Miotine

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Miotine
IUPAC name	dimethyl-[1-[3-(methylcarbamoyloxy)phenyl]ethyl]ammonium chloride
Identifiers
CAS number
SMILES	CC(C1=CC(=CC=C1)OC(=O)NC)[NH+](C)C.[Cl-]
Properties
Molecular formula	C12H19ClN2O2
Molar mass	258.74 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

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

Unlike miotine's analouge neostigmine it doesn't have a quaternary ammonium group to give it a permanent positive charge. It can therefore form it's unpolar free base which could allow it to cross the blood-brain barrier and cause unwanted central nervous system (CNS) side effects.^[2]

[edit] References

1. ^ "http://www.weizmann.ac.il/sb/faculty_pages/Sussman/papers/2002_Bar-On_Biochem.pdf"
2. ^ "http://media.wiley.com/product_data/excerpt/72/04700259/0470025972.pdf"