Miotine
Names
IUPAC name
[3-[1-(Dimethylamino)ethyl]phenyl] N-methylcarbamate
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
  • InChI=1S/C12H18N2O2/c1-9(14(3)4)10-6-5-7-11(8-10)16-12(15)13-2/h5-9H,1-4H3,(H,13,15) ☒N
    Key: KQOUPMYYRQWZLI-UHFFFAOYSA-N ☒N
  • InChI=1/C12H18N2O2/c1-9(14(3)4)10-6-5-7-11(8-10)16-12(15)13-2/h5-9H,1-4H3,(H,13,15)
    Key: KQOUPMYYRQWZLI-UHFFFAOYAX
  • CC(C1=CC(=CC=C1)OC(=O)NC)N(C)C
Properties
C12H18N2O2
Molar mass 222.288 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Miotine is an anticholinesterase drug. Miotine was the first synthetic carbamate that was used clinically.[1]

Unlike the miotine analog neostigmine, it doesn't have a quaternary ammonium group to give it a permanent positive charge. It can exist as an uncharged free base which could allow it to cross the blood–brain barrier and cause unwanted central nervous system (CNS) side effects.[2]

Miotine equilibrium
Miotine equilibrium

See also

References

  1. ^ "Archived copy" (PDF). Archived from the original (PDF) on 2009-05-09. Retrieved 2008-01-04.((cite web)): CS1 maint: archived copy as title (link)
  2. ^ "An introduction to drugs,their action and discovery" (PDF).



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