TMTFA

Chemical compound From Wikipedia, the free encyclopedia

TMTFA is an extremely potent acetylcholinesterase inhibitor. As a transition state analog of acetylcholinesterase, TMTFA is able to inhibit acetylcholinesterase at extremely low concentrations (within the femtomolar range), making it one of the most potent acetylcholinesterase inhibitors known.[2][3][4]

Quick facts Names, Identifiers ...
TMTFA
Names
Preferred IUPAC name
N,N,N-Trimethyl-3-(trifluoroacetyl)anilinium
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C11H13F3NO/c1-15(2,3)9-6-4-5-8(7-9)10(16)11(12,13)14/h4-7H,1-3H3/q+1
    Key: JIBZSTPMDKSJOX-UHFFFAOYSA-N
  • C[N+](C)(C)C1=CC=CC(=C1)C(=O)C(F)(F)F
Properties
C11H13F3NO
Molar mass 232.226 g·mol−1
Hazards
Lethal dose or concentration (LD, LC):
1.6 mg/kg (intraperitoneal, mice) (as iodide salt)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Mechanism of action

TMTFA has a reactive ketone group that can covalently bind to the serine residue in the active site of acetylcholinesterase. This is due to the electron-withdrawing trifluoromethyl group on the carbonyl group.[5]

See also

References

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