, Bernard,Kapferer, Tobias,Ye, Chao,Li, Lei,Kim, Hongyong,Li, Jialiang
, p. 2027 - 2032 (2018/04/16)
Substituted benzothiazoles play an important role in medicinal chemistry due to their pharmacological properties. Their 2-substituted derivatives are often prepared from 2-chlorobenzothiazoles, which in turn can be synthesized from the 2-mercapto precursor using sulfuryl chloride. In practice, this seemingly straightforward and widely used reaction can be impeded by poor reproducibility and low reaction yields. In this communication, we report that the simple addition of water to the reaction leads to remarkable improvements in reaction efficiency. We attribute this effect to the formation of acid through partial hydrolysis of sulfuryl chloride. This hypothesis is supported by the observation that improved yields were also obtained in the presence of some anhydrous acidic additives. The simple combination of sulfuryl chloride and water reproducibly provides excellent yields for a range of chlorinated products.
Synthesis, antioxidant properties and radioprotective effects of new benzothiazoles and thiadiazoles
Cressier, Damien,Prouillac, Caroline,Hernandez, Pierre,Amourette, Christine,Diserbo, Michel,Lion, Claude,Rima, Ghassoub
experimental part, p. 5275 - 5284 (2009/12/04)
In this work, we report the synthesis and characterization of new compounds derived from benzothiazoles and thiadiazoles. We observed that structural modifications on these skeletons affected the antioxidant activity. Thiol and aminothiol compounds derived from thiadiazoles and benzothiazoles showed an interesting antioxidant property. The radioprotective activity has also been evaluated in mice. Some of these compounds could be good radioprotectors.
Ferulic acid and benzothiazole dimer derivatives with high binding affinity to β-amyloid fibrils
Byeon, Seong Rim,Jin, Yun Jung,Lim, Soo Jeong,Lee, Ji Hoon,Yoo, Kyung Ho,Shin, Kye Jung,Oh, Seung Jun,Kim, Dong Jin
, p. 4022 - 4025 (2008/02/07)
New ferulic acid and benzothiazole dimer derivatives were synthesized and evaluated by in vitro competition assay using [125I]TZDM for their specific binding affinities to Aβ fibrils. In particular, 4a showed the most excellent binding affinity (Ki = 0.53 nM), compared to PIB (Ki = 0.77 nM), for benzothiazole binding sites of Aβ1-42 fibrils. This result suggests a possibility of a potential AD diagnostic probe for detection of Aβ fibrils.