2362-05-2Relevant articles and documents
Thiofulminic acid (H-C≡N→S) and nitrile sulfides (R-C≡N→S) in the gas phase
Kambouris,Plisnier,Flammang,Terlouw,Wentrup
, p. 1487 - 1490 (1991)
Thiofulminic acid (HCNS) and its derivatives have been identified in the gas phase by neutralization-reionization mass spectrometry, and benzonitrile sulfide also by matrix isolation IR spectroscopy following flash vacuum pyrolysis.
Heteroarylnitrones as drugs for neurodegenerative diseases: Synthesis, neuroprotective properties, and free radical scavenger properties
Porcal, Williams,Hernández, Paola,González, Mercedes,Ferreira, Ana,Olea-Azar, Claudio,Cerecetto, Hugo,Castro, Ana
body text, p. 6150 - 6159 (2009/10/23)
New 1,2,4-thiadiazolylnitrones and furoxanylnitrones were developed and evaluated as neuroprotective agents on a human neuroblastoma (SH-SY5Y) cells model. They inhibited at low micromolar concentrations the oxidative damage and the death induced by exposure to hydrogen peroxide. These heteroarylnitrones showed excellent peroxyl free radical absorbance capacities, analyzed by oxygen radical absorbance capacity (ORAC) assay with fluorescein as the fluorescent probe, ranging from 1.5- to 16.5-fold the value of the reference nitrone, α-phenyl-N-tert-butylnitrone (PBN). The electron spin resonance spectroscopy (ESR) demonstrated the ability of these derivatives to directly trap and stabilize oxygen, carbon, and sulfur-centered free radicals. These results demonstrated the potential use of these heteroarylnitrones as neuroprotective agents in preventing the death of cells exposed to enhanced oxidative stress and damage.
Viscosity-dependent Fluorescence and Low-temperature Photochemistry of Mesionic 4-Phenyl-1,3,2-oxathiazolylium-5-olate
Harrit, Niels,Holm, Arne,Dunkin, Ian R.,Poliakoff, Martin,Turner, James J.
, p. 1227 - 1238 (2007/10/02)
Irradiation of 4-phenyl-1,3,2-oxathiazolylium-5-olate (1) at cryogenic temperatures leads to formation of benzonitrile sulphide (4) and phenyl(nitrosothio)ketene (6) as primary products.They have been characterized by u.v. and i.r. spectroscopy.The relative yields of (4) and (6) depend strongly on the local viscosity of the medium.For example, poly(vinyl chloride) favours the formation of (4), whereas solid nitrogen favours (6).The observation of a strong fluorescence is also conditioned by a rigid environment.A vibrational fine structure extending half way through the main absorption band of (1) indicates the existence of a dissociative pathway in the excited singlet-state potential energy surface.This pathway is identified with the formation of (6).Isotopic labelling has been used to characterize (6) and the i.r. absorptions of its cis-trans-isomers have been located.The cis-isomer of (6) can regenerate (1) upon irradiation; similar treatment of the trans-isomer leads to the resonance-stabilized radical phenyl(oxomethylene)thiyl (7).
Nitrile Sulphides. Part 1. 1,3-Dipolar Cycloaddition to Carbonyl Groups activated by Trihaloalkyl Substituents; Synthesis and Crystal Structure of 1,3,4-Oxathiazoles
Damas, A. Margarida,Gould, Robert O.,Harding, Marjorie M.,Paton, R. Michael,Ross, John F.,Crosby, John
, p. 2991 - 2996 (2007/10/02)
Nitrile sulphides, generated by the thermal decarboxylation of 1,3,4-oxathiazol-2-ones, undergo 1,3-dipolar cycloaddition to the carbonyl group in chloral, hexachloroacetone and α,α,α-trifluoroacetophenone to yield 2,2,5-trisubstituted 1,3,4-oxathiazoles (18 - 76percent).Characterisation of the products is based on analytical and spectroscopic evidence, and is confirmed for 5-phenyl-2-trichloromethyl-1,3,4-oxathiazole and 5-(p-methoxyphenyl)-2-phenyl-2-trifluoromethyl-1,3,4-oxathiazole by X-ray crystal structure analyses.The oxathiazole rings are planar, with a localised C=N double bond.
