Cinnamoylcocaine
Basic information
- CAS
50763-20-7- Standard SMILES
COC(=O)[C@H]1[C@@H](OC(=O)/C=C/c2ccccc2)C[C@@H]2CC[C@H]1N2C- InChIKey
MQIXMJWNEKUAOZ-UYCDZTDFSA-N- Molecular formula
- C19H23NO4
- Average molar mass
- 329.4 g/mol
- Monoisotopic mass
- 329.16270821
Overview
cinnamoylcocaine has been reported in Erythroxylum coca and Erythroxylum novogranatense with data available.
Names & identifiers
- Preferred name
- Cinnamoylcocaine
- IUPAC
- methyl (1R,2R,3S,5S)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-2-carboxylate
- English name
- trans-cinnamoylcocaine
- Molecular formula
- C19H23NO4
- Molecular weight
- 329.39
Names & synonyms
CinnamoylcocaineCinnamoylcocaine, (E)-521-67-5Methylecgonine cinnamateO3I44O988U8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 8-methyl-3-(((2E)-1-oxo-3-phenyl-2-propenyl)oxy)-, methyl ester, (1R,2R,3S,5S)-8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 8-methyl-3-((1-oxo-3-phenyl-2-propenyl)oxy)-, methyl ester, (1R-(1alpha,2alpha,3alpha(E),5alpha))-DTXSID60893899RefChem:190635DTXCID201764473trans-cinnamoylcocaineCinnamoylcocaine [MI]
Show more names
trans-Cinnamoylcocaine, 1mg/ml in Acetonitrile8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 8-methyl-3-[[(2E)-1-oxo-3-phenyl-2-propenyl]oxy]-, methyl ester, (1R,2R,3S,5S)-
50763-20-7methyl (1R,2R,3S,5S)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-2-carboxylateCinnamylcocaine [WHO-DD]UNII-O3I44O988UCocaine EP Impurity ADTXSID701334867Cocaine Hydrochloride EP Impurity ACINNAMOYLECGONINE METHYL ESTER
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 6
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 498
Experimental & physicochemical properties
Drugs
DEA NFLIS-Drug Category -> Cocaine Alkaloids
DEA NFLIS-Drug Category -> Narcotics
Physicochemical properties
- Boiling point
- 437.8 · 437.8±45.0 °C(Predicted)
- Density
- 1.2 · 1.20±0.1 g/cm3(Predicted)
- pka
- 8.76 · 8.76±0.60(Predicted)
- FDA UNII
- 3 I44O988U · O3I44O988U
- RIDADR
- 1544 · 1544
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300+H330 (50%): Fatal if swallowed or if inhaled [Danger Acute toxicity, oral; acute toxicity, inhalation]
P203, P260, P261, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P308+P316, P316, P318, P319, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 2 (100%)
Safety data
- ridadr
- 1544
- hazard_class
- 6.1(b)
- packing_group
- III
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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