83293-39-4

Basic information

• Product Name: Selenocyanic acid, (4-nitrophenyl)methyl ester
• CAS NO: 83293-39-4
• Molecular Formula: C8H6N2O2Se
• Molecular Weight: 241.108
• Mol File: 83293-39-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Selenocyanic acid, (4-nitrophenyl)methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Selenocyanic acid, (4-nitrophenyl)methyl ester(83293-39-4)
• EPA Substance Registry System: Selenocyanic acid, (4-nitrophenyl)methyl ester(83293-39-4)

Safety Data

• Hazardous Substances Data: 83293-39-4(Hazardous Substances Data)

Upstream product

• 4671-93-6 benzyl selenocyanate 
• 100-14-1 4-nitrobenzyl chloride 
• 100-44-7 benzyl chloride 
• 3425-46-5 potassium selenocyanate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 30876-61-0 bis(4-nitrobenzyl)diselenide 
• 100-14-1 4-nitrobenzyl chloride 
• 114082-88-1 tert-Butyl-dimethyl-[(1S,3R,4R)-3-(4-nitro-phenyl)-2-selena-bicyclo[2.2.2]oct-5-en-6-yloxy]-silane 
• 114082-89-2 tert-Butyl-dimethyl-[(1R,3S,4S)-3-(4-nitro-phenyl)-2-selena-bicyclo[2.2.2]oct-5-en-5-yloxy]-silane 

Relevant articles and documents

(1-Selenocyanatoethyl)benzene: A Selenocyanation Reagent for Site-Selective Selenocyanation of Inert Alkyl C(sp3)-H Bonds

A new, simple, yet easily accessible, (1-selenocyanatoethyl)benzene has been designed and applied as a SeCN group transfer reagent for selenocyanation of aliphatic C(sp3)-H bonds for the first time. This protocol is featured with mild reaction conditions and wide substrate scope. Control experiments reveal that a radical-group transfer mechanism might be involved.

Potent anti-proliferative activities of organochalcogenocyanates towards breast cancer

The pharmacological importance, particularly the anti-cancer and chemopreventive potentials, of organochalcogen compounds has attracted wide research attention recently. Herein we describe the synthesis of a series of organochalcogenocyanates that have one or more selenocyanate or thiocyanate units in a single molecule. The anti-proliferative activity of these organochalcogenocyanates in different breast cancer cells shows that selenocyanates exhibit much higher anti-proliferative activities than thiocyanates in general. Our study reveals that the activity of benzyl selenocyanate (1, BSC) could be significantly enhanced by 4-nitro substitution (12), which was more selective towards triple-negative breast cancer cells (MDA-MB-231) over other ER+ breast cancer cells (MCF-7 and T-47D). Furthermore, to the best of our knowledge, this is the first report on the synthesis of compounds having more than two selenocyanate units with promising anti-proliferative activities. Our studies further indicate that the apoptotic activities of selenocyanates are associated with modulation of cellular morphology and cell cycle arrest at S-phase. Selenocyanates also inhibited cellular migration and exhibited weak antioxidant activities. An effective binding interaction of compound 12 with serum albumin indicates its feasible transport in the bloodstream for its enhanced anti-cancer properties. Mechanistic studies by western blot analysis demonstrate that benzylic selenocyanates exhibit anti-proliferative activities by modulating key cellular proteins such as Survivin, Bcl-2 and COX-2; this was further supported by molecular docking studies. The results of this study would be helpful in designing suitable chemotherapeutic and chemopreventive drugs in the future.

Selenocyanates and diselenides: A new class of potent antileishmanial agents

Thirty five selenocyanate and diselenide compounds were subjected to in vitro screening against Leishmania infantum promastigotes and the most active ones were also tested in an axenic amastigote model. In order to establish the selectivity indexes (SI) t