The structure of N-(<i>p</i>-bromophenyl)sydnone

Bärnighausen, H.; Jellinek, F.; Munnik, J.; Vos, A.

doi:10.1107/s0365110x63001304

Cited by 52 publications

(20 citation statements)

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“…The structures of other sydnones have been reported by Barnighausen, Jellinek, Munnik & Vos (1963), Hope & Thiessen (1969) and King, Preston, Suffolk & Turnbull (1979). The sydnone ring in the title compound is virtually identical (within errors) to the other sydnones reported even though there should be considerable structural strain from the ring fusion.…”

Section: Indolementioning

confidence: 54%

5-Hydroxy-5-methylsydno[3,4-a]indole

Grossie¹,

Turnbull²

1992

Acta Crystallogr C

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Section: Indolementioning

confidence: 54%

5-Hydroxy-5-methylsydno[3,4-a]indole

Grossie¹,

Turnbull²

1992

Acta Crystallogr C

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“…That is, the lattice constants for SrI 2 and EuI 2 are nearly identical [24,25], thus permitting high, uniform doping of Eu in SrI 2 . Other favorable aspects of SrI 2 include its low melting point, 538ºC, and its orthorhombic crystal structure, which will likely be readily growable to large sizes.…”

Section: B Strontium Iodidementioning

confidence: 99%

Scintillators With Potential to Supersede Lanthanum Bromide

Cherepy

Payne

Asztalos

et al. 2009

IEEE Trans. Nucl. Sci.

241

118

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is the most promising. SrI 2 (Eu) emits into the Eu 2+ band, centered at 435 nm, with a decay time of 1.2 µs and a light yield of up to 115,000 photons/MeV. It offers energy resolution better than 3% FWHM at 662 keV, and exhibits excellent light yield proportionality. Transparent ceramics fabrication allows production of Gadolinium-and Terbium-based garnets which are not growable by melt techniques due to phase instabilities. While scintillation light yields of Cerium-doped ceramic garnets are high, light yield non-proportionality and slow decay components appear to limit their prospects for high energy resolution.We are developing an understanding of the mechanisms underlying energy dependent scintillation light yield non-proportionality and how it affects energy resolution. We have also identified aspects of optical design that can be optimized to enhance energy resolution.

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“…This suggests an iminium-type nature of this nitrogen and therefore has an electron withdrawing impact which will deactivate the attached aryl substituents towards all electrophilic reagents [18]. Even though, the calculated bond order of the N-O was 1.22 Å which was close to 1.14 Å of the double bond N=O, the X-ray confirmed its single bond nature [19,20]. Interestingly, the high electron density of C4 in structures XXV and XXVI was later supported by the finding of Greco and O'Reilly who reported a strong acidity of 3-phenylsydnone with pKa However, more recent studies by Fan and his lab-mates gave a better insight into bond length and nature, atomic charges and electron density distribution for thirteen different sydnone compounds.…”

Section: Physicochemical Properties Of Sydnonementioning

confidence: 84%

“…The calculated bond order value of C5-O6 bond in structure XXV and XXVI [18] along with the X-ray structure of 3-(p-bromophenyl) sydnone [19], 3-(p-ethoxyphenyl) sydnone and 3-(p-tolyl)sydnone [20] pointed out a carbonyl-like double bond characters of the C5-O6 bond of the sydnone ring. Moreover, it can be noticed that the exocyclic oxygen O6 is highly negative charged (-0.53) even stronger than the carbonyl oxygen of butyrolactone (-0.38) indicating a very polarizable carbonyl group [18].…”

Section: Physicochemical Properties Of Sydnonementioning

confidence: 99%

Mesoionic Sydnone: A Review in Their Chemical and Biological Properties

Abdualkader

Taher

Yusoff

2017

Int J Pharm Pharm Sci

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Various literature sources have documented sydnones as important molecules with exclusive chemical properties and a wide spectrum of bioactivities. Sydnone can be defined as a five-membered pseudo-aromatic heterocyclic molecule. Classically, 1,2,3-oxadiazole forms the main skeleton of sydnone. The molecule has delocalized balanced positive and negative charges. The five annular atoms share the positive charge and the enolate-like exocyclic oxygen atom bears the negative charge. The hydrogen atom at the position C4 was proved to have acidic and nucleophilic functionalities making the sydnone ring reactive towards electrophilic reagents. These unique chemical features enable sydnones to interact with biomolecules resulting in important therapeutic effects like anticancer, antidiabetic, antimicrobial, antioxidant and anti-inflammatory. Consequently, we aim from the current article to review the available chemical and pharmacological information on sydnone and its derivatives.

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The structure of N-(p-bromophenyl)sydnone

Cited by 52 publications

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5-Hydroxy-5-methylsydno[3,4-a]indole

5-Hydroxy-5-methylsydno[3,4-a]indole

Scintillators With Potential to Supersede Lanthanum Bromide

Mesoionic Sydnone: A Review in Their Chemical and Biological Properties

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