Tropacocaine
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Systematic IUPAC name 3-exo-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate | |
Other names 3β-Benzoyloxytropane Benzoylpseudotropine | |
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ECHA InfoCard | 100.007.877 ![]() |
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MeSH | tropacocaine |
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Properties | |
Chemical formula | 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). Infobox references |
Chemical compound
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
- Hydroxytropacocaine
- Benzoylecgonine
- p-Fluorotropacocaine
- Indatraline
- Tropane alkaloid
References
- ^ Jowett, H. A. D.; Pyman, F. L. (1909). "CXVI.?Relation between chemical constitution and physiological action in the tropeines. Part II". Journal of the Chemical Society, Transactions. 95: 1020–1032. doi:10.1039/CT9099501020.
- ^ Meyer EM, Potter LT, De Vane CL, Irwin I, MacKay SL, Miller R, Ruttenber AJ (August 1990). "Effects of benzoyltropine and tropacocaine on several cholinergic processes in the rat brain". The Journal of Pharmacology and Experimental Therapeutics. 254 (2): 584–90. PMID 1974643. Retrieved 2021-01-14.
- ^ "Cocaine analog in two steps from native plant material".
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