Sydnone

Sydnone

Sydnone is a mesoionic heterocyclic aromatic chemical compound. A sydnone imine in which the keto group of sydnone (=O) has been replaced with an imino (=NH) group can be found as a substructure in the stimulant drugs feprosidnine and mesocarb.

Chemical structure

See also

* Sydnone imine

External links

* [http://www.iupac.org/goldbook/S06207.pdf IUPAC Goldbook entry]
* [http://books.google.com/books?id=OQrIk2rlduAC&pg=PA86&lpg=PA86&dq=mesoionic+sydnone&source=web&ots=n-gVjjCNeA&sig=JaOSaHo-dSFGcnmmAz5iA24hl00 Dictionary of Organic Compounds]

References

*cite journal
title = Synthesis of Sydnones and Sydnone Imines
author = Claude V. Greco, Wayne H. Nyberg, and C. C. Cheng
journal = Journal of Medicinal Chemistry
volume = 5
issue = 4
pages = 861–865
year = 1962
url =
doi = 10.1021/jm01239a022

*cite journal
title = Meso-ionic compounds
author = Wilson Baker, W. D. Ollis
journal = Quarterly Reviews Chemical Society.,
volume = 11
issue =
pages = 15–30
year = 1957
url =
doi = 10.1039/QR9571100015

*cite journal
title = The Preparation of Substituted Hydrazines. I. Alkylhydrazines via Alkylsydnones
author = Joseph Fugger, Jack M. Tien, and I. Moyer Hunsberger
journal = J. Am. Chem. Soc.
volume = 77
issue = 7
pages = 1843–1848
year = 1955
url =
doi = 10.1021/ja01612a039

*cite journal
title = The Preparation of Substituted Hydrazines. II.1 3-Pyridylhydrazine via the Phototropic N-(3-Pyridyl)-sydnone
author = Jack M. Tien and I. Moyer Hunsberger
journal = J. Am. Chem. Soc.
volume = 77
issue = 24
pages = 6604–6607
year = 1955
url =
doi = 10.1021/ja01629a052
88, 178 (1961);
*cite journal
title = Sydnones. III. Preparation and Interconversion of Mercurated Derivatives of N-(3-Pyridyl)-sydnone1-3a
author = Jack M. Tien and I. Moyer Hunsberger
journal = J. Am. Chem. Soc.
volume = 83
issue = 1
pages = 178–182
year = 1961
url =
doi = 10.1021/ja01462a035

*cite journal
title = Alan R. Katritzky
author =
journal = Chem. Ind.,
volume =
issue =
pages = 521
year = 1955
url =
doi =
, ();
*cite journal
title = Some new mesoionic compounds
author = Alexander Lawson and D. H. Miles
journal = J . Chem. Soc.,
volume =
issue =
pages = 2865–2871
year = 1959
url =
doi = 10.1039/JR9590002865

*cite journal
title = A Kinetic Study of the Reaction of a "Meso-ionic" Compound (Dehydrodithizone) with Haloacetates
author = J. Ogilvie, V. K. Miyamoto, Thomas C. Bruice
journal = J. Am. Chem. Soc.
volume = 83
issue = 11
pages = 2493–2495
year = 1961
url =
doi = 10.1021/ja01472a017

*cite journal
title = A New Class of Central Nervous System Stimulants
author = LEMONT B. KIER, LAURETTA E. FOX, D. DHAWAN & I. W. WATERS
journal = Nature
volume = 195
issue =
pages = 817–818
year = 1962
url =
doi = 10.1038/195817a0


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