10200-72-3

Usage

Chemical class

Benzothiazole (a group of compounds that contain a bicyclic structure with a sulfur atom)

Contains

Selenium atom (a non-metal element)

Physical form

Yellow crystalline solid (having a crystalline structure and a yellow color)

Potential applications

Organic synthesis and medicine (can be used in chemical reactions and has potential pharmacological properties)

Known for

Acting as a catalyst in organic reactions (can increase the rate of certain chemical reactions)

Studied for

Potential pharmacological properties (its possible use in medicine)

Attractive to

Scientific community (due to its unique structure and potential practical applications)

InChI:InChI=1/C7H4NSSe/c10-7-8-5-3-1-2-4-6(5)9-7/h1-4H

Upstream product

• 506-80-9 carbon diselenide 
• 137-07-5 2-amino-benzenethiol 
• 120-78-5 di(benzothiazol-2-yl)disulfide 
• 2516-40-7 2-bromo-1,3-benzothiazole 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 

Relevant academic research and scientific papers

Chalcogen containing heterocyclic scaffolds: New hybrids with antitumoral activity

In this work, 27 novel hybrid derivatives containing diverse substituents with chalcogen atoms (selenium or sulfur) and several active heterocyclic scaffolds have been synthesized. Compounds were tested against two human cancer cells lines (MCF7 and PC-3) and a normal human mammary epithelial cell line (184B5) in order to determine their activity and selectivity against malignant cells. Ten compounds showed GI50values below 10?μM in at least one of the cancer cell lines and six of them exhibited a selectivity index higher than 9. In general, selenium-containing compounds were more active than their corresponding sulfur analogs but we found some thiocyanate derivatives with comparable or higher activity and selectivity. Among the different substituents, the seleno- and thio-cyanate groups showed the most promising results. On the basis of their potent activity and high selectivity index, compounds 7e and 8f (containing a thiocyanate and a selenocyanate group, respectively) were selected for further biological evaluation. Both the compounds induced caspase-dependent cell death and cell cycle arrest in G2/M phase. In addition, these compounds do not violate any of the Lipinski's Rule of Five and thus possess good potential to become drugs, compound 7e being particularly promising.

Deoxytrifluoromethylthiolation and Selenylation of Alcohols by Using Benzothiazolium Reagents

Aliphatic compounds substituted with medicinally important trifluoromethylthio (SCF3) and trifluoromethylselenyl (SeCF3) groups were synthesized directly from alcohols by using the new benzothiazolium salts BT-SCF3 and BT-SeCF3. These bench-stable fluorine-containing reagents are facile to use and can be prepared in two steps from non-fluorinated heteroaromatic starting materials. The metal-free deoxytrifluoromethylthiolation process using BT-SCF3 proceeds under mild conditions and the similarly efficient trifluoromethylselenylation reactions using BT-SeCF3 are, to the best of our knowledge, the first reported examples of this transformation.

SYNTHESIS AND VIBRATIONAL PROPERTIES OF SOME BENZAZOLE-2-SELENONES. A COMPARISON WITH THE CORRESPONDING AZOLIDINE DERIVATIVES

Several benzazole-2-selenone compounds have been prepared and the syntheses are discussed together with those of the corresponding azolidine-2-selenones.The comparisons of the infrared spectra of each selenonic compound with the thionic isologue differ in the low frequency region, while they are very similar in the fingerprint region.This similarity can be used as a diagnostic aid in confirming the analogy in structure between sulphur and selenium compounds.