Miotine
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Names
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IUPAC name
[3-[1-(Dimethylamino)ethyl]phenyl] N-methylcarbamate
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Identifiers
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ChemSpider
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KEGG
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UNII
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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) NKey: KQOUPMYYRQWZLI-UHFFFAOYSA-N NInChI=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
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CC(C1=CC(=CC=C1)OC(=O)NC)N(C)C
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Properties
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C12H18N2O2
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Molar mass
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222.288 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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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.
See also
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Enzyme (modulators) | ChATTooltip Choline acetyltransferase |
- Inhibitors: 1-(-Benzoylethyl)pyridinium
- 2-(α-Naphthoyl)ethyltrimethylammonium
- 3-Chloro-4-stillbazole
- 4-(1-Naphthylvinyl)pyridine
- Acetylseco hemicholinium-3
- Acryloylcholine
- AF64A
- B115
- BETA
- CM-54,903
- N,N-Dimethylaminoethylacrylate
- N,N-Dimethylaminoethylchloroacetate
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AChETooltip Acetylcholinesterase | |
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BChETooltip Butyrylcholinesterase | |
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Transporter (modulators) | CHTTooltip Choline transporter | |
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VAChTTooltip Vesicular acetylcholine transporter | |
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Release (modulators) | |
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- See also
- Receptor/signaling modulators
- Muscarinic acetylcholine receptor modulators
- Nicotinic acetylcholine receptor modulators
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