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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H23NO4
Molecular Weight 329.3902
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CINNAMOYLCOCAINE

SMILES

COC(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1OC(=O)\C=C\C3=CC=CC=C3)N2C

InChI

InChIKey=MQIXMJWNEKUAOZ-UYCDZTDFSA-N
InChI=1S/C19H23NO4/c1-20-14-9-10-15(20)18(19(22)23-2)16(12-14)24-17(21)11-8-13-6-4-3-5-7-13/h3-8,11,14-16,18H,9-10,12H2,1-2H3/b11-8+/t14-,15+,16-,18+/m0/s1

HIDE SMILES / InChI
Molecular Formula C19H23NO4
Molecular Weight 329.3902
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Approval Year

Unknown
139594
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:49:13 GMT 2023
Edited
by admin
on Sat Dec 16 02:49:13 GMT 2023
Record UNII
O3I44O988U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CINNAMOYLCOCAINE
MI  
Common Name English
COCAINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXYLIC ACID, 8-METHYL-3-((1-OXO-3-PHENYL-2-PROPENYL)OXY)-, METHYL ESTER, (1R-(1.ALPHA.,2.ALPHA.,3.ALPHA.(E),5.ALPHA.))-
Systematic Name English
8-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)-
Systematic Name English
TRANS-CINNAMOYLCOCAINE
Common Name English
PHENYLACETYLMETHYLESTER ECGONINE
Common Name English
CINNAMIC ACID, ESTER WITH ECGONINE METHYL ESTER
Common Name English
CINNAMOYLECGONINE METHYL ESTER
Common Name English
ECGONINE PHENYLACETYLMETHYLESTER
Common Name English
ECGONINE CINNAMATE METHYL ESTER
Common Name English
CINNAMOYLCOCAINE, (E)-
Common Name English
Methylecgonine cinnamate
Common Name English
CINNAMOYLCOCAINE [MI]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID60893899
Created by admin on Sat Dec 16 02:49:13 GMT 2023 , Edited by admin on Sat Dec 16 02:49:13 GMT 2023
PRIMARY
PUBCHEM
6440936
Created by admin on Sat Dec 16 02:49:13 GMT 2023 , Edited by admin on Sat Dec 16 02:49:13 GMT 2023
PRIMARY
FDA UNII
O3I44O988U
Created by admin on Sat Dec 16 02:49:13 GMT 2023 , Edited by admin on Sat Dec 16 02:49:13 GMT 2023
PRIMARY
CAS
50763-20-7
Created by admin on Sat Dec 16 02:49:13 GMT 2023 , Edited by admin on Sat Dec 16 02:49:13 GMT 2023
PRIMARY
WIKIPEDIA
Methylecgonine cinnamate
Created by admin on Sat Dec 16 02:49:13 GMT 2023 , Edited by admin on Sat Dec 16 02:49:13 GMT 2023
PRIMARY 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 said to be 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.
MERCK INDEX
m651
Created by admin on Sat Dec 16 02:49:13 GMT 2023 , Edited by admin on Sat Dec 16 02:49:13 GMT 2023
PRIMARY Merck Index
CAS
521-67-5
Created by admin on Sat Dec 16 02:49:13 GMT 2023 , Edited by admin on Sat Dec 16 02:49:13 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
Related Record Type Details
Structure of COCAINE HYDROCHLORIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
NIH
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