Tropacocaine

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Tropacocaine
Stereo Kekulé, skeletal formula of tropacocaine with some explicit hydrogens added
Names
Systematic IUPAC name
3-exo-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate
Other names
3β-Benzoyloxytropane

Benzoylpseudotropine
Pseudotropine benzoate

Tropacaine
Identifiers
3D model (
JSmol
)
3DMet
ChEMBL
ChemSpider
ECHA InfoCard
 100.007.877 Edit this at Wikidata
EC Number
  • 208-662-4
KEGG
MeSH tropacocaine
UNII
  • InChI=1S/C15H19NO2/c1-16-12-7-8-13(16)10-14(9-12)18-15(17)11-5-3-2-4-6-11/h2-6,12-14H,7-10H2,1H3/t12-,13+,14- checkY
    Key: XQJMXPAEFMWDOZ-BTTYYORXSA-N checkY
  • CN3[C@H]1CC[C@@H]3C[C@H](C1)OC(=O)c2ccccc2
Properties
C15H19NO2
Molar mass 245.322 g·mol−1
log P 2.607
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tropacocaine (tropacaine, benzoylpseudotropine, pseudotropine benzoate, descarbomethoxycocaine) is a cocaine-related alkaloid[1] and a contaminant of street cocaine.[2]

Chemistry

Synthesis

It can be synthesized from tropine using the Mitsunobu reaction.[3]

See also

References

  1. doi:10.1039/CT9099501020
    .
  2. PMID 1974643
    . Retrieved 2021-01-14.
  3. ^ "Cocaine analog in two steps from native plant material".


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