Names | |
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IUPAC name
methyl (1R,2R,3S,5S)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-
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Other names
Cinnamoylcocaine
Cinnamylcocaine | |
Identifiers | |
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3D model (
JSmol)
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ChemSpider | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C19H23NO4 | |
Molar mass | 329.396 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Methylecgonine cinnamate is a natural tropane alkaloid found within the coca plant. [1] Its more common name, cinnamoylcocaine, reflects its close structural similarity to cocaine. It is pharmacologically inactive, [2] but some studies funded by anti-drug agencies imply that it is active when smoked.[ citation needed] Furthermore, the discovery of differing impurity products yielding methylecgonine cinnamate in confiscated cocaine have led enforcing agencies to postulate that illicit manufacturers have changed their oxidation procedures when refining cocaine from a crude form. [3] Methylecgonine cinnamate can dimerize to the truxillic acid derivative truxilline. [2] It is notable that methylecgonine cinnamate is given in patents of active cocaine analogue structures. [4] [5]
Names | |
---|---|
IUPAC name
methyl (1R,2R,3S,5S)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-
| |
Other names
Cinnamoylcocaine
Cinnamylcocaine | |
Identifiers | |
| |
3D model (
JSmol)
|
|
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C19H23NO4 | |
Molar mass | 329.396 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Methylecgonine cinnamate is a natural tropane alkaloid found within the coca plant. [1] Its more common name, cinnamoylcocaine, reflects its close structural similarity to cocaine. It is pharmacologically inactive, [2] but some studies funded by anti-drug agencies imply that it is active when smoked.[ citation needed] Furthermore, the discovery of differing impurity products yielding methylecgonine cinnamate in confiscated cocaine have led enforcing agencies to postulate that illicit manufacturers have changed their oxidation procedures when refining cocaine from a crude form. [3] Methylecgonine cinnamate can dimerize to the truxillic acid derivative truxilline. [2] It is notable that methylecgonine cinnamate is given in patents of active cocaine analogue structures. [4] [5]