54255-68-4

Upstream product

• 25784-91-2 2-chloro-5-nitrobenzoylchloride 
• 137-07-5 2-amino-benzenethiol 
• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 6361-21-3 2-chloro-5-nitrobenzaldehyde 
• 1174398-97-0 2,2'-disulfanediylbis(N-(2-chloro-5-nitrobenzylidene)aniline) 
• 1141-88-4 2-Aminophenyl disulfide 
• 1174398-98-1 2-(2-chloro-5-nitrophenyl)-2,3-dihydrobenzo[d]thiazole 

Downstream Products

• 292644-36-1 3-(benzo[d]thiazol-2-yl)-4-chlorobenzenamine 

Relevant academic research and scientific papers

AROMATIC DIAMINE, AN INTERMEDIATE THEREFOR, A METHOD FOR PRODUCING THE AROMATIC DIAMINE, AND A METHOD FOR PRODUCING THE INTERMEDIATE THEREFOR

A novel asymmetric diamine, diamino-2-(benzothiazole-2-yl)diphenyl ether, derivatives therefor, and an intermediate for the compound such as aminonitro-2-(benzothiazole-2-yl)diphenyl ether, dinitro-2-(benzothiazole-2-yl)diphenyl ether, and derivatives fro

Copper-catalyzed activation of disulfides as a key step in the synthesis of benzothiazole moieties

A convenient synthesis of substituted benzothiazoles has been accomplished by way of a copper catalyzed reaction of aromatic disulfide amines and aldehydes. The process, which involves copper catalyzed activation of disulfide functionality, proceeds in a

Synthesis and biological evaluation of SANT-2 and analogues as inhibitors of the hedgehog signaling pathway

Hedgehog (Hh) signaling plays an important role in cell signaling of embryonic development and adult tissue homeostasis. In vertebrates, the hh gene encodes three different unique proteins: sonic hedgehog (Shh), desert hedgehog (Dhh) and indian hedgehog (Ihh). Disruption of the Hh signaling pathway leads to severe disorders in the development of vertebrates whereas aberrant activation of the Hh pathway has been associated with several malignancies including Gorlin syndrome (a disorder predisposing to basal cell carcinoma, medulloblastoma and rhabdomyosarcoma), prostate, pancreatic and breast cancers. In vivo evidence suggests the antagonism of excessive Hh signaling provides a route to unique mechanism-based anti-cancer therapies. Recently the small molecule SANT-2 was identified as a potent antagonist of Hh-signaling pathway. Here, we describe the synthesis, SAR studies as well as biological evaluation of SANT-2 and its analogues. Fifteen SANT-2 derivatives were synthesized and analyzed for their interference with the expression of the Hh target gene Gli1 in a reporter gene assay. By comparison of structure and activity important molecular descriptors for Gli inhibition could be identified. Furthermore we identified derivative TC-132 that was slightly more potent than the parent compound SANT-2. Selected compounds were tested for Hh related teratogenic effects in the small teleost model medaka. Albeit Gli expression has indicated a 16-fold higher Hh-inhibiting activity than observed for the plant alkaloid cyclopamine, none of the tested compounds were able to induce the cyclopamine-specific phenotype in the medaka assay.

Mechanistic insights into a copper-disulfide interaction in oxidation of imines by disulfides

The concept of using disulfides as an oxidant for Cu(i) is introduced as part of a Cu-catalyzed process leading to the formation of benzothiazole from an iminodisulfide under an inert atmosphere.

1H and 13C chemical shifts for 2-aryl and 2-N-arylamino benzothiazole derivatives

The 1H and 13C NMR resonances for forty-three 2-aryl and 2-N-arylamino benzothiazole derivatives were completely assigned using a concerted application of one-and two-dimensional experiments (DEPT, gs-COSY, gs-HMQC and gs-HMBC). Copyright

Solid phase combinatorial synthesis of benzothiazoles and evaluation of topoisomerase II inhibitory activity

To investigate one possible mechanism of action of the cytotoxic activity of benzothiazoles, we synthesized 2-(substituted-phenyl)benzothiazoles and evaluated their ability to inhibit topoisomerase II activities. Solid phase combinatorial method using tri