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Miotine

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Miotine
Names
IUPAC name phenyl] N-methylcarbamate
Other names AR-28
T-1843
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
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)Key: KQOUPMYYRQWZLI-UHFFFAOYSA-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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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

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.

Miotine equilibrium
Miotine equilibrium

See also

References

  1. ^ Chemical Warfare Agents, and Related Chemical Problems. Parts I-II. 1958.
  2. "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)
  3. "An introduction to drugs,their action and discovery" (PDF).


Acetylcholine metabolism and transport modulators
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
Enhancers
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators


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