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Molsidomine

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Molsidomine
Names
IUPAC name
1-Ethoxy-N-(3-morpholino-5-oxadiazol-3-iumyl)methanimidate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.042.902 Edit this at Wikidata
KEGG
  • InChI=1S/C9H14N4O4/c1-2-16-9(14)10-8-7-13(11-17-8)12-3-5-15-6-4-12/h7H,2-6H2,1H3 checkY
    Key: XLFWDASMENKTKL-UHFFFAOYSA-N checkY
  • InChI=1/C9H14N4O4/c1-2-16-9(14)10-8-7-13(11-17-8)12-3-5-15-6-4-12/h7H,2-6H2,1H3
    Key: XLFWDASMENKTKL-UHFFFAOYAC
  • [O-]C(OCC)=Nc2on[n+](N1CCOCC1)c2
Properties
C9H14N4O4
Molar mass 242.23 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Molsidomine is an orally active, long acting vasodilating drug. Molsidomine is metabolized in the liver to the active metabolite linsidomine. Linsidomine is an unstable compound that releases nitric oxide (NO) upon decay as the actual vasodilating compound.[1]

Release of nitric oxide

→ NO

Molsidomine → Linsidomine (SIN-1) → SIN-1A → nitric oxide[2]

Chemistry

Molsidomine as well as linsidomine are sydnone imines, a class of mesoionic heterocyclic aromatic chemical compounds.

See also

References

  1. ^ Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 8743336, please use {{cite journal}} with |pmid=8743336 instead.
  2. ^ Mutschler, Ernst; Schäfer-Korting, Monika (2001). Arzneimittelwirkungen (in German) (8 ed.). Stuttgart: Wissenschaftliche Verlagsgesellschaft. p. 558. ISBN 3-8047-1763-2.