Miotine

Miotine
Names
IUPAC name
[3-[1-(Dimethylamino)ethyl]phenyl] N-methylcarbamate
Other names
AR-28
T-1843
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) X markN
    Key: KQOUPMYYRQWZLI-UHFFFAOYSA-N X markN
  • 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).
X markN verify (what is checkYX markN ?)

Miotine is an anticholinesterase drug. Miotine was the first synthetic carbamate that was used clinically.

Unlike the miotine analog neostigmine, it does not 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.

Miotine equilibrium
Miotine equilibrium

See also