Tropacocaine
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| Names | |
|---|---|
| Systematic IUPAC name
3-exo-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate | |
| Other names
3β-Benzoyloxytropane
Benzoylpseudotropine | |
| Identifiers | |
3D model (JSmol)
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| 3DMet | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.007.877 |
| EC Number |
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| KEGG | |
| MeSH | tropacocaine |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| 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).
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Tropacocaine (tropacaine, benzoylpseudotropine, pseudotropine benzoate, descarbomethoxycocaine) is a cocaine-related alkaloid[1] and a contaminant of street cocaine.[2]
Chemistry
[edit]Synthesis
[edit]It can be synthesized from tropine using the Mitsunobu reaction.[3]
See also
[edit]References
[edit]- ^ 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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