Miotine

Miotine is an anticholinesterase drug. Miotine was the first synthetic carbamate that was used clinically.[1]

Miotine

Names
IUPAC name [3-[1-(Dimethylamino)ethyl]phenyl] N-methylcarbamate
Identifiers
CAS Number	4464-16-8 Y
3D model (JSmol)	Interactive image
ChemSpider	41955 N
KEGG	C11763 N
PubChem CID	46093
CompTox Dashboard (EPA)	DTXSID10275489
InChI 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
SMILES CC(C1=CC(=CC=C1)OC(=O)NC)N(C)C
Properties
Chemical formula	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).
N verify (what is YN ?)
Infobox references

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