Sydnone

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Chemical structure of sydnone
Chemical structure of 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.

Contents

[edit] Chemical structure

[edit] See also

[edit] External links

[edit] References

  • Claude V. Greco, Wayne H. Nyberg, and C. C. Cheng (1962). "Synthesis of Sydnones and Sydnone Imines". Journal of Medicinal Chemistry 5 (4): 861–865. doi:10.1021/jm01239a022. 
  • Wilson Baker, W. D. Ollis (1957). "Meso-ionic compounds". Quarterly Reviews Chemical Society., 11: 15–30. doi:10.1039/QR9571100015. 
  • Joseph Fugger, Jack M. Tien, and I. Moyer Hunsberger (1955). "The Preparation of Substituted Hydrazines. I. Alkylhydrazines via Alkylsydnones". J. Am. Chem. Soc. 77 (7): 1843–1848. doi:10.1021/ja01612a039. 
  • Jack M. Tien and I. Moyer Hunsberger (1955). "The Preparation of Substituted Hydrazines. II.1 3-Pyridylhydrazine via the Phototropic N-(3-Pyridyl)-sydnone". J. Am. Chem. Soc. 77 (24): 6604–6607. doi:10.1021/ja01629a052.  88, 178 (1961);
  • Jack M. Tien and I. Moyer Hunsberger (1961). "Sydnones. III. Preparation and Interconversion of Mercurated Derivatives of N-(3-Pyridyl)-sydnone1-3a". J. Am. Chem. Soc. 83 (1): 178–182. doi:10.1021/ja01462a035. 
  • "Alan R. Katritzky" (1955). Chem. Ind.,: 521.  , ();
  • Alexander Lawson and D. H. Miles (1959). "Some new mesoionic compounds". J . Chem. Soc.,: 2865–2871. doi:10.1039/JR9590002865. 
  • J. Ogilvie, V. K. Miyamoto, Thomas C. Bruice (1961). "A Kinetic Study of the Reaction of a "Meso-ionic" Compound (Dehydrodithizone) with Haloacetates". J. Am. Chem. Soc. 83 (11): 2493–2495. doi:10.1021/ja01472a017. 
  • LEMONT B. KIER, LAURETTA E. FOX, D. DHAWAN & I. W. WATERS (1962). "A New Class of Central Nervous System Stimulants". Nature 195: 817–818. doi:10.1038/195817a0.